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Search results; Over 1,000 places in Siesta Key

Cottage in Siesta Key
Love Shack - steps away from #1 Beach in USA!
1 bed
Jun 1 – 6
4.83 out of 5 average rating, 144 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
Guest favorite
Condo in Siesta Key
Siesta Village Short Walk to Beach w heated Pool
2 beds
May 11 – 16
4.9 out of 5 average rating, 87 reviews
Guest favorite
Guest suite in Siesta Key
Cozy Studio - 5 min walk to #1 Siesta Key Beach!
1 queen bed
Jun 1 – 6
4.92 out of 5 average rating, 133 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 Sarasota
Walk to the Beach and Village - Dolphin Villa
2 beds
May 5 – 10
4.8 out of 5 average rating, 15 reviews
Guest favorite
Apartment in Siesta Key
Across from beach & walk to town
3 beds
Apr 26 – May 1
5.0 out of 5 average rating, 15 reviews
Superhost
Cottage in Siesta Key
The Mermaid: Heated Pool, 4 Houses to Beach
1 king bed
May 3 – 8
4.91 out of 5 average rating, 90 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
Cottage in Siesta Key
Siesta Key Cozy Cottage across from the beach!
1 queen bed
Apr 28 – May 3
4.89 out of 5 average rating, 140 reviews
Superhost
Home in Siesta Key
Walk to the Beach and Village - Hibiscus Villa
2 beds
May 19 – 24
4.63 out of 5 average rating, 48 reviews
Guest favorite
Cottage in Siesta Key
Awesome spot on Siesta Key - Walk to Everything!
1 queen bed
Jun 21 – 26
4.82 out of 5 average rating, 39 reviews
Guest favorite
Guesthouse in Sarasota
The Cottage, very close to Siesta Beach!
Jun 17 – 22
4.86 out of 5 average rating, 368 reviews
Guest favorite
Home in Siesta Key
Lovely Siesta Key house near beach w/ heated pool!
3 beds
May 10 – 15
4.94 out of 5 average rating, 68 reviews
Guest favorite
Bungalow in Siesta Key
Mid-Century Meets Boaters‘s Dream
2 beds
Jul 6 – 13
4.94 out of 5 average rating, 47 reviews
Guest favorite
Condo in Siesta Key
Cozy Siesta Key studio 5 minute walk to Village
1 king bed
Jun 25 – 30
4.89 out of 5 average rating, 151 reviews
Guest favorite
Condo in Sarasota
5213A Calle Menorca - Siesta Key Village Condo
3 beds
Apr 29 – May 4
4.85 out of 5 average rating, 79 reviews
Home in Siesta Key
Siesta Oak Esc. Luxury on-water house
5 beds
May 6 – 11
4.92 out of 5 average rating, 13 reviews