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 Anna Maria
4.99 out of 5 average rating, 91 reviews1 block to Beach on Pine Ave! Private Heated Pool
Home in Holmes Beach
5.0 out of 5 average rating, 52 reviewsPrivate Luxurious Ground Level Home
Home in Anna Maria
4.97 out of 5 average rating, 33 reviewsAnna Maria Chateau. Private Pool home
Home in Holmes Beach
4.96 out of 5 average rating, 69 reviewsModern Island Home/Walk 2 Beaches-Rest./Gulf Views
Home in Holmes Beach
5.0 out of 5 average rating, 23 reviewsSunkissed & Salty: Dreamy Amenities. Prime Locatio
Home in Anna Maria
5.0 out of 5 average rating, 14 reviews༄ Sunset Shore on Anna Maria Island ༄
Home in Anna Maria
5.0 out of 5 average rating, 28 reviewsAmie House Chef’s kitchen Fun pool - walk to beach
Home in Holmes Beach
4.95 out of 5 average rating, 79 reviewsBreezy Harbor AMI pool retreat near the Beach
Weekly house rentals
Home in Bradenton
4.95 out of 5 average rating, 20 reviewsThe "Love shack" Bungalow
Home in Anna Maria
5.0 out of 5 average rating, 26 reviewsSea la Vie
Home in Anna Maria
5.0 out of 5 average rating, 16 reviewsShore Beats Work, Bean Point Beauty on Anna Maria
Home in Anna Maria
4.93 out of 5 average rating, 40 reviewsIsland in the Sun
Home in Holmes Beach
4.79 out of 5 average rating, 29 reviewsWalk to beach | Anna Maria home w/ pool | Pets ok!
Home in Holmes Beach
4.91 out of 5 average rating, 56 reviewsSea Glass Cottage
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
5.0 out of 5 average rating, 15 reviewsAnna Maria Island Luxurious Escape Getaway!
Private house rentals
Home in Bradenton
4.91 out of 5 average rating, 87 reviewsOld Florida Home Minutes From Anna Maria Beaches
Home in Holmes Beach
4.97 out of 5 average rating, 36 reviewsGorgeous updated 2/2 Shared pool! Walk to beach
Home in Anna Maria
5.0 out of 5 average rating, 4 reviewsAcquaLuxe - 2022 Home w/ Luxurious Amenities
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
Home in Anna Maria
4.93 out of 5 average rating, 14 reviewsSerenity Cove: On Canal, Dock, Kayaks, Dogs Yes!
Home in Holmes Beach
4.78 out of 5 average rating, 85 reviewsA100 step to the sugar sand gulf front view & pool
Home in Anna Maria
4.9 out of 5 average rating, 41 reviewsGulf Coast Paradise
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