Florida Keys vacation rentals

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Popular amenities for Florida Keys vacation rentals

Other great vacation rentals in Florida Keys

Guest favorite

Guesthouse in Key West

4.93 out of 5 average rating, 527 reviews

Old Town - Room Opens to Pool and Garden

Jun 8 – 15

€ 346 per night
Guest favorite

Apartment in Key Largo

4.94 out of 5 average rating, 247 reviews

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

Dec 7 – 14

€ 204 per night
Guest favorite

Condo in Key West

4.93 out of 5 average rating, 132 reviews

Beach Club Ocean Front 2BR Condo

Jul 9 – 16

€ 852 per night
Guest favorite

Home in Key West

4.94 out of 5 average rating, 271 reviews

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

Jul 31 – Aug 7

€ 545 per night
Guest favorite

Tiny home in Key Largo

4.98 out of 5 average rating, 166 reviews

The Oasis in key largo with your own private beach

Mar 12 – 19

€ 319 per night
Guest favorite

Guesthouse in Key Largo

4.91 out of 5 average rating, 190 reviews

Oceanside, 1 bedroom, Bungalow in Key Largo

Aug 19 – 26

€ 215 per night
Guest favorite

Cottage in Key Largo

4.96 out of 5 average rating, 145 reviews

Charming Key Largo Cottage on the Water w/Kayaks!

Oct 4 – 11

€ 374 per night
Guest favorite

Apartment in Miami

4.89 out of 5 average rating, 2938 reviews

At Mine | Superior Suite steps from the ocean

Aug 8 – 15

€ 155 per night

Private Florida Keys vacation rentals

Superhost

Guesthouse in Key Largo

4.87 out of 5 average rating, 377 reviews

Guesthouse Tropical Paradise Beach sunset fishing

Jun 16 – 23

€ 218 per night
Guest favorite

Guest suite in Homestead

4.92 out of 5 average rating, 130 reviews

Cozy 1BR guestroom, private entrance, free parking

Jan 23 – 30

€ 92 per night
Guest favorite

Guest suite in Homestead

4.9 out of 5 average rating, 308 reviews

Honeymoon Suite~Beach essentials & free parking

Feb 5 – 12

€ 160 per night
Superhost

Apartment in Miami

4.89 out of 5 average rating, 984 reviews

At Mine | Luxury Suite in Miami Beach

Jun 26 – Jul 3

€ 152 per night
Guest favorite

Apartment in Key West

4.98 out of 5 average rating, 449 reviews

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

Apr 9 – 16

€ 361 per night
Guest favorite

Guest suite in Key Colony Beach

4.99 out of 5 average rating, 82 reviews

Turtle-By-The-Sea: the Best Deal in KCB!

May 25 – Jun 1

€ 214 per night
Guest favorite

Home in Marathon

4.97 out of 5 average rating, 34 reviews

The Gulf Cottage at Marathon Key

Jul 8 – 15

€ 168 per night
Guest favorite

Home in Marathon

4.97 out of 5 average rating, 32 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

Apr 19 – 26

€ 695 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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