Anna Maria Island Holiday Homes

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Check availability on Holiday Homes in Anna Maria Island

20 Dec - 21 Dec

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21 Dec - 22 Dec

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Featured Holiday Homes in Anna Maria Island

Charming cottage located close to beach - Private heated pool!

Anna Maria FL

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During your stay at this holiday home, you're just a quick walk from Anna Maria Beach. The holiday home includes amenities such as free WiFi and a private pool.

Pool

Küche

2 BR 2 Full BA on Anna Maria Island just steps to Beach!

Bradenton Beach FL

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This holiday home's walkable location gets good marks from our customers. During your stay, you're just a quick walk from Anna Maria Sound. You'll find features such as laundry facilities. A kitchen and 2 bathrooms are available in the holiday home.

Küche

Waschmaschine

NEW! Meet Me At Sunset! 3 Homes from the Beach!

Anna Maria FL

CHF 1'256

26 Dec - 27 Dec

includes taxes & fees

During your stay at this holiday home, you're just a quick walk from Palmetto Avenue Beach. You'll find features such as a gym, 1 hot tub and laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.

Whirlpool

Küche

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

Bradenton Beach FL

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During your stay at this holiday home, you're just a quick walk from Anna Maria Sound. Laundry facilities are available. The holiday home includes amenities such as free WiFi and a kitchen.

Küche

Waschmaschine

Beach Side Paradise - Luxury Home on the Beach

Bradenton Beach Florida

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During your stay at this holiday home, you're just a quick walk from Bradenton Beach. Enjoy features like breakfast (surcharge). Enjoy your stay with amenities like a private pool and a kitchen in the holiday home.

Pool

Küche

CHRISTMAS availability!Gorgeous 7 bedroom Beach house 2 minute walk to Beach!

Bradenton Beach FL

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During your stay at this holiday home, you're just a quick walk from Bradenton Beach. You'll find features such as a water park and laundry facilities. 7.5 bathrooms and a washing machine are available in the holiday home.

Waschmaschine

Wäschetrockner

Just Pearly - 2 min walk to beach!

Bradenton Beach FL

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During your stay at this holiday home, you're just a quick walk from Bradenton Beach. Features include a gym, 1 hot tub and laundry facilities. Free WiFi and a kitchen are available in the holiday home.

Whirlpool

Küche

Bayfront Escape with Stunning Water Views and Steps to Bean Point

Anna Maria FL

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During your stay at this holiday home, you're just a quick walk from Anna Maria Beach. Laundry facilities are available. Free WiFi and a kitchen are available in the holiday home.

Küche

Waschmaschine

2nd-floor duplex near the beach & bay with heated pool, grill, patio, W/D, AC

Bradenton Beach FL

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During your stay at this holiday home, you're just a quick walk from Anna Maria Sound. Features include laundry facilities. A kitchen and a patio are available in the holiday home.

Pool

Küche

Anna Maria Beach Condo 1/1

Bradenton Beach FL

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This holiday home's great beach location gets high marks from our customers. During your stay, you're just a quick walk from Anna Maria Sound. Enjoy features like an outdoor pool and laundry facilities. Enjoy your stay with amenities like a kitchen and a balcony in the holiday home.

Pool

Küche

Majestic Summer - Brand New Home Anna Maria Island

Bradenton Beach FL

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During your stay at this holiday home, you're just a quick walk from Aluna Wellness Center & Spa. You'll find features such as 1 hot tub. Enjoy your stay with amenities like a private pool and 7.5 bathrooms in the holiday home.

Pool

Whirlpool

Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Bradenton Beach FL

CHF 496

16 Jan - 17 Jan 2026

includes taxes & fees

During your stay at this holiday home, you're just a quick walk from Bradenton Beach. You'll find features such as laundry facilities. The holiday home offers free WiFi and a kitchen.

Küche

Waschmaschine

Gorgeous New Beachfront house! Incredible views and rooftop deck!

Bradenton Beach FL

CHF 1'427

14 Jan - 15 Jan 2026

includes taxes & fees

During your stay at this holiday home, you're just a quick walk from Bridge Street. Features include an outdoor pool, 1 hot tub and laundry facilities. Enjoy your stay with amenities like free WiFi and a private pool in the holiday home.

Pool

Whirlpool

Steps to the Beach! Private Pool, Pet Friendly!

Bradenton Beach FL

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During your stay at this holiday home, you're just a quick walk from Bradenton Beach. Features include 1 hot tub and laundry facilities. Free WiFi and a private pool are available in the holiday home.

Pool

Whirlpool

Seaclusion~Across from the Beach~ Heated Pool!

Bradenton Beach FL

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During your stay at this holiday home, you're just a quick walk from Bradenton Beach. Enjoy features like an outdoor pool, a gym and 1 hot tub. The holiday home includes amenities such as free WiFi and a private pool.

Pool

Whirlpool

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Anna Maria Island Holiday Homes essential information

Accommodation	1468 Holiday Homes
Lowest Price	CHF 496
Highest Price	CHF 1'427
Popular accommodation	Charming cottage located close to beach - Private heated pool!, 2 BR 2 Full BA on Anna Maria Island just steps to Beach!, NEW! Meet Me At Sunset! 3 Homes from the Beach!, Steps from Beach and Local Hotspots! Stay at Sunny Side Down!, Beach Side Paradise - Luxury Home on the Beach, CHRISTMAS availability!Gorgeous 7 bedroom Beach house 2 minute walk to Beach!, Just Pearly - 2 min walk to beach!, Bayfront Escape with Stunning Water Views and Steps to Bean Point, 2nd-floor duplex near the beach & bay with heated pool, grill, patio, W/D, AC, Anna Maria Beach Condo 1/1, Majestic Summer - Brand New Home Anna Maria Island, Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes, Gorgeous New Beachfront house! Incredible views and rooftop deck!, Steps to the Beach! Private Pool, Pet Friendly!, Seaclusion~Across from the Beach~ Heated Pool!