
Vacation rentals in Florida Keys
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Florida Keys house rentals

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

Private Pool, 40’ Dock, Tiki Hut, Open Water Views

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

The Paradise 2

Waterfront Home 37.5-ft dock, Cabana Club Included

Beach House, Private Pool & Dock, Gulf Sunset view

Treetops

Captain’s Quarters Ahoy Mateys! Florida, Keys
Florida Keys beach vacation rentals

Houseboat Getaway In Marathon

Beach Getaway

Beachfront Villa - Florida Keys

Hunter 26 Sailboat

Casa Azul Premier Oceanside Villa – Golf Cart, Pool

Beachside Unit 33-Private Tropical Beach Plus Pool

Beachfront Condo w/ Ocean Views in Marathon

Ocean front condo with direct view on beach/ocean
Private Florida Keys vacation rentals

Oceanfront Lookout Point w/two Kayaks & Deck

Paradise awaits on this cozy houseboat!

Private Paradise between Miami & the Keys

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

Key Largo! Tavernier! Welcome to Paradise!

KCB Waterfront Split Home Walkable to Cabana Club

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

Viamarhe House-Private beach, Kayak, yard games
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
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Four Corners Vacation rentals
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- Bayfront Park
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Phillip and Patricia Frost Museum of Science
- Trump National Doral Miami
- Key Biscayne Beach
- Crandon Beach
- Biltmore Golf Course Miami
- Cannon Beach
- Hobie Island Beach Park North
- Coral Castle
- Biscayne National Park
- Cocoa Plum Beach
- Fairchild Tropical Botanic Garden
- Matheson Hammock Park
- Deering Estate
- Venetian Pool
- Theater of the Sea
- Conch Key
- Sea Oats Beach
- Everglades Alligator Farm
- Miami Seaquarium
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