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Vacation rentals in Florida Keys

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Top-rated vacation rentals in Florida Keys

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Condo in Key Colony Beach
Beachside Unit 07 - Come Enjoy Our Private Beach
Unit 7 Details: Main Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 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!!!!
$253 per night
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Home in Key West
Private 2BR with Pool in Old Town Key West
This amazing 2 bedroom is in an over-century old converted commercial building in Old Town Key West. The house is a triplex, however, your unit is completely private. It occupies the entire back half of the building with its own private entrance, private yard with pool. It is completely separate from the other two units. The pool is so private it is "clothing optional." The home is an oasis located in the locals area of Old Town, biking or walking distance to Duval.
$420 per night
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Tiny home in Key Largo
Little piece of Paradise
New Modern beach cottage located in a peaceful, quiet and private gated/waterfront community at the tip of the Florida Keys in Manatee Cove. This cozy cottage has a nautical design and it consists of 1 bedroom with a queen size bed. In addition, it has a loft with two twin size mattress. A dining area and kitchen area, and a living area with TV. The kitchen is fully equipped with the essentials.
$200 per night
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House rentals in Florida Keys

Home in Key West
Lil' Bit- Updated Cottage In Quiet Neighborhood!
$305 per night
Home in Marathon
Oceanfront mermaid house pool and dock
$528 per night
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Home in Marathon
P10 - 111A Alynn
$318 per night
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Home in Marathon
Amazing Sombrero beach getaway, many amenities!
$675 per night
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Home in Marathon
🏝BEAUTIFUL🏖WATER VIEW🌅POOL🏊‍♀️GYM🏋️Room Private⛵️Dock⚓️
$382 per night
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Home in Marathon
Oceanfront Tiny Villa | Dog Friendly
$379 per night
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Home in Marathon
P51 - 751 98th St
$407 per night
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Home in Key Colony Beach
Captain’s Quarters Ahoy Mateys! Florida, Keys
$307 per night
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Home in Marathon
The Florida Keys Treehouse in Marathon, FL
$225 per night
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Home in Marathon
Searenity Vacation Rental! Pool, Tiki Hut, Dockage
$365 per night
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Home in Key Colony Beach
Waterfront Home 37.5-ft dock, Cabana Club Included
$275 per night
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Home in Key West
Relaxing Getaway - Duval Duplex - Free parking
$319 per night
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Weekend vacation rentals in Florida Keys

Condo in Key Colony Beach
Beachside Unit 14 -Tiki Huts, Beach, Pool...Oh My!
$253 per night
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Guest suite in Key West
Tennessee Williams' Rose Tattoo Apartment Old Town
$110 per night
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Rental unit in Key West
The Golden Heron; a 2 bedroom Old Town home
$246 per night
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Condo in Marathon
WATER FRONT 1bed/1bath, pool, tiki bar, boat ramp
$383 per night
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Condo in Marathon
Tropical Paradise
$202 per night
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Condo in Key Colony Beach
Coastal Keys Condo, Oceanfront Complex Sleeps 4
$425 per night
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Condo in Key Colony Beach
Nautical Condo Oceanfront Complex w/ Heated Pool
$334 per night
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Rental unit in Key West
Key West - Sunrise ❀ The Green House
$364 per night
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Tiny home in Key Largo
Oceanfront Lookout Point w/two Kayaks,Beach & Dock
$233 per night
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Vacation home in Key West
The Emelina, a Key West Monthly Vacation Rental
$230 per night
Condo in Key Colony Beach
Beachside Unit 28 - Private Beach, Pool & Paradise
$253 per night
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Condo in Key Colony Beach
Beachside Unit 29 Tropical Palms & Private Beach
$253 per night
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Beach house rentals in Florida Keys

Home in Key Colony Beach
P38 - 210 11th street
$229 per night
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Private room in Key Colony Beach
Turtle-By-The-Sea: the Best Deal in KCB!
$201 per night
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Home in Key Colony Beach
P62 - 262 Sadowksi, KCB
$392 per night
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Home in Key West
Duval Duplex with free parking
$321 per night
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Home in Marathon
Waterfront Hideaway
$234 per night
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Home in Key Colony Beach
P17 - 296 Sadowski
$392 per night
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Home in Key Colony Beach
Key Colony Retreat/37.5 Dock/Sandy Beach/Pool
$273 per night
Home in Key Largo
Lovely 2 /1 bedroom house in Key Largo
$155 per night
Home in Key Largo
Cheerful 3 Bedroom house in the heart of key largo
$229 per night
Home in Marathon
❀Best Modern Marathon home - Relaxing & beautiful❀
$162 per night
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Home in Marathon
The Gulf Cottage at Marathon Key
$138 per night
Home in Marathon
2Bed 2Bath Sleeps 6 Guests - 22FT Boat Parking!
$315 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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