Florida Keys vacation rentals
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Top-rated vacation rentals in Florida Keys
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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!
Aug 4 – 11
Guesthouse in Key Largo
4.91 out of 5 average rating, 192 reviewsOceanside, 1 bedroom, Bungalow in Key Largo
Jul 28 – Aug 4
Home in Key Largo
4.98 out of 5 average rating, 120 reviewsWaterfront Sunsets, Great Price, Relaxing Spot!!!
Sep 23 – 30
Condo in Marco Island
4.87 out of 5 average rating, 150 reviewsBy the Ocean
Aug 22 – 29
Condo in Key West
4.93 out of 5 average rating, 132 reviewsBeach Club Ocean Front 2BR Condo
Apr 5 – 12
Condo in Fort Lauderdale
4.93 out of 5 average rating, 262 reviews*Marriott's BeachPlace Towers Luxury Guest Room Sl
Sep 12 – 19
Home in Marathon
4.97 out of 5 average rating, 118 reviewsMarathon one-level home on the Marina - with slip!
Jun 29 – Jul 6
Home in Marathon
4.99 out of 5 average rating, 107 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Aug 24 – 31
Private Florida Keys vacation rentals
Villa in Marathon
4.89 out of 5 average rating, 147 reviewsNew Aqua Lodge 2Beds 1 Bath with Full Kitchens
Aug 29 – Sep 5
Guest suite in Homestead
4.9 out of 5 average rating, 310 reviewsHoneymoon Suite~Beach essentials & free parking
Jan 29 – Feb 5
Apartment in Key West
4.98 out of 5 average rating, 450 reviewsBella Vita: 1B/1B Condo for 2 Just Steps off Duval
Apr 13 – 20
Tiny home in Key Largo
4.99 out of 5 average rating, 67 reviewsOceanfront Lookout Point w/two Kayaks & Deck
Apr 12 – 19
Guest suite in Key Colony Beach
4.99 out of 5 average rating, 84 reviewsTurtle-By-The-Sea: the Best Deal in KCB!
Sep 17 – 24
Home in Key Largo
5.0 out of 5 average rating, 50 reviewsThe Paradise 2
Feb 27 – Mar 6
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
Aug 31 – Sep 7
Cabin in Marathon
4.9 out of 5 average rating, 21 reviewsNew Cabins at Bonefish Bay
Sep 5 – 12
Florida Keys home rentals
Home in Tavernier
4.87 out of 5 average rating, 208 reviewsClean Houseboat w/ Great Wi-Fi,Luxury on the water
Nov 20 – 27
Home in Key Largo
4.96 out of 5 average rating, 135 reviewsKey Largo Waterfront Home with Tiki & Boat Dock
Sep 26 – Oct 3
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
Aug 3 – 10
Home in Miami
4.97 out of 5 average rating, 131 reviewsFeels just like home 🏠
Jul 2 – 9
Home in Key Largo
4.93 out of 5 average rating, 15 reviewsKeys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
May 11 – 18
Home in Upper Sugarloaf Key
4.87 out of 5 average rating, 45 reviewsBungalows at Sugarloaf Beach - The Lighthouse
Sep 23 – 30
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
Apr 19 – 26
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviews“La casa azul” step 3’ to a private pool
Nov 2 – 9
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.
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