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.
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
Jul 18 - Jul 22
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Save 100% on your flight
per person
Jul 9 - Jul 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.

The Pointe Condos by Barsala

The Pointe Condos by Barsala

4.5 out of 5
Port Tampa City
Save 100% on your flight
per person
Jul 9 - Jul 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Sarasota (SRQ)
Stay at this 4.5-star luxury aparthotel in Tampa. Enjoy free parking, in-room washers/dryers, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular attractions Picnic Island Park and Picnic Island Beach are located nearby.

Base Motel By OYO South Tampa

Base Motel By OYO South Tampa

2.5 out of 5
Sun Bay South
per person
Jul 9 - Jul 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Sarasota (SRQ)
Stay at this hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
Rocky Point
Save 100% on your flight
per person
Jul 9 - Jul 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Sarasota (SRQ)
Stay at this 4-star beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and International Plaza and Bay Street are located nearby.

La Quinta Inn & Suites by Wyndham Tampa Bay Area-Tampa South

La Quinta Inn & Suites by Wyndham Tampa Bay Area-Tampa South

3 out of 5
Sun Bay South
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Sarasota (SRQ)
Stay at this 3-star 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 Tampa Riverwalk and Port of Tampa are located nearby.

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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 3-star apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
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 ...
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 2 outdoor pools, a beach locale, and daily housekeeping. Popular attractions Cortez Beach and Coquina ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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
Stay at this 3-star beach apartment in Bradenton Beach. Enjoy free WiFi, free parking, and a private beach. Popular attractions Cortez Beach and Coquina Beach ...
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 ...
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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.

United
Fri, Jun 13 - Mon, Jun 16
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select United flight, departing Fri, Jun 13 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Mon, Jun 16, priced at $177 found 3 days ago
JetBlue Airways
Mon, Nov 3 - Sun, Nov 9
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Mon, Nov 3 from Logan Intl. to Sarasota-Bradenton Intl., returning Sun, Nov 9, priced at $207 found 5 days ago
United
Wed, Jun 11 - Fri, Jun 13
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$242 Roundtrip, found 3 days ago
$242
Roundtrip
found 3 days ago
Select United flight, departing Wed, Jun 11 from LaGuardia to Sarasota-Bradenton Intl., returning Fri, Jun 13, priced at $242 found 3 days ago
JetBlue Airways
Fri, Jun 13 - Mon, Jun 16
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$322 Roundtrip, found 3 days ago
$322
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Jun 13 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Mon, Jun 16, priced at $322 found 3 days ago