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House rentals in Florida Keys

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Top-rated house rentals in Florida Keys

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

  1. Entire home
  2. Key Largo
Beautiful NEW Home in Key Largo Resort

BRAND NEW! ! Beautiful 2 story home.

$142 per night
SUPERHOST
  1. Private room
  2. Key Colony Beach
Turtle-By-The-Sea: the Best Deal in KCB!

A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Newly rebuilt & reimagined, owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home.

$113 per night
  1. Entire home
  2. Marathon
Waterfront House with 300-ft dock, Amazing Views

Welcome to your own secluded slice of paradise! Located in one of the most desirable neighborhood in Grassy Key, our Morton Street home is truly a hidden gem, inviting you to relax and get in touch with nature in a peaceful environment, yet staying in close proximity to charming stores and restaurants in the heart of Marathon.

$336 per night

Vacation rentals for every style

Get the amount of space that is right for you

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  • Boats
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Stay near Florida Keys's top sights

Photo of Mallory Square
Mallory Square34 locals recommend
Photo of Bahia Honda State Park
Bahia Honda State Park63 locals recommend
Photo of John Pennekamp Coral Reef State Park
John Pennekamp Coral Reef State Park120 locals recommend
Photo of Fort Zachary Taylor
Fort Zachary Taylor26 locals recommend
Photo of Sombrero Beach
Sombrero Beach43 locals recommend
Photo of Florida Keys Outlet Marketplace
Florida Keys Outlet Marketplace20 locals recommend

Weekly house rentals in Florida Keys

  1. Entire home
  2. Key Largo
Heart & Soul of Key Largo. 2/1 house
$112 per night
SUPERHOST
  1. Entire home
  2. Key Colony Beach
Last minute savings in Aug!3/2 Beach Club incl.
$149 per night
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  1. Entire home
  2. Key Colony Beach
P38 - 210 11th street
$180 per night
SUPERHOST
  1. Entire home
  2. Marathon
Waterfront Hideaway
$153 per night
  1. Entire home
  2. Key Largo
Key largo water-view 3 bedroom residential home
$141 per night
SUPERHOST
  1. Entire home
  2. Key Largo
Your Keys Getaway!
$176 per night
  1. Entire home
  2. Key Largo
Paradise Palace 3/3 Waterfront Pool Kayak Boat Rtl
$234 per night
SUPERHOST
  1. Entire home
  2. Key Colony Beach
Waterfront Home 37.5-ft dock, Cabana Club Included
$224 per night
SUPERHOST
  1. Entire home
  2. Key Colony Beach
Mornin’ Sunshine🌞 Waterfront 2Br/2ba in Key Colony
$132 per night
SUPERHOST
  1. Entire home
  2. Key West
McCartney's Manor - Deluxe K Suite W/Pvt. Spa!
$274 per night
SUPERHOST
  1. Entire home
  2. Marathon
Waterfront Bungalow- Take your Boat on Vacation!
$191 per night
SUPERHOST
  1. Entire home
  2. Key Largo
Waterfront Sunsets, Great Price, Relaxing Spot!!!
$220 per night

Vacation rentals in Florida Keys

SUPERHOST
  1. Entire guesthouse
  2. Key Largo
Bayside Cottage, beach, fishing pier & sunsets 😎
$195 per night
SUPERHOST
  1. Entire rental unit
  2. Key West
At Mine | Key West Suite steps from Duval Street
$118 per night
SUPERHOST
  1. Entire condo
  2. Key Colony Beach
Oceanfront Breeze Condo Stunning Views, Beach/Pool
$298 per night
SUPERHOST
  1. Private room
  2. Key Largo
Keys Great Weekend Get Away
$120 per night
  1. Entire bungalow
  2. Marathon
Cottage 02
$189 per night
SUPERHOST
  1. Tiny home
  2. Key Largo
The Oasis in key largo with your own private beach
$200 per night
SUPERHOST
  1. Entire condo
  2. Key Colony Beach
Beachside Unit 28 - Private Beach, Pool & Paradise
$177 per night
SUPERHOST
  1. Entire condo
  2. Marathon
Tropical Paradise ~ The Reef Marathon, 2BR Villa!
$207 per night
SUPERHOST
  1. Entire guesthouse
  2. Key Largo
Cottage get away
$125 per night
SUPERHOST
  1. Entire condo
  2. Islamorada
Resort with Private Beach & Gorgeous Sunsets!
$212 per night
  1. Entire serviced apartment
  2. Marathon
Knight's Key Suites Deluxe King w/Kitchen
$174 per night
  1. Private room
  2. Key West
Steps off Duval - Malaga - Beautiful Queen Room with private patio, INCLUDED IN THE PRICE: breakfast, happy hour, bicycles & parking.
$220 per night

Houseboat rentals in Florida Keys

  1. Houseboat
  2. Key Colony Beach
Two Bedroom Aqua Lodge! With Cabana Club Access!
$250 per night
  1. Houseboat
  2. Big Pine Key
One Bedroom Aqualodge - # 7 Cobia Big Pine Key, FL
$212 per night
  1. Houseboat
  2. Key Largo
Unique HOUSEBOAT Experience
$169 per night
SUPERHOST
  1. Houseboat
  2. Key West
Key West Houseboat Paradise
$250 per night
SUPERHOST
  1. Houseboat
  2. Key West
Burt Reynolds Yacht, "Miss Bandit" & 5 star marina
$245 per night
  1. Houseboat
  2. Big Pine Key
2 Bedroom Aqualodge # 11 Grouper Big Pine Key, FL
$259 per night
  1. Houseboat
  2. Tavernier
Aqua Lodge Houseboat "Sea Horse"
$291 per night
SUPERHOST
  1. Houseboat
  2. Islamorada
HOUSEBOAT 2BD,1.5 BA,PRIVATE KEYS COTTAGE LIONFISH
$249 per night
SUPERHOST
  1. Houseboat
  2. Key West
Tranquilo - Key West Luxury Houseboat
$640 per night
SUPERHOST
  1. Houseboat
  2. Key West
The Tiki Suite - soon to be a Key West icon
$612 per night
  1. Houseboat
  2. Tavernier
Aqua Lodge Houseboat "The Grey Lady"
$510 per night
  1. Houseboat
  2. Key West
Beautiful Houseboat in Key West
$300 per night

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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