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Search results; Over 1,000 places in Siesta Key

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Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
Hosted by Mike And Morgan
May 16 – 23
4.99 out of 5 average rating, 67 reviews
Condo in Sarasota
Breathtaking Beachfront Views in Siesta Key
Hosted by Raquel
Aug 19 – 24
New place to stay
Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Hosted by a business
Apr 27 – May 2
4.88 out of 5 average rating, 214 reviews
Apartment in Siesta Key
Sunset Beach Studio With Pool!
Hosted by a business
Jun 15 – 20
4.81 out of 5 average rating, 148 reviews
Guest favorite
Apartment in Siesta Key
Lil' Kahuna Siesta Retreat
Hosted by Claudia, Dan
Apr 27 – May 2
5.0 out of 5 average rating, 9 reviews
Guest favorite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
Hosted by Min
May 26 – 31
4.95 out of 5 average rating, 37 reviews
Superhost
Condo in Siesta Key
One of Best Locations on Siesta Key Beach!!
Hosted by Frank
May 6 – 13
4.86 out of 5 average rating, 43 reviews
Guest favorite
Condo in Siesta Key
Comfy Siesta Key Condo
Hosted by Sandra
May 8 – 15
4.82 out of 5 average rating, 72 reviews
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
Hosted by Tim & Stephanie
Aug 26 – 31
4.96 out of 5 average rating, 273 reviews
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
Hosted by Zoryana
May 28 – Jun 4
5.0 out of 5 average rating, 17 reviews
Guest favorite
Guest suite in Siesta Key
Cozy Studio - 5 min walk to #1 Siesta Key Beach!
Hosted by Michelle
Jun 1 – 6
4.92 out of 5 average rating, 133 reviews
Guest favorite
Condo in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Hosted by Mario
Apr 28 – May 3
5.0 out of 5 average rating, 64 reviews
Guest favorite
Condo in Siesta Key
NO Stairs, beachfront & short walk to the village!
Hosted by Stephanie
Apr 27 – May 2
4.92 out of 5 average rating, 87 reviews
Guest favorite
Condo in Siesta Key
Siesta Key Beach Front Condo
Hosted by Evan
Aug 11 – 18
4.95 out of 5 average rating, 78 reviews
Superhost
Condo in Siesta Key
Cozy Gem on Siesta Key – Easy Walk to Beach & Bay!
Hosted by Brandon
Apr 23 – 30
4.78 out of 5 average rating, 49 reviews
Guest favorite
Condo in Siesta Key
Cozy Top-Floor Stay on Siesta Key + Bikes
Hosted by Tanya
May 22 – 29
4.97 out of 5 average rating, 29 reviews
Superhost
Condo in Siesta Key
LUXECottage @Crystal Sands -Siesta Key Beachfront!
Hosted by Quinn
May 18 – 25
4.91 out of 5 average rating, 55 reviews
Guest favorite
Condo in Siesta Key
The Honeymoon Suite on Siesta Key Beach
Hosted by Eric
Jun 9 – 14
4.95 out of 5 average rating, 62 reviews