House vacation 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.
Vacation 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
4.99 out of 5 average rating, 154 reviewsCaptain's Quarters at Spinnakers Vacation Cottages
Sep. 28 – Oct. 5
Home in Bradenton
4.87 out of 5 average rating, 205 reviewsSunny Oasis Near Beaches With Pool
Aug. 10 – 17
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
Nov. 23 – 30
Home in Holmes Beach
4.97 out of 5 average rating, 124 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Aug. 31 – Sep. 7
Home in Tampa
4.97 out of 5 average rating, 107 reviewsDowntown Tampa Pool House! Walk to Armature Works!
Oct. 6 – 13
Home in Bradenton
4.91 out of 5 average rating, 254 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Dec. 4 – 11
Home in Anna Maria
4.93 out of 5 average rating, 43 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
Aug. 22 – 29
Home in Anna Maria
5.0 out of 5 average rating, 10 reviews༄ Sunset Shore on Anna Maria Island ༄
Oct. 18 – 25
Weekly house rentals
Home in Treasure Island
5.0 out of 5 average rating, 3 reviewsBeachfront Private Duplex Home
Sep. 10 – 17
Home in Holmes Beach
4.91 out of 5 average rating, 46 reviewsGorgeous Bay house in AMI! 5 min walk to beach!
Sep. 17 – 24
Home in Holmes Beach
5.0 out of 5 average rating, 27 reviewsCouple’s Seatreat
Apr. 14 – 21
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTip’Sea Turtle Anna Maria island
Sep. 21 – 28
Home in Holmes Beach
4.95 out of 5 average rating, 77 reviewsHolmes Beach, bungalow 2BR/2BA vrc 000075
Oct. 14 – 21
Home in Anna Maria
4.93 out of 5 average rating, 40 reviewsGulf Coast Paradise
Mar. 4 – 11
Home in Anna Maria
5.0 out of 5 average rating, 39 reviewsManatee Sanctuary - heated pool & spa, on canal
Jan. 13 – 20
Home in Anna Maria
5.0 out of 5 average rating, 15 reviewsWanderlust Villa
Nov. 11 – 18
Private house rentals
Home in Bradenton
5.0 out of 5 average rating, 7 reviewsGreat Times & Tan Lines
Jun. 23 – 30
Home in Bradenton
4.9 out of 5 average rating, 81 reviewsOld Florida Home Minutes From Anna Maria Beaches
Oct. 13 – 20
Home in Bradenton
4.95 out of 5 average rating, 19 reviewsOld Florida, Downtown & 15 mins to Gulf beaches!
Jul. 13 – 20
Home in Sarasota
4.89 out of 5 average rating, 47 reviewsCentrally Located Cozy Home
Oct. 2 – 9
Home in Holmes Beach
5.0 out of 5 average rating, 36 reviewsLuxury Home Steps to Quiet Beach on 78th St
Sep. 2 – 9
Home in Anna Maria
5.0 out of 5 average rating, 7 reviewsLuna Sea: Steps to Beach, Pool & Spa
Nov. 3 – 10
Home in Holmes Beach
4.95 out of 5 average rating, 76 reviewsBreezy Harbor AMI pool retreat near the Beach
Nov. 4 – 11
Home in Anna Maria
5.0 out of 5 average rating, 20 reviewsStunning new 4 bed/4.5 bath home with heated pool
Oct. 14 – 21
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- Rentals with outdoor seating Anna Maria Island
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