Siesta Key Vacation Rentals - Wimdu base64Hash Siesta Key Vacation Rentals - Wimdu

Siesta Key Vacation Rentals

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Choose from 7,316 vacation rentals and homes for your trip!

Best-rated vacation rentals in Siesta Key

Discover vacation rentals with top-notch guest ratings

House Siesta Key
from $530 per night
House ∙ 14 guests ∙ 5 bedrooms

520 m² House

4.9
Outstanding(151 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $472 per night
House ∙ 10 guests ∙ 5 bedrooms

418 m² House

5.0
Outstanding(130 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $924 per night
House ∙ 10 guests ∙ 5 bedrooms

325 m² House

5.0
Outstanding(121 ratings)
Siesta Key, Sarasota County, Florida, United States
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Pet-friendly rentals in Siesta Key

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

House Siesta Key
from $1,136 per night
House ∙ 14 guests ∙ 5 bedrooms

167 m² House

5.0
Outstanding(18 ratings)
Siesta Key, Sarasota County, Florida, United States
Pet-friendly
View deal
House Siesta Key
from $291 per night
House ∙ 10 guests ∙ 3 bedrooms

139 m² House

4.9
Outstanding(29 ratings)
Siesta Key, Sarasota County, Florida, United States
Pet-friendly
View deal
House Siesta Key
from $528 per night
House ∙ 8 guests ∙ 3 bedrooms

107 m² House

5.0
Outstanding(179 ratings)
Siesta Key, Sarasota County, Florida, United States
Pet-friendly
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Vacation rentals with pool in Siesta Key

Discover best cabin and house rentals with pool in Siesta Key

House Siesta Key
from $423 per night
House ∙ 9 guests ∙ 3 bedrooms

191 m² House

4.5
Excellent(55 ratings)
Siesta Key, Sarasota County, Florida, United States
Pool
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Condo Siesta Key
from $329 per night
Condo ∙ 8 guests ∙ 3 bedrooms

140 m² Condo

Siesta Key, Sarasota County, Florida, United States
Pool
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House Siesta Key
from $226 per night
8 guests ∙ 4 bedrooms

House

Siesta Key, Sarasota County, Florida, United States
Pool
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See all offers with pool

Best vacation rental offers in Siesta Key

House Siesta Key
from $388 per night
House ∙ 8 guests ∙ 3 bedrooms

209 m² House

4.9
Outstanding(37 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
from $380 per night
4 guests ∙ 2 bedrooms

Condo

5.0
Outstanding(2 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $852 per night
8 guests ∙ 2 bedrooms

House

5.0
Outstanding(42 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $409 per night
House ∙ 9 guests ∙ 3 bedrooms

191 m² House

4.3
Very good(26 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $470 per night
House ∙ 8 guests ∙ 4 bedrooms

214 m² House

5.0
Outstanding(38 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $169 per night
5 guests ∙ 2 bedrooms

House

Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $352 per night
House ∙ 8 guests ∙ 4 bedrooms

247 m² House

4.8
Outstanding(33 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
from $462 per night
Condo ∙ 8 guests ∙ 3 bedrooms

225 m² Condo

5.0
Outstanding(49 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $480 per night
11 guests ∙ 5 bedrooms

House

5.0
Outstanding(1 rating)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $393 per night
House ∙ 6 guests ∙ 3 bedrooms

109 m² House

5.0
Outstanding(81 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $407 per night
House ∙ 8 guests ∙ 5 bedrooms

293 m² House

5.0
Outstanding(24 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $494 per night
House ∙ 8 guests ∙ 3 bedrooms

204 m² House

5.0
Outstanding(135 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $270 per night
7 guests ∙ 4 bedrooms

House

4.9
Outstanding(48 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $896 per night
House ∙ 12 guests ∙ 4 bedrooms

159 m² House

4.8
Outstanding(16 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
from $536 per night
Condo ∙ 8 guests ∙ 4 bedrooms

256 m² Condo

5.0
Outstanding(85 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Cabin Siesta Key
from $257 per night
Cabin ∙ 8 guests ∙ 4 bedrooms

120 m² Cabin

4.9
Outstanding(32 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $331 per night
House ∙ 10 guests ∙ 4 bedrooms

186 m² House

4.0
Very good(15 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
from $178 per night
Condo ∙ 7 guests ∙ 3 bedrooms

163 m² Condo

5.0
Outstanding(38 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $482 per night
House ∙ 8 guests ∙ 4 bedrooms

184 m² House

5.0
Outstanding(94 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Villa Siesta Key
from $401 per night
Villa ∙ 8 guests ∙ 2 bedrooms

116 m² Villa

4.8
Outstanding(7 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
from $220 per night
Condo ∙ 6 guests ∙ 2 bedrooms

89 m² Condo

Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
from $579 per night
8 guests ∙ 3 bedrooms

House

4.7
Excellent(36 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $255 per night
10 guests ∙ 4 bedrooms

House

4.9
Outstanding(39 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $365 per night
House ∙ 6 guests ∙ 3 bedrooms

167 m² House

5.0
Outstanding(83 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $130 per night
6 guests ∙ 3 bedrooms

House

4.3
Very good(12 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $398 per night
House ∙ 8 guests ∙ 3 bedrooms

203 m² House

4.6
Excellent(39 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $433 per night
House ∙ 8 guests ∙ 3 bedrooms

232 m² House

5.0
Outstanding(9 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $644 per night
House ∙ 20 guests ∙ 6 bedrooms

222 m² House

5.0
Outstanding(25 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $542 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(2 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $449 per night
House ∙ 6 guests ∙ 4 bedrooms

193 m² House

4.5
Excellent(66 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Show all 4695 apartments in Siesta Key

Price and Availability Index in Siesta Key

Click on any bar to see price and availability information

Vacation Rental Price Information in Siesta Key

Check the graph above to find out what's the best time to travel and find accommodation in Siesta Key. The most expensive month is April, with an average accommodation price of $552. However, there are periods when prices drop significantly. Booking accommodation for your trip is most affordable in September. In the period 9/6 – 9/13, you will pay on average $430 per night.

Rental availability information in Siesta Key

This graph displays the availability of vacation rentals in Siesta Key over the next 12 months. Only 21% of the vacation rentals in Siesta Key are available in July. If you'd like to visit then, make sure to book early! In contrast, the month with the highest availability rate in Siesta Key is September.

10 reviews
10 travelers who stayed in Siesta Key rated their vacation home 4.6/5 stars on average.

And we love our apartments

209 m² House
Condo
House
191 m² House
214 m² House
Show all 4695 apartments in Siesta Key

Features of Siesta Key vacation rentals

💳 Discounts up to 43%
⭐ Popular amenities Air conditioning, Pool and Internet
🏊  Vacation rentals with a pool 5,702 rentals
🌙 Minimum price starting at $162
🐾 Pet friendly vacation homes 1,570 rentals
🏡 Rentals available 7,316 rentals

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