137 properties found in Islamorada

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  • Cheeca Lodge & Spa Islamorada

    Cheeca Lodge & Spa Islamorada

    81801 Overseas Highway, Mile Marker 82 Private oceanfront retreat - 0m
    "Tranquil ocean escape"
    • Luxurious spa and treatment options available

    • Oceanfront bungalows with stunning views

    • Diverse dining including sushi and seafood

    • Exclusive adult-only pool for relaxation

    • Access to water sports and excursions

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    US$ 185 price for 1 night
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  • Amara Cay Resort Islamorada

    Amara Cay Resort Islamorada

    80001 Overseas Highway Historic Diving Museum - 4.9km
    "Relaxing beach vibe"
    • Complimentary kayaks and paddleboards for guests

    • Oceanfront views and serene beach atmosphere

    • Tiki Bar offering cocktails with ocean views

    • Fire pits creating cozy evening gatherings

    • Access to amenities of sister resorts

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    US$ 266 price for 1 night
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  • Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

    Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

    84457 Overseas Highway Oceanfront serene property - N/A
    "Relax by oceanfront"
    • Nine restaurants with island-inspired cuisine

    • Adult-centric area with private beach access

    • World-class marina for fishing excursions

    • Daily complimentary kayak and paddleboard rentals

    • Three pools with oceanfront views

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    US$ 180 price for 1 night
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  • Last-minute discounts for spontaneous travelers!

    La Jolla Resort Islamorada

    La Jolla Resort Islamorada

    2
    82216 Overseas Highway, Islamorada, United States

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    US$ 199 US$ 181 for 1 night

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  • Islander Resort Islamorada

    Islander Resort Islamorada

    82100 Overseas Highway Direct beach access - 0m
    "Spacious tropical bungalows"
    • Expansive beachfront for relaxation

    • Multiple pools for family and adults

    • Complimentary water sport rentals

    • Oceanside dining with fresh ingredients

    • Self-contained bungalow accommodations

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    US$ 204 price for 1 night
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  • Breezy Palms Resort Islamorada

    Breezy Palms Resort Islamorada

    80015 Overseas Highway Nearby fishing spots - 1.5km
    "Great family getaway"
    • Private beach for relaxation

    • Spacious, comfortable accommodations

    • Variety of water activities available

    • Heated swimming pool access

    • On-site grilling facilities for guests

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    US$ 142 price for 1 night
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  • Drop Anchor Resort & Marina Islamorada

    Drop Anchor Resort & Marina Islamorada

    84959 Overseas Highway, 222 Adjacent to Windley Key - 0.5km
    "Relax by the pool"
    • Oceanfront location for relaxation

    • Complimentary kayaks and paddleboards available

    • Scenic views from many rooms

    • Private beach access for guests

    • Heated saltwater swimming pool

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    US$ 435 price for 1 night
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  • La Siesta Resort & Villas Islamorada

    La Siesta Resort & Villas Islamorada

    80241 Overseas Highway Oceanfront and marina access - 300m
    "Perfect tropical getaway"
    • Private beachfront cottages and villas

    • Complimentary kayaks and paddleboards available

    • Access to sister resort facilities

    • Heated pool with scenic ocean view

    • Tropical garden surroundings and terraces

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    US$ 232 price for 1 night
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  • Sunset Inn Islamorada

    Sunset Inn Islamorada

    82200 Overseas Hwy Near iconic 7 mile bridge - 35 miles
    "Outdoor pool oasis"
    • Fully renovated contemporary design

    • Climate-controlled full-size pool

    • Free upgraded WiFi with streaming

    • Luxurious bedding and linens

    • Accessible rooms available on request

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    US$ 107 price for 1 night
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  • Coconut Cove Resort & Marina Islamorada

    Coconut Cove Resort & Marina Islamorada

    84801 Overseas Highway Nature preserve access - 1.5km
    "Beachfront, romantic getaway"
    • Waterfront 7-acre property

    • Private beach with stunning views

    • Exceptional wedding planning services

    • Natural pool and waterfall features

    • Close to world-class fishing spots

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    US$ 245 price for 1 night
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  • Pines & Palms Resort Islamorada

    Pines & Palms Resort Islamorada

    80401 Old Hwy Oceanfront view access - 0.1km
    4.5
    770 reviews
    • Oceanfront heated swimming pool

    • Unique old Florida charm

    • Complimentary use of kayaks

    • On-site fishing charters available

    • Location near local attractions

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    US$ 134 price for 1 night
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  • Fisher Inn Resort & Marina Islamorada

    Fisher Inn Resort & Marina Islamorada

    84951 Overseas Hwy Near Theater of the Sea - 0.5km
    4.5
    156 reviews
    • Modern oceanfront accommodations

    • Complimentary kayak and paddleboard use

    • Dock access for fishing enthusiasts

    • Pet-friendly accommodations available

    • Close to local attractions

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    US$ 212 price for 1 night
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  • Casa Morada Hotel Islamorada

    Casa Morada Hotel Islamorada

    136 Madeira Road Close to Key West - 120km
    "Scenic island retreat"
    • Private island pool with stunning views

    • Pet-friendly for vacationing with furry friends

    • Complimentary kayaks and paddleboards offered

    • Boho chic room design with outdoor showers

    • Yoga sessions overlooking tranquil waters

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    US$ 508 price for 1 night
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  • The Moorings Village Islamorada

    The Moorings Village Islamorada

    123 Beach Rd
    Situated a 5-minute walk from Anne s Beach, The Moorings Village Islamorada hotel offers a swimming pool. This resort offers a car park on site.
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    US$ 459 price for 1 night
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  • The Caribbean Resort Islamorada

    The Caribbean Resort Islamorada

    117 South Carroll Street
    The 3-star The Caribbean Resort Islamorada is within easy walking distance of Keys History & Discovery Center and features bicycle rentals for guests' convenience. The family resort lies in a…
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    US$ 500 price for 1 night
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  • Chesapeake Beach Resort Islamorada

    Chesapeake Beach Resort Islamorada

    83409 Overseas Highway Near local attractions - 1.5km
    4
    88 reviews
    • Oceanfront venue with scenic views

    • Complimentary water sport rentals available

    • Private beach access for guests

    • Spacious rooms with balconies

    • On-site dining with local flavors

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    US$ 149 price for 1 night
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  • Hadley Resort And Marina Islamorada

    Hadley Resort And Marina Islamorada

    82749 Overseas Hwy Close to fishing spots - 1.5km
    4
    241 reviews
    • Stunning ocean views from rooms

    • Complimentary kayaks and paddleboards

    • On-site boat rental services

    • Spacious and well-appointed suites

    • Private dock access for fishing

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    US$ 147 price for 1 night
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  • Indigo Bay Hotel Islamorada

    Indigo Bay Hotel Islamorada

    81450 Overseas Highway
    The 3-star Indigo Bay Hotel Islamorada provides proximity to Hurricane Monument, which is situated nearly a 5-minute ride away.
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  • Ragged Edge Resort & Marina Islamorada

    Ragged Edge Resort & Marina Islamorada

    243 Treasure Harbor Dr Central Florida Keys - 1.5km
    "Relax by the pool"
    • Beautiful ocean view balconies

    • Secluded paradise for relaxation

    • Complimentary kayak and bike rentals

    • Ideal for weddings and events

    • Private marina with docking facilities

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    US$ 261 price for 1 night
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  • Caloosa Cove Resort Islamorada

    Caloosa Cove Resort Islamorada

    73801 Overseas Highway Centrally located - 1.5km
    "Excellent fishing opportunities"
    • Oceanfront suites with kitchens

    • Heated pool with ocean views

    • Convenient on-site dining options

    • Access to fishing charters

    • Private beach area for guests

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    US$ 309 price for 1 night
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  • Bud N' Mary'S Marina Islamorada

    Bud N' Mary'S Marina Islamorada

    79851 Overseas Highway
    Bud N' Mary'S Marina hotel is situated approximately 15 minutes' drive from History of Diving Museum, which is an excellent place to improve cultural awareness. Located around 10 minutes' drive from…
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    US$ 247 price for 1 night
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  • Treasure Harbor Hotel Islamorada

    Treasure Harbor Hotel Islamorada

    200 Treasure Harbor Dr
    Overlooking the lake, Treasure Harbor Hotel Islamorada is located 2.9 km from Plantation Key. This 3-star hotel also includes parking.
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    US$ 171 price for 1 night
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  • Islander Bayside Villas & Boatslips Islamorada

    Islander Bayside Villas & Boatslips Islamorada

    81450 Overseas Highway Direct bay access - 500m
    "Spacious and inviting"
    • Spacious townhomes with full kitchens

    • Direct bay access and boat slips

    • Access to nearby Islander amenities

    • Serene bayside views and sunsets

    • Recreational options like kayaking onsite

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    US$ 191 price for 1 night
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  • The Ocean View Inn Islamorada

    The Ocean View Inn Islamorada

    84500 Overseas Highway Near Windley Key - 300m
    "Relax by the pool"
    • Outdoor heated swimming pool

    • Rooms with patio and seating area

    • Restaurant and poolside snack bar

    • Free parking available on-site

    • Sun loungers by the pool

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    US$ 230 price for 1 night
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  • The Islands Of Islamorada Hotel

    The Islands Of Islamorada Hotel

    82779 Old Hwy
    The 4-star The Islands Of Islamorada Hotel, located merely 1.4 km from Lobster Trap Art Gift Shop and Gallery, boasts a swimming pool. The resort features Wi-Fi throughout the property.
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    US$ 618 price for 1 night
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  • Sands Of Islamorada Hotel

    Sands Of Islamorada Hotel

    80051 Overseas Highway Sport Fishing Capital - 1.5km
    4
    279 reviews
    • Pet-friendly accommodations available

    • Beautiful oceanfront views offered

    • Dock ramp access for boating

    • Variety of water sports activities

    • Comfortable rooms with kitchen amenities

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    US$ 200 price for 1 night
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  • Matecumbe Resort Islamorada

    Matecumbe Resort Islamorada

    76261 Overseas Highway Beachfront access - 1.9km
    "Fun family activities"
    • Private beach area access

    • Outdoor swimming pool available

    • Fully equipped kitchen facilities

    • Child-friendly playground on site

    • Complimentary WiFi throughout property

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    US$ 125 price for 1 night
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  • Smugglers Cove Resort And Marina Islamorada

    Smugglers Cove Resort And Marina Islamorada

    85500 Overseas Highway
    3
    226 reviews
    Smugglers Cove Resort And Marina Islamorada offers 12 rooms 2.6 km from Founders Park. Parking is available on site as well.
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    US$ 99 price for 1 night
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  • Executive Bay Islamorada By Sofla Vacations Villa

    Executive Bay Islamorada By Sofla Vacations Villa

    87200 Overseas Highway
    Executive Bay Islamorada By Sofla Vacations Villa is situated merely 5 minutes' walk from Rain Barrel Village and features a golf course and a satellite flat-screen for a delightful stay. Guests can…
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    US$ 160 price for 1 night
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  • Anglers Reef Paradise Villa Islamorada

    Anglers Reef Paradise Villa Islamorada

    110 Anglers Way 110
    The 2-bedroom Anglers Reef Paradise Villa is located merely 5 minutes' walk from Windley Key Fossil Reef Geological State Park and invites guests to enjoy bicycle usage. This accommodation features…
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    US$ 382 price for 1 night
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  • Anglers Reef Getaway Villa Islamorada

    Anglers Reef Getaway Villa Islamorada

    135 Anglers Way
    Anglers Reef Getaway Villa offers proximity to such city sites as Windley Key, located merely a 6-minute stroll away.
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    US$ 450 price for 1 night
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  • Little Basin Villas Islamorada

    Little Basin Villas Islamorada

    84 Johnston Road
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  • Angler'S Reef Resort Islamorada

    Angler'S Reef Resort Islamorada

    84977 Overseas Highway
    The 2-star Angler'S Reef Resort Islamorada, located approximately 10 minutes' drive from Long Key Bight, offers a swimming pool, Wi-Fi in the rooms.
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    US$ 484 price for 1 night
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  • Treasure Harbor Resort & Marina Islamorada

    Treasure Harbor Resort & Marina Islamorada

    200 Treasure Harbor Drive #4
    Treasure Harbor Resort & Marina Islamorada offers 6 rooms 10 minutes' stroll from Bluewater In The Keys. Guests who stay at this botel can park their car on site.
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    US$ 299 price for 1 night
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  • Dream Escape At Anglers Reef Islamorada Villa

    Dream Escape At Anglers Reef Islamorada Villa

    128 Anglers Way
    Located around a 15-minute ride from Hurricane Monument, Dream Escape At Anglers Reef Islamorada Villa gives access to various tourist sites in the vicinity.
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    US$ 320 price for 1 night
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  • Key Lime Cottage In The Heart Of Islamorada

    Key Lime Cottage In The Heart Of Islamorada

    76777 Overseas Highway
    1-bedroom Key Lime Cottage In The Heart Of Islamorada is located within easy walking distance of Lower Matecumbe Key Island and welcomes its guests to enjoy diving. This accommodation includes…
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    US$ 418 price for 1 night
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  • Anglers Reef Vacation Rental Islamorada

    Anglers Reef Vacation Rental Islamorada

    109 Anglers Way
    Anglers Reef Vacation Rental villa is located around a 5-minute ride from Windley Key Fossil Reef Geological State Park and offers guests to enjoy water sports activities, snorkelling, and canoeing.
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    US$ 495 price for 1 night
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  • Executive Bay Club Condos Islamorada

    Executive Bay Club Condos Islamorada

    The 125 m² Executive Bay Club Condos Islamorada is located 15 minutes' drive from History of Diving Museum and 5 minutes on foot from Rain Barrel Sculpture Gallery. Staying in this 2-bedroom…
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    US$ 150 price for 1 night
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  • Islamorada Modern Penthouse With Private Beach

    Islamorada Modern Penthouse With Private Beach

    80639 Old Highway
    Located 600 metres from Indian Key State Historic Site, the 3-bedroom Islamorada Modern Penthouse With Private Beach Villa provides an outdoor pool, a Jacuzzi for a more relaxing experience. Offering…
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  • Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada Condo

    Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada Condo

    Located just 150 metres from History of Diving Museum and Island Community Church, beachfront 2-bedroom Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada Condo features views…
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    US$ 203 price for 1 night
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  • Exceptional Condo With Panoramic Views Of The Atlantic Ocean, Condo Islamorada

    Exceptional Condo With Panoramic Views Of The Atlantic Ocean, Condo Islamorada

    Beachfront 2-bedroom Exceptional Condo With Panoramic Views Of The Atlantic Ocean, Condo is situated in Islamorada, approximately 4 km from Lobster Trap Art Gift Shop and Gallery, and offers spa…
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    US$ 188 price for 1 night
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  • Entire Compound On Gated Bayfront Property Estate Islamorada

    Entire Compound On Gated Bayfront Property Estate Islamorada

    82246 Overseas Highway
    Entire Compound On Gated Bayfront Property Estate Apartment Islamorada offers proximity to a number of tourist attractions, such as Windley Key Fossil Reef Geological State Park, located around 10…
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  • Waterfront Home With Beautiful Views Home Islamorada

    Waterfront Home With Beautiful Views Home Islamorada

    Situated 10 minutes' drive from Upper Matecumbe Key Island, the beachfront Waterfront Home With Beautiful Views Home entices guests to enjoy cycling and fishing in the area. Located relatively close…
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    US$ 537 price for 1 night
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  • Harbor House Villa Islamorada

    Harbor House Villa Islamorada

    101 San Juan Dr
    Situated about a 20-minute walk from Rain Barrel Sculpture Gallery, the 3-bedroom Harbor House Villa provides access to numerous tourist attractions in the area. Guests can enjoy water sports…
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  • 180 Degrees Of Ocean Views, Sitting On A Large Lagoon That Opens To Florida Bay Condo Islamorada

    180 Degrees Of Ocean Views, Sitting On A Large Lagoon That Opens To Florida Bay Condo Islamorada

    74980 Overseas Hwy 4
    The spacious 180 Degrees Of Ocean Views, Sitting On A Large Lagoon That Opens To Florida Bay Condo Islamorada is located about a 15-minute walk from Lower Matecumbe Key Island and within a 10-minute…
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    US$ 727 price for 1 night
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  • Beautiful Water Views From Every Room In The House Home Islamorada

    Beautiful Water Views From Every Room In The House Home Islamorada

    Nestled 4.5 km from History of Diving Museum, 3-bedroom Beautiful Water Views From Every Room In The House Home entices guests to explore various tourist destinations nearby. Guests can enjoy cycling…
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  • Unity & Autonomy 2 Sides A Beach Duplex & 70' Dock Islamorada

    Unity & Autonomy 2 Sides A Beach Duplex & 70' Dock Islamorada

    110 Gulfview Drive
    Staying at the 2-bedroom Unity & Autonomy 2 Sides A Beach Duplex & 70' Dock Villa, guests can visit Craig Key Island, which is nearly 10 minutes away by car.
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    US$ 460 price for 1 night
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  • Updated Unit With Beautiful Florida Bay Sunsets Condo Islamorada

    Updated Unit With Beautiful Florida Bay Sunsets Condo Islamorada

    Set 3.3 km from Upper Matecumbe Key Island, the 2-room Updated Unit With Beautiful Florida Bay Sunsets Condo Islamorada comprises a balcony and a sitting area overlooking the pool. This beachfront…
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  • Pelican Landing Islamorada

    Pelican Landing Islamorada

    60 W Plaza Del Lago
    The 3-bedroom Pelican Landing Villa is located approximately a 20-minute walk from Anne's Beach and welcomes its guests to enjoy water sports activities, windsurfing, and diving.
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  • Delightful Vacation Home Located In The Popular Islamorada Neighborhood Of Port Antigua, Home

    Delightful Vacation Home Located In The Popular Islamorada Neighborhood Of Port Antigua, Home

    126 Ponce De Leon Blvd
    Located 20 minutes' stroll from Anne's Beach, 2-bedroom Delightful Vacation Home Located In The Popular Islamorada Neighborhood Of Port Antigua, Home provides access to various tourist attractions in…
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    US$ 413 price for 1 night
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  • Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada

    Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada

    101 Gulfview Drive Apt #D316 Building D
    To enjoy your vacation in Islamorada, stay at the spacious 188 m² Ocean View Penthouse Retreat amenities: tennis court heated Pool Vista Key Two Apartment Islamorada, which is 8 km from Lower…
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  • Darling Condo With Panoramic Views Of The Atlantic Ocean Condo Islamorada

    Darling Condo With Panoramic Views Of The Atlantic Ocean Condo Islamorada

    79901 Overseas Hwy Unit 301
    2-room Darling Condo With Panoramic Views Of The Atlantic Ocean Condo Islamorada is located around 3 km from Anne s Beach and offers Wi-Fi for either business or leisure. Providing a Jacuzzi, this…
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    US$ 168 price for 1 night
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  • Fisherman'S Gem Home Islamorada

    Fisherman'S Gem Home Islamorada

    113 Iroquois Drive
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  • 1 Bedroom Unit With A Nice View Of The Florida Bay, Condo Islamorada

    1 Bedroom Unit With A Nice View Of The Florida Bay, Condo Islamorada

    Offering spa facilities such as a Jacuzzi, spacious 1 Bedroom Unit With A Nice View Of The Florida Bay, Condo Islamorada is situated about a 25-minute walk from Lignumvitae Key Botanical State Park.
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  • Gated Estate Duplex On The Bay With Dockage Apts Islamorada

    Gated Estate Duplex On The Bay With Dockage Apts Islamorada

    2-room Gated Estate Duplex On The Bay With Dockage Apts Apartment Islamorada offers proximity to a number of tourist attractions, such as History of Diving Museum, located 0.9 km away. Guests can…
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  • Beautiful House Located In The Prestigious Neighborhood Of Port Antigua On A Deep, Wide Canal, Home Islamorada

    Beautiful House Located In The Prestigious Neighborhood Of Port Antigua On A Deep, Wide Canal, Home Islamorada

    Situated 20 minutes by car from Lower Matecumbe Key Island, Beautiful House Located In The Prestigious Neighborhood Of Port Antigua On A Deep, Wide Canal, Home entices guests to enjoy cycling…
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    US$ 593 price for 1 night
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  • Palms 313 Villa Islamorada

    Palms 313 Villa Islamorada

    79901 Overseas Hwy Unit 313
    Located within a 10-minute drive of Hurricane Monument, the 2-bedroom Palms 313 Villa features an outdoor pool, a Jacuzzi, ensuring a relaxing stay. The beachfront villa is located in the beachfront…
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  • Villa Riolo Islamorada

    Villa Riolo Islamorada

    130 Columbus Dr
    The 2-bedroom Villa Riolo provides easy access to various city attractions, such as Lower Matecumbe Key Island, situated nearly 5 minutes' walk away. Located within a 10-minute drive of San Pedro…
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  • You Will Never Want To Leave Islamorada

    You Will Never Want To Leave Islamorada

    254 Sunset Drive
    Situated nearly a 25-minute walk from Craig Key Island, the beachfront You Will Never Want To Leave Villa invites guests to relax at a terrace.
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  • 137 Leserra Lane Islamorada

    137 Leserra Lane Islamorada

    137 Leserra Lane
    Offering a location about 10 minutes by car from Indian Key Historic State Park, the 2-bedroom 137 Leserra Lane Villa gives access to various tourist spots in the area.
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  • Sunshine Place Islamorada

    Sunshine Place Islamorada

    84371 Overseas Hwy
    Offering a location within 10 minutes' drive of Hurricane Monument, Sunshine Place Villa gives access to various tourist spots in the area. Set in the beachfront, this beachfront property features Wi…
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    US$ 491 price for 1 night
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  • Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada Condo

    Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada Condo

    Beachfront 2-bedroom Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada Condo is within 5 minutes' drive of Michelle Nicole Lowe Art Gallery and provides spa facilities such as…
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  • Exceptional Venetian Shores Home With Pool, Dock And Boat Lift, Home Islamorada

    Exceptional Venetian Shores Home With Pool, Dock And Boat Lift, Home Islamorada

    105 Severino Drive
    The 3-bedroom Exceptional Venetian Shores Home With Pool, Dock And Boat Lift, Home is located at a distance of 4.5 km from History of Diving Museum and welcomes its guests to enjoy cycling and…
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  • Islamorada Home, Ocean Views, Playroom, Near Tiki Bar, Pool, And Boat Dockage, Ultimate Keys Getaway Home

    Islamorada Home, Ocean Views, Playroom, Near Tiki Bar, Pool, And Boat Dockage, Ultimate Keys Getaway Home

    84745 Old Highway Unit A2
    Situated within a 500-metre distance of Windley Key Fossil Reef Geological State Park, Islamorada Home, Ocean Views, Playroom, Near Tiki Bar, Pool, And Boat Dockage, Ultimate Keys Getaway Home…
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    US$ 797 price for 1 night
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  • At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada

    At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada

    84745 Old Hwy #6
    Situated within a 500-metre distance of Windley Key Fossil Reef Geological State Park, 3-bedroom At The Sandbar - Oceanfront, Htd Pool, Dock, GameRoom villa offers guests to relax by a heated…
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    US$ 862 price for 1 night
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  • Lyons Landing Villa Islamorada

    Lyons Landing Villa Islamorada

    105 Severino Drive
    The 3-bedroom Lyons Landing Villa is located approximately 7 km from Hurricane Monument and allows guests to enjoy windsurfing, snorkelling, and diving. Offering a heated swimming pool, this…
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  • Ocean Dawn Suites Islamorada

    Ocean Dawn Suites Islamorada

    82885 Old Hwy 33036 Islamorada
    The 3-star Ocean Dawn Suites Islamorada hotel offers access to Island Community Church, which is located 5 minutes' stroll away.
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  • Palms 309 Villa Islamorada

    Palms 309 Villa Islamorada

    79901 Overseas Hwy.
    The beachfront Palms 309 Villa enjoys a beachfront location, around 25 minutes' walk from Lignumvitae Key Botanical State Park, and offers guests to unwind in a Jacuzzi. Set in the beachfront, the 2…
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  • Beacon Reef 310 Villa Islamorada

    Beacon Reef 310 Villa Islamorada

    83201 Old Highway #310
    Offering a cash machine and a lift, Beacon Reef 310 Villa is located just 5 minutes' walk from History of Diving Museum. The 2-bedroom villa features opportunities for windsurfing, snorkelling, and…
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  • Turtle Nest Estate Villa Islamorada

    Turtle Nest Estate Villa Islamorada

    75971 Overseas Highway
    The beachfront Turtle Nest Estate Villa provides an opportunity to stay just 10 minutes' walk from Lower Matecumbe Key Island and offers a hot tub, perfect for decompressing.
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    US$ 1941 price for 1 night
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  • Beacon Reef 406 Villa Islamorada

    Beacon Reef 406 Villa Islamorada

    83201 Old Hwy Unit #406
    Located only 1.5 km from Florida Keys History and Discovery Center, the 2-bedroom Beacon Reef 406 Villa features Wi-Fi, a lift and a cash machine. The accommodation offers guests a relaxing…
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  • Direct Oceanfront With Private Staircase To Beach Prestigious Islamorada Condocomplex Condo

    Direct Oceanfront With Private Staircase To Beach Prestigious Islamorada Condocomplex Condo

    Situated 25 minutes' walk from Hurricane Monument, the spacious 2-bedroom Direct Oceanfront With Private Staircase To Beach Prestigious Islamorada Condocomplex Condo provides guests with Wi-Fi for…
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  • Beacon Reef 222 Villa Islamorada

    Beacon Reef 222 Villa Islamorada

    83201 Old Highway Unit 222
    Located merely 5 minutes' walk from History of Diving Museum, the 2-bedroom Beacon Reef 222 Villa invites guests to enjoy a Jacuzzi. This property is situated within sight of Island Community Church…
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  • West Plaza Del Lago Islamorada

    West Plaza Del Lago Islamorada

    63 W Plaza Del Lago
    West Plaza Del Lago Villa is located 3.8 km from Craig Key Island and invites guests to join water sports activities, windsurfing, and snorkelling.
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  • Beacon Reef 301 Villa Islamorada

    Beacon Reef 301 Villa Islamorada

    83201 Old Hwy Unit 301
    Beacon Reef 301 Villa is located just 5 minutes on foot from History of Diving Museum and offers guests to enjoy water sports activities, windsurfing, and snorkelling. The 2-bedroom villa is situated…
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  • Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Situated within 500 metres of the class museum "Florida Keys History and Discovery Center", the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location villa offers easy…
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    US$ 1348 price for 1 night
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  • Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    84 Johnston Ave Unit #3
    Situated about 5 minutes by car from Lignumvitae Key Botanical State Park, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable villa entices guests to explore various…
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    US$ 553 price for 1 night
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  • Waterfront Wonder Villa Islamorada

    Waterfront Wonder Villa Islamorada

    The 6-bedroom Waterfront Wonder Villa entices guests to enjoy snorkelling, diving, and fisheries and is located 10 minutes by car from such natural sites as Indian Key Historic State Park. Featuring…
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    US$ 1020 price for 1 night
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  • Lobster Home Islamorada

    Lobster Home Islamorada

    84775 Old Highway
    The 2-bedroom Lobster Home offers proximity to nearby tourist spots, such as Islamorada, situated about a 10-minute drive away.
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  • Little Bay Lower Islamorada

    Little Bay Lower Islamorada

    82246 Overseas Hwy
    The 2-room Little Bay Lower Apartment Islamorada is located 18 minutes' stroll from Anne s Beach and offers Wi-Fi for either business or leisure. Guests have the opportunity to make their stay at the…
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  • Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

    Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

    82236 Overseas Highway
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  • Paradise Palms Islamorada

    Paradise Palms Islamorada

    84745 Old Highway Unit 9, Closest To The Ocean!
    At the beachfront Paradise Palms Islamorada Villa, guests can enjoy water sports activities, windsurfing, and snorkelling as well as a location a mere 8 minutes' walk from Windley Key Fossil Reef…
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  • Plaza Del Sol Villa Islamorada

    Plaza Del Sol Villa Islamorada

    Located around 20 minutes' walk from Anne's Beach, the 3-bedroom Plaza Del Sol Villa gives access to various tourist sites in the vicinity.
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    US$ 326 price for 1 night
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  • This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo

    This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo

    Situated 400 metres from Island Community Church, the spacious 2-bedroom This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo entices guests with a Jacuzzi. The…
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  • Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

    Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

    135 Anglers Way
    Situated approximately a 25-minute stroll from Rain Barrel Village, 3Br 3Ba Oceanview Home In Gated Anglers Reef With Resort Style Pool, Private Beach And Marina entices guests to explore various…
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  • Gorgeous 2 Bedroom Condo With Panoramic Views Of The Atlantic Ocean, Condo Islamorada

    Gorgeous 2 Bedroom Condo With Panoramic Views Of The Atlantic Ocean, Condo Islamorada

    Gorgeous 2 Bedroom Condo With Panoramic Views Of The Atlantic Ocean, Condo Islamorada is located a 10-minute drive from Indian Key State Historic Site and entices guests with a Jacuzzi. This 2…
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  • Sea Breeze Villa At Anglers Reef Islamorada

    Sea Breeze Villa At Anglers Reef Islamorada

    115 Anglers Way
    Staying at Sea Breeze Villa At Anglers Reef Islamorada, guests can visit Lobster Trap Art Gift Shop and Gallery, which is 6 km away.
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    US$ 368 price for 1 night
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  • Beacon Reef 503 Villa Islamorada

    Beacon Reef 503 Villa Islamorada

    83201 Old Highway #503
    Beacon Reef 503 Villa is a mere 400 metres from Island Community Church, offering guests to unwind at a Jacuzzi. Located just a short stroll from Florida Keys History and Discovery Center, the 2…
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  • Complete Duplex On Gated Bayfront Property Apts Islamorada

    Complete Duplex On Gated Bayfront Property Apts Islamorada

    82246 Overseas Highway
    The beachfront Complete Duplex On Gated Bayfront Property Apts Apartment Islamorada is located within a 10-minute drive of Lignumvitae Key Botanical State Park and around 5 minutes by car from…
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  • Palms 317 Villa Islamorada

    Palms 317 Villa Islamorada

    79901 Overseas Hwy Unit 317
    Offering Wi-Fi, a lift and a cash machine, the beachfront Palms 317 Villa is located 10 minutes' drive from Indian Key Historic State Park. This 1-bedroom villa offers guests a relaxing experience…
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  • 75130 Overseas Highway Islamorada

    75130 Overseas Highway Islamorada

    75130 Overseas Highway
    Nestled about 10 minutes by car from Lignumvitae Key Botanical State Park, 75130 Overseas Highway Villa entices guests to explore various tourist destinations nearby.
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  • 3 Lux Ensuites Walk Boat Island Islamorada

    3 Lux Ensuites Walk Boat Island Islamorada

    84 Johnston Road
    Situated a mere 7 minutes' stroll from Michelle Nicole Lowe Art Gallery, 3 Lux Ensuites Walk Boat Island villa invites guests to relax at a patio.
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    US$ 705 price for 1 night
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  • Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada

    Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada

    84 Johnston Ave Unit #9
    Located only 500 metres from Florida Keys History and Discovery Center, the 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! villa offers quick access to various city…
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    US$ 1377 price for 1 night
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  • Beacon Reef 306 Villa Islamorada

    Beacon Reef 306 Villa Islamorada

    83201 Old Hwy Unit 306
    Situated just 150 metres from History of Diving Museum, the 2-bedroom Beacon Reef 306 Villa ensures a great leisure experience by offering water sports activities, windsurfing, and snorkelling. The…
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  • Windy Cove #1 Villa Islamorada

    Windy Cove #1 Villa Islamorada

    84731 Old Highway
    Positioned 4.2 km from bustling shopping destinations such as Lobster Trap Art Gift Shop and Gallery, the 2-bedroom Windy Cove #1 Villa offers guests to use complimentary private parking.
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  • Sandglass 4 Islamorada

    Sandglass 4 Islamorada

    74980 Overseas Hwy 4
    Offering a location 4.7 km from San Pedro Underwater Archaeological Preserve State Park, the 3-bedroom Sandglass 4 Villa gives access to various tourist spots in the area. Guests can enjoy water…
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    US$ 672 price for 1 night
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  • Pineapple Beach Islamorada

    Pineapple Beach Islamorada

    130 Aregood Lane
    The 4-bedroom Pineapple Beach Villa offers proximity to nearby tourist spots, such as Upper Keys, situated 3.9 km away.
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    US$ 2875 price for 1 night
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  • This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo

    This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo

    The 2-room This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo is situated 25 minutes on foot from Anne s Beach and offers a swimming pool. With a Jacuzzi featured…
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  • Little Bay Prime Apartment Islamorada

    Little Bay Prime Apartment Islamorada

    82246 Overseas Highway
    To enjoy your vacation in Islamorada, stay at the 4-room Little Bay Prime Apartment, which is a mere 1.4 km from Anne s Beach and approximately 10 minutes by car from Lignumvitae Key Botanical State…
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    US$ 1510 price for 1 night
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  • Beacon Reef Condo Oceanside Islamorada

    Beacon Reef Condo Oceanside Islamorada

    83201 Old Highway #204
    To enjoy your vacation in Islamorada, stay at the spacious 2-bedroom Beacon Reef Condo Oceanside, which is about 5 minutes' drive from Lobster Trap Art Gift Shop and Gallery and 25 minutes' stroll…
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  • La Dolce Vita Villa Islamorada

    La Dolce Vita Villa Islamorada

    116 Stromboli Dr
    Staying at the 2-bedroom La Dolce Vita Villa, guests can easily reach the 45-acre Founders Park, located about 25 minutes' walk away.
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    US$ 333 price for 1 night
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  • Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    84 Johnston Ave Unit #2
    The 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location villa is located about 5 minutes by car from Anne s Beach and allows guests to enjoy water sports activities.…
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    US$ 581 price for 1 night
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  • Beacon Reef 307 Villa Islamorada

    Beacon Reef 307 Villa Islamorada

    83201 Old Hwy #307
    Located around a 5-minute walk from History of Diving Museum, the 2-bedroom Beacon Reef 307 Villa offers a Jacuzzi for additional relaxation. Situated a mere 1.7 km from Florida Keys History and…
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  • Castaway Island Vacation Bungalow Islamorada

    Castaway Island Vacation Bungalow Islamorada

    76777 Overseas Highway
    Castaway Island Vacation Bungalow is situated in close proximity to Lower Matecumbe Key Island, featuring such comforts as Wi-Fi and a private parking lot.
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    US$ 683 price for 1 night
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  • Treasure Harbor Hideaway - Lower Islamorada

    Treasure Harbor Hideaway - Lower Islamorada

    105 Galleon Rd B
    Situated nearly a 5-minute walk from Rain Barrel Village, the 1-bedroom Treasure Harbor Hideaway - Lower Villa entices guests with windsurfing, cycling, and fisheries in the area. Located within 10…
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    US$ 335 price for 1 night
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  • Little Bay Compound Villa Islamorada

    Little Bay Compound Villa Islamorada

    82246 Overseas Highway
    The beachfront Little Bay Compound Villa is located 17 minutes on foot from Hurricane Monument and provides windsurfing, snorkelling, and diving for active guests. Located a few minutes' drive from…
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  • This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo

    This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo

    The beachfront 2-bedroom This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo is located approximately 7 km from Windley Key and entices guests with a Jacuzzi. The…
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  • This Oceanfront Condo Is Absolutely Beautiful, Condo Islamorada

    This Oceanfront Condo Is Absolutely Beautiful, Condo Islamorada

    The 91 m² This Oceanfront Condo Is Absolutely Beautiful, Condo is situated in Islamorada, about 10 minutes by car from Anne s Beach, and offers spa amenities such as a Jacuzzi. This 2-bedroom…
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  • Palms 417 Villa Islamorada

    Palms 417 Villa Islamorada

    79901 Overseas Highway #417
    Along with access to such natural sites as Indian Key Historic State Park, nearly 10 minutes away by car, Palms 417 Villa offers an outdoor pool area. Nestled 6 km from History of Diving Museum, this…
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  • Little Bay Cottage Islamorada

    Little Bay Cottage Islamorada

    82246 Overseas Hwy
    Situated within a 700-metre distance of the world-class museum "Florida Keys History and Discovery Center", the 2-bedroom Little Bay Cottage entices guests to explore various tourist attractions in…
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    US$ 549 price for 1 night
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  • Islamorada Retreat For 2

    Islamorada Retreat For 2

    164 Coral Road
    The 76 m² Islamorada Retreat For 2 apartment offers proximity to such tourist attractions as Windley Key, situated just a 5-minute walk away.
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  • Tollgate Tides Villa Islamorada

    Tollgate Tides Villa Islamorada

    205 Tollgate Blvd
    Situated a mere 150 metres from Anne's Beach, the 2-bedroom Tollgate Tides Villa offers quick access to numerous city landmarks nearby. The Islamorada villa features opportunities for windsurfing…
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    US$ 209 price for 1 night
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  • Lookout Lodge Resort Islamorada

    Lookout Lodge Resort Islamorada

    Overseas Highway 87770 87770 33036 Islamorada
    Lookout Lodge Resort Islamorada includes 10 rooms and is approximately 5 minutes by car from Windley Key. This holiday park entices guests with a car park, available on site.
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    US$ 244 price for 1 night
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  • 2Nd Floor Duplex On Gated Bayfront Property Apts Islamorada

    2Nd Floor Duplex On Gated Bayfront Property Apts Islamorada

    82246 Overseas Hwy
    Situated about 10 minutes' walk from History of Diving Museum, the 2-room 2Nd Floor Duplex On Gated Bayfront Property Apts Apartment provides guests with Wi-Fi for either business or leisure. Sports…
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    US$ 593 price for 1 night
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  • Escape To The Keys Apartment Islamorada

    Escape To The Keys Apartment Islamorada

    Staying at 125 m² Escape To The Keys Apartment Islamorada, guests can relax on a sunny patio around 15 minutes' walk from Rain Barrel Sculpture Gallery. An array of activities, including windsurfing,…
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  • Picturesque 2 Bedroom Condo With Fabulous Ocean Views, Condo Islamorada

    Picturesque 2 Bedroom Condo With Fabulous Ocean Views, Condo Islamorada

    The beachfront Picturesque 2 Bedroom Condo With Fabulous Ocean Views, Condo is located in Islamorada, 25 minutes on foot from Lignumvitae Key Botanical State Park, and pampers guests with a Jacuzzi.
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    US$ 173 price for 1 night
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  • The Oasis Villa Islamorada

    The Oasis Villa Islamorada

    82703 Old Highway
    Featuring bicycle usage to make your visit more entertaining, beachfront The Oasis Villa is 20 minutes' stroll from Lobster Trap Art Gift Shop and Gallery. Guests can enjoy water sports activities…
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    US$ 1600 price for 1 night
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  • Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada Condo

    Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada Condo

    Located about 5 minutes' walk from History of Diving Museum and Island Community Church, beachfront 2-bedroom Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada Condo features…
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  • Angler'S Reef Resort By Keyscaribbean Islamorada

    Angler'S Reef Resort By Keyscaribbean Islamorada

    84977 Overseas Highway, Mm 84.9
    The 3-star Angler'S Reef Resort By Keyscaribbean Islamorada is situated within 10 minutes' drive of History of Diving Museum, which is an excellent place to improve cultural awareness. Offering views…
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    US$ 595 price for 1 night
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  • The Islander A Guy Harvey Outpost Resort Islamorada

    The Islander A Guy Harvey Outpost Resort Islamorada

    Mile Marker 82.1, Oceanfront
    The 3-star The Islander A Guy Harvey Outpost Resort Islamorada is a 5-minute stroll from Islander resort and offers a swimming pool. The oceanfront hotel is a good starting point for exploring…
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    US$ 347 price for 1 night
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Thank you for choosing Islamorada Hotels!

Finding the perfect place to stay in Islamorada doesn't have to be stressful. At Islamorada Hotels, we've brought together the best options for every type of traveler. Head over to our search page to find your ideal match today.

Why islamoradahotels.net is the Best Choice

  • Choose from 137 hotels to find the perfect accommodation for your stay.
  • We offer competitive rates with 3-star hotels starting at $150 and 5-star options beginning at $350.
  • Enjoy the peace of mind with our secure booking system that protects your personal and payment information.
  • Many hotels offer free cancellation, providing you with flexibility and peace of mind.

Where to Stay in Islamorada on Your Holiday

At islamoradahotels.net, we understand every traveler has unique tastes and budgets. Discover over 50 diverse hotels in the charming areas of Islamorada, from the laid-back vibe of Lower Matecumbe to the luxury hideaways on Plantation Key. Average hotel prices range from $150 for budget options to $400 for luxury stays, with three-star hotels starting as low as $120 in low season and peaking at around $300 in the high season. With occupancy rates often peaking in winter and summer, this site is your go-to for finding affordable, beach-front, pet-friendly, and boutique hotel choices.

Finding your ideal hotel is a breeze with our user-friendly filters at islamoradahotels.net. Simply customize your search based on star ratings, proximity to local highlights or airports, and the type of accommodation or theme that suits you best. Whether you fancy a cozy boutique hotel or a sprawling resort, our platform is tailored to meet all your preferences effortlessly.

Explore our site today and book your perfect Islamorada getaway!

Top 4 facts about hotels in Islamorada

Beachfront Bliss

Find more beachfront Beach hotels in Islamorada and immerse yourself in oceanfront luxury.

Beachfront hotels in Islamorada offer direct access to golden sands and breathtaking sunsets right from your doorstep. Imagine waking up with the sound of waves lapping at the shore—paradise found!

Budget-Friendly Charisma

Find more budget-friendly Economy hotel in Islamorada with unique local character.

Economy hotels in Islamorada provide cozy accommodations without breaking the bank, often featuring unexpected local art and charm. Who says you can't enjoy a beautiful stay on a budget?

Pet-Pampering Paradise

Find more pet-friendly Pet-friendly hotels in Islamorada for a delightful family getaway.

Pet-friendly hotels in Islamorada ensure that your furry friends can join in the tropical fun, often offering treats and special amenities just for them. Don't leave your four-legged companions behind—there's fun for everyone!

Boutique Elegance

Find more boutique Boutique hotels in Islamorada to immerse yourself in island elegance.

Boutique hotels in Islamorada provide a uniquely personalized experience, each with its themed décor and attentive service that reflect the charm of island life. You won't just stay; you'll experience the local vibe!

Discover the best time to visit Islamorada

Islamorada follows Eastern Standard Time (EST) during winter months and Eastern Daylight Time (EDT) in the summer, so plan accordingly for your travels. Before you head to Islamorada, be sure to check the local weather conditions to make the most of your beach adventures. Understanding the seasonal weather will help you pack appropriately and choose the best activities for your visit.

Travelling to Islamorada

Islamorada is conveniently accessible via the nearby Key West International Airport, located about 80 miles (129 kilometers) away, where a taxi ride to the city center costs around 150 USD (equivalent in local currency) and takes about 1.5 hours. However, you can also choose to arrive via Miami International Airport, approximately 90 miles (145 kilometers) away, with taxi fares costing about 170 USD (local currency equivalent) and an estimated travel time of 2 hours. Once in Islamorada, travelers can use local shuttle services or rent bicycles; public transport is limited, but some hotels offer shuttles, making it easy to explore the area while enjoying discounts for tourists on select adventures.

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