All inclusive Vacations in Clearwater Beach 2026

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Flight and All inclusive hotel deals in Clearwater Beach

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

La Tortuga Historic Downtown Pass A Grille

Pass-a-Grille

CA $1,248

per person

Nov 20 - Nov 25

found 4 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Tampa (TPA)

8.8/10 Excellent! (36 reviews)

A six page contract with a ton of strict rules can’t move furniture, can’t touch tv, can’t leave sand in any place, leave a/c at 78 degrees etc etc., all these subject to fines. My a/c was pouring water all night and was fixed next morning. There is nobody at the hotel you can reach, that’s why everything is virtual. I don’t recommend it if you are looking for a relax vacation.

Reviewed on Jun 18, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

CA $2,850

per person

Dec 29 - Jan 4

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

The property was amazing. Very well maintained and the staff was great. Everyone was very friendly and helpful. We have no complaints and will be staying again soon.

Reviewed on Oct 12, 2026

The Westin Sarasota

Central Sarasota

Save 100% on your flight

CA $2,060

per person

Nov 13 - Nov 20

found 18 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

9.2/10 Wonderful! (1,178 reviews)

Very clean, friendly staff, very pleasant stay. Rooftop has the best views and centrally located.

Reviewed on Oct 14, 2026

The Hotel Zamora

Save 100% on your flight

CA $1,352

per person

Nov 13 - Nov 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.8/10 Excellent! (423 reviews)

The Avalon Club

CA $1,577

per person

Dec 26 - Dec 28

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Tampa (TPA)

9.4/10 Exceptional! (608 reviews)

Great place to stay with the family. Rooms were clean and spacious. Parking was easy. Walkable to many stores and restaurants. Very close to the beach, and the hotel has everything needed for your beach day: towels, chairs, umbrellas, floaties, and sand toys.

Reviewed on Oct 7, 2026

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5* All inclusive holidays in Clearwater Beach

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

The Tampa EDITION

Downtown Tampa

CA $1,543

per person

Dec 11 - Dec 14

found 21 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Tampa (TPA)

9.4/10 Exceptional! (426 reviews)

The Gemma by Brightwild

CA $3,901

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.8/10 Exceptional! (7 reviews)

The Jade House is in an excellent location only a block from the beach and short walk to restaurants, shops, and bars. Communication with the management company was difficult through Expedia. Even when I called directly, one of the three client service agents was not helpful whatsoever. However, once I was given the number to text, communication was much better. The pool/ hot tub area is perfect. The house is very comfortable. Only decks are narrow (only stand); ocean view is from one of theses.

Reviewed on Jul 30, 2026

The St. Regis Longboat Key Resort

CA $6,955

per person

Dec 23 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.8/10 Exceptional! (97 reviews)

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3 Night All inclusive holidays in Clearwater Beach

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

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $913

per person

Nov 23 - Nov 26

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

The property was amazing. Very well maintained and the staff was great. Everyone was very friendly and helpful. We have no complaints and will be staying again soon.

Reviewed on Oct 12, 2026

CW Resort

CA $1,149

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.4/10 Exceptional! (204 reviews)

Great property

Reviewed on Oct 13, 2026

The Avalon Club

CA $1,134

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.4/10 Exceptional! (608 reviews)

Reviewed on Oct 7, 2026

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4 Night All inclusive holidays in Clearwater Beach

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

The Fold Hotels Indian Shores

CA $836

per person

Nov 20 - Nov 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.2/10 Wonderful! (1,018 reviews)

Will be back!

Reviewed on Oct 8, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

CA $2,130

per person

Dec 26 - Dec 30

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

The property was amazing. Very well maintained and the staff was great. Everyone was very friendly and helpful. We have no complaints and will be staying again soon.

Reviewed on Oct 12, 2026

The Avalon Club

Save 100% on your flight

CA $2,284

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

9.4/10 Exceptional! (608 reviews)

Reviewed on Oct 7, 2026

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What are some benefits of booking an all-inclusive vacation?

When you opt for an all-inclusive vacation to Clearwater Beach, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget.

Can I book all-inclusive packages with airfare and meals?

Yes, all-inclusive vacation packages are readily available for Clearwater Beach, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 22.

Why should I book Clearwater Beach vacations that are all inclusive and adults only?

Adults-only stays in Clearwater Beach are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find.

Can I book all-inclusive packages?

Yes, all-inclusive packages are fairly standard in Clearwater Beach. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive.

Can I book cheap all-inclusive trips to Clearwater Beach?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $836. By booking your accommodations and flight together, you may be able to enjoy savings of up to 22. Be sure to sort your search results by price to list the cheapest options first.

What should I look for when booking a 5-star all-inclusive vacation in Clearwater Beach?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Clearwater Beach, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group.

What should I consider when booking Clearwater Beach vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Clearwater Beach is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Clearwater Beach's nightlife.

How can I find the best deals on all-inclusive vacations in Clearwater Beach?

You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters.

Can I book an all-inclusive package that is fully refundable?

Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify.

Why should I book an all-inclusive vacation with Expedia?

Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts.