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Book Exclusive Anna Maria Vacation Packages

Choose two or more items and save on your trip:

Anna Maria flight + hotel packages

The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

5 out of 5
North Trail
$1,635

$831

per person
Jan 4 - Jan 11
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the 2 outdoor pools and perks like a free beach shuttle.…

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight$1,153

$756

per person
Feb 4 - Feb 11
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

This hotel features a restaurant, an outdoor pool, and a beach bar. Enjoy the spa tub and perks like free self parking and free WiFi. A bar/lounge, a computer station, and luggage storage are also on offer.…

Timberwoods Vacation Villas

Timberwoods Vacation Villas

3 out of 5
Vamo
Save 100% on your flight$1,313

$887

per person
Jan 4 - Jan 11
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

This condo features an outdoor pool and a spa tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.…

Pasa Tiempo Private Waterfront Resort - Adults Only

Pasa Tiempo Private Waterfront Resort - Adults Only

2 out of 5
Save 100% on your flight$760

$531

per person
Feb 19 - Feb 26
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

An outdoor pool, free self parking, and wedding services are featured at this hotel. WiFi in public areas is free. A garden and express check-out are also provided.…

Sheraton Sand Key Resort

Sheraton Sand Key Resort

4 out of 5
Sand Key
Save 100% on your flight$822

$579

per person
Feb 19 - Feb 22
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

This resort features 2 restaurants, 2 outdoor tennis courts, and an outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Make the most of the fitness center and spa tub, and relax with drinks at one of the 2 bars/lounges.…

2021 Anna Maria vacations

The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

5 out of 5
North Trail
$1,635

$831

per person
Jan 4 - Jan 11
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the 2 outdoor pools and perks like a free beach shuttle.…

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight$1,153

$756

per person
Feb 4 - Feb 11
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

This hotel features a restaurant, an outdoor pool, and a beach bar. Enjoy the spa tub and perks like free self parking and free WiFi. A bar/lounge, a computer station, and luggage storage are also on offer.…

Timberwoods Vacation Villas

Timberwoods Vacation Villas

3 out of 5
Vamo
Save 100% on your flight$1,313

$887

per person
Jan 4 - Jan 11
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

This condo features an outdoor pool and a spa tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.…

Pasa Tiempo Private Waterfront Resort - Adults Only

Pasa Tiempo Private Waterfront Resort - Adults Only

2 out of 5
Save 100% on your flight$760

$531

per person
Feb 19 - Feb 26
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

An outdoor pool, free self parking, and wedding services are featured at this hotel. WiFi in public areas is free. A garden and express check-out are also provided.…

Innisbrook, A Salamander Golf & Spa Resort

Innisbrook, A Salamander Golf & Spa Resort

3.5 out of 5
Save 100% on your flight$540

$382

per person
Feb 19 - Feb 22
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

This smoke-free condo resort features a golf course, free water park access, and a full-service spa. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 6 outdoor pools and perks like free WiFi.…

Popular places to visit in Anna Maria

Image for Island Players

Island Players

You can get tickets for a performance at Island Players during your trip to Anna Maria. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.

Island Players
Image for Anna Maria Island Museum and Historical Park

Anna Maria Island Museum and Historical Park

You can spend time browsing the exhibits at Anna Maria Island Museum and Historical Park in Anna Maria. Wander the beautiful beaches and seaside in the area.

Anna Maria Island Museum and Historical Park
Image for Lido Beach

Lido Beach

Nothing says vacation like spending a lazy day at Lido Beach, a popular beach in Sarasota. Take in the fascinating museums while you're in the area.

Lido Beach

Frequently asked questions

How much are vacation packages to Anna Maria?
With a Travelocity vacation package, you can live the high life in Anna Maria for as low as $382. Flights, tours and hotels — we have it all. You’ll save a bunch just for combining your bookings. And with everything taken care of before you even go, you can sit back, relax and enjoy the adventure.
Where can I get the best vacation package deals for Anna Maria?
Travelocity has countless ways to score a terrific Anna Maria package deal. Select from as many as 400 airlines and 665,000 properties worldwide and craft a vacation package that’s right for you. With this amount of choice, now’s the time to book your next great escape.
Why should I purchase my Anna Maria vacation bundle with Travelocity?
From amazing destinations to one-of-a-kind experiences, we have everything you need to appease your wanderlust. Our friendly 24/7 customer support will also make sure you’re taken care of during your vacation. And don’t stress if you notice a lower price on your booking, we’ll match it. That’s our Price Match Guarantee.
Can I save money on my Anna Maria car rental if I combine it with my hotel or flight?
You certainly can — and if you also add an experience or a tour to your Anna Maria vacation package, you’ll pocket even greater savings. With an affordable package from Travelocity, you can find things to do in the area that are right up your alley. Then, jump in your rental car and work your way through the list. Walt Disney World® is one fantastic sight to key into your GPS. You’ll find it 93 mi from Anna Maria.
What is the best time of year to go to Anna Maria?
If you’re all about wandering wisely, is the perfect time to do it. That’s when room rates are at their cheapest. By way of comparison, prices skyrocket around . are the most popular months for a vacation in Anna Maria, so brace for long queues at major attractions. Want to travel outside peak season? You’ll find sparser crowds during .
What is there to do in Anna Maria?
While exploring Anna Maria, stop by Bean Point Beach and Bayfront Park. This neighborhood will keep you on your toes.
Where should I stay when visiting Anna Maria?
If you’re the kind of traveler who enjoys unwinding in total luxury, the Villa Marisol (5.0 stars) or the Mangroves and Magnolias (4.0 stars) in Anna Maria will be perfect for you.

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.