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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
NO Stairs, Siesta beachfront. Walk to the village!
2 bedrooms, 3 beds, 1.5 shared bathrooms
21–26 Aug
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4.95 out of 5 average rating, 146 reviews
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 6 reviews
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, 4 reviews
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
9–16 Aug
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Home in Sarasota
Siesta Key Oasis| Hot tub| Fire Pit| BBQ| Games
3 bedrooms, 5 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 3 reviews
Luxe
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Bradenton
10 min AMI | 15 min IMG | Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
1–6 Dec
4.96 out of 5 average rating, 54 reviews
Superhost
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Sarasota
Private Heated Pool~Yacht Rental~BBQ~Near Water
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 30 reviews
Home in Sarasota
Heated Pool Retreat | Siesta Key & Downtown
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
New place to stay
Guest favourite
Home in Sarasota
New 8/8 bathroom beach house! Heated pool and spa!
8 bedrooms, 10 beds, 8.5 bathrooms
23–28 Aug
4.94 out of 5 average rating, 18 reviews
Home in Siesta Key
Cypress Cottage - Walkable to Siesta Key Beaches
5 bedrooms, 8 beds, 2 bathrooms
1–6 Aug
Home in Holmes Beach
Bayfront Home:Dock, Heated Pool, Manatees
4 bedrooms, 6 beds, 3 bathrooms
10–17 Aug
New place to stay
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
New place to stay
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Home in Anna Maria
Magnolia Palms: Family Retreat w/ Backyard Oasis
3 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 15 reviews