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.
Hotel Alba, Tapestry Collection by Hilton
Westshore
Save 100% on your flight
Price was $1,043, price is now $664 per person
$664
per person
Dec 5 - Dec 11
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $1,136, price is now $671 per person
$671
per person
Dec 5 - Dec 11
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star 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.
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $4,262, price is now $2,544 per person
$2,544
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Providence (PVD) to Sarasota (SRQ)
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $3,844, price is now $2,396 per person
$2,396
per person
Dec 30 - Jan 4
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star beach resort in Holmes Beach. Enjoy free WiFi, a beach locale, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $1,219, price is now $787 per person
$787
per person
Dec 5 - Dec 11
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
St Pete Beach Suites
Save 100% on your flight
Price was $1,297, price is now $874 per person
$874
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Providence (PVD) to Tampa (TPA)
Stay at this 3-star motel in St. Pete Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Upham Beach are located nearby.
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See all available trips from Columbus to Anna Maria Island
View all tripsTop Hotel Deals
Bali Hai Beachfront Resort and Spa
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
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
6306 Gulf Dr, Holmes Beach, FL
1.01 km from city center
Stay at this 3.5-star 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 ...
Bridgewalk Resort
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 ...
Seabreeze at Anna Maria Island Inn
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 Coquina Beach and Bean Point ...
The Retreat at Anna Maria Island Inn
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 ...
Cedar Cove Resort and Cottages
2710 Gulf Drive N, Holmes Beach, FL
2.24 km from city center
Stay at this 3-star beach resort in Holmes Beach. Enjoy free WiFi, a beach locale, and free bicycles on site. Our guests praise the helpful staff and the property ...
Silver Surf Gulf Beach Resort
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 ...
Driftwood at Anna Maria Island Inn
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 Anna Maria Beach and Bean Point Beach are located ...
Tortuga Inn Beach Resort
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 ...
Tropic Isle at Anna Maria Island Inn
101 22nd St, Bradenton Beach, FL
3.19 km from city center
Stay at this 4-star hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
Seaside at Anna Maria Island Inn
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
8102 Gulf Drive, Holmes Beach, FL
2.18 km from city center
Stay at this 3-star apartment in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
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See all available properties in Anna Maria Island
View all propertiesLowest 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.
Thu, Oct 23 - Thu, Oct 30
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$164 Roundtrip, found 1 day ago
$164
Roundtrip
found 1 day ago
Sun, Feb 1 - Sun, Feb 8
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Sun, Feb 1 - Sun, Feb 8
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Tue, Dec 16 - Fri, Dec 19
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Wed, Dec 17 - Sat, Dec 20
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$207 Roundtrip, found 2 days ago
$207
Roundtrip
found 2 days ago