House holiday 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.
Holiday rentals for every style
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Popular amenities for house rentals in Anna Maria
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 Anna Maria
4.93 out of 5 average rating, 43 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
28 Aug – 4 Sep
Home in Anna Maria
4.89 out of 5 average rating, 18 reviewsH2O Bungalow by Beach Boutique Rentals
17–24 Nov
Home in Anna Maria
4.96 out of 5 average rating, 28 reviewsAnna Maria Chateau. Private Pool home
30 Oct – 6 Nov
Home in Anna Maria
5.0 out of 5 average rating, 60 reviewsNew Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
18–25 Aug
Home in Anna Maria
5.0 out of 5 average rating, 10 reviews༄ Sunset Shore on Anna Maria Island ༄
18–25 Oct
Home in Anna Maria
4.93 out of 5 average rating, 40 reviewsGulf Coast Paradise
1–8 Nov
Home in Anna Maria
5.0 out of 5 average rating, 11 reviewsVeselka - Canal front w private heated pool & dock
6–13 Nov
Weekly house rentals
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
7–14 Jan
Home in Holmes Beach
4.95 out of 5 average rating, 77 reviewsHolmes Beach, bungalow 2BR/2BA vrc 000075
14–21 Oct
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 Holmes Beach
4.97 out of 5 average rating, 30 reviewsUnit B updated 2/2 Shared pool! Walk to beach
1–8 Oct
Home in Holmes Beach
4.98 out of 5 average rating, 42 reviewsD's Hideaway
16–23 Oct
Home in Holmes Beach
5.0 out of 5 average rating, 27 reviewsCouple’s Seatreat
23–30 Mar
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
5.0 out of 5 average rating, 21 reviewsSunkissed & Salty: Dreamy Amenities. Prime Locatio
27 Jul – 3 Aug
Private house rentals
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTip’Sea Turtle Anna Maria island
24 Nov – 1 Dec
Home in Holmes Beach
4.92 out of 5 average rating, 26 reviewsAnna Maria - 3 Bd 2 Bth Home -Pool -Walk to Beach
18–25 Oct
Home in Bradenton Beach
4.88 out of 5 average rating, 58 reviewsEntire Duplex Golf Carts Heated Pool! Walk 2 beach
5–12 Dec
Home in Holmes Beach
4.89 out of 5 average rating, 9 reviewsAnna Maria Island 2-bed/2 bath (side A of duplex)
22–29 Jul
Home in Anna Maria
4.93 out of 5 average rating, 92 reviews2nd House from the Beach with No Roads to Cross
13–20 Dec
Home in Holmes Beach
4.92 out of 5 average rating, 26 reviewsCozy beach house with pool - 1 block from beach!
25 May – 1 Jun
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 Holmes Beach
5.0 out of 5 average rating, 18 reviewsPeaceful 2 bedroom home with hot tub
3–10 Apr
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
7.2T reviews
Nightly prices starting at
₹8,341 before taxes and fees
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