Holiday lettings in Florida Keys - Wimdu base64Hash Holiday lettings in Florida Keys - Wimdu

Holiday lettings in Florida Keys

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Choose from 14,763 holiday lettings and homes for your trip!

Best-rated holiday lettings in Florida Keys

Discover holiday rentals with top-notch guest ratings

House Marathon
from £588 per night
House ∙ 14 guests ∙ 6 bedrooms

372 m² House

5.0
Outstanding(221 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Key Colony Beach
from £239 per night
House ∙ 10 guests ∙ 4 bedrooms

202 m² House

4.8
Outstanding(58 ratings)
Key Colony Beach, Monroe County, Florida, United States
View deal
House Marathon
from £339 per night
House ∙ 8 guests ∙ 4 bedrooms

173 m² House

4.8
Outstanding(52 ratings)
Marathon, Monroe County, Florida, United States
View deal

Pet-friendly rentals in Florida Keys

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

House Summerland Key
from £598 per night
12 guests ∙ 4 bedrooms

House

4.4
Very good(79 ratings)
Summerland Key, Monroe County, Florida, United States
Pet-friendly
View deal
House Key Colony Beach
from £295 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
View deal
House Marathon
from £224 per night
House ∙ 8 guests ∙ 3 bedrooms

149 m² House

4.5
Excellent(58 ratings)
Marathon, Monroe County, Florida, United States
Pet-friendly
View deal
See all pet-friendly offers

Holiday cottages with pool in Florida Keys

Discover best holiday homes and cottages with pool in Florida Keys

House Islamorada
from £496 per night
6 guests ∙ 3 bedrooms

House

4.4
Very good(25 ratings)
Islamorada, Monroe County, Florida, United States
Pool
View deal
House Islamorada
from £264 per night
6 guests ∙ 3 bedrooms

House

Islamorada, Monroe County, Florida, United States
Pool
View deal
House Marathon
from £695 per night
14 guests ∙ 7 bedrooms

House

4.7
Excellent(11 ratings)
Marathon, Monroe County, Florida, United States
Pool
View deal
See all offers with pool

Best holiday rental offers in Florida Keys

House Islamorada
from £1,113 per night
House ∙ 12 guests ∙ 5 bedrooms

372 m² House

5.0
Outstanding(93 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Marathon
from £260 per night
House ∙ 8 guests ∙ 4 bedrooms

223 m² House

4.9
Outstanding(66 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from £272 per night
House ∙ 10 guests ∙ 4 bedrooms

158 m² House

4.9
Outstanding(51 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from £210 per night
House ∙ 8 guests ∙ 3 bedrooms

167 m² House

4.8
Outstanding(183 ratings)
Marathon, Monroe County, Florida, United States
View deal
Villa Marathon
from £391 per night
10 guests ∙ 4 bedrooms

Villa

4.9
Outstanding(36 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Duck Key
from £470 per night
10 guests ∙ 3 bedrooms

House

4.4
Very good(12 ratings)
Duck Key, Monroe County, Florida, United States
View deal
House Marathon
from £197 per night
House ∙ 8 guests ∙ 3 bedrooms

204 m² House

4.7
Excellent(166 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from £714 per night
House ∙ 14 guests ∙ 6 bedrooms

374 m² House

4.8
Outstanding(47 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from £351 per night
8 guests ∙ 4 bedrooms

House

5.0
Outstanding(15 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from £224 per night
House ∙ 8 guests ∙ 3 bedrooms

174 m² House

5.0
Outstanding(38 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Tavernier
from £88 per night
4 guests ∙ 3 bedrooms

House

4.8
Outstanding(14 ratings)
Tavernier, Monroe County, Florida, United States
View deal
House Marathon
from £383 per night
10 guests ∙ 4 bedrooms

House

5.0
Outstanding(19 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from £592 per night
12 guests ∙ 5 bedrooms

House

5.0
Outstanding(45 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Key Largo
from £116 per night
8 guests ∙ 3 bedrooms

House

4.9
Outstanding(14 ratings)
Key Largo, Monroe County, Florida, United States
View deal
House Marathon
from £462 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 Colony Beach
from £342 per night
House ∙ 10 guests ∙ 5 bedrooms

335 m² House

4.4
Very good(31 ratings)
Key Colony Beach, Monroe County, Florida, United States
View deal
House Marathon
from £649 per night
House ∙ 14 guests ∙ 6 bedrooms

199 m² House

5.0
Outstanding(23 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Cudjoe Key
from £250 per night
House ∙ 4 guests ∙ 2 bedrooms

77 m² House

4.4
Very good(247 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Islamorada
from £154 per night
House ∙ 10 guests ∙ 3 bedrooms

372 m² House

5.0
Outstanding(33 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Key Largo
from £154 per night
House ∙ 6 guests ∙ 3 bedrooms

137 m² House

Key Largo, Monroe County, Florida, United States
View deal
House Marathon
from £410 per night
House ∙ 8 guests ∙ 3 bedrooms

246 m² House

Marathon, Monroe County, Florida, United States
View deal
Caravan Key Largo
from £106 per night
Caravan ∙ 2 guests ∙ 3 bedrooms

158 m² Caravan

4.6
Excellent(18 ratings)
Key Largo, Monroe County, Florida, United States
View deal
House Islamorada
from £1,018 per night
House ∙ 12 guests ∙ 5 bedrooms

372 m² House

5.0
Outstanding(76 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Sugarloaf Shores
from £373 per night
10 guests ∙ 3 bedrooms

House

4.9
Outstanding(62 ratings)
Sugarloaf Shores, Monroe County, Florida, United States
View deal
House Key West
from £413 per night
House ∙ 8 guests ∙ 4 bedrooms

368 m² House

4.9
Outstanding(147 ratings)
Key West, Monroe County, Florida, United States
View deal
House Summerland Key
from £170 per night
House ∙ 8 guests ∙ 3 bedrooms

149 m² House

4.8
Outstanding(63 ratings)
Summerland Key, Monroe County, Florida, United States
View deal
House Tavernier
from £338 per night
10 guests ∙ 4 bedrooms

House

5.0
Outstanding(5 ratings)
Tavernier, Monroe County, Florida, United States
View deal
House Marathon
from £692 per night
House ∙ 12 guests ∙ 6 bedrooms

393 m² House

5.0
Outstanding(22 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from £325 per night
House ∙ 10 guests ∙ 4 bedrooms

149 m² House

4.8
Outstanding(98 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from £357 per night
10 guests ∙ 4 bedrooms

House

4.8
Outstanding(8 ratings)
Marathon, Monroe County, Florida, United States
View deal
Show more in Florida Keys

Price and Availability Index for Florida Keys

Click on any bar to see price and availability information

Holiday Letting Price Information in Florida Keys

Check the graph above to find out what's the best time to travel and find accommodation in Florida Keys. If you plan to book your accommodation in December, remember it's the most expensive period, with average prices of £475. The average accommodation price reaches its minimum in September (06/09 – 13/09), at £358 per night.

Rental availability information in Florida Keys

Above, you can see what percentage of the holiday rentals in Florida Keys are available at different times of year. The busiest week of the year is in July (04/07 – 11/07). The week with the highest availability is in September (06/09 – 13/09) - 74 of the holiday rentals are still available.

24 reviews
Travellers who stayed in Florida Keys rated their holiday home 4/5 on average, based on 24 reviews.

And we love our apartments

372 m² House
223 m² House
158 m² House
167 m² House
Villa
Show more in Florida Keys

Features of Florida Keys holiday rentals

💳 Discounts up to 10%
⭐ Popular amenities Air conditioning, Pool and Internet
🏊  Holiday rentals with a pool 11,462 rentals
🌙 Minimum price starting at £117
🐾 Pet friendly holiday homes 4,843 rentals
🏡 Rentals available 14,763 rentals

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