Book Exclusive Anna Maria Island Vacation Packages

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Anna Maria Island flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was CA $898, price is now CA $501 per person
CA $501
per person
Feb 23 - Feb 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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 $5,887, price is now CA $3,367 per person
CA $3,367
per person
Mar 1 - Mar 8
found 8 hours 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.
SkyBeach Resort

SkyBeach Resort

4 out of 5
Greater Pinellas Point
Price was CA $1,931, price is now CA $1,153 per person
CA $1,153
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Book a stay at this beach hotel in St. Petersburg. Enjoy 2 outdoor pools, a private beach, and a marina. Popular attractions Salvador Dali Museum and Fort De Soto Park are located nearby.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was CA $3,595, price is now CA $2,218 per person
CA $2,218
per person
Feb 25 - Mar 3
found 16 hours ago
Roundtrip non-stop flight included
Calgary (YYC) 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.
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Price was CA $2,432, price is now CA $1,539 per person
CA $1,539
per person
Jan 23 - Jan 30
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Sarasota (SRQ)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Stump Pass Beach State Park 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 21 - Dec 22
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 $219 per night
CA $219
CA $278 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 $647 per night
CA $647
CA $819 total
Dec 19 - Dec 20
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 $350 per night
CA $350
CA $444 total
Dec 19 - Dec 20
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
Jan 18 - Jan 19, 2026
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 $565 per night
CA $565
CA $716 total
Dec 21 - Dec 22
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
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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.

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 $501. 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

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