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

Florida Keys Vacation Rentals

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Choose from 14,739 vacation rentals and homes for your trip!

Best-rated vacation rentals in the Florida Keys

Discover vacation rentals with top-notch guest ratings

House Marathon
from $789 per night
House ∙ 14 guests ∙ 6 bedrooms

372 m² House

5.0
Outstanding(222 ratings)
Marathon, Monroe County, Florida, United States
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House Islamorada
from $1,494 per night
House ∙ 12 guests ∙ 5 bedrooms

372 m² House

5.0
Outstanding(92 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $1,365 per night
House ∙ 12 guests ∙ 5 bedrooms

372 m² House

5.0
Outstanding(76 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 $266 per night
House ∙ 8 guests ∙ 4 bedrooms

167 m² House

4.2
Very good(114 ratings)
Marathon, Monroe County, Florida, United States
Pet-friendly
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House Islamorada
from $375 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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House Key Colony Beach
from $396 per night
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

4.4
Very good(90 ratings)
Key Colony Beach, Monroe County, Florida, United States
Pet-friendly
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Vacation rentals with pool in the Florida Keys

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

House Islamorada
from $635 per night
6 guests ∙ 3 bedrooms

House

4.4
Very good(25 ratings)
Islamorada, Monroe County, Florida, United States
Pool
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House Islamorada
from $354 per night
6 guests ∙ 3 bedrooms

House

Islamorada, Monroe County, Florida, United States
Pool
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House Marathon
from $177 per night
House ∙ 6 guests ∙ 2 bedrooms

129 m² House

5.0
Outstanding
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 $411 per night
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

4.9
Outstanding(57 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $347 per night
House ∙ 8 guests ∙ 4 bedrooms

223 m² House

4.9
Outstanding(66 ratings)
Marathon, Monroe County, Florida, United States
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House Summerland Key
from $332 per night
House ∙ 8 guests ∙ 3 bedrooms

149 m² House

5.0
Outstanding(37 ratings)
Summerland Key, Monroe County, Florida, United States
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House Key Colony Beach
from $459 per night
House ∙ 10 guests ∙ 5 bedrooms

335 m² House

4.4
Very good(31 ratings)
Key Colony Beach, Monroe County, Florida, United States
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House Islamorada
from $507 per night
House ∙ 9 guests ∙ 4 bedrooms

130 m² House

4.9
Outstanding(26 ratings)
Islamorada, Monroe County, Florida, United States
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House Marathon
from $478 per night
8 guests ∙ 4 bedrooms

House

4.9
Outstanding(42 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $699 per night
10 guests ∙ 4 bedrooms

House

5.0
Outstanding(42 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from $264 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 Marathon
from $903 per night
10 guests ∙ 4 bedrooms

House

5.0
Outstanding(52 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Islamorada
from $611 per night
House ∙ 8 guests ∙ 3 bedrooms

186 m² House

5.0
Outstanding(6 ratings)
Islamorada, Monroe County, Florida, United States
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House Marathon
from $456 per night
House ∙ 8 guests ∙ 4 bedrooms

200 m² House

4.8
Outstanding(52 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $459 per night
House ∙ 10 guests ∙ 4 bedrooms

186 m² House

5.0
Outstanding(16 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from $929 per night
House ∙ 12 guests ∙ 6 bedrooms

393 m² House

5.0
Outstanding(22 ratings)
Marathon, Monroe County, Florida, United States
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House Key West
from $526 per night
16 guests ∙ 6 bedrooms

House

Key West, Monroe County, Florida, United States
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House Key Largo
from $156 per night
8 guests ∙ 3 bedrooms

House

4.9
Outstanding(14 ratings)
Key Largo, Monroe County, Florida, United States
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House Marathon
from $871 per night
House ∙ 14 guests ∙ 6 bedrooms

199 m² House

5.0
Outstanding(23 ratings)
Marathon, Monroe County, Florida, United States
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Condo Key West
from $101 per night
Condo ∙ 4 guests ∙ 1 bedroom

70 m² Condo

Key West, Monroe County, Florida, United States
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House Key West
from $752 per night
10 guests ∙ 4 bedrooms

House

4.9
Outstanding(146 ratings)
Key West, Monroe County, Florida, United States
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House Duck Key
from $630 per night
10 guests ∙ 3 bedrooms

House

4.4
Very good(11 ratings)
Duck Key, Monroe County, Florida, United States
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House Key West
from $271 per night
House ∙ 4 guests ∙ 2 bedrooms

118 m² House

5.0
Outstanding(16 ratings)
Key West, Monroe County, Florida, United States
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House Islamorada
from $2,321 per night
14 guests ∙ 6 bedrooms

House

5.0
Outstanding(71 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Islamorada
from $251 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(2 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Marathon
from $404 per night
House ∙ 8 guests ∙ 3 bedrooms

135 m² House

4.5
Excellent(66 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $606 per night
House ∙ 12 guests ∙ 5 bedrooms

238 m² House

4.9
Outstanding(70 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Key West
from $266 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 Islamorada
from $411 per night
8 guests ∙ 4 bedrooms

House

Islamorada, Monroe County, Florida, United States
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House Islamorada
from $813 per night
House ∙ 8 guests ∙ 4 bedrooms

314 m² House

5.0
Outstanding(51 ratings)
Islamorada, Monroe County, Florida, United States
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House Sugarloaf Shores
from $501 per night
10 guests ∙ 3 bedrooms

House

4.9
Outstanding(62 ratings)
Sugarloaf Shores, Monroe County, Florida, United States
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House Key Haven
from $592 per night
House ∙ 12 guests ∙ 5 bedrooms

237 m² House

Key Haven, Monroe County, Florida, United States
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Villa Marathon
from $516 per night
10 guests ∙ 4 bedrooms

Villa

4.9
Outstanding(36 ratings)
Marathon, Monroe County, Florida, United States
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Show all 14492 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 July. On the other hand, only 26% 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

232 m² House
223 m² House
149 m² House
335 m² House
130 m² House
Show all 14492 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 11,421 rentals
🌙 Minimum price starting at $178
🐾 Pet friendly vacation homes 4,850 rentals
🏡 Rentals available 14,739 rentals

Get inspired for your vacation in the Florida Keys

Beautiful regions abroad to consider for next trip

Beautiful regions near to consider for next trip

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