Book Exclusive Anna Maria Island Vacation Packages

Choose one or more items to build your trip:

Anna Maria Island flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Price was CA $1,854, price is now CA $855 per person
CA $855
per person
Feb 21 - Feb 28
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
Book a stay at this spa villa in Tampa. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was CA $1,981, price is now CA $930 per person
CA $930
per person
Jan 17 - Jan 24
found 15 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) 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.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Price was CA $5,896, price is now CA $3,249 per person
CA $3,249
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
Book a stay at this 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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was CA $3,756, price is now CA $2,328 per person
CA $2,328
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $1,655, price is now CA $1,029 per person
CA $1,029
per person
Jan 22 - Jan 27
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) 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.

Top Anna Maria Island hotels 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
The price is CA $256 per night
CA $256
CA $325 total
Dec 17 - Dec 18
includes taxes & fees
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. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
Pool
Hot tub
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
The price is CA $233 per night
CA $233
CA $295 total
Dec 21 - Dec 22
includes taxes & fees
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 Bean Point Beach and Coquina Beach are located nearby.
Pool
Pet-friendly
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
2200 Gulf Dr N Bradenton Beach FL
Free cancellation
Reserve now, pay when you stay
The price is CA $807 per night
CA $807
CA $1,022 total
Dec 23 - Dec 24
includes taxes & fees
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 Point Beach are located nearby.
Pool
Free WiFi
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
6900 Gulf Dr Holmes Beach FL
The price is CA $301 per night
CA $301
CA $382 total
Dec 17 - Dec 18
includes taxes & fees
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 in our reviews. Popular attractions Bean Point Beach and Coquina Beach are located nearby.
Pool
Spa
Bridgewalk Resort

Bridgewalk Resort

3.5 out of 5
100 Bridge Street Bradenton Beach FL
The price is CA $352 per night
CA $352
CA $398 total
Dec 17 - Dec 18
includes taxes & fees
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 reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
Pool
Kitchen
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
6306 Gulf Dr Holmes Beach FL
The price is CA $458 per night
CA $458
CA $580 total
Dec 17 - Dec 18
includes taxes & fees
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. Popular attractions Bean Point Beach and Coquina Beach are located nearby.
Pool
Hot tub
Don't see what you're looking for?
See all available properties in Anna Maria Island
View all properties
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.

Popular places to visit

Coquina Beach

Coquina Beach

4.5/5(15 reviews)

Why not spend a carefree afternoon at Coquina Beach during your travels in Bradenton Beach? Wander the seaside or discover the area's sunsets.

Coquina Beach
Cortez Beach

Cortez Beach

Why not spend a carefree afternoon at Cortez Beach during your travels in Bradenton Beach? Stroll along the seaside or experience the area's entertainment venues.

Cortez Beach
Palmetto Avenue Beach

Palmetto Avenue Beach

Why not spend a lazy afternoon at Palmetto Avenue Beach during your trip to Anna Maria? Wander the beaches or discover the area's sunrises.

Palmetto Avenue Beach

Frequently asked questions

How much are vacation packages to Anna Maria Island?
Splash out on a one-of-a-kind experience in Anna Maria Island with a vacation package starting at CA $855. Reserving your flights, hotels and tours through Travelocity has never been easier. And even better, our great deals will leave you with extra cash for fun activities.
Where can I get the best vacation package deals for Anna Maria Island?
You can lock in terrific Anna Maria Island package deals with Travelocity. Mix and match from 400 air carriers and 1,000,000 properties worldwide and turn your travel dreams into reality.
Why should I purchase my Anna Maria Island vacation package via Travelocity?
With our Price Match Guarantee, we'll match any lower price you can find. Add to that our 24/7 customer support and high-quality service and the vacation of your dreams is well within reach.
Will I save money on my Anna Maria Island car rental if I bundle it with hotels and flights?
Combining your bookings into an Anna Maria Island vacation package will save you a tidy sum. You can combine a car and flight; a flight, hotel and car; or a car and hotel. There's no better way to explore the greater Anna Maria Island area than with your own rental car. You can also add tours and experiences to your Travelocity package.

Photos of local treasures

Browse Anna Maria Island vacation photos for more inspiration

Anna Maria Island
Anna Maria Island
Anna Maria Island
Anna Maria Island
Anna Maria Island