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Compare 70 Cottages in Anna Maria Island with updated reviews, rates, and availability.

We will be accepting new reservations from January 2025 going forward only.
We will be accepting new reservations from January 2025 going forward only.
9.8 out of 10, Exceptional, (187)

Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
10.0 out of 10, Exceptional, (258)

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach
10.0 out of 10, Exceptional, (1)
The price is SARĀ 750
SARĀ 1,910 total
includes taxes & fees
11 Apr - 12 Apr

Charming cottage in quiet area, close to beach & bay.
Charming cottage in quiet area, close to beach & bay.
9.8 out of 10, Exceptional, (263)

Shell Cottage - sleeps 2
Shell Cottage - sleeps 2
9.8 out of 10, Exceptional, (34)

Great Location, steps to beach, 2 bd home w/ private pool
Great Location, steps to beach, 2 bd home w/ private pool
9.8 out of 10, Exceptional, (27)

Tropical Paradise On The Beach Permit VRC17-000168
Tropical Paradise On The Beach Permit VRC17-000168
9.2 out of 10, Wonderful, (127)

Beautiful Condo on Pine Ave, 2 Blocks to Beach
Beautiful Condo on Pine Ave, 2 Blocks to Beach
9.0 out of 10, Wonderful, (21)
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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Other property types in Anna Maria Island

Anna Maria Beach Resort
Anna Maria Beach Resort
9.4 out of 10, Exceptional, (191)
The price is SARĀ 2,298
SARĀ 2,908 total
includes taxes & fees
6 Apr - 7 Apr

Pelican Post at Anna Maria Island Inn
Pelican Post at Anna Maria Island Inn
9.2 out of 10, Wonderful, (266)
The price is SARĀ 1,324
SARĀ 1,675 total
includes taxes & fees
22 Apr - 23 Apr

Adorable Beach cottage just steps Bean Point beach!
Adorable Beach cottage just steps Bean Point beach!
9.8 out of 10, Exceptional, (49)
The price is SARĀ 2,283
SARĀ 4,860 total
includes taxes & fees
24 Apr - 25 Apr
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.
Recent reviews of Anna Maria Island hotels
Recent reviews of Anna Maria Island hotels

Tradewinds Beach Resort
5/5 Excellent
"Very nice location to stay. Staff were friendly and our unit had a full kitchen which we really appreciated. Walkable to a couple cute restaurants and bars. Would stay there again. "
A verified traveler stayed at Tradewinds Beach Resort
Posted 7 days ago
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