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 Indian Rocks Beach
4.96 out of 5 average rating, 295 reviewsPrivate Heated pool/spa home!
Cottage in Clearwater
4.77 out of 5 average rating, 168 reviewsTiki Cottage Sleeps 6, Pets OK, Steps to Beach
Cottage in Holmes Beach
4.91 out of 5 average rating, 46 reviewsKiwi Cottage *Heated Pool+Spa+ walk to the Beach!
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 66 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
Cottage in Palm Harbor
4.8 out of 5 average rating, 55 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Cottage in Largo
4.95 out of 5 average rating, 60 reviewsHidden Oasis #1, just a few minutes to the beaches
Cottage in Bradenton
4.95 out of 5 average rating, 82 reviewsCoastal Home w/ Pool, Hot Tub 15 minutes to Beach
Pet-friendly cottage rentals
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 156 reviewsCottage w/ Private Patio | 3 Min Walk to the Beach
Cottage in Siesta Key
4.89 out of 5 average rating, 144 reviewsSiesta Key Cozy Cottage across from the beach!
Cottage in Tampa
4.99 out of 5 average rating, 145 reviewsBay Lake Cottage
Cottage in Gulfport
4.99 out of 5 average rating, 259 reviewsGulfport Art District - One Block From Beach!
Cottage in Indian Rocks Beach
4.89 out of 5 average rating, 247 reviewsVintage Florida Beach Cottage B
Cottage in Dunedin
4.96 out of 5 average rating, 310 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 1
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
Private cottage rentals
Cottage in Treasure Island
4.97 out of 5 average rating, 152 reviewsPeacock Beach Cabana beach in 100 steps
Cottage in Bradenton Beach
4.91 out of 5 average rating, 183 reviewsEbb Tide @ Tides Inn
Cottage in Sarasota
4.92 out of 5 average rating, 153 reviewsCasa El Sueño - 8 min to Siesta Key - Intracoastal
Cottage in Indian Shores
4.86 out of 5 average rating, 162 reviews*GROUND FLOOR DIRECT BEACHFRONT COTTAGE!!*
Cottage in Sarasota
4.83 out of 5 average rating, 151 reviewsCharming Beach Cottage
Cottage in St. Petersburg
4.92 out of 5 average rating, 125 reviewsPrivate Guesthouse- walk to downtown St. Pete!
Cottage in Treasure Island
4.91 out of 5 average rating, 117 reviewsHistoric Holly House on Treasure Island
Cottage in Madeira Beach
4.96 out of 5 average rating, 135 reviewsBEACHFRONT FAIRWINDS Cottage Lower
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