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.
Kompose Boutique Hotel
Save 100% on your flight
Price was $857, price is now $558 per person
$558
per person
Jan 16 - Jan 20
found 11 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Tampa (TPA)
Stay at this 3-star 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
Central Sarasota
Save 100% on your flight
Price was $1,028, price is now $686 per person
$686
per person
Jan 16 - Jan 20
found 11 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
Hilton Garden Inn Sarasota - Bradenton Airport
Save 100% on your flight
Price was $1,162, price is now $778 per person
$778
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 helpful staff in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
Captiva Beach Resort
South Village
Save 100% on your flight
Price was $881, price is now $609 per person
$609
per person
Jan 16 - Jan 20
found 11 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Sarasota (SRQ)
Stay at this 3-star 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.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,418, price is now $990 per person
$990
per person
Jan 16 - Jan 20
found 11 hours ago
Roundtrip flight included
Baltimore (BWI) to Sarasota (SRQ)
Stay at this 3-star beach resort 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 Coquina Beach and Bean Point Beach are located nearby.
The Westin Tampa Bay
Rocky Point
Price was $852, price is now $621 per person
$621
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Stay at this 4-star beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field 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 ...
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 ...
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 ...
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, free parking, and a beach locale. Our guests praise the helpful staff and the property condition ...
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 ...
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 ...
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 ...
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 ...
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 ...
Waterline Villas & Marina, Autograph Collection
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 Anna Maria Beach and Bean Point ...
Don't see what you're looking for?
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.
Wed, Nov 12 - Wed, Nov 19
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Wed, Nov 12 - Thu, Nov 13
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Tue, Nov 4 - Thu, Nov 6
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$165 Roundtrip, found 6 days ago
$165
Roundtrip
found 6 days ago
Wed, Nov 12 - Thu, Nov 13
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago