196 properties found in Islamorada

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  • Cheeca Lodge & Spa Islamorada

    Cheeca Lodge & Spa Islamorada

    81801 Overseas Highway Mile Marker 82 Private white sand beach - 1000 feet
    "Endless oceanfront activities"
    • 27 acres of oceanfront paradise

    • Three on-site acclaimed restaurants

    • 525-foot fishing pier for anglers

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    US$ 185 price for 1 night
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  • The Moorings Village Islamorada

    The Moorings Village Islamorada

    123 Beach Rd Access to art galleries - 300m
    "Beach, romance, adventure"
    • Romantic cottages with ocean views

    • Access to private beach areas

    • Exclusive amenities for weddings

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    US$ 459 price for 1 night
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  • Chesapeake Beach Resort Islamorada

    Chesapeake Beach Resort Islamorada

    83409 Overseas Highway Heart of Islamorada - 1.5km
    "Relax on beach"
    • Private beach access

    • Oceanfront event venue

    • Diverse water sports rentals

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    US$ 149 price for 1 night
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  • Last-minute discounts for spontaneous travelers!

    Pines & Palms Resort Islamorada

    Pines & Palms Resort Islamorada

    3
    80401 Old Highway, Islamorada, United States

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    US$ 147 US$ 134 for 1 night

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  • Amara Cay Resort Islamorada

    Amara Cay Resort Islamorada

    80001 Overseas Highway Beach access - 50m
    "Relax, dine, explore"
    • Zero-entry pool with ocean views

    • Access to three sister resorts

    • Complimentary water sports rentals

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    US$ 266 price for 1 night
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  • Hadley Resort And Marina Islamorada

    Hadley Resort And Marina Islamorada

    82749 Overseas Highway, Central Florida Keys - 1.5km
    "Explore, Relax, Enjoy"
    • On-site boat and jet ski rentals

    • Exclusive marine access for guests

    • Dog-friendly with pet amenities

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    US$ 147 price for 1 night
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  • Fisher Inn Resort & Marina Islamorada

    Fisher Inn Resort & Marina Islamorada

    84951 Overseas Highway Oceanfront location - 0.5km
    "Fishing, boating, snorkeling"
    • Exclusive boat parking and ramp

    • Complimentary use of kayaks and paddleboards

    • Outdoor event space for weddings

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    US$ 211 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 Islamorada attractions - 1.5km
    "Adventure awaits you"
    • Nine unique dining experiences

    • Private adults-only beach

    • World-class fishing charters

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    US$ 180 price for 1 night
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  • Caloosa Cove Resort By Coolvacay Islamorada

    Caloosa Cove Resort By Coolvacay Islamorada

    73801 Overseas Highway Private beach access - 300m
    "Beautiful beach area"
    • Oceanfront suites with kitchens

    • Heated pool with ocean views

    • On-site marina and boat storage

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    US$ 414 price for 1 night
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  • La Jolla Resort Islamorada

    La Jolla Resort Islamorada

    82216 Overseas Highway Moments from attractions - 800m
    "Snorkeling and cycling"
    • Private beach area access

    • Complimentary bicycle rentals

    • Outdoor swimming pool available

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    US$ 181 price for 1 night
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  • Casa Morada Hotel Islamorada

    Casa Morada Hotel Islamorada

    136 Madeira Road Midway between Miami - 1.5km
    "Relax and unwind"
    • Complimentary yoga sessions weekly

    • Kayaks, paddleboards, bicycles available

    • Private island with freshwater pool

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    US$ 364 price for 1 night
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  • The Caribbean Resort Islamorada

    The Caribbean Resort Islamorada

    117 South Carroll Street Ocean front views - 1.5km
    "Spa, pools, relaxation"
    • On-site spa for relaxation

    • Multiple on-site pools available

    • Relaxing ocean front home

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    US$ 350 price for 1 night
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  • Coconut Cove Resort & Marina Islamorada

    Coconut Cove Resort & Marina Islamorada

    84801 Overseas Highway Near Windley Key - 600m
    "Relax by the pool"
    • Outdoor swimming pool available

    • Complimentary fishing activities offered

    • Fitness center with personal trainer

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    US$ 212 price for 1 night
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  • La Siesta Resort & Villas Islamorada

    La Siesta Resort & Villas Islamorada

    80241 Overseas Highway Prime beach access - 300m
    4
    916 reviews
    • Access to multiple beaches

    • Twelve on-site dining options

    • Expansive boating facilities

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    US$ 232 price for 1 night
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  • Bayside Villas By Islander Resort Islamorada

    Bayside Villas By Islander Resort Islamorada

    81450 Overseas Highway Beach and bayside views - 300m
    "Adventure awaits you"
    • Private boat slips available

    • Two-bedroom townhouse style

    • New PuttTek golf course

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    US$ 191 price for 1 night
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  • Sands Of Islamorada

    Sands Of Islamorada

    80051 Overseas Highway Midpoint in Florida Keys - 1.5km
    4
    279 reviews
    • Beautiful ocean views and sunsets

    • Pet-friendly accommodations available

    • Boat ramp and slip access for guests

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    US$ 200 price for 1 night
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  • Breezy Palms Resort Islamorada

    Breezy Palms Resort Islamorada

    80015 Overseas Highway Close to marina - 320m
    "Fun family activities"
    • Outdoor swimming pool access

    • Private beach area for guests

    • Family rooms available onsite

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    US$ 142 price for 1 night
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  • Islander Resort Islamorada

    Islander Resort Islamorada

    82100 Overseas Highway Stunning ocean views - 300m
    4.5
    866 reviews
    • Newly redesigned accommodations

    • Expansive beachfront access

    • Pet-friendly accommodations

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    US$ 204 price for 1 night
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  • Sunset Inn Islamorada

    Sunset Inn Islamorada

    82200 Overseas Highway Nearby beautiful beaches - 300m
    "Spacious, comfortable rooms"
    • Heated outdoor swimming pool

    • Spacious rooms with kitchenettes

    • Proximity to marina and beaches

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    US$ 107 price for 1 night
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  • Drop Anchor Resort & Marina Islamorada

    Drop Anchor Resort & Marina Islamorada

    84959 Overseas Highway Adjacent to state park - 0m
    "Kayaking and fishing"
    • Ocean-side outdoor swimming pool

    • Kayaks and paddle-boards available

    • Saltwater heated swimming pool

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    US$ 251 price for 1 night
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  • Angler'S Reef Resort Islamorada

    Angler'S Reef Resort Islamorada

    84977 Overseas Highway Private beach access - 0m
    "Relax in paradise"
    • 500 ft private beach for guests

    • Complimentary kayaks and paddleboards

    • Luxury vacation rentals with kitchens

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    US$ 484 price for 1 night
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  • Smugglers Cove Resort And Marina Islamorada

    Smugglers Cove Resort And Marina Islamorada

    85500 Overseas Highway Prime waterfront location - 300m
    3
    226 reviews
    • On-site spa services available

    • Multiple on-site pools to relax

    • Wide variety of water sports

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    US$ 99 price for 1 night
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  • The Ocean View Inn Islamorada

    The Ocean View Inn Islamorada

    84500 Overseas Highway Near Windley Key - 700m
    "Comfortable, relaxing stay"
    • Outdoor swimming pool available

    • Free Wi-Fi in all rooms

    • Heated pool for year-round use

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    US$ 226 price for 1 night
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  • The Islands Of Islamorada

    The Islands Of Islamorada

    82779 Old Highway Attraction nearby - 1.7km
    "Relax by pool"
    • Private beach area access

    • Two outdoor swimming pools

    • Excellent water sports facilities

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    US$ 2000 price for 1 night
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  • Matecumbe Resort Islamorada

    Matecumbe Resort Islamorada

    76261 Overseas Highway Close to beach - 1.9km
    "Fun outdoor activities"
    • Private beach area access

    • Outdoor swimming pool year-round

    • Fully equipped kitchen in units

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    US$ 125 price for 1 night
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  • Treasure Harbor Hotel Islamorada

    Treasure Harbor Hotel Islamorada

    200 Treasure Harbor Drive Near Windley Key - 2.9km
    "Biking and snorkeling available"
    • Outdoor swimming pool available

    • Lake view balconies in rooms

    • Bicycle rental on site

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    US$ 171 price for 1 night
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  • Anglers Reef Villa 1 Islamorada

    Anglers Reef Villa 1 Islamorada

    110 Anglers Way Nearby Snake Creek Marina - 1.5km
    "Stylish and relaxing experience"
    • 500 ft private beach access

    • Complimentary kayaks and paddleboards

    • Stylish Key West-inspired cottages

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  • Ragged Edge Resort & Marina Islamorada

    Ragged Edge Resort & Marina Islamorada

    243 Treasure Harbor Drive Centrally located resort - 1.5km
    "Fishing, kayaking, relaxation"
    • Private harbor for guest vessels

    • Accommodations for up to 50 guests

    • Kayaks available for ocean exploration

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    US$ 339 price for 1 night
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  • Bud N' Mary'S Marina Islamorada

    Bud N' Mary'S Marina Islamorada

    79851 Overseas Highway Close to beaches - 1.5km
    "Fishing, relaxation, dining"
    • Free Wi-Fi in all areas

    • Air conditioning for comfort

    • Flat-screen TV in rooms

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    US$ 247 price for 1 night
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  • Executive Bay Islamorada By Sofla Vacations

    Executive Bay Islamorada By Sofla Vacations

    87200 Overseas Highway
    Located a mere 5 minutes' walk from Islamorada, Executive Bay Islamorada By Sofla Vacations villa offers a terrace with a view over the sea.
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    US$ 150 price for 1 night
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  • Pineapple Beach Islamorada

    Pineapple Beach Islamorada

    130 Aregood Lane
    The 4-bedroom Pineapple Beach Islamorada villa is located around 10 minutes by car from Upper Keys, giving access to various tourist spots nearby.
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    US$ 2875 price for 1 night
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  • Little Basin Villas Islamorada

    Little Basin Villas Islamorada

    84 Johnston Road
    Staying at the 9-room Little Basin Villas Islamorada, guests can easily reach Florida Keys Memorial, located about a 10-minute walk away.
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  • Beacon Reef 406 Villa Islamorada

    Beacon Reef 406 Villa Islamorada

    83201 Old Hwy Unit #406
    Offering a hot tub for guests to unwind, the 2-bedroom Beacon Reef 406 Villa Islamorada is located around 5 minutes' walk from History of Diving Museum.
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  • Anglers Reef Vacation Rental Islamorada

    Anglers Reef Vacation Rental Islamorada

    109 Anglers Way
    Offering garden views, Anglers Reef Vacation Rental Islamorada villa is situated 5 minutes' walk from Windley Key Fossil Reef Geological State Park.
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    US$ 365 price for 1 night
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  • Anglers Reef Paradise Islamorada

    Anglers Reef Paradise Islamorada

    110 Anglers Way 110
    Situated merely 6 minutes' walk from Windley Key Island, the 2-bedroom Anglers Reef Paradise Islamorada villa entices guests to explore various tourist attractions in the area.
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    US$ 382 price for 1 night
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  • Palms 309 Villa Islamorada

    Palms 309 Villa Islamorada

    79901 Overseas Hwy.
    Offering guests to unwind in a hot tub, Palms 309 Villa Islamorada is located a 25-minute walk from Lignumvitae Key Botanical State Park. Guests can enjoy snorkelling at the 2-bedroom villa, located…
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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 snorkelling, canoeing, and ping pong as well as a location just an 8-minute walk from Windley Key Fossil Reef Geological State Park…
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  • Islamorada Bungalow 2 Bed/1 Bath & Pool Unit 4

    Islamorada Bungalow 2 Bed/1 Bath & Pool Unit 4

    76777 Overseas Highway Unit 4
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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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  • Beautifully Remodeled Roomy Single Family Stilt Home, Home Islamorada

    Beautifully Remodeled Roomy Single Family Stilt Home, Home Islamorada

    63 W Plaza Del Lago
    The 2-bedroom Beautifully Remodeled Roomy Single Family Stilt Home, Home Islamorada offers proximity to nearby tourist spots, such as Craig Key Island, situated about 10 minutes away by car.
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  • Shades Of Palm At The Maison - Special Florida Resident Rates Villa Islamorada

    Shades Of Palm At The Maison - Special Florida Resident Rates Villa Islamorada

    80639 Old Highway, 204

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    US$ 1929 price for 1 night
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  • Lobster Home Islamorada

    Lobster Home Islamorada

    84775 Old Highway
    The 2-bedroom Lobster Home Islamorada offers proximity to nearby tourist spots, such as Lobster Trap Art Gift Shop and Gallery, situated around 10 minutes away by car.
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  • Paradise Beach Islamorada

    Paradise Beach Islamorada

    Nestled 3.3 km from Lower Matecumbe Key Island, the beachfront Paradise Beach Islamorada villa entices guests to explore various tourist destinations nearby.
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    US$ 205 price for 1 night
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  • Private Cottage On Bayfront Estate With Pool, Beach, Dockage, Kayaks And More Islamorada

    Private Cottage On Bayfront Estate With Pool, Beach, Dockage, Kayaks And More Islamorada

    82698 Overseas Highway
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  • Palms Condo Ocean View Islamorada

    Palms Condo Ocean View Islamorada

    79901 Overseas Highway

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    US$ 219 price for 1 night
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  • Beautiful Condo With Panoramic Views Of The Atlantic Ocean, Condo Islamorada

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

    79901 Overseas Hwy Unit 407
    The 981 m^2 Beautiful Condo With Panoramic Views Of The Atlantic Ocean, Condo Islamorada is located 3.1 km from Hurricane Monument and about a 25-minute walk from Lignumvitae Key Botanical State Park…
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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

    83201 Old Highway # 310
    To enjoy your vacation in Islamorada, stay at the beachfront 2-bedroom This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo, which is within 2 km of Michelle Nicole…
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  • Blue Marlin House Hotel Islamorada

    Blue Marlin House Hotel Islamorada

    113 Anglers Way

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    US$ 359 price for 1 night
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  • Villa Riolo Islamorada

    Villa Riolo Islamorada

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  • Anglers Reef Yellowtail House Hotel Islamorada

    Anglers Reef Yellowtail House Hotel Islamorada

    112 Anglers Way

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    US$ 389 price for 1 night
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  • Little Bay - Upper Duplex Cabin Hotel Islamorada

    Little Bay - Upper Duplex Cabin Hotel Islamorada

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    US$ 435 price for 1 night
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  • Peaceful Palms A2 Villa Islamorada

    Peaceful Palms A2 Villa Islamorada

    Located only 8 minutes' walk from Windley Key Fossil Reef Geological State Park, the 3-bedroom Peaceful Palms A2 Villa provides a heated pool as well as windsurfing, snorkelling, and diving to…
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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 Islamorada villa, guests can visit Craig Key Island, which is nearly a 10-minute drive away.
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    US$ 460 price for 1 night
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  • Remodeled Stilt Home With Ocean Views Home Islamorada

    Remodeled Stilt Home With Ocean Views Home Islamorada

    137 Ocean Lane
    The beachfront Remodeled Stilt Home With Ocean Views Home offers quick access to such city attractions as Lower Matecumbe Key Island, located 5 minutes' walk away. This 3-bedroom villa features…
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    US$ 593 price for 1 night
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  • 2 Houses Located On A Private Peninsula, Home Islamorada

    2 Houses Located On A Private Peninsula, Home Islamorada

    106 Madeira Rd.
    2 Houses Located On A Private Peninsula, Home Islamorada is located 10 minutes' drive from Lignumvitae Key Botanical State Park, giving access to various tourist spots nearby.
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    US$ 890 price for 1 night
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  • Midnight Runner Villa Islamorada

    Midnight Runner Villa Islamorada

    50 Schooner Bay Road

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    US$ 1807 price for 1 night
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  • Eclectic Easeful Stay! Islamorada

    Eclectic Easeful Stay! Islamorada

    88500 Overseas Highway
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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 beachfront 2-bedroom Beacon Reef Condo Oceanside Islamorada, which is approximately 2 km from Lobster Trap Art Gift Shop and Gallery and about 25…
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  • Morada Zen Villa Islamorada

    Morada Zen Villa Islamorada

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    US$ 775 price for 1 night
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  • Treasure Cove Villa Islamorada

    Treasure Cove Villa Islamorada

    117 Sandy Cove Ave
    Offering a location around 20 minutes' walk from Anne's Beach, the 3-bedroom Treasure Cove Villa Islamorada gives access to various tourist spots in the area.
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    US$ 293 price for 1 night
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  • Tropical Paradise #141 Hotel Islamorada

    Tropical Paradise #141 Hotel Islamorada

    141 Stromboli Drive

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    US$ 530 price for 1 night
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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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  • Matecumbe Jewel Home Islamorada

    Matecumbe Jewel Home Islamorada

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  • Serenity Villa Islamorada

    Serenity Villa Islamorada

    75631 Overseas Highway
    Located 8 km from Lower Matecumbe Key Island, Serenity Villa provides access to a swimming pool. Featuring a car park, the accommodation is located 3.7 km from San Pedro Underwater Archaeological…
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  • 110 Anglers Way Hotel Islamorada

    110 Anglers Way Hotel Islamorada

    110 Anglers Way
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  • Beautiful 2 Bedroom With Boat Slip Home Islamorada

    Beautiful 2 Bedroom With Boat Slip Home Islamorada

    130 Columbus Dr
    Nestled a 10-minute drive from Anne's Beach, Beautiful 2 Bedroom With Boat Slip Home Islamorada entices guests to explore various tourist destinations nearby.
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    US$ 272 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

    79901 Overseas Highway # 417
    The 2-room Updated Unit With Beautiful Florida Bay Sunsets Condo Islamorada is located 3.3 km from Upper Matecumbe Key Island and around a 25-minute walk from Lignumvitae Key Botanical State Park. At…
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  • Windley Cottage At Anglers Way Islamorada

    Windley Cottage At Anglers Way Islamorada

    129 Anglers Way
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  • Lookout Lodge Resort Islamorada

    Lookout Lodge Resort Islamorada

    Overseas Highway 87770 87770 33036 Islamorada Coastal proximity - 300m
    "Relaxing on-site spa"
    • On-site Spa available for relaxation

    • Multiple activities provided on-site

    • Refreshing pools for guests' enjoyment

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    US$ 244 price for 1 night
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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

    83201 Old Highway Unit 222
    Featuring a swimming pool, the beachfront 2-bedroom Direct Oceanfront With Private Staircase To Beach Prestigious Islamorada Condocomplex Condo is nearly a 5-minute walk from Island Community Church.…
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  • Seaside Sanctuary In Islamorada

    Seaside Sanctuary In Islamorada

    105 Carroll Street
    The 4-bedroom Seaside Sanctuary In Islamorada villa is located only a 6-minute walk from Hurricane Monument and features a swimming pool as well as a terrace for guests' pleasure.
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  • Palapa Paradise Islamorada

    Palapa Paradise Islamorada

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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

    83201 Old Hwy Unit # 406
    Located around 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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    US$ 203 price for 1 night
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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

    83201 Old Hwy Unit 306
    Gorgeous 2 Bedroom Condo With Panoramic Views Of The Atlantic Ocean, Condo Islamorada overlooks the sea and is situated merely a 5-minute walk from Island Community Church. The beachfront 1285 m^2…
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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

    83201 Old Highway # 503
    Beachfront 2-bedroom Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada Condo is situated in Islamorada, approximately 25 minutes on foot from Michelle Nicole Lowe Art Gallery,…
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  • Gated Estate Duplex On The Bay With Dockage Apts Islamorada

    Gated Estate Duplex On The Bay With Dockage Apts Islamorada

    82246 Overseas Hwy
    The 2-room Gated Estate Duplex On The Bay With Dockage Apts Islamorada is approximately a 10-minute walk from History of Diving Museum, giving access to numerous sites in the area.
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  • Turtle Nest Estate Villa Islamorada

    Turtle Nest Estate Villa Islamorada

    75971 Overseas Highway
    The beachfront Turtle Nest Estate Villa Islamorada provides an opportunity to stay within a 500-metre distance of Lower Matecumbe Key Island and offers a hot tub, perfect for decompressing.
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    US$ 1716 price for 1 night
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  • Harbor House Villa Islamorada

    Harbor House Villa Islamorada

    101 San Juan Dr
    The 3-bedroom Harbor House Villa Islamorada is located nearly 20 minutes' walk from Rain Barrel Sculpture Gallery, giving access to various tourist spots nearby.
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  • Conch Home Islamorada

    Conch Home Islamorada

    84775 Old Highway
    Situated 3.1 km from Rain Barrel Village, Conch Home Islamorada provides access to numerous tourist attractions in the area.
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  • Beachfront Villa At Islamorada By The Glamhomes

    Beachfront Villa At Islamorada By The Glamhomes

    75761 Overseas Highway
    Located approximately 10 minutes by car from Lignumvitae Key Botanical State Park, 4-bedroom Beachfront Villa At Islamorada By The Glamhomes offers a terrace with views of the sea. Featuring car…
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    US$ 2840 price for 1 night
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  • Palms 313 Villa Islamorada

    Palms 313 Villa Islamorada

    79901 Overseas Hwy Unit 313
    The 2-bedroom Palms 313 Villa Islamorada is located within a 4-km distance of Lobster Trap Art Gift Shop and Gallery and provides a hot tub. This Islamorada holiday home features opportunities for…
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  • Sprawling Bayfront Estate In Heart Of Islamorada With Dockage, Beach, Pool, Kayaks, Bikes And More!

    Sprawling Bayfront Estate In Heart Of Islamorada With Dockage, Beach, Pool, Kayaks, Bikes And More!

    82698 Overseas Highway
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  • Captain'S Cove Islamorada

    Captain'S Cove Islamorada

    227 El Capitan Dr
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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

    79901 Overseas Hwy.
    To enjoy your vacation in Islamorada, stay at the beachfront 2-bedroom Exceptional Condo With Panoramic Views Of The Atlantic Ocean, Condo Islamorada, which is within a 4-km distance of Lobster Trap…
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    US$ 188 price for 1 night
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  • Pelican Landing Islamorada

    Pelican Landing Islamorada

    60 W Plaza Del Lago
    Offering a location approximately a 20-minute walk from Anne's Beach, the 3-bedroom Pelican Landing Islamorada villa gives access to various tourist spots in the area.
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  • Tollgate Tides Villa Islamorada

    Tollgate Tides Villa Islamorada

    205 Tollgate Blvd
    The 2-bedroom Tollgate Tides Villa Islamorada offers easy access to such tourist spots as Anne's Beach, located only a 5-minute walk away. Located 3.3 km from Lower Matecumbe Key Island, this…
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    US$ 209 price for 1 night
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  • Pirate'S Great Escape 3Bed/2Bath Open Water With Shared Pool & Dockage Villa Islamorada

    Pirate'S Great Escape 3Bed/2Bath Open Water With Shared Pool & Dockage Villa Islamorada

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    US$ 407 price for 1 night
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  • Shore 74 Guest House Islamorada

    Shore 74 Guest House Islamorada

    74560 Overseas Highway

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    US$ 201 price for 1 night
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  • Paradise In Islamorada

    Paradise In Islamorada

    117 Nautilus Dr
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  • Island Palm Estate Villa Islamorada

    Island Palm Estate Villa Islamorada

    82539 Old Highway
    Situated very close to Keys History & Discovery Center, the 10-bedroom Island Palm Estate Villa offers quick access to numerous city landmarks nearby. Providing guests with Wi-Fi and complimentary…
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  • Bay Harbour 110C Hotel Islamorada

    Bay Harbour 110C Hotel Islamorada

    101 Gulfview Drive
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  • Casa Blanca @ Islamorada. Beach/Heated Pool. Kayak/Paddle To Sandbar. Best Restaurants

    Casa Blanca @ Islamorada. Beach/Heated Pool. Kayak/Paddle To Sandbar. Best Restaurants

    115 Anglers Way
    Nestled 7 minutes' walk from Windley Key, Casa Blanca @ Islamorada. Beach/Heated Pool. Kayak/Paddle To Sandbar. Best Restaurants entices guests to explore various tourist destinations nearby.
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    US$ 540 price for 1 night
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  • Picturesque 2 Bedroom Condo With Fabulous Ocean Views, Condo Islamorada

    Picturesque 2 Bedroom Condo With Fabulous Ocean Views, Condo Islamorada

    79901 Overseas Hwy Unit 404
    Overlooking the sea, the beachfront Picturesque 2 Bedroom Condo With Fabulous Ocean Views, Condo Islamorada is 25 minutes' stroll from Lignumvitae Key Botanical State Park in Islamorada. Guests can…
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    US$ 173 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
    The 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa is situated merely 6 minutes' walk from the world-class museum "Florida Keys History and Discovery…
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    US$ 1093 price for 1 night
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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
    Located about a 25-minute walk from Rain Barrel Village, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina gives access to various…
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    US$ 394 price for 1 night
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  • Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

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

    84 Johnston Avenue Unit #4
    The 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa offers quick access to such city attractions as the world-class museum "Florida Keys…
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    US$ 1360 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 around a 20-minute walk from Lignumvitae Key Botanical State Park, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa entices guests to…
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    US$ 484 price for 1 night
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  • Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada

    Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada

    A1, 84745 Old Highway
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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
    Located within 15 minutes' walk of Anne s Beach, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa provides access to various tourist…
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    US$ 587 price for 1 night
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  • Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    84 Johnston Ave Unit #7
    The 3-bedroom Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is situated a mere 6 minutes' walk from Florida Keys History and Discovery Center, featuring such…
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    US$ 722 price for 1 night
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  • Sea Breeze Hotel Islamorada

    Sea Breeze Hotel Islamorada

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    US$ 286 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
    Situated just around the corner from Lower Matecumbe Key Island, 1-bedroom Key Lime Cottage In The Heart Of Islamorada features a terrace with views of the pool. Offering a private swimming pool…
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    US$ 382 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

    83201 Old Highway # 501
    The beachfront This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo is situated around a 25-minute walk from Anne s Beach and offers a heated swimming pool. Welcoming…
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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 approximately a 15-minute drive away.
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    US$ 368 price for 1 night
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  • Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

    Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

    84745 Old Hwy 11
    Offering sea views, Oceanfront Islamorada Townhome With Dock And Pool villa is situated merely an 8-minute walk from Windley Key Fossil Reef Geological State Park.
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    US$ 624 price for 1 night
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  • Islamorada Bungalow 2 Bed/1 Bath & Pool Unit 3

    Islamorada Bungalow 2 Bed/1 Bath & Pool Unit 3

    76777 Overseas Highway Unit 3
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  • Coral Sea Charters Hotel Islamorada

    Coral Sea Charters Hotel Islamorada

    83413 Overseas Highway
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  • Islamorada Modern Penthouse With Private Beach

    Islamorada Modern Penthouse With Private Beach

    80639 Old Highway
    Located around 600 metres from Indian Key State Historic Site, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa provides an outdoor swimming pool, a hot tub for a more relaxing…
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  • Margaritaville Islamorada

    Margaritaville Islamorada

    87380 Overseas Highway
    Margaritaville Islamorada villa is located 20 minutes' walk from Plantation Key and invites guests to enjoy a terrace.
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  • Waterfront Covered Alfresco Lounge Heated Pool Anchor Key Islamorada

    Waterfront Covered Alfresco Lounge Heated Pool Anchor Key Islamorada

    114 Ponce De Leon Blvd
    Staying at Waterfront Covered Alfresco Lounge Heated Pool Anchor Key Islamorada villa, guests can easily reach Lower Matecumbe Key Island, located nearly a 20-minute ride away.
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  • Anglers Reef Getaway Villa Islamorada

    Anglers Reef Getaway Villa Islamorada

    135 Anglers Way
    Anglers Reef Getaway Villa Islamorada provides easy access to various city attractions, such as Windley Key, situated approximately 500 metres away.
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    US$ 450 price for 1 night
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  • 189 Sunset Drive House Hotel Islamorada

    189 Sunset Drive House Hotel Islamorada

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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
    To enjoy your vacation in Islamorada, stay at the 2-room 2Nd Floor Duplex On Gated Bayfront Property Apts Islamorada, which is 2.5 km from Indian Key State Historic Site and nearly 10 minutes' walk…
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    US$ 593 price for 1 night
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  • Caloosa Cove Resort In The Florida Keys Islamorada

    Caloosa Cove Resort In The Florida Keys Islamorada

    73801 Overseas Highway Islamorada, Florida,33036, Usa

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    US$ 375 price for 1 night
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  • Key-Ebc3T-87200Oh-A7 Hotel Islamorada

    Key-Ebc3T-87200Oh-A7 Hotel Islamorada

    87200 Overseas Highway
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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
    Offering a location 4.5 km from History of Diving Museum, the 3-bedroom Exceptional Venetian Shores Home With Pool, Dock And Boat Lift, Home Islamorada gives access to various tourist spots in the…
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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
    The 3-bedroom At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa provides a spa centre and a play area for a delightful experience, and is located merely a 7-minute walk from…
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    US$ 467 price for 1 night
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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

    84 Johnston Ave Unit #8
    Located merely 12 minutes' walk from Michelle Nicole Lowe Art Gallery, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa provides access to…
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    US$ 896 price for 1 night
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  • Casa Morada Hotel Islamorada

    Casa Morada Hotel Islamorada

    136 Madeira Road Private beach access - 300m
    "Relaxation by beach"
    • On-site spa services available

    • Access to private beach area

    • Pet-friendly accommodations offered

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  • Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada

    Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada

    76400 Overseas Highway Access to beaches - 2.1km
    "Fun for everyone"
    • Private beach access and activities

    • Heated outdoor swimming pool

    • Tiki bar for refreshments

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Welcome to Islamorada Hotels!

Planning your perfect stay in Islamorada? Discover a variety of hotels that cater to all your needs on Islamorada Hotels. Start your journey by visiting our search page today.

Why islamoradahotels.net is the Best Choice

  • Choose from 137 hotels.
  • Enjoy competitive rates, with 3-star accommodations starting as low as $100 and 5-star luxury from $250.
  • Secure booking ensures your personal and payment information is protected with advanced security measures.
  • Take advantage of free cancellation at many hotels.

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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