Anna Maria Island Vacation Packages for 2026

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Top Hotel Deals

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3 out of 5
202 1st St N Bradenton Beach FL
4.56 km from city center
Stay at this apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. ...
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

3 out of 5
8102 Gulf Drive Holmes Beach FL
2.18 km from city center
Stay at this apartment in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
2200 Gulf Dr N Bradenton Beach FL
3.11 km from city center
Book a stay at this beach hotel in Bradenton Beach. Enjoy a beach locale, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bean ...
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
6900 Gulf Dr Holmes Beach FL
1.39 km from city center
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Bridgewalk Resort

Bridgewalk Resort

3.5 out of 5
100 Bridge Street Bradenton Beach FL
4.61 km from city center
Stay at this aparthotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
6306 Gulf Dr Holmes Beach FL
1.01 km from city center
Book a stay at this beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

3 out of 5
2218 Gulf Drive N Bradenton Beach FL
2.99 km from city center
Book a stay at this beach apartment in Bradenton Beach. Enjoy free WiFi, free parking, and a private beach. Popular attractions Coquina Beach and Bean Point ...
Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

3 out of 5
1301 Gulf Dr N Bradenton Beach FL
3.74 km from city center
Book a stay at this beach hotel in Bradenton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Tortuga Inn Beach Resort

Tortuga Inn Beach Resort

2.5 out of 5
1325 Gulf Drive North Bradenton Beach FL
3.67 km from city center
Book a stay at this beach hotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
2710 Gulf Drive N Holmes Beach FL
2.24 km from city center
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection

4 out of 5
5325 Marina Drive Holmes Beach FL
0.31 km from city center
Book a stay at this business-friendly hotel in Holmes Beach. Enjoy free WiFi, a marina, and room service. Popular attractions Bean Point Beach and Coquina Beach ...
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2 out of 5
2305 Gulf Dr N Bradenton Beach FL
2.94 km from city center
Stay at this hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Coquina Beach and Bean Point Beach are located ...
Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

2 out of 5
5108 Gulf Dr Holmes Beach FL
0.18 km from city center
Stay at this motel in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Bean Point Beach and Coquina Beach are located ...
Alamanda Villas

Alamanda Villas

3.5 out of 5
102 39th St Holmes Beach FL
0.89 km from city center
Book a stay at this beach condo in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bean Point Beach and Coquina Beach are ...
Captain's Quarters at Anna Maria Island Inn

Captain's Quarters at Anna Maria Island Inn

3.5 out of 5
110-112 8th St Bradenton Beach FL
5.05 km from city center
Stay at this motel in Bradenton Beach. Enjoy free parking, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bean Point Beach ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Jan 28 - Sat, Feb 7
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jan 28 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $137 found 6 days ago
Frontier Airlines
Fri, Dec 19 - Tue, Dec 23
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Dec 19 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Tue, Dec 23, priced at $197 found 4 days ago
United
Mon, Apr 13 - Mon, Apr 20
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select United flight, departing Mon, Apr 13 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Mon, Apr 20, priced at $229 found 1 day ago
Southwest Airlines
Thu, Mar 19 - Mon, Mar 23
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Thu, Mar 19 from Logan Intl. to Sarasota-Bradenton Intl., returning Mon, Mar 23, priced at $237 found 2 days ago
JetBlue Airways
Sun, Jan 11 - Wed, Jan 14
DTW
Detroit Metropolitan Wayne County
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Jan 11 from Detroit Metropolitan Wayne County to Sarasota-Bradenton Intl., returning Wed, Jan 14, priced at $237 found 3 days ago