Anna Maria Island Vacation Packages for 2026

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

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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
Save 100% on your flight
Price was $990, price is now $638 per person
$638
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,206, price is now $693 per person
$693
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $3,371, price is now $2,215 per person
$2,215
per person
Mar 13 - Mar 21
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.

Arvilla

Arvilla

2 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,708, price is now $1,173 per person
$1,173
per person
Mar 13 - Mar 21
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. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $3,121, price is now $2,177 per person
$2,177
per person
Mar 13 - Mar 21
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. 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 Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Beach Park
Save 100% on your flight
Price was $1,452, price is now $1,014 per person
$1,014
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast 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

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. ...
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 ...
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 ...
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 ...
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. ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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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, Feb 22 - Tue, Feb 24
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$78 Roundtrip, found 5 days ago
$78
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Feb 22 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Tue, Feb 24, priced at $78 found 5 days ago
Delta
Sun, Feb 22 - Thu, Feb 26
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Feb 22 from LaGuardia to Sarasota-Bradenton Intl., returning Thu, Feb 26, priced at $147 found 2 days ago
United
Sat, Mar 21 - Tue, Mar 24
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 Sat, Mar 21 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Tue, Mar 24, priced at $177 found 3 days ago
American Airlines
Tue, Mar 10 - Wed, Mar 18
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$207 Roundtrip, found 4 days ago
$207
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Mar 10 from Logan Intl. to Sarasota-Bradenton Intl., returning Wed, Mar 18, priced at $207 found 4 days ago
JetBlue Airways
Tue, Mar 24 - Tue, Apr 7
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Mar 24 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, Apr 7, priced at $247 found 1 day ago