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 house rentals in Anna Maria Island
House rentals with a pool
Home in Bradenton
4.9 out of 5 average rating, 258 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Home in Indian Rocks Beach
4.98 out of 5 average rating, 104 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Home in Bradenton
4.95 out of 5 average rating, 101 reviewsEndless Outdoor FUN! Pool/Spa/Golf/Games/Near IMG
Home in Holmes Beach
5.0 out of 5 average rating, 32 reviewsTip’Sea Turtle Anna Maria island
Home in Holmes Beach
4.85 out of 5 average rating, 26 reviewsEnjoy AMI sunsets | Chic home w/ Saltwater pool!
Home in Anna Maria
5.0 out of 5 average rating, 14 reviewsVeselka - Canal front w private heated pool & dock
Home in Anna Maria
4.97 out of 5 average rating, 30 reviewsAnna Maria Chateau. Private Pool home
Home in Anna Maria
5.0 out of 5 average rating, 12 reviews༄ Sunset Shore on Anna Maria Island ༄
Weekly house rentals
Home in Bradenton Beach
5.0 out of 5 average rating, 18 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Home in Bradenton
4.94 out of 5 average rating, 18 reviewsLittle Love Shack by the Beach
Home in Anna Maria
4.92 out of 5 average rating, 39 reviewsIsland in the Sun
Home in Bradenton
4.91 out of 5 average rating, 85 reviewsOld Florida Home Minutes From Anna Maria Beaches
Home in Holmes Beach
5.0 out of 5 average rating, 22 reviewsSunkissed & Salty: Dreamy Amenities. Prime Locatio
Home in Bradenton
5.0 out of 5 average rating, 25 reviewsSun Bum ~ Close To Beaches ~ AMI ~ IMG ~ Paradise
Home in Holmes Beach
5.0 out of 5 average rating, 29 reviewsCouple’s Seatreat
Home in Bradenton
4.97 out of 5 average rating, 29 reviewsIMG Academy-Modern Home Heated Pool Beaches 8 min
Private house rentals
Home in Holmes Beach
5.0 out of 5 average rating, 13 reviewsAnna Maria Island Luxurious Escape Getaway!
Home in Anna Maria
4.8 out of 5 average rating, 74 reviewsIsland Oasis on Anna Maria Island off Pine Ave
Home in Anna Maria
5.0 out of 5 average rating, 14 reviewsShore Beats Work, Bean Point Beauty on Anna Maria
Home in Anna Maria
5.0 out of 5 average rating, 4 reviewsAcquaLuxe - 2022 Home w/ Luxurious Amenities
Home in Sarasota
4.91 out of 5 average rating, 54 reviewsCentrally Located Cozy Home
Home in Holmes Beach
4.97 out of 5 average rating, 35 reviewsAMI Sand Dollar
Home in Anna Maria
5.0 out of 5 average rating, 17 reviewsAnna Maria Beach House
Home in Holmes Beach
4.95 out of 5 average rating, 80 reviewsHolmes Beach, bungalow 2BR/2BA vrc 000075
Destinations to explore
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- Apartment rentals Anna Maria Island
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