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Vacation rentals in Florida Keys

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Top-rated vacation rentals in Florida Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.

Condo in Key Colony Beach
Beachside Unit 27 - The Beach is Calling You!
Unit 27 Details: Main Floor, Walk-in shower, King Bed plus a Queen Pull-Out Sofa, Maximum Occupancy 3-4 Guests, Not Handicapped Accessible. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.” Our Non-smoking Condominium is fully equipped and furnished to meet your vacation needs. You are only minutes away from the boating, fishing, snorkeling and diving North Americas only living coral reef. Our Tropical Paradise is perfect for a quiet/romantic get-away or a fun-filled vacation with family and/or friends. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Guest condos are just steps away from a refreshing swim in the heated pool or ocean. Bring your own or rent a locally delivered kayak or paddleboard that can be launched directly from our beach. Our Continental Inn Condominium units include fully equipped kitchens, secure WIFI, cable T.V., tiki huts on the beach with gas grills. Coin washers and dryers for guest use are available on the right side of the building prior to entering the breezeway from the parking lot. The City of Key Colony Beach is a tropical island paradise, located in the Heart of the Florida Keys centrally located between Key Largo and Key West. Drive 45 miles to Key West and spend the day shopping and dining, visit many famous pubs, historic sites and watch the sunset from Mallory Square. Amenities in the City of Key Colony Beach include several restaurants, clothing and gift shops, marina with fishing charters, dive and snorkel trips, boat rentals, 9-hole golf course, children's playground, pickle or bocce ball and tennis. View spectacular Florida sunsets at Sunset Park just around the corner from the Continental Inn. Something to do for everyone! Come, relax and enjoy the wonderful environment, local culture, fresh seafood, tropical island sites and weather. Love the beach! Relax on our private beach on the Atlantic Ocean or take a short drive to Sombrero Beach approximately 5 miles away or Bahia Honda Beach which is approximately 10 miles from Marathon (located just across the famous 7 Mile Bridge on the left Atlantic side) and named one of the most beautiful beaches in the United States. Florida Keys Wildlife Adventures await you, just within 7 miles from our beautiful city! The Dolphin Research Center, Florida Keys Aquarium Encounters, Crane Point Hammock and The Turtle Hospital. Come be our guest in our privately-owned condominium units and relax under a palm tree and enjoy all the Keys have to offer. Hope to Sea you soon!!!!
$142 per night
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Condo in Islamorada
Resort with Private Beach & Gorgeous Sunsets!
Private Beach at the Topsider Resort! This resort has 20 unique octagon stilt houses with fabulous amenities, and famous “T” shaped pier stretching out 180 feet into the bay. Onsite you will find a selection of exciting amenities, such as a heated swimming pool, a pristine private beach for relaxing, a cozy Jacuzzi, tennis and shuffleboard courts, bicycles and kayaks. Each Villa has 2 bedrooms and 2 bathrooms, FREE high-speed WIFI, a TV with cable in the family room, two parking spots.
$212 per night
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Condo in Key Colony Beach
Key Colony Beach Luxury Condo, New Modern Interior
Luxury private studio condo, ocean front complex, full kitchen, heated pool, private beach in Key Colony Beach, Florida. Enjoy all new furnishings, newly renovated bathroom and a full kitchen stocked with everything you need to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Beautiful ocean front beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use. We provide Amazon Echo for great music during your stay.
$169 per night
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Vacation rentals for every style

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Stay near Florida Keys's top sights

Photo of Fort Zachary Taylor Historic State Park
Fort Zachary Taylor Historic State Park47 locals recommend
Photo of Bahia Honda State Park
Bahia Honda State Park141 locals recommend
Photo of Southernmost Point of the Continental US
Southernmost Point of the Continental US64 locals recommend
Photo of Florida Keys Outlet Marketplace
Florida Keys Outlet Marketplace81 locals recommend
Photo of Key West Butterfly and Nature Conservatory
Key West Butterfly and Nature Conservatory56 locals recommend
Photo of Mallory Square
Mallory Square100 locals recommend

Other great vacation rentals in Florida Keys

Condo in Marathon
Tropical Paradise ~ The Reef Marathon, 2BR Villa!
$207 per night
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Rental unit in Key West
At Mine | Key West Suite steps from Duval Street
$158 per night
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Serviced apartment in Marathon
Knight's Key Suites Deluxe Double w/Kitchen
$136 per night
Condo in Key Colony Beach
Modern Beachfront Steps to Beach/Pool, Key Colony
$148 per night
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Rental unit in Marathon
Standard King One Bedroom Suite
$160 per night
Guest suite in Marathon
Casa Mariposa: Easy walk to Sombrero Beach
$172 per night
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Rental unit in Marathon
Waterfront Studio 2 Queen Beds and full kitchen
$119 per night
Hotel room in Marathon
Deluxe King Suite (12,13,18)
$210 per night
Condo in Tavernier
Best View Ocean Pointe Beach Pool Marina Key Largo
$204 per night
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Guesthouse in Key West
Pelican Cottage
$175 per night
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Condo in Key Colony Beach
Beachside Unit 01 - Private Atlantic Beach & Pool
$142 per night
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Condo in Key Colony Beach
Exquisite Luxury Oceanfront Complex, Sleeps 4
$176 per night
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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.


When is 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.


What are the 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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