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.
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $783, price is now $438 per person
$438
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this 4-star 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 Residences at Siesta Key Beach by Hyatt Vacation Club
Save 100% on your flight
Price was $3,684, price is now $2,057 per person
$2,057
per person
Nov 15 - Nov 23
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free valet parking, and a beach locale. 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
Price was $2,217, price is now $1,246 per person
$1,246
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Twin Palms at Siesta
Save 100% on your flight
Price was $825, price is now $494 per person
$494
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $1,394, price is now $837 per person
$837
per person
Nov 15 - Nov 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $2,040, price is now $1,279 per person
$1,279
per person
Nov 15 - Nov 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
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See all available trips from Columbus to Anna Maria Island
View all tripsTop Hotel Deals
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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.
Sun, Nov 9 - Thu, Nov 13
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Tue, Sep 30 - Wed, Oct 15
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Tue, Nov 4 - Tue, Nov 11
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Tue, Nov 4 - Sat, Nov 8
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$143 Roundtrip, found 2 days ago
$143
Roundtrip
found 2 days ago
Thu, Nov 6 - Thu, Nov 13
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$245 Roundtrip, found 4 days ago
$245
Roundtrip
found 4 days ago