House holiday rentals in Anna Maria Island
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Top-rated house rentals in Anna Maria Island
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Anna Maria Island house rentals
House rentals with a pool
Home in Holmes Beach
4.97 out of 5 average rating, 126 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Home in Bradenton
4.95 out of 5 average rating, 104 reviewsEndless Outdoor FUN! Pool/Spa/Golf/Games/Near IMG
Home in Holmes Beach
4.93 out of 5 average rating, 30 reviewsBackyard Bliss Anna Maria Island
Home in Anna Maria
4.99 out of 5 average rating, 91 reviews1 block to Beach on Pine Ave! Private Heated Pool
Home in Anna Maria
5.0 out of 5 average rating, 15 reviewsVeselka - Canal front w private heated pool & dock
Home in Anna Maria
4.96 out of 5 average rating, 57 reviewsMy Private Beach
Home in Holmes Beach
4.96 out of 5 average rating, 69 reviewsModern Island Home/Walk 2 Beaches-Rest./Gulf Views
Home in Anna Maria
5.0 out of 5 average rating, 28 reviewsAmie House Chef’s kitchen Fun pool - walk to beach
Weekly house rentals
Home in Bradenton Beach
5.0 out of 5 average rating, 22 reviewsDirect Beachfront/Sunset Views!Next to AMI Trolley
Home in Bradenton
4.95 out of 5 average rating, 20 reviewsThe "Love shack" Bungalow
Home in Holmes Beach
4.95 out of 5 average rating, 38 reviewsTrue beach front home - 3 beds/2 bath, heated pool
Home in Anna Maria
4.8 out of 5 average rating, 75 reviewsIsland Oasis on Anna Maria Island off Pine Ave
Home in Anna Maria
4.92 out of 5 average rating, 13 reviewsSerenity Cove: On Canal, Dock, Kayaks, Dogs Yes!
Home in Holmes Beach
4.93 out of 5 average rating, 28 reviewsAnna Maria - 3 Bd 2 Bth Home -Pool -Walk to Beach
Home in Holmes Beach
4.94 out of 5 average rating, 86 reviewsThe Peachy Beach House, steps to the gulf
Home in Bradenton
5.0 out of 5 average rating, 6 reviewsPool Home, Close Anna Maria Island / Beaches
Private house rentals
Home in Holmes Beach
5.0 out of 5 average rating, 29 reviewsCouple’s Seatreat
Home in Bradenton
5.0 out of 5 average rating, 38 reviewsHeated Pool, King beds, Close to Anna Maria Island
Home in Holmes Beach
4.97 out of 5 average rating, 35 reviewsAMI Sand Dollar
Home in Holmes Beach
5.0 out of 5 average rating, 3 reviewsCharming 2Bdrm Coastal Cottage 3 min from Beach!
Home in Anna Maria
4.93 out of 5 average rating, 92 reviews2nd House from the Beach with No Roads to Cross
Home in Holmes Beach
5.0 out of 5 average rating, 15 reviewsAnna Maria Island Luxurious Escape Getaway!
Home in Anna Maria
5.0 out of 5 average rating, 18 reviewsAnna Maria Beach House
Home in Holmes Beach
4.93 out of 5 average rating, 14 reviewsThe Beach Blue-tique
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