Search Vacation Homes in Siesta Key
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Our top choices for Siesta Key vacation homes

Vacation Home in Siesta Key
Siesta Key Island Rentals9.6 out of 10, Exceptional, (54)

Vacation Home in Siesta Key
[Tropical] guesthouse retreat on Siesta Key10.0 out of 10, Exceptional, (1)
$232 nightly
The price is $236
Dec 22 - Dec 23
Total with taxes and fees

Vacation Home in Siesta Key
Siesta Heron Suites & Villas8.6 out of 10, Excellent, (38)
$351 nightly
The price is $397
Dec 22 - Dec 23
Total with taxes and fees

Vacation Home in Siesta Key
[lounge like locals] walk to siesta beach +bikes9.8 out of 10, Exceptional, (25)
$313 nightly
The price is $319
Dec 25 - Dec 26
Total with taxes and fees

Vacation Home in Sarasota
The Mermaid at Tiny House Siesta10.0 out of 10, Exceptional, (2)
$232 nightly
The price is $259
Dec 22 - Dec 23
Total with taxes and fees

Vacation Home in Sarasota
Tiny House Blue Lifeguard - pet friendly7.4 out of 10, Good, (3)
$251 nightly
The price is $280
Dec 22 - Dec 23
Total with taxes and fees

Vacation Home in South Village
NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS9.4 out of 10, Exceptional, (44)
$235 nightly
The price is $262
Dec 22 - Dec 23
Total with taxes and fees

Vacation Home in Siesta Key
[Relax by the Pool]Siesta Key9.0 out of 10, Wonderful, (13)
$455 nightly
The price is $463
Dec 22 - Dec 23
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Siesta Key Hotel Reviews

Siesta Key Beach Resort and Suites
10/10 Excellent
Price trends for Vacation Homes in Siesta Key
Less expensive | More expensive | Next month |
|---|---|---|
October | February | $724 |
Month | Price |
|---|---|
January | $724 |
February | $1,211 |
March | $960 |
April | $1,008 |
May | $797 |
June | $910 |
July | $926 |
August | $654 |
September | $614 |
October | $299 |
November | $507 |
December | $621 |
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Siesta Key. Select dates and complete search for nightly totals inclusive of taxes and fees.
Find out more about Siesta Key
Siesta Key Vacation Homes information
Number of reviews | 552 |
|---|---|
Accommodation | 899 Vacation Homes |
Lowest Price | $234 |
Highest Price | $800 |
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