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
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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
28 Sept – 5 Oct
Home in Bradenton
4.87 out of 5 average rating, 205 reviewsSunny Oasis Near Beaches With Pool
10 – 17 Aug
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 Sept
Home in Tampa
4.97 out of 5 average rating, 107 reviewsDowntown Tampa Pool House! Walk to Armature Works!
6 – 13 Oct
Home in Bradenton
4.91 out of 5 average rating, 254 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
4 – 11 Dec
Home in Anna Maria
4.93 out of 5 average rating, 43 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
22 – 29 Aug
Home in Anna Maria
5.0 out of 5 average rating, 10 reviews༄ Sunset Shore on Anna Maria Island ༄
18 – 25 Oct
Weekly house rentals
Home in Treasure Island
5.0 out of 5 average rating, 3 reviewsBeachfront Private Duplex Home
10 – 17 Sept
Home in Holmes Beach
4.91 out of 5 average rating, 46 reviewsGorgeous Bay house in AMI! 5 min walk to beach!
17 – 24 Sept
Home in Holmes Beach
5.0 out of 5 average rating, 27 reviewsCouple’s Seatreat
14 – 21 Apr
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTip’Sea Turtle Anna Maria island
21 – 28 Sept
Home in Holmes Beach
4.95 out of 5 average rating, 77 reviewsHolmes Beach, bungalow 2BR/2BA vrc 000075
14 – 21 Oct
Home in Anna Maria
4.93 out of 5 average rating, 40 reviewsGulf Coast Paradise
4 – 11 Mar
Home in Anna Maria
5.0 out of 5 average rating, 39 reviewsManatee Sanctuary - heated pool & spa, on canal
13 – 20 Jan
Home in Anna Maria
5.0 out of 5 average rating, 15 reviewsWanderlust Villa
11 – 18 Nov
Private house rentals
Home in Bradenton
5.0 out of 5 average rating, 7 reviewsGreat Times & Tan Lines
23 – 30 June
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 July
Home in Sarasota
4.89 out of 5 average rating, 47 reviewsCentrally Located Cozy Home
2 – 9 Oct
Home in Holmes Beach
5.0 out of 5 average rating, 36 reviewsLuxury Home Steps to Quiet Beach on 78th St
2 – 9 Sept
Home in Anna Maria
5.0 out of 5 average rating, 7 reviewsLuna Sea: Steps to Beach, Pool & Spa
3 – 10 Nov
Home in Holmes Beach
4.95 out of 5 average rating, 76 reviewsBreezy Harbor AMI pool retreat near the Beach
4 – 11 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
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