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Search results; Over 1,000 places in Siesta Key

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Home in Longboat Key
Longboat Key Beach Bliss Retreat
Jan 24 – 31
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Bradenton
Oasis home, 20 min-Anna Maria, Arcade, Bunks
6 beds
Apr 7 – 12
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Sarasota
Bamboo Bungalow - Ideal Location
3 beds
Apr 9 – 14
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Sarasota
Modern Beach House, Short Drive to Siesta!
Individual Host
May 16 – 21
4.78 out of 5 average rating, 74 reviews
Guest favorite
Home in Sarasota
Urban Oasis, Pool, 6mi>Beach
5 beds
Apr 22 – 27
5.0 out of 5 average rating, 8 reviews
Apartment in Sarasota
Waterfront Hotel Style Srq Condo
3 beds
Apr 19 – 25
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Bradenton
Coastal Oasis: Cheerful 3Bedroom, Pool, Large Yard
4 beds
May 2 – 7
5.0 out of 5 average rating, 44 reviews
Superhost
Home in Bradenton
Modern & Fully Updated! w/heated pool and grill!
Professional Host
Apr 13 – 18
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Sarasota
Sarasota Escape
4 beds
May 14 – 19
4.95 out of 5 average rating, 21 reviews
Guest favorite
Home in Sarasota
Hidden Gem in Sarasota
4 beds
Apr 5 – 10
5.0 out of 5 average rating, 13 reviews
Guest favorite
Condo in Bradenton
Bradenton Beach, Anna Maria Island, IMG Academy!
2 king beds
May 22 – 27
4.93 out of 5 average rating, 54 reviews
Guest favorite
Home in Bradenton
Pool, Mins to Beaches, Shops, Parks
Professional Host
May 31 – Jun 5
4.95 out of 5 average rating, 20 reviews
Guest favorite
Home in Bradenton
Spa & Pool+By The River+Near Beaches+Gameroom
7 beds
May 8 – 13
4.96 out of 5 average rating, 101 reviews
Guest favorite
Home in Bradenton
Downtown Bradenton & close to Beaches, quiet area
5 beds
May 1 – 6
4.95 out of 5 average rating, 38 reviews
Guest favorite
Home in Bradenton
Barefoot Break-Htd pool-spa, by AMI beaches & IMG
8 beds
Apr 15 – 20
4.95 out of 5 average rating, 40 reviews
Guest favorite
Home in Bradenton
Large 4 BD heat pool near Anna Maria Island + IMG
Individual Host
Apr 23 – 28
4.96 out of 5 average rating, 28 reviews
Guest favorite
Home in Sarasota
Bahia Vista Retreat🌴large home, sleeps 8-9
Professional Host
Apr 21 – 26
4.96 out of 5 average rating, 70 reviews
Guest favorite
Home in Bradenton
Heated Pool, King beds, Short Drive to Anna Maria
6 beds
May 9 – 14
5.0 out of 5 average rating, 29 reviews