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.

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $836

per person

Oct 13 - Oct 16

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,165 reviews)

Property was very clean and well maintained. The unit was well equipped and stocked w/ laundry/dish detergent and plenty of towels.

Reviewed on Aug 28, 2026

CW Resort

CA $1,085

per person

Oct 17 - Oct 24

found 22 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

9.6/10 Exceptional! (99 reviews)

nice

Reviewed on Aug 29, 2026

Saddlebrook Resort

Wesley Chapel South

CA $1,032

per person

Nov 6 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8/10 Very good! (151 reviews)

Great resort! All staff were amazing and it was a great time!

Reviewed on Aug 26, 2026

Wyndham Grand Clearwater Beach

CA $1,721

per person

Oct 17 - Oct 24

found 22 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

9.4/10 Exceptional! (3,754 reviews)

Staff was friendly, efficient, available at a moments notice for anything. The property is clean and well maintained, The location and atmosphere is great.

Reviewed on Aug 29, 2026

The Westin Sarasota

Central Sarasota

CA $1,055

per person

Nov 4 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9/10 Wonderful! (1,150 reviews)

the Westin was a fantastic experience for us to celebrate our one year anniversary at. The staff catered to ever whim, the breakfast for 2 deal every day let us get a quick bite at the buffet or expand our horizons by ordering off the menu, and the property's rooftop was the best spot to start or end a day! I will definitely be recommending it to anyone and everyone planning to go to Sarasota :)

Reviewed on Aug 29, 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 $1,210

per person

Oct 31 - Nov 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.4/10 Exceptional! (418 reviews)

The Adaline

Hyde Park

CA $1,648

per person

Nov 6 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (74 reviews)

The Gemma by Brightwild

CA $4,116

per person

Oct 8 - Oct 12

just found

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

9.8/10 Exceptional! (6 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

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3 Night All inclusive holidays in Clearwater Beach

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

The Hotel Zamora

CA $767

per person

Oct 13 - Oct 16

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.8/10 Excellent! (391 reviews)

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $836

per person

Oct 13 - Oct 16

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,165 reviews)

Property was very clean and well maintained. The unit was well equipped and stocked w/ laundry/dish detergent and plenty of towels.

Reviewed on Aug 28, 2026

CW Resort

CA $785

per person

Oct 13 - Oct 16

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (99 reviews)

nice

Reviewed on Aug 29, 2026

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4 Night All inclusive holidays in Clearwater Beach

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

CW Resort

CA $895

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (99 reviews)

nice

Reviewed on Aug 29, 2026

Cedar Cove Resort and Cottages

CA $1,588

per person

Oct 9 - Oct 13

found 15 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Tampa (TPA)

9.2/10 Wonderful! (579 reviews)

Wyndham Grand Clearwater Beach

CA $1,124

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.4/10 Exceptional! (3,754 reviews)

Staff was friendly, efficient, available at a moments notice for anything. The property is clean and well maintained, The location and atmosphere is great.

Reviewed on Aug 29, 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 25.

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 $767. By booking your accommodations and flight together, you may be able to enjoy savings of up to 25. 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.