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Islamorada vacation rentals

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Holiday homes

53 properties found in Islamorada

  • 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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  • Anglers Reef Paradise

    Anglers Reef Paradise

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

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

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

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

    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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  • 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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  • Margaritaville

    Margaritaville

    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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  • Oceanfront Islamorada Townhome With Dock And Pool

    Oceanfront Islamorada Townhome With Dock And 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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  • Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms

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

    A1, 84745 Old 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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  • Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location

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

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

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

    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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  • Pineapple Beach

    Pineapple Beach

    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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  • 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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  • Sandglass 4

    Sandglass 4

    74980 Overseas Hwy 4
    The 3-bedroom Sandglass 4 Islamorada villa offers proximity to nearby tourist spots, such as San Pedro Underwater Archaeological Preserve State Park, situated around 10 minutes away by car.
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    US$ 696 price for 1 night
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  • Villa Riolo

    Villa Riolo

    130 Columbus Dr
    The 2-bedroom Villa Riolo Islamorada offers quick access to such city attractions as Lower Matecumbe Key Island, located nearly 5 minutes' walk away. This villa features opportunities for snorkelling…
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  • Beacon Reef 306

    Beacon Reef 306

    83201 Old Hwy Unit 306
    The 2-bedroom Beacon Reef 306 Villa Islamorada is situated within 25 minutes' walk of Hurricane Monument and provides a hot tub, ensuring a relaxing stay. Featuring sea views, this Islamorada holiday…
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  • West Plaza Del Lago

    West Plaza Del Lago

    63 W Plaza Del Lago
    West Plaza Del Lago Islamorada villa is located 10 minutes' drive from Craig Key Island and invites guests to join snorkelling.
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  • Palms 309

    Palms 309

    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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  • Bungalow House

    Bungalow House

    32 Park Road
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  • Fl Keys Venetian Shores Waterfront With Ocean Access, Pool

    Fl Keys Venetian Shores Waterfront With Ocean Access, Pool

    141 Stromboli Drive

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    US$ 1011 price for 1 night
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