Key West Vacation Rentals - Wimdu base64Hash Key West Vacation Rentals - Wimdu

Key West Vacation Rentals

Anytime
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Anytime
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Choose from 6,936 vacation rentals and homes for your trip!

Best-rated vacation rentals in Key West

Discover vacation rentals with top-notch guest ratings

House Key West
from $467 per night
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

5.0
Outstanding(35 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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Condo Key West
from $196 per night
4 guests ∙ 2 bedrooms

Condo

4.9
Outstanding(25 ratings)
Key West, Monroe County, Florida, United States
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House Key West
from $270 per night
House ∙ 4 guests ∙ 2 bedrooms

118 m² House

5.0
Outstanding(16 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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Pet-friendly rentals in Key West

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

House Key West
from $622 per night
House ∙ 8 guests ∙ 4 bedrooms

283 m² House

Key West, Monroe County, Florida, United States
Pet-friendly
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House Key West
from $190 per night
6 guests ∙ 3 bedrooms

House

Key West, Monroe County, Florida, United States
Pet-friendly
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House Key West
from $464 per night
House ∙ 8 guests ∙ 4 bedrooms

242 m² House

5.0
Outstanding(16 ratings)
Key West, Monroe County, Florida, United States
Pet-friendly
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Vacation rentals with pool in Key West

Discover best cabin and house rentals with pool in Key West

Apartment Key West
from $157 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

64 m² Apartment

Key West, Monroe County, Florida, United States
Pool
HomeToGo
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Condo Key West
from $391 per night
Condo ∙ 4 guests ∙ 2 bedrooms

72 m² Condo

4.5
Excellent(5 ratings)
Key West, Monroe County, Florida, United States
Pool
Vacasa
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House Key West
from $1,110 per night
House ∙ 12 guests ∙ 6 bedrooms

139 m² House

Key West, Monroe County, Florida, United States
Pool
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Best vacation rental offers in Key West

Condo Key West
from $694 per night
Condo ∙ 8 guests ∙ 4 bedrooms

186 m² Condo

4.6
Excellent(168 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $343 per night
10 guests ∙ 4 bedrooms

House

4.5
Excellent(2 ratings)
Key West, Monroe County, Florida, United States
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House Key West
from $307 per night
House ∙ 6 guests ∙ 3 bedrooms

153 m² House

5.0
Outstanding(2 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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Villa Key West
from $677 per night
Villa ∙ 12 guests ∙ 6 bedrooms

336 m² Villa

5.0
Outstanding(5 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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Villa Key West
from $687 per night
Villa ∙ 8 guests ∙ 4 bedrooms

207 m² Villa

4.9
Outstanding(175 ratings)
Key West, Monroe County, Florida, United States
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House Key West
from $313 per night
House ∙ 10 guests ∙ 4 bedrooms

168 m² House

4.6
Excellent(35 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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Condo Key West
from $383 per night
Condo ∙ 6 guests ∙ 2 bedrooms

47 m² Condo

4.8
Outstanding(113 ratings)
Key West, Monroe County, Florida, United States
Vacasa
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Cottage Key West
from $539 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

70 m² Cottage

5.0
Outstanding(144 ratings)
Key West, Monroe County, Florida, United States
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Houseboat Key West
from $698 per night
Houseboat ∙ 11 guests ∙ 5 bedrooms

139 m² Houseboat

4.9
Outstanding(98 ratings)
Key West, Monroe County, Florida, United States
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House Key West
from $688 per night
House ∙ 8 guests ∙ 4 bedrooms

209 m² House

4.9
Outstanding(180 ratings)
Key West, Monroe County, Florida, United States
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House Key West
from $335 per night
House ∙ 10 guests ∙ 5 bedrooms

248 m² House

4.7
Excellent(9 ratings)
Key West, Monroe County, Florida, United States
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House Key West
from $483 per night
House ∙ 7 guests ∙ 3 bedrooms

139 m² House

4.4
Very good(6 ratings)
Key West, Monroe County, Florida, United States
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House Key West
from $369 per night
House ∙ 14 guests ∙ 7 bedrooms

186 m² House

4.9
Outstanding(14 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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Condo Key West
from $434 per night
Condo ∙ 8 guests ∙ 4 bedrooms

114 m² Condo

4.5
Excellent(78 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $1,058 per night
House ∙ 8 guests ∙ 5 bedrooms

151 m² House

4.7
Excellent(182 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $764 per night
House ∙ 8 guests ∙ 5 bedrooms

167 m² House

4.9
Outstanding(65 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $1,063 per night
House ∙ 8 guests ∙ 4 bedrooms

177 m² House

4.9
Outstanding(131 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $439 per night
8 guests ∙ 4 bedrooms

House

4.8
Outstanding(89 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $429 per night
6 guests ∙ 3 bedrooms

House

4.4
Very good(30 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $311 per night
6 guests ∙ 3 bedrooms

House

4.5
Excellent(12 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $525 per night
12 guests ∙ 4 bedrooms

House

Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $707 per night
House ∙ 8 guests ∙ 4 bedrooms

276 m² House

5.0
Outstanding(2 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $451 per night
House ∙ 8 guests ∙ 4 bedrooms

368 m² House

4.9
Outstanding(141 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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Condo Key West
from $478 per night
Condo ∙ 6 guests ∙ 3 bedrooms

130 m² Condo

5.0
Outstanding(106 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $293 per night
House ∙ 8 guests ∙ 4 bedrooms

176 m² House

Key West, Monroe County, Florida, United States
Vrbo
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Condo Key West
from $830 per night
Condo ∙ 8 guests ∙ 3 bedrooms

204 m² Condo

5.0
Outstanding(136 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $160 per night
House ∙ 4 guests ∙ 2 bedrooms

278 m² House

Key West, Monroe County, Florida, United States
HomeToGo
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Villa Key West
from $964 per night
Villa ∙ 8 guests ∙ 4 bedrooms

233 m² Villa

5.0
Outstanding(42 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $437 per night
House ∙ 10 guests ∙ 5 bedrooms

192 m² House

4.9
Outstanding(14 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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House Key West
from $446 per night
House ∙ 6 guests ∙ 3 bedrooms

142 m² House

4.9
Outstanding(80 ratings)
Key West, Monroe County, Florida, United States
Vrbo
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Show all 6085 apartments in Key West

Price and Availability Index in Key West

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Vacation Rental Price Information in Key West

The graph above shows the average prices of vacation rentals in Key West throughout the year. December is the priciest month to book a vacation rental, so make sure to book in advance for this period to get the best offer. In contrast, september and the period of 9/13 – 9/20 are the most affordable in the year, with vacation rental prices at $532 per night.

Rental availability information in Key West

This graph shows the availability rate in Key West over the next year. If you want to visit Key West in April, make sure to book soon, as 95% of the vacation rentals have already been booked. The quietest time of year in Key West is July (7/19 – 7/26), when 55% of the vacation rentals are available.

Apartments & Vacation rentals Key West

Beach vacation in sunshine state in Key West vacation home

Walk for miles on the beach, refresh yourself in the sea and then enjoy the sunset on one of the restaurant terraces with lobster and salad. This is what every day of your vacation in a Key West vacation rental could look like. The community forms the southwestern tip of the Florida Keys island chain. Roads and bridges connect the islets to each other and to mainland Florida. Vacation home stays are a popular way to vacation in the Keys. Here you can choose between spacious apartment complexes, equipped with pools and their own dining facilities, and detached houses, built on stilts and clad in wood; just a couple of steps from the beach.

1,424,957 reviews
1,424,957 travelers who stayed in Key West rated their vacation home 4.5/5 stars on average.

And we love our apartments

186 m² Condo
House
153 m² House
336 m² Villa
207 m² Villa
Show all 6085 apartments in Key West

Features of Key West vacation rentals

💳 Discounts up to 10%
⭐ Popular amenities Air conditioning, Pool and Internet
🏊  Vacation rentals with a pool 5,108 rentals
🌙 Minimum price starting at $159
🐾 Pet friendly vacation homes 2,054 rentals
🏡 Rentals available 6,936 rentals

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