Search results; Over 1,000 places in Siesta Key

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Guest favorite
Condo in Siesta Key
Super Clean | private beach | amenities | location
4 guests2 bedrooms3 beds2.5 baths
May 15 – 20
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May 15 – 20
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ﺩ.ﺇ7,663 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
May 26 – 31
ﺩ.ﺇ4,805 for 5 nights
for 5 nights
4.88 out of 5 average rating, 256 reviews
Guest favorite
Home in Sarasota
Tiki Bar Paradise! Heated Pool & Gaming Oasis!
4 beds
May 18 – 23
ﺩ.ﺇ7,988 for 5 nights
for 5 nights
4.94 out of 5 average rating, 34 reviews
Guest favorite
Condo in Siesta Key
Crystal House on Siesta Key Beach
Free cancellation
Jun 1 – 6
ﺩ.ﺇ4,607 for 5 nights
for 5 nights
4.89 out of 5 average rating, 113 reviews
Top guest favorite
Condo in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
1 queen bed
Jun 6 – 11
ﺩ.ﺇ5,222 for 5 nights
for 5 nights
4.98 out of 5 average rating, 42 reviews
Guest favorite
Guest suite in Siesta Key
Cozy Studio - 5 min walk to #1 Siesta Key Beach!
Free cancellation
Jul 21 – 26
ﺩ.ﺇ4,090 for 5 nights
for 5 nights
4.92 out of 5 average rating, 167 reviews
Top guest favorite
Vacation home in Siesta Key
Siesta Beach View : Pineapple Bungalow Efficiency
2 beds
May 24 – 29
ﺩ.ﺇ9,703 for 5 nights
for 5 nights
5.0 out of 5 average rating, 86 reviews
Top guest favorite
Home in Siesta Key
Siesta Sunrise
3 beds
May 19 – 24
ﺩ.ﺇ10,288 for 5 nights
for 5 nights
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Siesta Key
Designer Home| Sleeps 10| Walk to Beach & Village|
4 beds
May 15 – 20
ﺩ.ﺇ15,437 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Superhost
Room in Sarasota
Stay with NancyHosting for 5 years,
Walk to Siesta! Private Mini-efficiency with Patio
May 18 – 23
ﺩ.ﺇ1,959 for 5 nights
for 5 nights
4.82 out of 5 average rating, 105 reviews
Home in Siesta Key
Let's go to the beach and play!
Free cancellation
Jul 26 – 31
ﺩ.ﺇ8,761 for 5 nights
for 5 nights
4.83 out of 5 average rating, 6 reviews
Home in Siesta Key
Bird of Paradise 1 BR Suite | Amazing Pool
Free cancellation
May 26 – 31
ﺩ.ﺇ6,466 for 5 nights
for 5 nights
New place to stay
Superhost
Condo in Siesta Key
Charming Bayfront 2 BRs Siesta Key Condo
Free cancellation
May 19 – 24
ﺩ.ﺇ4,736 for 5 nights
for 5 nights
4.86 out of 5 average rating, 78 reviews
Superhost
Tiny home in Sarasota
Siesta Breeze Hideaway - 6min to Siesta BEACH!
1 queen bed
May 17 – 22
ﺩ.ﺇ2,403 for 5 nights
for 5 nights
New place to stay
Top guest favorite
Home in Siesta Key
Coastal Elegance: 4-Bed Pool Home
4 beds
Jun 1 – 6
ﺩ.ﺇ13,882 for 5 nights
for 5 nights
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Siesta Key
Pelicans Place | Walk to Siesta Beach & Village
Free cancellation
Jul 7 – 12
ﺩ.ﺇ7,326 for 5 nights
for 5 nights
Guest favorite
Condo in Siesta Key
Siesta Key Beach Getaway 2bd/2ba
Free cancellation
Jul 28 – Aug 4
ﺩ.ﺇ4,245 for 7 nights
for 7 nights
4.88 out of 5 average rating, 43 reviews
Guest favorite
Cottage in Siesta Key
The Mermaid: Heated Pool, 4 Houses to Beach
1 king bed
May 27 – Jun 1
ﺩ.ﺇ5,678 for 5 nights
for 5 nights
4.93 out of 5 average rating, 109 reviews
Guest favorite
Guest suite in Sarasota
Cozy Eco Private Studio 10 min to Downtown & Beach
Free cancellation
May 26 – 31
ﺩ.ﺇ1,912 for 5 nights
for 5 nights
4.89 out of 5 average rating, 141 reviews