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Search results; Over 1,000 places in Siesta Key

Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
3 beds
Apr 27 – May 4
4.97 out of 5 average rating, 36 reviews
Guest favorite
Condo in Siesta Key
NO Stairs, beachfront & short walk to the village!
3 beds
Apr 27 – May 2
4.92 out of 5 average rating, 87 reviews
Superhost
Home in Siesta Key
Private Pool - Walk to Siesta Key Beach & Village!
3 king beds
Apr 30 – May 5
New place to stay
Guest favorite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
2 beds
May 26 – 31
4.95 out of 5 average rating, 37 reviews
Guest favorite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
3 beds
May 18 – 23
4.91 out of 5 average rating, 78 reviews
Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
2 beds
Apr 27 – May 2
4.88 out of 5 average rating, 214 reviews
Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
3 beds
May 16 – 23
4.99 out of 5 average rating, 67 reviews
Superhost
Apartment in Siesta Key
Sunset Sensation
May 4 – 9
5.0 out of 5 average rating, 3 reviews
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds
Aug 26 – 31
4.96 out of 5 average rating, 272 reviews
Home in Siesta Key
Siesta Key private beach access ground floor unit
4 beds
Apr 20 – 27
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
3 beds
May 28 – Jun 4
5.0 out of 5 average rating, 17 reviews
Guest favorite
Condo in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 king bed
Apr 28 – May 3
5.0 out of 5 average rating, 64 reviews
Guest favorite
Condo in Siesta Key
Siesta Gardens @ Siesta Key Village
3 beds
Apr 24 – 29
4.96 out of 5 average rating, 351 reviews
Guest favorite
Home in Siesta Key
Your Tropical Paradise at a Siesta Key Beach House
3 beds
Jun 8 – 15
4.98 out of 5 average rating, 59 reviews
Guest favorite
Home in Siesta Key
Beachfront 180-Degree View, Walk to Village!
5 beds
Apr 20 – 27
5.0 out of 5 average rating, 22 reviews
Guest favorite
Vacation home in Siesta Key
Siesta Beach View : Pineapple Bungalow Efficiency
2 beds
Apr 28 – May 3
5.0 out of 5 average rating, 57 reviews
Guest favorite
Apartment in Siesta Key
Siesta Sunset Condo
3 beds
May 2 – 9
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Siesta Key
Beachfront home with private access, walk to town!
5 beds
May 5 – 10
4.95 out of 5 average rating, 87 reviews