Florida Keys Vacation Rentals - Wimdu base64Hash Florida Keys Vacation Rentals - Wimdu

Florida Keys Vacation Rentals

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Choose from 18,620 vacation rentals and homes for your trip!

Best-rated vacation rentals in the Florida Keys

Discover vacation rentals with top-notch guest ratings

House Key Largo
from $406 per night
House ∙ 8 guests ∙ 4 bedrooms

170 m² House

5.0
Outstanding(104 ratings)
Key Largo, Monroe County, Florida, United States
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House Marathon
from $642 per night
House ∙ 12 guests ∙ 5 bedrooms

238 m² House

4.9
Outstanding(69 ratings)
Marathon, Monroe County, Florida, United States
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House Islamorada
from $765 per night
House ∙ 8 guests ∙ 4 bedrooms

314 m² House

5.0
Outstanding(50 ratings)
Islamorada, Monroe County, Florida, United States
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Pet-friendly rentals in the Florida Keys

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

House Marathon
from $375 per night
8 guests ∙ 3 bedrooms

House

4.8
Outstanding(39 ratings)
Marathon, Monroe County, Florida, United States
Pet-friendly
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House Marathon
from $813 per night
House ∙ 14 guests ∙ 6 bedrooms

372 m² House

5.0
Outstanding(221 ratings)
Marathon, Monroe County, Florida, United States
Pet-friendly
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House Islamorada
from $410 per night
House ∙ 10 guests ∙ 4 bedrooms

267 m² House

4.4
Very good(3 ratings)
Islamorada, Monroe County, Florida, United States
Pet-friendly
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See all pet-friendly offers

Vacation rentals with pool in the Florida Keys

Discover best cabin and house rentals with pool in the Florida Keys

House Islamorada
from $627 per night
6 guests ∙ 3 bedrooms

House

4.4
Very good(24 ratings)
Islamorada, Monroe County, Florida, United States
Pool
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House Sugarloaf Shores
from $507 per night
10 guests ∙ 3 bedrooms

House

4.9
Outstanding(62 ratings)
Sugarloaf Shores, Monroe County, Florida, United States
Pool
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House Marathon
from $375 per night
House ∙ 8 guests ∙ 3 bedrooms

135 m² House

4.5
Excellent(66 ratings)
Marathon, Monroe County, Florida, United States
Pool
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See all offers with pool

Best vacation rental offers in the Florida Keys

House Marathon
from $842 per night
House ∙ 10 guests ∙ 4 bedrooms

214 m² House

5.0
Outstanding(240 ratings)
Marathon, Monroe County, Florida, United States
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House Islamorada
from $255 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(2 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $209 per night
House ∙ 10 guests ∙ 3 bedrooms

372 m² House

5.0
Outstanding(33 ratings)
Islamorada, Monroe County, Florida, United States
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House Key Haven
from $603 per night
House ∙ 12 guests ∙ 5 bedrooms

237 m² House

Key Haven, Monroe County, Florida, United States
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House Marathon
from $469 per night
House ∙ 10 guests ∙ 4 bedrooms

186 m² House

5.0
Outstanding(15 ratings)
Marathon, Monroe County, Florida, United States
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House Key Largo
from $552 per night
8 guests ∙ 4 bedrooms

House

4.9
Outstanding(60 ratings)
Key Largo, Monroe County, Florida, United States
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House Marathon
from $435 per night
House ∙ 10 guests ∙ 4 bedrooms

158 m² House

5.0
Outstanding(33 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $898 per night
House ∙ 14 guests ∙ 5 bedrooms

297 m² House

4.8
Outstanding(63 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $371 per night
House ∙ 10 guests ∙ 4 bedrooms

149 m² House

4.8
Outstanding(98 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $266 per night
House ∙ 8 guests ∙ 3 bedrooms

204 m² House

4.7
Excellent(164 ratings)
Marathon, Monroe County, Florida, United States
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House Key Largo
from $157 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(12 ratings)
Key Largo, Monroe County, Florida, United States
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House Key Colony Beach
from $556 per night
House ∙ 10 guests ∙ 4 bedrooms

213 m² House

4.7
Excellent(44 ratings)
Key Colony Beach, Monroe County, Florida, United States
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House Key West
from $263 per night
House ∙ 8 guests ∙ 4 bedrooms

195 m² House

4.7
Excellent(25 ratings)
Key West, Monroe County, Florida, United States
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House Marathon
from $660 per night
House ∙ 8 guests ∙ 3 bedrooms

281 m² House

4.6
Excellent(33 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $472 per night
House ∙ 8 guests ∙ 4 bedrooms

200 m² House

4.8
Outstanding(51 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $702 per night
10 guests ∙ 4 bedrooms

House

5.0
Outstanding(43 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $260 per night
8 guests ∙ 3 bedrooms

House

4.6
Excellent(120 ratings)
Marathon, Monroe County, Florida, United States
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House Key West
from $380 per night
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

5.0
Outstanding(35 ratings)
Key West, Monroe County, Florida, United States
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House Marathon
from $413 per night
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

4.9
Outstanding(56 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from $439 per night
House ∙ 8 guests ∙ 4 bedrooms

175 m² House

4.7
Excellent(40 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $309 per night
House ∙ 8 guests ∙ 3 bedrooms

174 m² House

5.0
Outstanding(37 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $698 per night
House ∙ 10 guests ∙ 4 bedrooms

127 m² House

4.8
Outstanding(86 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $346 per night
House ∙ 6 guests ∙ 3 bedrooms

171 m² House

4.9
Outstanding(62 ratings)
Marathon, Monroe County, Florida, United States
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House Cudjoe Key
from $716 per night
12 guests ∙ 5 bedrooms

House

4.9
Outstanding(89 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Summerland Key
from $802 per night
House ∙ 10 guests ∙ 4 bedrooms

133 m² House

4.9
Outstanding(27 ratings)
Summerland Key, Monroe County, Florida, United States
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House Marathon
from $508 per night
House ∙ 10 guests ∙ 5 bedrooms

223 m² House

Marathon, Monroe County, Florida, United States
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House Key Colony Beach
from $352 per night
House ∙ 6 guests ∙ 3 bedrooms

151 m² House

4.9
Outstanding(22 ratings)
Key Colony Beach, Monroe County, Florida, United States
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Villa Marathon
from $519 per night
10 guests ∙ 4 bedrooms

Villa

4.9
Outstanding(36 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $327 per night
House ∙ 8 guests ∙ 3 bedrooms

149 m² House

4.5
Excellent(58 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $693 per night
House ∙ 10 guests ∙ 4 bedrooms

186 m² House

5.0
Outstanding(9 ratings)
Marathon, Monroe County, Florida, United States
View deal
Show all 18438 apartments in Florida Keys

Price and Availability Index in Florida Keys

Click on any bar to see price and availability information

Vacation Rental Price Information in the Florida Keys

The graph above shows the average prices of vacation rentals in the Florida Keys throughout the year. December and the period of 12/27 – 1/3 are the most expensive in the year. Typical accommodation prices amount to $638 per night. September is the cheapest month to book your vacation rental getaway, so make sure to consider it when planning your next trip.

Rental availability information in the Florida Keys

Here, you can see how busy Florida Keys will be at different times of year. The busiest time of year in the Florida Keys is June. On the other hand, only 41% of vacation rentals in the Florida Keys have been booked in September, so this is a good time to look for deals.

Vacation rental on Florida Keys - for active people and connoisseurs

Many holiday accommodations on the Florida Keys are typical American houses with wooden verandas and picturesque columns. There is also a choice of modern villas with private gardens and studios in multi-storey apartment buildings.

24 reviews
24 travelers who stayed in the Florida Keys rated their vacation home 4/5 stars on average.
  • Culinary specialties on Florida Keys

    Fresh fish and seafood are ingredients for many delicacies. Legendary dishes include Key West pink shrimp and conch. During the crab season from October to May, innkeepers like to serve crab cakes.

    Those with a sweet tooth sweeten their holiday with Key Lime Pie, which bakers make from limes grown only in Florida Keys. A sweet and sour cream made from fruit juice and condensed milk sits on the base made from crumbled biscuits.

And we love our apartments

214 m² House
House
372 m² House
237 m² House
186 m² House
Show all 18438 apartments in Florida Keys

Features of Florida Keys vacation rentals

💳 Discounts up to 10%
⭐ Popular amenities Air conditioning, Pool and Internet
🏊  Vacation rentals with a pool 12,916 rentals
🌙 Minimum price starting at $173
🐾 Pet friendly vacation homes 5,774 rentals
🏡 Rentals available 18,620 rentals

Get inspired for your vacation in the Florida Keys

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