House vacation rentals in Anna Maria
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Top-rated house rentals in Anna Maria
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 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 Anna Maria
4.93 out of 5 average rating, 43 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
Aug 28 – Sep 4
Home in Anna Maria
4.89 out of 5 average rating, 18 reviewsH2O Bungalow by Beach Boutique Rentals
Nov 17 – 24
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, 60 reviewsNew Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
Aug 18 – 25
Home in Anna Maria
5.0 out of 5 average rating, 10 reviews༄ Sunset Shore on Anna Maria Island ༄
Oct 18 – 25
Home in Anna Maria
4.93 out of 5 average rating, 40 reviewsGulf Coast Paradise
Nov 1 – 8
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 Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Jan 7 – 14
Home in Holmes Beach
4.95 out of 5 average rating, 77 reviewsHolmes Beach, bungalow 2BR/2BA vrc 000075
Oct 14 – 21
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 Holmes Beach
4.97 out of 5 average rating, 30 reviewsUnit B updated 2/2 Shared pool! Walk to beach
Oct 1 – 8
Home in Holmes Beach
4.98 out of 5 average rating, 42 reviewsD's Hideaway
Oct 16 – 23
Home in Holmes Beach
5.0 out of 5 average rating, 27 reviewsCouple’s Seatreat
Mar 23 – 30
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
5.0 out of 5 average rating, 21 reviewsSunkissed & Salty: Dreamy Amenities. Prime Locatio
Jul 27 – Aug 3
Private house rentals
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
4.92 out of 5 average rating, 26 reviewsAnna Maria - 3 Bd 2 Bth Home -Pool -Walk to Beach
Oct 18 – 25
Home in Bradenton Beach
4.88 out of 5 average rating, 58 reviewsEntire Duplex Golf Carts Heated Pool! Walk 2 beach
Dec 5 – 12
Home in Holmes Beach
4.89 out of 5 average rating, 9 reviewsAnna Maria Island 2-bed/2 bath (side A of duplex)
Jul 22 – 29
Home in Anna Maria
4.93 out of 5 average rating, 92 reviews2nd House from the Beach with No Roads to Cross
Dec 13 – 20
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 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
5.0 out of 5 average rating, 18 reviewsPeaceful 2 bedroom home with hot tub
Apr 3 – 10
Quick stats about house rentals in Anna Maria
Total rentals
720 properties
Rentals with a pool
610 properties have a pool
Pet-friendly rentals
250 properties allow pets
Family-friendly rentals
700 properties are a good fit for families
Total number of reviews
7.2K reviews
Nightly prices starting at
$100 before taxes and fees
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- Monthly Rentals Anna Maria
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