Beach house holiday rentals in Anna Maria Island
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Top-rated beach house rentals in Anna Maria Island
Guests agree: these beach 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 beach house rentals
Beachfront house rentals
Home in Belleair Beach
4.96 out of 5 average rating, 166 reviewsBungalow in Private Beach ClearwaterBelleair Beach
15–22 Nov
Home in Treasure Island
4.82 out of 5 average rating, 133 reviewsEiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
2–9 Feb
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
25 Apr – 2 May
Home in Clearwater
5.0 out of 5 average rating, 113 reviewsBeach House
7–14 Jan
Home in Indian Rocks Beach
5.0 out of 5 average rating, 138 reviewsPiece of paradise in Indian Rocks Beach.
12–19 Oct
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTip’Sea Turtle Anna Maria island
21–28 Sep
Home in Treasure Island
5.0 out of 5 average rating, 3 reviewsBeachfront Private Duplex Home
10–17 Sep
Home in Anna Maria
5.0 out of 5 average rating, 15 reviewsWanderlust Villa
11–18 Nov
Beach house rentals with a pool
Home in Holmes Beach
4.99 out of 5 average rating, 154 reviewsCaptain's Quarters at Spinnakers Vacation Cottages
28 Sep – 5 Oct
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
23–30 Nov
Home in Holmes Beach
4.97 out of 5 average rating, 124 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
31 Aug – 7 Sep
Home in Holmes Beach
5.0 out of 5 average rating, 49 reviewsPrivate Luxurious Ground Level Home
2–9 Nov
Home in Anna Maria
4.92 out of 5 average rating, 38 reviewsIsland in the Sun
30 Jan – 6 Feb
Home in Anna Maria
4.89 out of 5 average rating, 37 reviewsBean Pt. Bungalow - Half duplex w/private pool
9–16 Jan
Home in Holmes Beach
4.91 out of 5 average rating, 46 reviewsGorgeous Bay house in AMI! 5 min walk to beach!
17–24 Sep
Home in Anna Maria
5.0 out of 5 average rating, 39 reviewsManatee Sanctuary - heated pool & spa, on canal
13–20 Jan
Private beach house rentals
Home in Holmes Beach
5.0 out of 5 average rating, 27 reviewsCouple’s Seatreat
14–21 Apr
Home in Holmes Beach
4.95 out of 5 average rating, 77 reviewsHolmes Beach, bungalow 2BR/2BA vrc 000075
14–21 Oct
Home in Bradenton
4.9 out of 5 average rating, 81 reviewsOld Florida Home Minutes From Anna Maria Beaches
13–20 Oct
Home in Bradenton
4.95 out of 5 average rating, 19 reviewsOld Florida, Downtown & 15 mins to Gulf beaches!
13–20 Jul
Home in Holmes Beach
5.0 out of 5 average rating, 36 reviewsLuxury Home Steps to Quiet Beach on 78th St
2–9 Sep
Home in Anna Maria
5.0 out of 5 average rating, 7 reviewsLuna Sea: Steps to Beach, Pool & Spa
3–10 Nov
Home in Anna Maria
5.0 out of 5 average rating, 20 reviewsStunning new 4 bed/4.5 bath home with heated pool
14–21 Oct
Home in Holmes Beach
4.94 out of 5 average rating, 86 reviewsThe Peachy Beach House, steps to the gulf
21–28 Sep
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