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.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Sarasota (SRQ)
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 in our reviews. Popular attractions Bradenton Beach and Cortez Beach are located nearby.

Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Sarasota (SRQ)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Sarasota (SRQ)
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 our reviews. Popular attractions Cortez Beach and Coquina Beach are located nearby.

Barsala at Champions Walk

Barsala at Champions Walk

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Sarasota (SRQ)
Stay at this 4-star aparthotel in Bradenton. Enjoy free WiFi, in-room washers/dryers, and in-room soaking tubs. Popular attractions John and Mable Ringling Museum of Art and Coquina Beach are located nearby.

Carlisle Inn

Carlisle Inn

3.5 out of 5
Pinecraft
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Tampa (TPA)
Stay at this 3.5-star hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle 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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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, May 16 - Tue, May 20
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, May 16 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Tue, May 20, priced at $177 found 3 days ago
JetBlue Airways
Tue, Oct 14 - Wed, Oct 22
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$187 Roundtrip, found 2 days ago
$187
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Oct 14 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Wed, Oct 22, priced at $187 found 2 days ago
American Airlines
Fri, May 16 - Tue, May 20
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$267 Roundtrip, found 3 days ago
$267
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, May 16 from LaGuardia to Sarasota-Bradenton Intl., returning Tue, May 20, priced at $267 found 3 days ago
Delta
Tue, May 20 - Sun, May 25
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$315 Roundtrip, found 3 days ago
$315
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, May 20 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Sun, May 25, priced at $315 found 3 days ago