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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
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, 8 reviews
5.0 (8)
Guest favorite
Guest favorite
Home in Anna Maria
Pier to Pier Paradise by Beach Boutique Rentals
7 beds
7 beds
Apr 27 – May 2
Apr 27 – May 2
$799
$566
night
$566 per night, originally $799
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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 Anna Maria
Charming house w/heated pool,steps to beach-Unit A
3 beds
3 beds
Jun 22 – 27
Jun 22 – 27
$414
night
$414 per night
4.92 out of 5 average rating, 90 reviews
4.92 (90)
Home in Holmes Beach
Anna Maria Island Quaint Florida Style Home
5 beds
5 beds
Apr 29 – May 6
Apr 29 – May 6
$120
$80
night
$80 per night, originally $120
4.62 out of 5 average rating, 13 reviews
4.62 (13)
Guest favorite
Guest favorite
Home in Holmes Beach
Sea AMI
2 beds
2 beds
Apr 19 – 24
Apr 19 – 24
$315
night
$315 per night
4.96 out of 5 average rating, 157 reviews
4.96 (157)
Guest favorite
Guest favorite
Home in Anna Maria
Manatee Sanctuary - heated pool & spa, on canal
4 beds
4 beds
Apr 24 – 29
Apr 24 – 29
$608
$500
night
$500 per night, originally $608
5.0 out of 5 average rating, 38 reviews
5.0 (38)
Home in Holmes Beach
Ocean Views - Spacious Unit, Bonus Loft & SwimSpa
5 beds
5 beds
Apr 20 – 27
Apr 20 – 27
$278
$236
night
$236 per night, originally $278
New place to stay
New
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
$439
$349
night
$349 per night, originally $439
4.91 out of 5 average rating, 44 reviews
4.91 (44)
Superhost
Superhost
Home in Holmes Beach
Charming 2Bdrm Coastal Cottage 3 min from Beach!
2 king beds
2 king beds
May 4 – 11
May 4 – 11
$321
$258
night
$258 per night, originally $321
New place to stay
New
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
$346
$309
night
$309 per night, originally $346
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favorite
Guest favorite
Home in Anna Maria
Anna Margaritas by Beach Boutique Rentals
4 beds
4 beds
May 25 – Jun 1
May 25 – Jun 1
$612
night
$612 per night
4.95 out of 5 average rating, 22 reviews
4.95 (22)
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
$316
night
$316 per night, originally $631
4.98 out of 5 average rating, 51 reviews
4.98 (51)
Guest favorite
Guest favorite
Home in Holmes Beach
Kiwi Cabana by Beach Boutique Rentals
4 beds
4 beds
May 25 – Jun 1
May 25 – Jun 1
$439
$376
night
$376 per night, originally $439
4.9 out of 5 average rating, 20 reviews
4.9 (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)
Home in Anna Maria
Beachfront Home with Amazing Deck Views!- Low Tide
2 beds
2 beds
Jun 12 – 19
Jun 12 – 19
$310
night
$310 per night
4.92 out of 5 average rating, 26 reviews
4.92 (26)
Superhost
Superhost
Home in Anna Maria
Beach Bliss - private dock on the fishing highway
7 beds
7 beds
Apr 21 – 26
Apr 21 – 26
$829
night
$829 per night
Superhost
Superhost
Home in Anna Maria
FantaSea
4 beds
4 beds
Aug 16 – 21
Aug 16 – 21
$1,725
night
$1,725 per night
4.86 out of 5 average rating, 56 reviews
4.86 (56)
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