Anna Maria Island Vacation Packages for 2025

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Anna Maria Island Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
Westshore
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.

The Westin Tampa Waterside

The Westin Tampa Waterside

4 out of 5
Southeast Tampa
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Sarasota (SRQ)
Stay at this 4-star business-friendly hotel in Tampa. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Sarasota (SRQ)
Stay at this 3-star business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.

Homewood Suites by Hilton Tampa Airport - Westshore

Homewood Suites by Hilton Tampa Airport - Westshore

3 out of 5
Westshore
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Sarasota (SRQ)
Stay at this 3-star business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.

Hilton Garden Inn Tampa Airport Westshore

Hilton Garden Inn Tampa Airport Westshore

3 out of 5
Westshore
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Sarasota (SRQ)
Stay at this 3-star hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.

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Top Hotel Deals

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
Stay at this 3.5-star beach aparthotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
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
Stay at this 3.5-star beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean ...
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 3-star apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
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
Stay at this 3-star beach hotel in Bradenton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Tradewinds Beach Resort

Tradewinds Beach Resort

2.5 out of 5
1603 Gulf Drive North, Bradenton Beach, FL
3.57 km from city center
Stay at this condo in Bradenton Beach. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
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
Stay at this 3-star beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition ...
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 ...
Bridgewalk A Landmark Resort

Bridgewalk A Landmark Resort

3.5 out of 5
100 Bridge Street, Bradenton Beach, FL
4.61 km from city center
Stay at this 3.5-star aparthotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
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
Stay at this 4-star business-friendly hotel in Holmes Beach. Enjoy free WiFi, a marina, and room service. Popular attractions Bradenton Beach and Anna Maria ...
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 Cortez Beach and Coquina ...
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 3.5-star motel in Bradenton Beach. Enjoy free parking, daily housekeeping, and a garden. Popular attractions Cortez Beach and Coquina Beach are ...
Palm Tree Villas

Palm Tree Villas

3 out of 5
207 66th St., Holmes Beach, FL
1.14 km from city center
Stay at this 3-star apartment in Holmes Beach. Enjoy free WiFi, free parking, and private pools. Popular attractions Bradenton Beach and Anna Maria Beach are ...
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 Cortez Beach and Bradenton Beach are located ...
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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
Tue, Jul 8 - Sat, Jul 12
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jul 8 from LaGuardia to Sarasota-Bradenton Intl., returning Sat, Jul 12, priced at $167 found 3 days ago
United
Wed, May 14 - Wed, Jun 4
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago
Select United flight, departing Wed, May 14 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Wed, Jun 4, priced at $177 found 6 days ago
Delta
Fri, May 23 - Tue, May 27
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$305 Roundtrip, found 4 days ago
$305
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, May 23 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Tue, May 27, priced at $305 found 4 days ago
Delta
Sat, May 3 - Tue, May 13
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$363 Roundtrip, found 6 days ago
$363
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, May 3 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, May 13, priced at $363 found 6 days ago