Cottage vacation rentals in Anna Maria Island
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Top-rated cottage rentals in Anna Maria Island
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Anna Maria Island cottage rentals
Cottage rentals with a hot tub
Cottage in Safety Harbor
4.96 out of 5 average rating, 160 reviewsHarbor Oasis with Hot Tub
Cottage in Clearwater
4.77 out of 5 average rating, 169 reviewsTiki Cottage Sleeps 6, Pets OK, Steps to Beach
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 298 reviewsPrivate Heated pool/spa home!
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 67 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
Cottage in Palm Harbor
4.79 out of 5 average rating, 58 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Cottage in Siesta Key
4.91 out of 5 average rating, 47 reviewsCozy Cottage 1 block from Beach
Cottage in Indian Rocks Beach
4.83 out of 5 average rating, 64 reviewsTurtle Nest Cottage
Cottage in Treasure Island
5.0 out of 5 average rating, 30 reviewsCasa Sunset by Agua Salá
Pet-friendly cottage rentals
Cottage in Palm Harbor
4.78 out of 5 average rating, 168 reviewsCrystal Beach Cottage #1
Cottage in Siesta Key
4.89 out of 5 average rating, 145 reviewsSiesta Key Cozy Cottage across from the beach!
Cottage in Dunedin
4.97 out of 5 average rating, 270 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 3
Cottage in Sarasota
4.97 out of 5 average rating, 129 reviewsTropical Oasis SRQ.
Cottage in Gulfport
4.96 out of 5 average rating, 136 reviewsThe Pelicans Roost / Gulfport
Cottage in Gulfport
4.99 out of 5 average rating, 260 reviewsGulfport Art District - One Block From Beach!
Cottage in Saint Pete Beach
4.87 out of 5 average rating, 156 reviewsSunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
Cottage in Tampa
4.99 out of 5 average rating, 145 reviewsBay Lake Cottage
Private cottage rentals
Cottage in Siesta Key
4.84 out of 5 average rating, 134 reviewsAdorable Cozy Silver Sands Cottage on Siesta Key!!
Cottage in Treasure Island
4.97 out of 5 average rating, 152 reviewsPeacock Beach Cabana beach in 100 steps
Cottage in Indian Shores
4.86 out of 5 average rating, 162 reviews*GROUND FLOOR DIRECT BEACHFRONT COTTAGE!!*
Cottage in St. Petersburg
4.92 out of 5 average rating, 125 reviewsPrivate Guesthouse- walk to downtown St. Pete!
Cottage in Sarasota
4.92 out of 5 average rating, 154 reviewsCasa El Sueño - 8 min to Siesta Key - Intracoastal
Cottage in Treasure Island
4.89 out of 5 average rating, 120 reviewsHistoric Holly House on Treasure Island
Cottage in Madeira Beach
4.96 out of 5 average rating, 136 reviewsBEACHFRONT FAIRWINDS Cottage Lower
Cottage in Bradenton Beach
4.91 out of 5 average rating, 184 reviewsEbb Tide @ Tides Inn
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- Rentals with outdoor seating Anna Maria Island
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