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Florida Keys vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Florida Keys

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost
Apartment in Key West
Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs, DVD players & BlueTooth stereo system with CD player & radio.
Superhost
Apartment in Key West
Key West - Sunset ❀ The Green House
Unique and beautifully renewed apartment in the heart of Key West. Spacious bedroom with King Size bed and Walk-in Closet, large living room with pull-out sofa bed and kitchen. Take advantage of our unbeatable price and enjoy! ♡ Best location for exploring Key West, in the epicenter of Old-Town and all attractions. One corner from world-famous Sloppy Joe's (Hemingway's favorite place) and Duval Loop, the free local ride. Check out the map and see all attractions right around The Green House!
Superhost
Condo in Key Colony Beach
Keys Breeze Ocean View Condo & Pool - Key Colony
Gorgeous Florida Keys studio condo in Key Colony Beach with beautiful ocean front location. The condo features all new furniture and furnishings with a crisp, modern interior and kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Condo has one king-sized bed and sleeps 2 people. We just finished a full bathroom remodel adding all new walk-in shower, tile, vanity, etc. This condo is simply exquisite!

Florida Keys house rentals

Superhost
Home in Key Colony Beach
Private Corner Lot, Wide Water Views, 30' Dock
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Home in Islamorada
Flakey's
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Home in Marathon
Waterfront Cozy Modern Retreat w/Deep Canal
Superhost
Home in Cudjoe Key
OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
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Home in Key Largo
Your Keys Getaway!
Superhost
Home in Key West
Casa Cristol - Family Friendly Classic KW Charm
Superhost
Home in Key West
Rooftop Penthouse - Luxury Penthouse in prime Down
Superhost
Home in Marathon
Oceanview Oasis! Porch & Theater
Superhost
Home in Marathon
Oceanfront Tiny Villa in the Heart of the FL Keys
Superhost
Home in Key Largo
Little Cottage on an island
Superhost
Home in Marathon
Oceanfront w/ Dock, Hot Tub & Secluded
Superhost
Home in Key West
Gorgeous Romantic Private Villa, Steps from Duval!

Family friendly vacation rentals in Florida Keys

Superhost
Apartment in Key West
Studio Blu - Key West, FL - Hip Studio in Old Town
Superhost
Apartment in Key West
Poolside Truman Annex 2 Bed | Conch Life Condo
Superhost
Condo in Key West
Beach Club Ocean Front 2BR Condo
Superhost
Condo in Tavernier
Toes in the Sand - 2 Bedroom Condo Sleeps 4
Superhost
Apartment in Key West
KW Luxury 2/2 Beachfront resort Tropical Oasis
Superhost
Condo in Tavernier
STUNNING 2BR OCEANFRONT SUITE W/ MAGNIFICENT VIEWS
Superhost
Condo in Tavernier
Spectacular 2 Bedroom with a beautiful ocean view.
Superhost
Townhouse in Key West
Sparkling clean. Newly Updated Family Friendly
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Townhouse in Marathon
Plunge Pool Villa on Blue Water Lagoon
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Villa in Marathon
Coral Lagoon Resort 3 BR W/ Dock Behind Villa
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Home in Key Largo
Key Largo Waterfront Home with Tiki & Boat Dock
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Apartment in Tavernier
Breathtaking Oceanfront Views at Tropical Daze

Family friendly homes in Florida Keys

Superhost
Home in Marathon
Boutique, 70ft dock, October available, VACA-23-16
Superhost
Home in Key Colony Beach
Tiki Time
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Home in Key Largo
WATER VIEWS ON J. PENNEKAMP Free Kayaks
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Home in Homestead
Private Paradise between Miami & the Keys
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Home in Marco Island
BEACH WALK @ MARCO - 2 mins to Beach & Restaurants
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Home in Miami
Private Pool and Tropical Garden Oasis
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Home in Marco Island
⭐ Rare Waterfront Western Exposure Vacation Home
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Home in Fort Lauderdale
Mid Century Modern/Heated Pool/walk everywhere!
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Home in Wilton Manors
A Tropical Paradise in Wilton Manors Hottub & Pool
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Home in Naples
841 Vanderbilt Beach Bliss • Lux Waterfront Home
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Home in Wilton Manors
Martini Manor - A Tropical Oasis in South Florida
Superhost
Home in Naples
Coastal Getaway w/ Inground Heated Pool
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