Anna Maria Island Vacation Packages for 2025

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Anna Maria Island Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 12
found 20 hours ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Book a stay at this spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Innisbrook Golf Club and Leepa-Rattner Museum of Art are located nearby.

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
per person
Jun 7 - Jun 12
found 22 hours ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

The Avalon Club

The Avalon Club

4 out of 5
per person
Jun 7 - Jun 12
found 23 hours ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Barsala At The Wayland Condos

4 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 12
found 23 hours ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Stay at this 4-star aparthotel in St. Petersburg. Enjoy free WiFi, in-room washers/dryers, and in-room soaking tubs. Popular attractions Tropicana Field and Salvador Dali Museum are located nearby.

Treasure Island Hotel and Marina

Treasure Island Hotel and Marina

3 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this business-friendly hotel in Treasure Island. Enjoy free WiFi, a marina, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

Legacy Vacation Resorts - Indian Shores

Legacy Vacation Resorts - Indian Shores

3 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 12
found 23 hours ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Stay at this 3-star beach aparthotel in Indian Shores. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches 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 5 days ago
$167
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jul 8 from LaGuardia to Sarasota-Bradenton Intl., returning Sat, Jul 12, priced at $167 found 5 days ago
Delta
Fri, May 23 - Tue, May 27
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$305 Roundtrip, found 5 days ago
$305
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, May 23 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Tue, May 27, priced at $305 found 5 days ago
Delta
Thu, Mar 12 - Sat, Mar 21
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$345 Roundtrip, found 3 days ago
$345
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Mar 12 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Sat, Mar 21, priced at $345 found 3 days ago
United
Thu, Mar 12 - Sat, Mar 21
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$388 Roundtrip, found 3 days ago
$388
Roundtrip
found 3 days ago
Select United flight, departing Thu, Mar 12 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Sat, Mar 21, priced at $388 found 3 days ago