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Search results; Over 1,000 places

Guest favorite
Home in Largo
Lovely full house 3/2 w/ pool, few min from beach
5 beds
Apr 15 – 20
4.96 out of 5 average rating, 71 reviews
Guest favorite
Home in Largo
Heated Pool + 8 min to beach + King Beds
7 beds
Apr 20 – 25
5.0 out of 5 average rating, 16 reviews
Guest favorite
Home in Largo
Charming Pool Home~15 min to Beach
2 beds
Apr 7 – 12
5.0 out of 5 average rating, 16 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 Holmes Beach
A Villa Paradise by Beach Boutique Rentals
4 beds
Apr 6 – 13
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Bradenton
Near IMG! Heated Pool, Fire Pit, Turf, Golf, Grill
6 beds
Apr 7 – 12
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Largo
!HEAtED POOL-CornHole!Near BEACH/WATER PARK/Lake!
6 beds
Apr 27 – May 2
Guest favorite
Home in Largo
Heated Pool, SleepNumber Beds, Bikes, Near Beach
4 beds
Apr 23 – 28
4.93 out of 5 average rating, 204 reviews
Guest favorite
Condo in Madeira Beach
Madeira Beach getaway; walk to the beach
7 beds
May 16 – 22
4.95 out of 5 average rating, 58 reviews
Guest favorite
Vacation home in Sarasota
"Coastal Break” Family Friendly Home w/Heated Pool
7 beds
Apr 16 – 21
4.96 out of 5 average rating, 45 reviews
Condo in Bradenton Beach
Annamariaville 2BR Water view Runaway Bay Condos
3 beds
Apr 7 – 14
5.0 out of 5 average rating, 3 reviews
Home in Holmes Beach
Pineapple Paradise Island Life
5 beds
Apr 4 – 11
New place to stay
Guest favorite
Home in Bradenton Beach
New! Gulf Views/Sunsets/Anna Maria Island Beaches
5 beds
Jun 24 – 29
5.0 out of 5 average rating, 5 reviews
Superhost
Condo in Treasure Island
Beachfront Condo in Exclusive Resort
3 beds
Apr 6 – 11
4.89 out of 5 average rating, 91 reviews
Guest favorite
Cottage in Holmes Beach
Calypso-an Anna Maria Island Oasis+Private Pool
3 beds
Apr 20 – 27
4.98 out of 5 average rating, 49 reviews
Guest favorite
Home in Anna Maria
Serendipity - Beach Front 4/3
4 king beds
Jul 15 – 20
4.89 out of 5 average rating, 19 reviews
Guest favorite
Cottage in Anna Maria
Turtle Cottage - Anna Maria Island
2 beds
Jun 15 – 20
4.98 out of 5 average rating, 203 reviews
Guest favorite
Villa in Holmes Beach
Waterfront in Paradise
4 beds
Apr 7 – 14
5.0 out of 5 average rating, 9 reviews