Top Vacation Rentals in Florida Keys ᐅ Instant booking

Cottage for 4 people, with terrace and yard - 1

Islamorada retreat \"Bungalow Blue\" w/ heated pool, Bikes, Bbq, amenities galore!

Sleeps 4 pers.2 bedrooms517 ft²

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Exclusive Key West Beach Front - 2Br Luxury Condo w/Gym and Pool Access (Newly Refurnished!)

Sleeps 6 pers.2 bedrooms1,894 ft²

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Relax at Key Largo

Sleeps 4 pers.1 bedroom

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Sleeps 4 pers.2 bedrooms1,195 ft²

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Sea Breeze - One Block from Duval Street

Sleeps 6 pers.2 bedrooms797 ft²

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Tropical Escape | Sea Gulls 407 ~ Weekly Rental

Sleeps 4 pers.2 bedrooms1,173 ft²

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~ Solaris Garden ~ Relax and enjoy this Bohemian dream on a quaint lane.

Sleeps 2 pers.1 bedroom495 ft²

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2 more units available

House on 26 and 7th St in Key Colony Beach W/Dock up to 55ft by 17 W/Cabana Club

1.1 mi to the beach

Sleeps 4 pers.2 bedrooms969 ft²

Aquaria House at Lunara Bay

Sleeps 10 pers.4 bedrooms2,325 ft²

PoolBalconyParkingInternet

Fully renovated Condo with Private Balcony, Shared Pool, Hot Tub and Parking

Sleeps 6 pers.2 bedrooms

PoolHot tubBalconyParking

Paradise Found- Scuba Divers-Boat Owners Welcome-Key Largo-Kampground

Sleeps 6 pers.2 bedrooms

YardTerraceParkingInternet

Aqua Lodge Houseboat \"Captain's Quarters\"

Sleeps 4 pers.2 bedrooms

Paradise in Key Largo Florida 2

Sleeps 5 pers.2 bedrooms

PoolYardParkingInternet

Resort in Marathon with Sea View and Balcony

1.2 mi to the beach

Sleeps 4 pers.1 bedroom1,798 ft²

PoolBalconyParkingInternet

~ Poinciana Treetop ~ Casual second floor duplex 2 blocks from Duval Street!

Sleeps 3 pers.1 bedroom614 ft²

BalconyParkingInternet

One more unit available

Direct Oceanfront Cottage-Sunrise View- #2,

Seaport Sanctuary ~ Come and Enjoy this Romantic & Lovely Couples Hideaway!

Hawks Cay Resort with Private Balcony

Barefoot Bungalow~2 Bedroom, 2 Bathroom Home w/ Office, Pool and Tiki Hut!

Royal Palm Studio ~ Adult Only, Studio w/ Community Pool & Close to Town!

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Poolside Cottage #411

Enjoy Caribbean weather in the Usa. Openings August 2026 forward!

Conch Cottage - Feels Like Home - 1Bd/1Bath - Hot Tub

Canal-Front Coastal Escape with Private Dock & King Suite

Perfect little paradise spot in key largo Florida. (lot 15)

Villa Topsider Resort with Pool and Balcony

Colony Calypso - A quaint 1 Bedroom Cottage just two blocks to Duval

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Couples paradise-king bed/Ac/fishing/snorkeling/diving

Islamorada retreat \"Bungalow Blue\" w/ heated pool, Bikes, Bbq, amenities galore!

Exclusive Key West Beach Front - 2Br Luxury Condo w/Gym and Pool Access (Newly Refurnished!)

Relax at Key Largo

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Sea Breeze - One Block from Duval Street

Tropical Escape | Sea Gulls 407 ~ Weekly Rental

~ Solaris Garden ~ Relax and enjoy this Bohemian dream on a quaint lane.

House on 26 and 7th St in Key Colony Beach W/Dock up to 55ft by 17 W/Cabana Club

Aquaria House at Lunara Bay

Fully renovated Condo with Private Balcony, Shared Pool, Hot Tub and Parking

Paradise Found- Scuba Divers-Boat Owners Welcome-Key Largo-Kampground

Aqua Lodge Houseboat \"Captain's Quarters\"

Paradise in Key Largo Florida 2

Resort in Marathon with Sea View and Balcony

~ Poinciana Treetop ~ Casual second floor duplex 2 blocks from Duval Street!