Airbnb, Vacation Rentals in Middle Keys, FL

Compare 3,426 available, short term beachfront holiday vacation home properties, starts from $32

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ACCOMMODATION TYPES

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Airbnb, Vacation rentals and hotel deals in Middle Keys, FL

Excellent Choice! Three Family-friendly Rooms, Fantastic View, Outdoor Pool
Excellent Choice! Three Family-friendly Rooms, Fantastic View, Outdoor Pool
Excellent Choice! Three Family-friendly Rooms, Fantastic View, Outdoor Pool
Excellent Choice! Three Family-friendly Rooms, Fantastic View, Outdoor Pool
Excellent Choice! Three Family-friendly Rooms, Fantastic View, Outdoor Pool
Holiday home · 2 Guests · 1 Bedroom
$1,465 /night*
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Key West Luxury Houseboat
Key West Luxury Houseboat
Key West Luxury Houseboat
Key West Luxury Houseboat
9.4 (7 reviews)
Key West Luxury Houseboat
House boat · 2 Guests · 1 Bedroom
$799 /night*
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DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
Resort · 2 Guests · 1 Bedroom
$426 /night
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The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
9.2 (1013 reviews)
The Perry Hotel & Marina Key West
Resort · 2 Guests · 1 Bedroom
$426 /night
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Fairfield Inn & Suites by Marriott Key West
Fairfield Inn & Suites by Marriott Key West
Fairfield Inn & Suites by Marriott Key West
Fairfield Inn & Suites by Marriott Key West
7.9 (967 reviews)
Fairfield Inn & Suites by Marriott Key West
Hotel · 2 Guests · 1 Bedroom
$396 /night
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Bayview Retreat
Bayview Retreat
Bayview Retreat
Bayview Retreat
Bayview Retreat
Condo · 2 Guests · 1 Bedroom
$16,471 /night
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Fairfield Inn & Suites by Marriott Key West at The Keys Collection
Fairfield Inn & Suites by Marriott Key West at The Keys Collection
Fairfield Inn & Suites by Marriott Key West at The Keys Collection
Fairfield Inn & Suites by Marriott Key West at The Keys Collection
8.5 (823 reviews)
Fairfield Inn & Suites by Marriott Key West at The Keys Collection
Hotel · 2 Guests · 1 Bedroom
$362 /night
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24 North Hotel Key West
24 North Hotel Key West
24 North Hotel Key West
24 North Hotel Key West
7.5 (1482 reviews)
24 North Hotel Key West
Hotel · 2 Guests · 1 Bedroom
$368 /night
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Hyatt Windward Pointe, Key West, Fl - 2 Bedroom Unit
Hyatt Windward Pointe, Key West, Fl - 2 Bedroom Unit
Hyatt Windward Pointe, Key West, Fl - 2 Bedroom Unit
Hyatt Windward Pointe, Key West, Fl - 2 Bedroom Unit
10 (1 review)
Hyatt Windward Pointe, Key West, Fl - 2 Bedroom Unit
Condo · 2 Guests · 1 Bedroom
$1,299 /night*
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BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
9.4 (7 reviews)
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
Holiday home · 2 Guests · 1 Bedroom
$2,248 /night*
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Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
8.5 (524 reviews)
Courtyard by Marriott Key West Waterfront
Hotel · 2 Guests · 1 Bedroom
$438 /night
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The Gates Hotel Key West
The Gates Hotel Key West
The Gates Hotel Key West
The Gates Hotel Key West
7.7 (1032 reviews)
The Gates Hotel Key West
Hotel · 2 Guests · 1 Bedroom
$365 /night
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The Laureate Key West
The Laureate Key West
The Laureate Key West
The Laureate Key West
The Laureate Key West
Hotel · 2 Guests · 1 Bedroom
$469 /night
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Ibis Bay Resort
Ibis Bay Resort
Ibis Bay Resort
Ibis Bay Resort
7.7 (1720 reviews)
Ibis Bay Resort
Resort · 2 Guests · 1 Bedroom
$404 /night
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Southern Comfort
Southern Comfort
Southern Comfort
Southern Comfort
Southern Comfort
Holiday home · 2 Guests · 1 Bedroom
$2,645 /night
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Beautiful Houseboat in Key West
Beautiful Houseboat in Key West
Beautiful Houseboat in Key West
Beautiful Houseboat in Key West
Beautiful Houseboat in Key West
Boat · 2 Guests · 1 Bedroom
$450 /night
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Best Spot For Your Next Trip! Deluxe Room w/ 2 Queen Beds, Onsite Pool
Best Spot For Your Next Trip! Deluxe Room w/ 2 Queen Beds, Onsite Pool
Best Spot For Your Next Trip! Deluxe Room w/ 2 Queen Beds, Onsite Pool
Best Spot For Your Next Trip! Deluxe Room w/ 2 Queen Beds, Onsite Pool
Best Spot For Your Next Trip! Deluxe Room w/ 2 Queen Beds, Onsite Pool
Holiday home · 2 Guests · 1 Bedroom
$499 /night*
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Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
Hotel · 2 Guests · 1 Bedroom
$359 /night
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Cozy Houseboat
Cozy Houseboat
Cozy Houseboat
Cozy Houseboat
8.6 (4 reviews)
Cozy Houseboat
House boat · 2 Guests · 1 Bedroom
$500 /night*
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Peaceful 2 BR Condo with All Amenities
Peaceful 2 BR Condo with All Amenities
Peaceful 2 BR Condo with All Amenities
Peaceful 2 BR Condo with All Amenities
9.4 (184 reviews)
Peaceful 2 BR Condo with All Amenities
Condo · 2 Guests · 1 Bedroom
$485 /night*
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Vacation Destinations Near Middle Keys, FL

Airbnb, Holiday Beachfront House with Pool in Middle Keys, FL

Southern Comfort
Southern Comfort
Southern Comfort
Southern Comfort
Pool
Southern Comfort
Holiday home · 2 Guests · 1 Bedroom
$2,645 /night
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BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
Pool
9.4 (7 reviews)
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
Holiday home · 2 Guests · 1 Bedroom
$2,248 /night*
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Amazing Room with Stunning Ocean View Close to Beach! w/ Outdoor Swimming Pool
Amazing Room with Stunning Ocean View Close to Beach! w/ Outdoor Swimming Pool
Amazing Room with Stunning Ocean View Close to Beach! w/ Outdoor Swimming Pool
Amazing Room with Stunning Ocean View Close to Beach! w/ Outdoor Swimming Pool
Pool
Amazing Room with Stunning Ocean View Close to Beach! w/ Outdoor Swimming Pool
Holiday home · 2 Guests · 1 Bedroom
$480 /night*
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What Are The Best Rental Amenities in Middle Keys, FL?
Top Rental Amenities in Middle Keys, FL
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Check above for the most common and the least popular rental amenities in Middle Keys, and pick the one that fits your preference easily. In Middle Keys, 1653 rentals offer Air Conditioning, 1653 rentals offer Internet or Wifi, 1636 rentals offer TV. So, if you need Air Conditioning during your vacation, use the Air Conditioning filter to compare these properties. Two amenities that are not typical are Fireplace, Garden or Backyard.
How Does The Vacation Home Rental Price Look Like in Middle Keys, FL?
Vacation House & Condo Rental Price Information in Middle Keys, FL
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The graph shows the percentages of vacation homes in each price bucket. Middle Keys has the largest percentage (18.69%) of homes in $150 - $200 price range.
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Which Accommodations Should I Pick in Middle Keys, FL?
Rental Property Types in Middle Keys, FL
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In Middle Keys, 50.20% of listings are House, which is the most popular accommodation out of 19 total accommodation types. Avg price per night for House is around $303. And the most searched amenities for House accommodation is Fireplace.The least popular accommodation in Middle Keys is Recreational Vehicle rentals
How Many Accommodations Are Pets Allowed in Middle Keys, FL?
Pets Allowed vs Not Allowed in Middle Keys, FL
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34.27% of vacation homes in Middle Keys are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
Best Tourist Attractions in Middle Keys, FL?
Points of Interests In Middle Keys, FL
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The most common & popular places (a.k.a points of interests) here in Middle Keys are:

Which Airports Should I Choose To Get To Middle Keys, FL?
Suggested Airports in Middle Keys, FL
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Here are the airports that located near Middle Keys:

Airbnb, Vacation Condo with Full Kitchen, and Other Rental Options in Middle Keys, FL

Island Chic
Island Chic
Island Chic
Island Chic
Full Kitchen
Island Chic
Condo · 2 Guests · 1 Bedroom
$2,320 /night
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The Trinidad by Brightwild | Pool View & Parking
The Trinidad by Brightwild | Pool View & Parking
The Trinidad by Brightwild | Pool View & Parking
The Trinidad by Brightwild | Pool View & Parking
Full Kitchen
9.0 (19 reviews)
The Trinidad by Brightwild | Pool View & Parking
Condo · 2 Guests · 1 Bedroom
$642 /night*
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Classic Dog-Friendly Condo with Shared Pool, Central AC, and High-Speed WiFi
Classic Dog-Friendly Condo with Shared Pool, Central AC, and High-Speed WiFi
Classic Dog-Friendly Condo with Shared Pool, Central AC, and High-Speed WiFi
Classic Dog-Friendly Condo with Shared Pool, Central AC, and High-Speed WiFi
Full Kitchen
9.0 (18 reviews)
Classic Dog-Friendly Condo with Shared Pool, Central AC, and High-Speed WiFi
Condo · 2 Guests · 1 Bedroom
$569 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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