Over 1,000 stays

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Bungalow in Anna Maria
Bay Breeze Cottages #2
1 bed
5 – 12 Dec
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Superhost
Home in Anna Maria
SunKissed Cottage
2 king beds
14 – 21 Nov
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Superhost
Home in Anna Maria
3br/2b in Anna Maria w/ Private Heated Pool Oasis
4 beds
21 – 28 Dec
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Home in Anna Maria
The Willow Inn: Huge Pool, Game Room, One Block to Beach by Anna Maria Life Vacation Rentals
3 king beds
3 – 10 Sept
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Superhost
Cottage in Anna Maria
Turtle Cottage - Anna Maria Island
2 beds
19 – 26 June
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Apartment in Bradenton Beach
One Bedroom Condo, Bradenton Beach, FL (Z256)
2 beds
19 – 26 Nov
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Apartment in Holmes Beach
Little Dream by Anna Maria Island Accommodations
2 beds
20 – 27 Aug
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Superhost
Home in Anna Maria
Anna Cabana B
1 fold-out bed
18 – 25 Aug
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Superhost
Home in Holmes Beach
Entire duplex 🏖 4mins walk 2 beach | Heated pool
8 beds
6 – 13 Sept
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Superhost
Home in Holmes Beach
AMI Sand Dollar
2 beds
24 June – 1 July
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Superhost
Apartment in Holmes Beach
Walk 2 Beach ★ Tropical Heated Pool★ Sunset View
4 beds
7 – 14 Jan
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Home in Holmes Beach
Blue Pelican: Sparkling Pool, Patio Dining, Close to the Beach by Anna Maria Life Vacation Rentals
3 beds
10 – 17 Sept
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Home in Anna Maria
Dog-friendly beach bungalow with WiFi, private heated pool, balcony, and lanai
3 beds
8 – 15 Apr
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Superhost
Cottage in Holmes Beach
🏝Calypso-an Anna Maria Island Private Oasis!🏖
3 beds
10 – 17 Sept
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Home in Anna Maria
Island in the Sun
2 king beds
10 – 17 Dec
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Superhost
Bungalow in Bradenton Beach
Bougie Bungalow at the Beach
2 king beds
21 – 28 June
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Home in Anna Maria
Beach N Bay
3 beds
27 Aug – 3 Sept
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Superhost
Condo in Holmes Beach
Spacious Condo On the Beach
4 beds
20 – 27 May
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Home in Anna Maria
New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
4 beds
3 – 10 Dec
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Superhost
Cottage in Holmes Beach
Cozy 1 Bedroom Beach Cottage just 1 block to the beach! Heated pool, Dogs OK!
1 king bed
10 – 17 Nov
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