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 Bradenton
4.91 out of 5 average rating, 254 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Sep 12 – 19
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 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 Anna Maria
4.99 out of 5 average rating, 86 reviews1 block to Beach on Pine Ave! Private Heated Pool
Aug 27 – Sep 3
Home in Bradenton
5.0 out of 5 average rating, 7 reviewsGreat Times & Tan Lines
Nov 10 – 17
Home in Anna Maria
4.96 out of 5 average rating, 28 reviewsAnna Maria Chateau. Private Pool home
Oct 30 – Nov 6
Home in Anna Maria
5.0 out of 5 average rating, 39 reviewsManatee Sanctuary - heated pool & spa, on canal
Sep 16 – 23
Home in Anna Maria
5.0 out of 5 average rating, 11 reviewsVeselka - Canal front w private heated pool & dock
Nov 6 – 13
Weekly house rentals
Home in Anna Maria
4.96 out of 5 average rating, 56 reviewsMy Private Beach
Nov 17 – 24
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
Sep 9 – 16
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTip’Sea Turtle Anna Maria island
Nov 24 – Dec 1
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
4.89 out of 5 average rating, 37 reviewsBean Pt. Bungalow - Half duplex w/private pool
Sep 10 – 17
Home in Anna Maria
5.0 out of 5 average rating, 15 reviewsWanderlust Villa
Oct 19 – 26
Home in Bradenton Beach
5.0 out of 5 average rating, 33 reviewsAMI*Steps to the beach-Modern luxury POOL SPA
Oct 30 – Nov 6
Private house rentals
Home in Holmes Beach
4.92 out of 5 average rating, 24 reviewsUnique Beachfront House | Heated pool | 3 King Bed
Oct 15 – 22
Home in Bradenton
4.9 out of 5 average rating, 20 reviewsOld Florida, Downtown & 15 mins to Gulf beaches!
Jul 13 – 20
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 Holmes Beach
4.92 out of 5 average rating, 26 reviewsCozy beach house with pool - 1 block from beach!
May 25 – Jun 1
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
Home in Holmes Beach
5.0 out of 5 average rating, 21 reviewsSunkissed & Salty: Dreamy Amenities. Prime Locatio
Jul 27 – Aug 3
Home in Holmes Beach
4.94 out of 5 average rating, 86 reviewsThe Peachy Beach House, steps to the gulf
Sep 21 – 28
Home in Anna Maria
5.0 out of 5 average rating, 7 reviewsLuna Sea: Steps to Beach, Pool & Spa
Nov 3 – 10
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