Search results; Over 1,000 places in Siesta Key

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Superhost
Apartment in Siesta Key
Gertrude's Siesta | Patio & 1-min to Beach/Village
2 guests1 bedroom1 bed1 bath
Jun 17 – 22
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Jun 17 – 22
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ﺩ.ﺇ8,502 for 5 nights
for 5 nights

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Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
2 beds
Jun 2 – 7
ﺩ.ﺇ3,401 for 5 nights
for 5 nights
4.88 out of 5 average rating, 256 reviews
Home in Sarasota
Quiet Oasis | Saltwater Pool + Beaches | 2GB WIFI
5 beds
Jul 13 – 18
ﺩ.ﺇ6,662 for 5 nights
for 5 nights
New place to stay
Guest favorite
Condo in Siesta Key
Comfy Siesta Key Condo
Free cancellation
Jul 5 – 12
ﺩ.ﺇ5,920 for 7 nights
for 7 nights
4.86 out of 5 average rating, 90 reviews
Home in Sarasota
Villa by the Sea!
Free cancellation
Jul 24 – 29
ﺩ.ﺇ8,223 for 5 nights
for 5 nights
New place to stay
Guest favorite
Guest suite in Sarasota
Sweet, pet friendly Siesta Suite
1 bed
Jun 1 – 6
ﺩ.ﺇ2,044 for 5 nights
for 5 nights
4.92 out of 5 average rating, 153 reviews
Guest favorite
Condo in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
1 queen bed
Jun 29 – Jul 4
ﺩ.ﺇ5,926 for 5 nights
for 5 nights
4.92 out of 5 average rating, 26 reviews
Top guest favorite
Townhouse in Siesta Key
100 Steps to beach access & 5-min Village walk
2 beds
Jul 5 – 10
ﺩ.ﺇ6,397 for 5 nights
for 5 nights
5.0 out of 5 average rating, 38 reviews
Home in Siesta Key
Tropical Oasis house
4 beds
Jun 9 – 16
ﺩ.ﺇ15,158 for 7 nights
for 7 nights
5.0 out of 5 average rating, 3 reviews
Home in Siesta Key
Sunkissed Pool Home, Fully Renovated, Pet Friendly
3 beds
Jun 1 – 8
ﺩ.ﺇ9,751 for 7 nights
for 7 nights
4.75 out of 5 average rating, 4 reviews
Guest favorite
Apartment in Sarasota
Salt Life Living!
2 beds
Jun 1 – 6
ﺩ.ﺇ2,798 for 5 nights
for 5 nights
5.0 out of 5 average rating, 11 reviews
Top guest favorite
Home in Sarasota
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Free cancellation
Aug 4 – 9
ﺩ.ﺇ7,620 for 5 nights
for 5 nights
4.97 out of 5 average rating, 65 reviews
Guest favorite
Condo in Siesta Key
Siesta key getaway!
1 king bed
Jun 22 – 29
ﺩ.ﺇ3,766 for 7 nights
for 7 nights
4.94 out of 5 average rating, 203 reviews
Condo in Siesta Key
Vacation Condo on Siesta Key, FL
Free cancellation
Jul 28 – Aug 2
ﺩ.ﺇ3,336 for 5 nights
for 5 nights
4.7 out of 5 average rating, 190 reviews
Top guest favorite
Home in Sarasota
St Armands Mid Century Rad Pad with Pool
3 beds
Jun 1 – 6
ﺩ.ﺇ6,457 for 5 nights
for 5 nights
5.0 out of 5 average rating, 18 reviews
Superhost
Condo in Siesta Key
Siesta Key Beach Getaway 2bd/2ba
Free cancellation
Jul 28 – Aug 4
ﺩ.ﺇ4,783 for 7 nights
for 7 nights
4.88 out of 5 average rating, 43 reviews
Superhost
Condo in Siesta Key
Solitude Suite Studio-Siesta Key-Waterfront Resort
1 king bed
Jun 22 – 27
ﺩ.ﺇ3,548 for 5 nights
for 5 nights
4.79 out of 5 average rating, 302 reviews
Superhost
Condo in Longboat Key
Condo with a View 4: Open Su - Thurs!
Free cancellation
Jul 29 – Aug 3
ﺩ.ﺇ6,479 for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Condo in Siesta Key
Penthouse Expansive Ocean Views
4 beds
Jun 22 – 29
ﺩ.ﺇ11,191 for 7 nights
for 7 nights
5.0 out of 5 average rating, 17 reviews