Florida Keys vacation rentals
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Top-rated vacation rentals in Florida Keys
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Florida Keys beach vacation rentals
Tiny home in Key Largo
4.92 out of 5 average rating, 102 reviewsOceanfront w/ Dock & Kayak Pirate's Cove Key Largo
Tiny home in Key Largo
4.96 out of 5 average rating, 98 reviewsOceanfront Lookout Point w/two Kayaks & Deck
Home in Marathon
4.98 out of 5 average rating, 53 reviewsWaterfront Oasis: Pool, Tiki Lounge, Dock & BBQ
Rental unit in Key Largo
4.89 out of 5 average rating, 242 reviewsSeaside Vista - Ocean Front 2/1 with dockage
Home in Marathon
4.98 out of 5 average rating, 48 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Rental unit in Miami Beach
4.87 out of 5 average rating, 1,976 reviewsExquisite unit in South Beach walk to the Ocean!
Rental unit in Key West
5 out of 5 average rating, 8 reviewsDowntown KeyWest 2Bed Oceanfront
Home in Duck Key
4.89 out of 5 average rating, 161 reviews4 Bed Sanctuary Villa w/ 35 ft Dock & Private Pool
Private vacation rentals in Florida Keys
Home in Marathon
5 out of 5 average rating, 26 reviewsBrand New Luxury Oceanfront Home w/ Pool, 38' Slip
Home in Marathon
5 out of 5 average rating, 16 reviewsLuxe Super Snapper-Heated Pool, Tiki, Dock, Lanai
Boat in Marathon
4.77 out of 5 average rating, 212 reviewsParadise awaits on this cozy houseboat!
Home in Key Largo
4.92 out of 5 average rating, 13 reviewsPrivate Waterfront Home with lots of WATER TOYS
Houseboat in Key West
4.84 out of 5 average rating, 62 reviewsThe Crystalmarine Suite – Rustic Luxury on the Sea
Condo in Key West
4.99 out of 5 average rating, 91 reviewsHidden Beach Duplex, Best Place in Key West
Home in Upper Sugarloaf Key
4.91 out of 5 average rating, 67 reviewsLighthouse - Bungalows Sugarloaf Beach Key West
Home in Marathon
5 out of 5 average rating, 8 reviews*NEW!*Serenity Oasis~Kayaks~Bikes!~Walk2Ocean
Family friendly vacation rentals in Florida Keys
Home in Cudjoe Key
4.9 out of 5 average rating, 105 reviewsSunrise Beach Escape
Home in Key Largo
4.84 out of 5 average rating, 426 reviewsWATER VIEWS ON J. PENNEKAMP Free Kayaks
Rental unit in Everglades City
4.94 out of 5 average rating, 310 reviewsExplore the Everglades! - Private 1 BR Apartment
Home in Islamorada
4.97 out of 5 average rating, 176 reviewsFlakey's
Home in Marathon
4.95 out of 5 average rating, 123 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
Guesthouse in Biscayne Park
4.95 out of 5 average rating, 469 reviewsCozy and charming cottage
Guest suite in Miami
4.84 out of 5 average rating, 459 reviewsPrivate 1bd/1bath guest suite.
Guest suite in Homestead
4.99 out of 5 average rating, 271 reviewsbeautiful private king studio on nearly 5 acres
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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