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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Florida Keys vacation rentals
Other great vacation rentals in Florida Keys
Home in Key West
4.94 out of 5 average rating, 272 reviewsRomantic Retreat - 2 person K Suite, Pvt deck/Spa!
Home in Marathon
4.91 out of 5 average rating, 159 reviewsBeachfront Villa - Florida Keys
Condo in Key West
4.93 out of 5 average rating, 133 reviewsBeach Club Ocean Front 2BR Condo
Villa in Duck Key
4.93 out of 5 average rating, 100 reviewsBeach House Getaway - Kayaks & 2/2.5 Villa
Apartment in Key Largo
4.92 out of 5 average rating, 231 reviewsWaterfront Studio 2| Couples Oasis | Kayaks | Pool
Home in Key Largo
4.9 out of 5 average rating, 349 reviewsYour Keys Getaway!
Guesthouse in Key Largo
4.91 out of 5 average rating, 194 reviewsOceanside, 1 bedroom, Bungalow in Key Largo
Home in Marathon
4.97 out of 5 average rating, 119 reviewsMarathon one-level home on the Marina - with slip!
Private Florida Keys vacation rentals
Guest suite in Homestead
4.92 out of 5 average rating, 132 reviewsCozy 1BR guestroom, private entrance, free parking
Villa in Marathon
4.89 out of 5 average rating, 148 reviewsNew Aqua Lodge 2Beds 1 Bath with Full Kitchens
Tiny home in Key Largo
4.99 out of 5 average rating, 68 reviewsOceanfront Lookout Point w/two Kayaks & Deck
Home in Key Largo
5.0 out of 5 average rating, 50 reviewsThe Paradise 2
Guest suite in Key Colony Beach
4.99 out of 5 average rating, 84 reviewsTurtle-By-The-Sea: the Best Deal in KCB!
Home in Key Colony Beach
5.0 out of 5 average rating, 15 reviewsCoral House: 2/2 Waterfront in KCB w/ King Beds
Home in Marathon
4.97 out of 5 average rating, 33 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Home in Marathon
4.97 out of 5 average rating, 35 reviewsThe Gulf Cottage at Marathon Key
Florida Keys home rentals
Home in Key Largo
4.96 out of 5 average rating, 136 reviewsKey Largo Waterfront Home with Tiki & Boat Dock
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
Home in Duck Key
5.0 out of 5 average rating, 32 reviewsPrivate Pool Tropical Oasis - Centrally Located
Home in Upper Sugarloaf Key
4.87 out of 5 average rating, 46 reviewsBungalows at Sugarloaf Beach - The Lighthouse
Home in Marathon
5.0 out of 5 average rating, 17 reviewsGrouper Getaway @ Ocean Isles Fishing Village
Home in Marathon
4.97 out of 5 average rating, 35 reviewsWaterfront Tropical Oasis in the FL Keys
Your guide to Florida Keys
All About The Florida Keys
From vibrant Key West to the mysteriously named No Name Key, the Florida Keys offer historical intrigue and geographical wonder in a graceful archipelago, stretching out from the Everglades towards Havana. Postcard-worthy turquoise waters make the Keys a popular destination for sports fishing, scuba diving, and boating. If you fancy a more leisurely set of activities during your visit, boat rides in the tropical sun and snorkeling let you set your own pace for exploring the dazzling coral islands.
The strong culinary culture of the Keys is centered around fresh seafood, from mahi-mahi to snapper to blackfin tuna, alongside other edible delights, like Key lime pie on a stick. For those wanting to explore both land and sea, consider venturing into the Mel Fisher Maritime Heritage Museum or the Key West Shipwreck Treasure Museum, both of which are excellent forays into the impact the ocean has had on the history of these islands.
The best time to stay in a vacation rental in Florida Keys
The best time to look for Florida Keys vacation rentals is between March and May. There are typically fewer crowds during this time and the weather is still warm without being humid, unlike in the muggier summer months.. The islands also host a variety of events in the spring. The 7 Mile Bridge Run in April is an annual marathon spanning the entirety of one of the island’s bridges. The Taste of Key West, also in April, is an annual celebration of the various cuisines that call the archipelago home, and feature everything from fine dining to seafood shacks and food trucks. The Key West Songwriters’ Festival in May has been going strong for 25 years and features dozens of performers across genres such as country, reggae, and rock.
Top things to do in Florida Keys
Duval Street
Duval Street, running from Mallory Square to the Southernmost Point marker, is one of Key West’s most lively streets. Host to museums, shops, galleries, and cafes, Duval Street is great not only for people-watching, with its many annual parades and events, but also for learning about the history of the Florida Keys, with attractions such as the Ernest Hemingway Home and Museum, and the former Strand Theater.
Dry Tortugas National Park
Dry Tortugas National Park, 70 miles from Key West, is only accessible by boat or plane, but is a worthwhile stop on any trip to the Florida Keys. An archipelago of seven beach-ringed islands, one is taken up entirely by the preserved ruins of Fort Jefferson, which stands guard over the coral, seagrass, and shipwrecks that welcome snorkelers from around the world. Popular snorkeling spots are the Historic Coaling Pier, Fort Jefferson's moat wall, and Garden Key. Boaters can explore around Loggerhead Key's Little Africa Reef and the Windjammer Wreck.
Marathon
Not to be confused with the activity, or the location of the same name in Greece, Marathon is the sportfishing center of the Florida Keys. Charters are easily arranged here for deep-sea, reef, and flats fishing. A variety of beaches and beachfront restaurants line the strip, while the former Seven Mile Bridge on the island makes a scenic path for walkers, joggers, and cyclists.
Destinations to explore
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- Key West Vacation rentals
- Naples Vacation rentals
- West Palm Beach Vacation rentals
- Varadero Vacation rentals
- Havana Vacation rentals
- Nassau Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Rentals with a patio Florida Keys
- Bungalow rentals Florida Keys
- Monthly Rentals Florida Keys
- Rentals with a fire pit Florida Keys
- Resort rentals Florida Keys
- Rentals with a sauna Florida Keys
- Rentals with lake access Florida Keys
- Fitness-friendly rentals Florida Keys
- Rentals with a fireplace Florida Keys
- RV rentals Florida Keys
- Mansion rentals Florida Keys
- Rentals with a home theater Florida Keys
- Townhouse rentals Florida Keys
- Serviced apartment rentals Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with pools Florida Keys
- Rentals with an EV charger Florida Keys
- Rentals with outdoor seating Florida Keys
- Waterfront rentals Florida Keys
- Beach condo rentals Florida Keys
- Cottage rentals Florida Keys
- Rentals with a kayak Florida Keys
- Houseboat rentals Florida Keys
- Campsite rentals Florida Keys
- Boutique hotel rentals Florida Keys
- Condo rentals Florida Keys
- Hotel rentals Florida Keys
- Rentals with an accessible height bed Florida Keys
- Kid-friendly rentals Florida Keys
- Pet-friendly rentals Florida Keys
- Apartment rentals Florida Keys
- Boat rentals Florida Keys
- Villa rentals Florida Keys
- Family-friendly rentals Florida Keys
- Beachfront rentals Florida Keys
- Rentals with an accessible height toilet Florida Keys
- Tiny house rentals Florida Keys
- Rentals with a washer and dryer Florida Keys
- Smoking-friendly rentals Florida Keys
- Beach house rentals Florida Keys
- Guesthouse rentals Florida Keys
- Rentals with a hot tub Florida Keys
- Rentals with breakfast Florida Keys
- House rentals Florida Keys
- Rentals with beach access Florida Keys
- Private suite rentals Florida Keys
- Wheelchair accessible rentals Florida Keys
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes