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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Siesta Key Gulf Front Condo
2 bedrooms, 4 beds, 2 private bathrooms
21–28 Aug
,
4.94 out of 5 average rating, 111 reviews
Superhost
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
New place to stay
Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Camper van/Motorhome in Sarasota
Mingo’s Micro Glamper!
1 bedroom, 1 single bed, 1 bathroom
28 Aug – 2 Sept
New place to stay
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 146 reviews
Top guest favourite
Home in Sarasota
Heated pool+near beaches+arcade+hammocks+firepit
4 bedrooms, 6 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Sarasota
Siesta Key Tropical Escape | Private Pool Oasis
3 bedrooms, 4 beds, 1 bathroom
8–15 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Siesta Key
3 bedroom renovated pool home near beach/village
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
New place to stay
Top guest favourite
Bungalow in Sarasota
FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
2 bedrooms, 4 beds, 1 bathroom
24–31 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest house in Sarasota
Coastal Hideaway: Guest House 5 min to NBP & UTC!
2 bedrooms, 2 king beds, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 46 reviews
Guest favourite
Home in Sarasota
Sunshine Slowdown
3 bedrooms, 5 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 19 reviews
Flat in Siesta Key
Charming 1BR 2nd-Floor | Deck | Pool | Kitchenette
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.48 out of 5 average rating, 61 reviews
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
23–30 Aug
4.96 out of 5 average rating, 47 reviews
Guest favourite
Home in Sarasota
Private Heated Pool~Yacht Rental~BBQ~Near Water
3 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Cottage in Bradenton Beach
Bradenton Beach Sunsets 2, Anna Maria Island, FL
1 bedroom, 2 beds, 1 bathroom
24–29 Sept
4.98 out of 5 average rating, 256 reviews
Top guest favourite
Home in Sarasota
Sarasota Tiki Retreat | Pool Spa Entertainment
3 bedrooms, 6 beds, 2 bathrooms
10–15 Nov
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Sarasota
Cozy Lido Key Studio Steps to Beach & Kayaking
1 bedroom, 1 king bed, 1 bathroom
6–11 Nov
4.98 out of 5 average rating, 60 reviews
Guest favourite
Home in Siesta Key
Bimini Breeze | Steps to Beach & Village
2 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 9 reviews