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Anna Maria Island
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Search results; Over 1,000 places
Over 1,000 places
Guest favorite
Guest favorite
Bungalow in Anna Maria
Bay Breeze Cottages #2
2 beds
2 beds
Sep 21 – 26
Sep 21 – 26
$253
night
$253 per night
4.88 out of 5 average rating, 120 reviews
4.88 (120)
Guest favorite
Guest favorite
Home in Anna Maria
Serendipity - Beach Front 4/3
4 king beds
4 king beds
Aug 7 – 12
Aug 7 – 12
$1,150
night
$1,150 per night
4.89 out of 5 average rating, 19 reviews
4.89 (19)
Superhost
Superhost
Home in Anna Maria
'Walk on the Beach" heated pool North End AMI
4 beds
4 beds
Apr 27 – May 2
Apr 27 – May 2
$558
night
$558 per night
New place to stay
New
Guest favorite
Guest favorite
Home in Anna Maria
ami skyview
4 beds
4 beds
Sep 2 – 7
Sep 2 – 7
$850
night
$850 per night
5.0 out of 5 average rating, 29 reviews
5.0 (29)
Guest favorite
Guest favorite
Home in Anna Maria
1 block to Beach on Pine Ave! Private Heated Pool
4 beds
4 beds
Aug 12 – 17
Aug 12 – 17
$325
night
$325 per night
4.99 out of 5 average rating, 85 reviews
4.99 (85)
Guest favorite
Guest favorite
Home in Bradenton Beach
New! Sunset Beach View/Trolley/Bridge Street!
5 beds
5 beds
May 12 – 17
May 12 – 17
$550
$480
night
$480 per night, originally $550
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favorite
Guest favorite
Villa in Holmes Beach
Calico - Family Oasis - Steps from the Sand
7 beds
7 beds
Apr 27 – May 4
Apr 27 – May 4
$631
$284
night
$284 per night, originally $631
4.98 out of 5 average rating, 51 reviews
4.98 (51)
Guest favorite
Guest favorite
Vacation home in Anna Maria
Lamantin 2 bed/1 bath North End, beach 2 min walk
2 beds
2 beds
May 11 – 16
May 11 – 16
$360
night
$360 per night
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favorite
Guest favorite
Home in Holmes Beach
3BR Luxe Townhouse, Walk to Beach, Community Pool
4 beds
4 beds
May 5 – 12
May 5 – 12
$345
$309
night
$309 per night, originally $345
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favorite
Guest favorite
Condo in Bradenton Beach
★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
1 king bed
1 king bed
Aug 21 – 26
Aug 21 – 26
$346
night
$346 per night
4.99 out of 5 average rating, 90 reviews
4.99 (90)
Guest favorite
Guest favorite
Condo in Holmes Beach
Beautiful beachfront condo for perfect vacation
2 beds
2 beds
Jul 15 – 22
Jul 15 – 22
$270
$220
night
$220 per night, originally $270
4.96 out of 5 average rating, 116 reviews
4.96 (116)
Home in Holmes Beach
Aqua Beach
3 beds
3 beds
Apr 27 – May 4
Apr 27 – May 4
$244
night
$244 per night
Guest favorite
Guest favorite
Home in Anna Maria
Steps to the Beach! Pool/spa! Golf Cart Included!!
5 beds
5 beds
Jun 1 – 8
Jun 1 – 8
$1,400
night
$1,400 per night
4.96 out of 5 average rating, 50 reviews
4.96 (50)
Guest favorite
Guest favorite
Cottage in Holmes Beach
Kiwi Cottage *Heated Pool+Spa+ walk to the Beach!
4 beds
4 beds
Apr 27 – May 4
Apr 27 – May 4
$431
$349
night
$349 per night, originally $431
4.91 out of 5 average rating, 44 reviews
4.91 (44)
Guest favorite
Guest favorite
Home in Holmes Beach
Key Lime Cottage by Beach Boutique Rentals
4 beds
4 beds
May 18 – 25
May 18 – 25
$330
$272
night
$272 per night, originally $330
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Guest favorite
Guest favorite
Home in Anna Maria
My Mistress by Beach Boutique Rentals
8 beds
8 beds
Apr 28 – May 3
Apr 28 – May 3
$627
$511
night
$511 per night, originally $627
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Guest favorite
Guest favorite
Home in Anna Maria
Beachfront Home | Pool + Spa | Games | Ocean Views
7 beds
7 beds
Aug 17 – 24
Aug 17 – 24
$1,995
night
$1,995 per night
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Guest favorite
Guest favorite
Home in Bradenton Beach
Beach Bliss! Summer discounts! Walk to beach!
6 beds
6 beds
Apr 27 – May 2
Apr 27 – May 2
$555
night
$555 per night
4.94 out of 5 average rating, 17 reviews
4.94 (17)
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