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, 172 reviewsHarbor Oasis with Hot Tub
Cottage in Tampa
4.95 out of 5 average rating, 99 reviewsHot tub, 2 floors riverfront, Bush Gardens, kajaks
Cottage in Dunedin
5 out of 5 average rating, 11 reviews1000 Oaks Cottage 3bed/2bath with hot tub
Cottage in Largo
5 out of 5 average rating, 34 reviewsFamily FUN~Pool, GameRoom+Bikes, Near Beach/Trail
Cottage in Saint Petersburg
4.99 out of 5 average rating, 72 reviews"TROPI COTTAGE"
Cottage in Largo
4.96 out of 5 average rating, 80 reviewsHidden Oasis #1, high&dry near the beach
Cottage in Bradenton
4.93 out of 5 average rating, 69 reviewsSandy Cottage w/ Hot Tub, 20 min to Beach + Garden
Cottage in Sarasota
4.96 out of 5 average rating, 27 reviewsCharming Coastal Oasis 2 Bed/2 Bath Cottage
Pet-friendly cottage rentals
Cottage in Madeira Beach
5 out of 5 average rating, 7 reviewsPet friendly cozy Cottage close to the beach - OB!
Cottage in Tampa
4.76 out of 5 average rating, 139 reviewsGood Vibes Cozy Cottage on Million $ Row
Cottage in Dunedin
5 out of 5 average rating, 9 reviewsCozy Cottage Near Downtown + Waterfront
Cottage in Clearwater
4.73 out of 5 average rating, 262 reviewsClearwater cottage
Cottage in Clearwater
4.84 out of 5 average rating, 122 reviewsBeach Guest Cottage. Gulf Semi Private Area.
Cottage in Bradenton Beach
4.84 out of 5 average rating, 92 reviewsAMI Tree House
Cottage in Bradenton
4.97 out of 5 average rating, 72 reviewsCortez ~ Grouper Cottage. BRING YOUR BOAT!
Cottage in Holmes Beach
5 out of 5 average rating, 19 reviewsOrchid Villa by Beach Boutique Rentals
Private cottage rentals
Cottage in Indian Shores
4.87 out of 5 average rating, 95 reviewsYour Beach Paradise Awaits!
Cottage in Redington Shores
4.75 out of 5 average rating, 309 reviewsBelow -Deck Studio Gulf Side 40 steps to the beach
Cottage in Sarasota
5 out of 5 average rating, 19 reviewsBamboo Cottage, minutes from the beach.
Cottage in Siesta Key
4.81 out of 5 average rating, 265 reviewsSunspot Cottage 2BR/2B Getaway w/ private beach
Cottage in St. Petersburg
4.93 out of 5 average rating, 14 reviewsBeach Cottage- Pass a Grille- Steps to beach
Cottage in Indian Rocks Beach
4.9 out of 5 average rating, 94 reviewsHistoric Florida Beach Cottage steps from the sand
Cottage in Bradenton
5 out of 5 average rating, 45 reviewsDiscover Hidden Cove #2 - Water Views with Privacy
Cottage in Dunedin
4.96 out of 5 average rating, 47 reviewsThe Cook Cottage sleeps 4 in Dunedin
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- Villa rentals Anna Maria Island
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