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Anna Maria Island
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Search results; Over 1,000 places
Over 1,000 places
Home in Holmes Beach
Sandy Toes
3 beds
3 beds
May 4 – 11
May 4 – 11
$230
$145
night
$145 per night, originally $230
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favorite
Guest favorite
Townhouse in Holmes Beach
Relax & Unwind! Beautiful home 700 ft from beach!
4 beds
4 beds
May 11 – 18
May 11 – 18
$319
$228
night
$228 per night, originally $319
5.0 out of 5 average rating, 123 reviews
5.0 (123)
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
Bungalow in Anna Maria
Bay Breeze Cottages #2
2 beds
2 beds
Jul 6 – 11
Jul 6 – 11
$399
night
$399 per night
4.88 out of 5 average rating, 120 reviews
4.88 (120)
Villa in Anna Maria
Approx. 40 steps to beach entrance of Anna Maria b
3 beds
3 beds
Apr 22 – 27
Apr 22 – 27
$325
night
$325 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)
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 Holmes Beach
Sea AMI
2 beds
2 beds
Apr 19 – 26
Apr 19 – 26
$299
night
$299 per night
4.96 out of 5 average rating, 157 reviews
4.96 (157)
Guest favorite
Guest favorite
Cottage in Holmes Beach
Calypso-an Anna Maria Island Oasis+Private Pool
3 beds
3 beds
Jun 15 – 22
Jun 15 – 22
$492
night
$492 per night
4.98 out of 5 average rating, 50 reviews
4.98 (50)
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
Beach House w/ pool on the north end of AMI 3b/2ba
4 beds
4 beds
Apr 18 – 23
Apr 18 – 23
$674
$518
night
$518 per night, originally $674
4.91 out of 5 average rating, 33 reviews
4.91 (33)
Guest favorite
Guest favorite
Home in Anna Maria
Bean Pt. Bungalow - Half duplex w/private pool
Aug 18 – 23
Aug 18 – 23
$375
night
$375 per night
4.89 out of 5 average rating, 35 reviews
4.89 (35)
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 Anna Maria
Villa Del Sol
5 beds
5 beds
Apr 27 – May 4
Apr 27 – May 4
$241
night
$241 per night
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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)
Guest favorite
Guest favorite
Home in Anna Maria
Anna Maria Chateau. Private Pool home
6 beds
6 beds
Apr 28 – May 3
Apr 28 – May 3
$650
$500
night
$500 per night, originally $650
4.96 out of 5 average rating, 25 reviews
4.96 (25)
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 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)
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