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Florida Keys vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Florida Keys vacation rentals

Other great vacation rentals in Florida Keys

Guest favorite

Condo in Tavernier

4.95 out of 5 average rating, 108 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Aug 21 – 28

G$43,632 GYD per night
Guest favorite

Condo in Key Colony Beach

4.97 out of 5 average rating, 172 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Aug 28 – Sep 4

G$71,267 GYD per night
Guest favorite

Guest suite in Homestead

4.92 out of 5 average rating, 133 reviews

Cozy 1BR guestroom, private entrance, free parking

Jul 25 – Aug 1

G$16,184 GYD per night
Guest favorite

Apartment in Miami

4.9 out of 5 average rating, 2960 reviews

At Mine | Superior Suite steps from the ocean

Jun 24 – Jul 1

G$21,890 GYD per night
Guest favorite

Condo in Key West

4.93 out of 5 average rating, 133 reviews

Beach Club Ocean Front 2BR Condo

Apr 28 – May 5

G$194,478 GYD per night
Guest favorite

Townhouse in Duck Key

4.94 out of 5 average rating, 142 reviews

2B/2.5B Villa and Village at Hawks Cay with Spa

Sep 25 – Oct 2

G$66,211 GYD per night
Superhost

Villa in Marathon

4.89 out of 5 average rating, 148 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

Dec 22 – 29

G$131,214 GYD per night
Superhost

Cottage in Cudjoe Key

4.9 out of 5 average rating, 135 reviews

ATLANTIS...Ocean Front Cottage Retreat!

Dec 16 – 23

G$181,494 GYD per night

Florida Keys homes

Guest favorite

Home in Key West

4.94 out of 5 average rating, 272 reviews

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Nov 18 – 25

G$106,044 GYD per night
Guest favorite

Home in Marathon

4.91 out of 5 average rating, 159 reviews

Beachfront Villa - Florida Keys

Dec 16 – 23

G$91,376 GYD per night
Guest favorite

Home in Key Largo

4.89 out of 5 average rating, 350 reviews

Your Keys Getaway!

Nov 5 – 12

G$42,467 GYD per night
Guest favorite

Home in Marathon

4.98 out of 5 average rating, 120 reviews

Marathon one-level home on the Marina - with slip!

Dec 23 – 30

G$141,231 GYD per night
Guest favorite

Home in Key Largo

4.96 out of 5 average rating, 136 reviews

Key Largo Waterfront Home with Tiki & Boat Dock

Apr 6 – 13

G$59,944 GYD per night
Superhost

Home in Key Colony Beach

4.81 out of 5 average rating, 132 reviews

Waterview from three sides, Cabana Club, 30' Docks

Mar 6 – 13

G$81,244 GYD per night
Guest favorite

Home in Miami

4.97 out of 5 average rating, 132 reviews

Feels just like home 🏠

Apr 28 – May 5

G$22,859 GYD per night
Guest favorite

Home in Tavernier

4.87 out of 5 average rating, 208 reviews

Clean Houseboat w/ Great Wi-Fi,Luxury on the water

Nov 27 – Dec 4

G$85,241 GYD per night

Private Florida Keys homes

Guest favorite

Home in Key Largo

4.97 out of 5 average rating, 32 reviews

Treetops

Sep 10 – 15

G$65,639 GYD per night
Guest favorite

Home in Marathon

5.0 out of 5 average rating, 7 reviews

Ocean Dream

Nov 2 – 9

G$180,567 GYD per night
Guest favorite

Home in Marathon

5.0 out of 5 average rating, 15 reviews

Florida Keys Oceanside Utopia

Jan 16 – 23

G$84,072 GYD per night
Guest favorite

Home in Key Colony Beach

5.0 out of 5 average rating, 96 reviews

ABeachBungalow-60’dock w/ access to pool and beach

Apr 26 – May 3

G$95,098 GYD per night
Guest favorite

Home in Key Largo

4.95 out of 5 average rating, 63 reviews

Tropical Waterfront, Boat Dock, Sunset View, Kayak

Aug 15 – 22

G$72,136 GYD per night
Guest favorite

Home in Marathon

4.98 out of 5 average rating, 85 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

Nov 2 – 9

G$94,511 GYD per night
Guest favorite

Home in Key Largo

4.93 out of 5 average rating, 15 reviews

Keys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More

Aug 21 – 28

G$84,279 GYD per night
Guest favorite

Home in Key Colony Beach

5.0 out of 5 average rating, 65 reviews

“La casa azul” step 3’ to a private pool

Nov 30 – Dec 7

G$70,973 GYD per night

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

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