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  • SeaGulls #406
    From $133 per night (USD)

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    SeaGulls #406

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Denna nyrenoverade och renoverade lägenhet med 2 sovrum ligger bara cirka en timmes och femton minuters bilresa från Mia ...

    From $133 per night (USD)

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  • Aquamarine Delight on the Ocean C333
    From $134 per night (USD)

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    Aquamarine Delight on the Ocean C333

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy ocean views from this bright and airy 3rd floor unit. This newly renovated unit comes fully equipped with attenti ...

    From $134 per night (USD)

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  • Queen Emma
    From $770 per night (USD)

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    Queen Emma

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This beautifully finished and decorated four bedroom, three bath home has classic Key West architecture and is located o ...

    From $770 per night (USD)

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  • Heaven
    From $110 per night (USD)

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    Heaven

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy your vacation in this unique 1580 square foot Penthouse Suite with all the amenities of home. Your suite is a rare ...

    From $110 per night (USD)

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  • VILLAGE ROOSTER~Location!
    From $107 per night (USD)

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    "VILLAGE ROOSTER"~Location!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    BAHAMA VILLAGE TREASURE... This Old Town Key West home is just steps from the award winning restaurants and charming bou ...

    From $107 per night (USD)

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  • Mariner's Club
    From $213 per night (USD)

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    Mariner's Club

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    8

    Fun for the whole family with plenty of space to soak up the sun at this Florida Keys villa is sure to please everyone. ...

    From $213 per night (USD)

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  • Sunset Reverie
    From $177 per night (USD)

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    Sunset Reverie

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! SUNSET REVERI ...

    From $177 per night (USD)

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  • Blue Lagoon
    From $429 per night (USD)

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    Blue Lagoon

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This cheery property located on Southard Street features three bedrooms, one on the first level and two on on the second ...

    From $429 per night (USD)

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  • The White Marlin Beach House
    From $175 per night (USD)

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    The White Marlin Beach House

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Contact owner for rates and availability at (305-431-2006). Relax in Islamorada, Florida Keys... 'Sport Fishing Capital ...

    From $175 per night (USD)

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  • BB BeachFront Villa @ Cocoplum
    From $20 per night (USD)

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    BB BeachFront Villa @ Cocoplum

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This listing is for a BEACH FRONT villa (renovated kitchens and floors), at Cocoplum Beach and Tennis Club and Marina, w ...

    From $20 per night (USD)

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  • Poolside Hangover
    From $236 per night (USD)

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    Poolside Hangover

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This is an amazing two bedroom TWO BATH condo over by the gorgeous pool. Fully equipped for you to enjoy your time away ...

    From $236 per night (USD)

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  • Starshine Key West
    From $207 per night (USD)

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    Starshine Key West

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...

    From $207 per night (USD)

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  • Indigo Reef
    From $166 per night (USD)

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    Indigo Reef

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    Never sacrifice comfort for location! Stay with us in villa 13 at the Indigo Reef resort, perfectly situated in the spor ...

    From $166 per night (USD)

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  • Eden @ The Annex
    From $273 per night (USD)

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    Eden @ The Annex

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    5

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals booked after July 15, 2020 are 100% Refundable until 21 days prior to y ...

    From $273 per night (USD)

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  • Cudjoe Cottages House A
    From $300 per night (USD)

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    Cudjoe Cottages House A

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    House A - You're in the tropics... listen to the waves, rest, relax or fish, kayak and snorkel, if you wish to lose a fe ...

    From $300 per night (USD)

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  • PINEAPPLE COTTAGE ~ Relaxing!
    From $89 per night (USD)

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    "PINEAPPLE COTTAGE" ~ Relaxing!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RELAXED DOWNTOWN LIVING... Envelop yourself in true island living in this cute cottage just for the two of you. Located ...

    From $89 per night (USD)

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  • Worlds End
    From $414 per night (USD)

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    Worlds End

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    5

    This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breath taking water ...

    From $414 per night (USD)

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  • Latitude Adjustment @ Truman Annex
    From $300 per night (USD)

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    Latitude Adjustment @ Truman Annex

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    6

    This Foundry townhouse is a Bostonian style 3 level home located in Old Town Key West. This home has been recently renov ...

    From $300 per night (USD)

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  • Mariner's Club
    From $199 per night (USD)

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    Mariner's Club

    Bedrooms:
    4.5
    Bathrooms:
    3
    Sleeps:
    8

    Ready for the ultimate Keys getaway? Don't hesitate because the Mariner's Club 711 offers only the best of amenities to ...

    From $199 per night (USD)

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  • Mickey and Lynn's House of Windows
    From $180 per night (USD)

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    Mickey and Lynn's House of Windows

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Secluded two story above garage corner lot gives you a panoramic views of water and near by park. Key deer frequent the ...

    From $180 per night (USD)

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  • A Low Tide
    From $207 per night (USD)

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    A Low Tide

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A Low Tide is a charming first floor end unit in the Shipyard Condominiums in the award wining gated community of the Tr ...

    From $207 per night (USD)

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  • Captains Wheel
    From $279 per night (USD)

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    Captains Wheel

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    6

    This very popular getaway in the award-winning Truman Annex is a tropically decorated 2 bedroom, 2.5 bath town home feat ...

    From $279 per night (USD)

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  • LOST SHAKER OF SALT ~ Relax!
    From $695 per night (USD)

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    "LOST SHAKER OF SALT" ~ Relax!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    THE HEART OF OLD TOWN... Charming Old Town home in the heart of Key West.  Located on Southard Street just steps from Du ...

    From $695 per night (USD)

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  • Sun, Sea, And Sky
    From $171 per night (USD)

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    Sun, Sea, And Sky

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Sun Sea and Sky is only two blocks from bustling Duval Street, the heart of Old Town Key West, with an easy walk to rest ...

    From $171 per night (USD)

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  •  Dolphin Oasis
    From $543 per night (USD)

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    Dolphin Oasis

    Bedrooms:
    5.5
    Bathrooms:
    4
    Sleeps:
    10

    This 4 bedroom 3 Bath House has ample sleeping options for every type of family/friend gathering and provides parking fo ...

    From $543 per night (USD)

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  • BS BEACHFRONT @ Cocoplum Beach
    From $200 per night (USD)

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    BS BEACHFRONT @ Cocoplum Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This listing is for a BEACH FRONT villa (renovated kitchens and floors), at Cocoplum Beach and Tennis Club and Marina, w ...

    From $200 per night (USD)

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    Details
  • Tropical Jewel
    From $228 per night (USD)

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    Tropical Jewel

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    WELCOME TO TROPICAL JEWEL! We are complying with the directives listed on the Monroe County website. Please be awar ...

    From $228 per night (USD)

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    Details
  • Keys Upstairs
    From $175 per night (USD)

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    Keys Upstairs

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    “A Little Slice of Heaven”- completely renovated and updated in December 2020 waterfront pool home in paradise. This is ...

    From $175 per night (USD)

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  • Mariner's Club
    From $213 per night (USD)

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    Mariner's Club

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    Villa 512 at the Mariner's Club features a private balcony overlooking the Atlantic Ocean to ensure your leisure is well ...

    From $213 per night (USD)

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  • Indigo Reef ~The Tarpon House
    From $423 per night (USD)

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    Indigo Reef ~The Tarpon House

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    The Tarpon House at Indigo Reef Listen to the waves on one of your two porches both of which feature an incredible west ...

    From $423 per night (USD)

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  • Royal Poinciena @ Truman Annex
    From $171 per night (USD)

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    Royal Poinciena @ Truman Annex

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...

    From $171 per night (USD)

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    Details
  • Casa Lorelane
    From $579 per night (USD)

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    Casa Lorelane

    Bedrooms:
    6
    Bathrooms:
    7
    Sleeps:
    20

    This 7BR 6BA 4700 SF 3 story waterfront home is located on corner of canal 50 yds from open ocean. All the amenities- 2 ...

    From $579 per night (USD)

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  • (#8) WATERFRONT! Our Beautiful New Single Family 4 Bed 3 Bath Pool Home W/DOCK
    From $350 per night (USD)

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    (#8) WATERFRONT! Our Beautiful New Single Family 4 Bed 3 Bath Pool Home W/DOCK

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    #8: DEJA BLUE * Beautiful WATERFRONT beach house that has full access to the ocean gulf waters your own boat slip ...

    From $350 per night (USD)

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  • Archipelago II
    From $279 per night (USD)

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    Archipelago II

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    6

    This newer renovation is a gorgeous 2 bedroom, 2.5 bath townhouse. The kitchen and baths are new and living room, dining ...

    From $279 per night (USD)

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  • Southernmost Solace
    From $109 per night (USD)

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    Southernmost Solace

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! At the Southe ...

    From $109 per night (USD)

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  • Southernmost Bliss
    From $527 per night (USD)

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    Southernmost Bliss

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! Nestled at th ...

    From $527 per night (USD)

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  • Away from it All
    From $207 per night (USD)

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    Away from it All

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Shipyard Condominiums ligger i det prestigefyllda gated community of Truman Annex i Key Wests gamla stadsdel. Condos li ...

    From $207 per night (USD)

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  • Oceanfront Rental With Heated Pool, Dock & Tiki Hut
    From $175 per night (USD)

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    Oceanfront Rental With Heated Pool, Dock & Tiki Hut

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Located on the open water on beautiful Ramrod Key, this tropically-themed, three bedroom, two bath home has it all. Enj ...

    From $175 per night (USD)

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  • Islamorada Beach Duplex
    From $100 per night (USD)

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    Islamorada Beach Duplex

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    ****************************************** Copy and paste the link below into a browser so you can see the 3D video tour ...

    From $100 per night (USD)

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  • Brisa Fresca
    From $545 per night (USD)

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    Brisa Fresca

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! A trip to Key ...

    From $545 per night (USD)

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  • TS Tropical Island CCP Beach
    From $134 per night (USD)

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    TS Tropical Island CCP Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This listing is for a TROPICAL ISLAND villa, at Cocoplum Beach and Tennis Club and Marina, which is one of the 2 villas ...

    From $134 per night (USD)

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  • Star of the Seaport
    From $872 per night (USD)

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    Star of the Seaport

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! For a truly o ...

    From $872 per night (USD)

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  • Sweet Home Angelita
    From $491 per night (USD)

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    Sweet Home Angelita

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    13

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! This renovate ...

    From $491 per night (USD)

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  • Meyers Island Oasis on Atlantic B316
    From $125 per night (USD)

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    Meyers Island Oasis on Atlantic B316

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is a lovely 3rd floor partial ocean-view unit. You will love the spacious 50 ft private balcony that runs the lengt ...

    From $125 per night (USD)

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  • Mariner's Club
    From $219 per night (USD)

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    Mariner's Club

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Forget yourself on Island Time with us at the Mariner's Club's townhouse #204, featuring 3 bedrooms and 3 baths; perfect ...

    From $219 per night (USD)

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  • Casa Coastal East C231
    From $125 per night (USD)

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    Casa Coastal East C231

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Casa Coastal East – C231 After a recent remodel of the kitchen and bath, this unit underwent a total makeover with its n ...

    From $125 per night (USD)

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  • SERENITY~ Impeccable!
    From $1145 per night (USD)

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    "SERENITY"~ Impeccable!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    LOCAL LIVING.... Spend time relaxing in Paradise in the perfect home. Serenity is a beautifully decorated,  4 bedroom ho ...

    From $1145 per night (USD)

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  • Pelican Landing St.John Penthouse
    From $400 per night (USD)

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    Pelican Landing St.John Penthouse

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    Our beautiful waterfront condos have a range of room types to suite your every need. Whether you want a suite for two or ...

    From $400 per night (USD)

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  • Cudjoe Oceanside Cottages #6
    From $159 per night (USD)

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    Cudjoe Oceanside Cottages #6

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cottage #6 - Only 20 miles from Key West, but a world away from the hustle and bustle. Come experience a truly relaxing ...

    From $159 per night (USD)

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  • Mariner's Club
    From $199 per night (USD)

    VRBO

    Mariner's Club

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    8

    Watching the sunrise is no fun when you're preparing yourself for a day of work, but from our private balcony overlookin ...

    From $199 per night (USD)

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  • 58630 Morton Street
    From $175 per night (USD)

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    58630 Morton Street

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Morton House is located on Grassy Key in Marathon, FL. We are a French couple who renovated recently the property. We a ...

    From $175 per night (USD)

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  • Aah Paradise
    From $300 per night (USD)

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    Aah Paradise

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    4

    AAH PARADISE This Foundry townhouse is a Bostonian style 3 level home located in Old Town Key West. This home has been r ...

    From $300 per night (USD)

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  • Palm Breezes House
    From $375 per night (USD)

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    Palm Breezes House

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Palm Breezes House in Marathon. New in 2009... 30x14 in ground resort style heated swimming pool with waterfall. This ho ...

    From $375 per night (USD)

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    Details
  • Keys Aloha
    From $200 per night (USD)

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    Keys Aloha

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This beautiful villa was built in 2018, making it one of the newest and modern homes in the Florida Keys. There are nume ...

    From $200 per night (USD)

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    Details
  • Tarpon Bay Castaway
    From $200 per night (USD)

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    Tarpon Bay Castaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    ***POOL Build in July 2019 with amazing landscaping for privacy*** PLEASE inquire directly with us about the specific r ...

    From $200 per night (USD)

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    Details
  • Old Town Suites - 2 Bedroom Suite, 1/2 block from Duval street
    From $50 per night (USD)

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    Old Town Suites - 2 Bedroom Suite, 1/2 block from Duval street

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This fully furnished 2nd level apartment features a sofa bed in the living area and fully-equipped kitchen. Located just ...

    From $50 per night (USD)

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  • Sweet Americana
    From $1304 per night (USD)

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    Sweet Americana

    Bedrooms:
    11
    Bathrooms:
    8
    Sleeps:
    20

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! It doesn't ge ...

    From $1304 per night (USD)

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    Details
  • Knee Deep in the Water Somewhere...
    From $150 per night (USD)

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    Knee Deep in the Water Somewhere...

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The only worry if the tide's reaching your chair! Come on in The waters nice (there's a dock for a 32' boat right out ...

    From $150 per night (USD)

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  • Traumhaus mit Pivatstrand
    From $500 per night (USD)

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    Traumhaus mit Pivatstrand

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    TROPICAL PRIVATE SETTING! Private Beach Front Home with Private Lagoon. 1 Complimentary Double Kayak 1 Complimentary ...

    From $500 per night (USD)

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  • GARDEN OASIS ~ Private!
    From $196 per night (USD)

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    "GARDEN OASIS" ~ Private!

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    8

    WHEN ONLY THE BEST WILL DO... Located in the Casa Marina Area of Key West known for spacious and elegant fine homes; the ...

    From $196 per night (USD)

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    Details
  • VeryClean Canal Front Home 3/2
    From $315 per night (USD)

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    VeryClean Canal Front Home 3/2

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Heated 8' x 14' above ground Spa/Pool! Free 2 two-man Kayaks during your rental, plus 2 bikes! Wonderful elevated home ...

    From $315 per night (USD)

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  • One Particular Harbor
    From $673 per night (USD)

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    One Particular Harbor

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    One Particular Harbor at Coco Plum Beach Located in the quiet residential neighborhood of Coco Plum Beach, this home of ...

    From $673 per night (USD)

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  • BOOMERANG BOATHOUSE~ Charm!
    From $1295 per night (USD)

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    "BOOMERANG BOATHOUSE"~ Charm!

    Bedrooms:
    3.5
    Bathrooms:
    4
    Sleeps:
    8

    RETURN TO EQUANIMITY... “Boomerang Boathouse” is nestled in the peaceful neighborhood locals refer to as The Meadows.  T ...

    From $1295 per night (USD)

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  • 132 Atlantic Lane
    From $133 per night (USD)

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    132 Atlantic Lane

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Looking for your next Home away from Home? You can not go wrong in this recently renovated 2 bedroom and 2 bath canal h ...

    From $133 per night (USD)

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  • 75731 Overseas Highway
    From $929 per night (USD)

    VRBO

    75731 Overseas Highway

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Islamorada är Kejsars andliga centrum, världens sportfiskehuvudstad och hem till den största flottan av charterbåtar i n ...

    From $929 per night (USD)

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  • Village at Hawks Cay Villas
    From $246 per night (USD)

    VRBO

    Village at Hawks Cay Villas

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Bring both friends & family and have room to spare at Village at Hawks Cay Sunset Village Villa 5004! This colorful town ...

    From $246 per night (USD)

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  • Casa De Luna
    From $250 per night (USD)

    VRBO

    Casa De Luna

    Bedrooms:
    5.5
    Bathrooms:
    4
    Sleeps:
    10

    Home Description: Enjoy our large and beautiful custom built luxury home on the water and walking distance to the beach ...

    From $250 per night (USD)

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  • 113 Sunset Drive
    From $357 per night (USD)

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    113 Sunset Drive

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Come and stay in this adorable "beachy back yard" home located on the crystal clear Atlantic Ocean! This home truly has ...

    From $357 per night (USD)

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  • Neptune's Penthouse
    From $240 per night (USD)

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    Neptune's Penthouse

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! As Neptune wa ...

    From $240 per night (USD)

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  • Kawama Tower 206
    From $159 per night (USD)

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    Kawama Tower 206

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    “NO WORRIES” VACATION AT OUR BEAUTIFUL ISLAND HOME! Our condo is located in Kawama Tower, part of Kawama Yacht Club, a s ...

    From $159 per night (USD)

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  • Key Colony Beach Vacation
    From $75 per night (USD)

    VRBO

    Key Colony Beach Vacation

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Have a Grand Slam Vacation at our canal front 1/2 duplex on desirable 7th Street, Key Colony Beach. FIRST, our deepwate ...

    From $75 per night (USD)

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  • Mariner's Club
    From $213 per night (USD)

    VRBO

    Mariner's Club

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    8

    Waking up to the brilliance of a Florida Keys' sunrise over the Atlantic Ocean sounds far-fetched when taking into accou ...

    From $213 per night (USD)

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  • Kawama  Tower Penthouse #503
    From $133 per night (USD)

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    Kawama Tower Penthouse #503

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy the panoramic view this tropically decorated, fifth-story unit has to offer of the Atlantic Ocean and the adjacent ...

    From $133 per night (USD)

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  • Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi
    From $250 per night (USD)

    VRBO

    Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This tropical oasis includes a heated pool and dock that reaches out onto a protected lagoon that opens into the Florida ...

    From $250 per night (USD)

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  • Key West Charm
    From $200 per night (USD)

    VRBO

    Key West Charm

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Rent our house and enjoy all the charm Key West has to offer in our beautiful, newly renovated, decoratively appointed, ...

    From $200 per night (USD)

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  • PA Palm Court @ Cocoplum Beach
    From $179 per night (USD)

    VRBO

    PA Palm Court @ Cocoplum Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This listing is for a PALM COURT villa (renovated kitchens and floors), at Cocoplum Beach and Tennis Club and Marina, wh ...

    From $179 per night (USD)

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    Details
  • SEA LA VIE~ Cozy Elegance!
    From $1455 per night (USD)

    VRBO

    "SEA LA VIE"~ Cozy Elegance!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    THREE STORY GRANDEUR… Located in the Casa Marina District in Old Town.  This home is elegant, yet quite the tropical del ...

    From $1455 per night (USD)

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  • Lemon Key Cottage
    From $209 per night (USD)

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    Lemon Key Cottage

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    L E M O N K E Y C O T T E G E Välkommen hem… Tack vare orkanen Irma, har vi nu ett vackert nyrenoverat hem! Vi har sp ...

    From $209 per night (USD)

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  • The Coral Frog
    From $272 per night (USD)

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    The Coral Frog

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! THE CORAL FRO ...

    From $272 per night (USD)

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  • La Casita En Cima
    From $124 per night (USD)

    VRBO

    La Casita En Cima

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! This quaint l ...

    From $124 per night (USD)

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    Details
  • SUNKISSED - Livin' off Duval!
    From $745 per night (USD)

    VRBO

    "SUNKISSED" - Livin' off Duval!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    JUST OFF DUVAL... Private single family home with three bedrooms and three bathrooms.  Open the rear French doors to a p ...

    From $745 per night (USD)

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  • 1800 Atlantic Ocean Front Ste
    From $349 per night (USD)

    VRBO

    1800 Atlantic Ocean Front Ste

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Notice: Due to Corona Virus We suggest you purchase "Cancel For Any Reason Insurance". VRBO offers insurance at time of ...

    From $349 per night (USD)

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  • High Tide
    From $257 per night (USD)

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    High Tide

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    4

    If you have high expectations you are going to enjoy staying at High Tide. You are within walking distance to restaurant ...

    From $257 per night (USD)

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  • Oceanfront Bungalow
    From $155 per night (USD)

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    Oceanfront Bungalow

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the open water ...incredible views. ...

    From $155 per night (USD)

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  • Sunrise Beach #109
    From $150 per night (USD)

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    Sunrise Beach #109

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built i ...

    From $150 per night (USD)

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  • Sundrenched Reflections
    From $136 per night (USD)

    VRBO

    Sundrenched Reflections

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! SUNDRENCHED R ...

    From $136 per night (USD)

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  • PS Palm Court @ Cocoplum Beach
    From $186 per night (USD)

    VRBO

    PS Palm Court @ Cocoplum Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This listing is for a PALM COURT villa (renovated kitchens and floors), at Cocoplum Beach and Tennis Club and Marina, wh ...

    From $186 per night (USD)

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  • A License To Chill
    From $300 per night (USD)

    VRBO

    A License To Chill

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    6

    The historic Foundry, known as building #11, features three story townhomes, located in the award-winning residential ne ...

    From $300 per night (USD)

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  • All Together Now
    From $2507 per night (USD)

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    All Together Now

    Bedrooms:
    16
    Bathrooms:
    13
    Sleeps:
    32

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! Coordinating ...

    From $2507 per night (USD)

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    Details
  • Latitude Penthouse Key West B417
    From $288 per night (USD)

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    Latitude Penthouse Key West B417

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Top floor penthouse ocean-view condominium at 1800 Atlantic in the highly desirable B building. This unit has recently b ...

    From $288 per night (USD)

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  • The Yellow Fin
    From $250 per night (USD)

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    The Yellow Fin

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Large 3 bedroom 3 bath home, plus a full basement. Plenty of room for boat trailer and parking. Third floor master king ...

    From $250 per night (USD)

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  • The Lime & The Coconut
    From $872 per night (USD)

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    The Lime & The Coconut

    Bedrooms:
    9
    Bathrooms:
    6
    Sleeps:
    16

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! According to ...

    From $872 per night (USD)

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    Details
  • Kawama Yacht Club - Tower
    From $150 per night (USD)

    VRBO

    Kawama Yacht Club - Tower

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy one of the best views on the property. Direct ocean and marina view. The balcony sunset is spectacular. Kawama ...

    From $150 per night (USD)

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  • Duck Key
    From $309 per night (USD)

    VRBO

    Duck Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Wonderful Canal Waterfront home with large swimming pool and 75'+ dock on the only Key with crystal clear, flow thru can ...

    From $309 per night (USD)

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  • Bay Harbour A-304
    From $229 per night (USD)

    VRBO

    Bay Harbour A-304

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    Vackra 3 sovrum och 2. 5 lyxig lägenhet belägen vid mile markör 74. 5 vattensidan. Dessa lägenheter är snyggt inredda o ...

    From $229 per night (USD)

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  • Heavenly Zen
    From $472 per night (USD)

    VRBO

    Heavenly Zen

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! In the Histor ...

    From $472 per night (USD)

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  • STARFISH
    From $110 per night (USD)

    VRBO

    STARFISH

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    When choosing your dates, please keep in mind that we rent a minimum of 7 DAYS from SATURDAY to SATURDAY. (One exception ...

    From $110 per night (USD)

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  • Ocean Serenity C338 East
    From $161 per night (USD)

    VRBO

    Ocean Serenity C338 East

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is a unique unit with an amazing view of the Atlantic ocean. Your home away from home, all the conveniences you wou ...

    From $161 per night (USD)

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  • Moon Bay A-204
    From $137 per night (USD)

    VRBO

    Moon Bay A-204

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Moonbay in Key Largo! Moonbay is located at MM 104 on the bayside on Blackwater Sound and is very near to J ...

    From $137 per night (USD)

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  • The Grande Vista C432
    From $288 per night (USD)

    VRBO

    The Grande Vista C432

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Grand Vista - 2 bedroom suite 2 Bedroom 2 bath suite, some renovations with flat screen plasma TV's in both bedro ...

    From $288 per night (USD)

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    Details