An aerial view of a coastal town with a long pier extending into turquoise waters.

Anna Maria Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Anna Maria Island vacation rentals

A wooden boardwalk leading to a beach with a view of the ocean and clouds in the sky.

1. Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (485 reviews)
"perfect"
United States
Danielle
The price is P10,033
P12,698 total
includes taxes & fees
Oct 7 - Oct 8
Haley's at The Anna Maria Island Inn
A beach scene with waves gently lapping at the shore and the sun setting in the distance.

2. Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (174 reviews)
"It was just a beautiful stay and love to come back next year!!"
United States
Allison
The price is P7,348
P39,309 total
includes taxes & fees
Oct 4 - Oct 5
Palm Tree Villas
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

3. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (474 reviews)
"Great location and walking distance to the beach"
United States
Francesca
The price is P10,755
P13,611 total
includes taxes & fees
Oct 4 - Oct 5
Pelican Post at Anna Maria Island Inn
A modern bedroom with a large bed, a TV mounted on the wall, a wooden headboard, and a view of the sea through the balcony.

4. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (139 reviews)
"Right on beach, in a good area. Comfy beds, would stay here again"
United States
Katelyn
The price is P14,491
P18,340 total
includes taxes & fees
Oct 4 - Oct 5
Seabreeze at Anna Maria Island Inn
A multi-story building with a light blue facade, featuring a restaurant named 'Bridge Street Bistro' and a sign for 'Island Time.'

5. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (834 reviews)
"I loved this hotel"
United States
Raisare
The price is P18,086
P22,205 total
includes taxes & fees
Oct 7 - Oct 8
Bridgewalk Resort
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.
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Top Anna Maria Island Hotel Reviews

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

10/10 Excellent
"Best place to stay on island!"
Magda 4-night trip
Posted 4 hours ago
Cedar Cove Resort and Cottages

Find out more about Anna Maria Island

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Look no further and take a look at our great range of rental properties in Anna Maria Island!