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
Nov 9 β 16
Home in Holmes Beach
4.97 out of 5 average rating, 124 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Nov 2 β 9
Home in Holmes Beach
4.9 out of 5 average rating, 20 reviewsKiwi Cabana by Beach Boutique Rentals
Dec 12 β 19
Home in Anna Maria
4.96 out of 5 average rating, 50 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
Sep 13 β 20
Home in Holmes Beach
4.97 out of 5 average rating, 30 reviewsUnit B updated 2/2 Shared pool! Walk to beach
Aug 15 β 22
Home in Anna Maria
4.93 out of 5 average rating, 43 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
Oct 5 β 12
Home in Anna Maria
5.0 out of 5 average rating, 59 reviewsNew Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
Aug 17 β 24
Home in Holmes Beach
5.0 out of 5 average rating, 48 reviewsPrivate Luxurious Ground Level Home
Sep 16 β 23
Weekly house rentals
Home in Anna Maria
5.0 out of 5 average rating, 30 reviewsami skyview
Oct 5 β 12
Home in Holmes Beach
4.95 out of 5 average rating, 77 reviewsHolmes Beach, bungalow 2BR/2BA vrc 000075
Oct 14 β 21
Home in Anna Maria
4.92 out of 5 average rating, 37 reviewsIsland in the Sun
May 12 β 19
Home in Holmes Beach
4.92 out of 5 average rating, 24 reviewsUnique Beachfront House | Heated pool | 3 King Bed
Sep 27 β Oct 4
Home in Holmes Beach
5.0 out of 5 average rating, 26 reviewsCoupleβs Seatreat
Jul 12 β 19
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTipβSea Turtle Anna Maria island
Nov 14 β 21
Home in Bradenton Beach
5.0 out of 5 average rating, 31 reviewsAMI*Steps to the beach-Modern luxury POOL SPA
Oct 30 β Nov 6
Home in Sarasota
4.89 out of 5 average rating, 47 reviewsCentrally Located Cozy Home
Sep 4 β 11
Private house rentals
Home in Anna Maria
5.0 out of 5 average rating, 15 reviewsWanderlust Villa
Oct 13 β 20
Home in Holmes Beach
5.0 out of 5 average rating, 36 reviewsLuxury Home Steps to Quiet Beach on 78th St
Sep 2 β 9
Home in Siesta Key
4.89 out of 5 average rating, 35 reviews[Contemporary Guesthouse] king bed +washer/dryer
May 8 β 15
Home in Holmes Beach
4.95 out of 5 average rating, 62 reviewsSalty Harbor AMI pool retreat near the Beach
Jan 6 β 13
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 β 21
Home in Holmes Beach
4.9 out of 5 average rating, 20 reviewsSeaside Sunset- 3 beds, boat slip & sunset views
Aug 29 β Sep 5
Home in Holmes Beach
4.78 out of 5 average rating, 85 reviewsA100 step to the sugar sand gulf front view & pool
Jul 12 β 19
Home in Holmes Beach
4.98 out of 5 average rating, 42 reviewsD's Hideaway
Sep 30 β Oct 7
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