Anna Maria Island Vacation Packages for 2026

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Anna Maria Island Flight + Hotel packages

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

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $813, price is now $522 per person
$522
per person
Feb 17 - Feb 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Tampa (TPA)
Book a stay at this spa 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.

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Save 100% on your flight
Price was $1,602, price is now $946 per person
$946
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy 2 bars/lounges, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $2,721, price is now $1,641 per person
$1,641
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this 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 Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Save 100% on your flight
Price was $1,459, price is now $902 per person
$902
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this 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.

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,793, price is now $1,135 per person
$1,135
per person
Feb 17 - Feb 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Sarasota (SRQ)
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $3,472, price is now $2,290 per person
$2,290
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, 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 Fort De Soto Park 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 apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. ...
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 ...
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 ...
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 ...
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. ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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See all available properties in Anna Maria Island
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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.

Frontier Airlines
Sun, Mar 1 - Tue, Mar 3
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Mar 1 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Tue, Mar 3, priced at $98 found 2 days ago
JetBlue Airways
Mon, Feb 2 - Fri, Feb 13
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$147 Roundtrip, found 3 hours ago
$147
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Mon, Feb 2 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Fri, Feb 13, priced at $147 found 3 hours ago
Delta
Sun, Feb 1 - Thu, Feb 12
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$147 Roundtrip, found 3 hours ago
$147
Roundtrip
found 3 hours ago
Select Delta flight, departing Sun, Feb 1 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Thu, Feb 12, priced at $147 found 3 hours ago
United
Sat, Jan 31 - Fri, Feb 6
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$157 Roundtrip, found 20 hours ago
$157
Roundtrip
found 20 hours ago
Select United flight, departing Sat, Jan 31 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Fri, Feb 6, priced at $157 found 20 hours ago
American Airlines
Sat, Jan 31 - Fri, Feb 6
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 20 hours ago
$177
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sat, Jan 31 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Fri, Feb 6, priced at $177 found 20 hours ago