Clearwater Beach All inclusive Vacations

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    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and All inclusive hotel deals in Clearwater Beach

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

CW Resort

CA $871
per person
Oct 14 - Oct 18
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (117 reviews)
Great location and lovely, brand new property. We are a family of 5 from the UK with 3 teenage children and stayed in a 3 bed apartment which was beautiful, albeit with fairly limited views. The Pool is quite small but you’re 3 or 4 minutes walk to beautiful Clearwater beach. We used the Hilton’s facilities including Parasol and chairs etc but, like elsewhere, they do carry a daily charge. Restaurant and bar again is quite small but food was excellent (and great value) and the staff were very attentive. Location is great for restaurants and bars as well as the local Wallgreens for essentials which is directly opposite. If we venture back to Clearwater we wouldn’t hesitate to stay here again.

Reviewed on Sep 4, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,015
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,173 reviews)
Everything was perfect, the staff was professional and always helpful. Very clean and up kept property

Reviewed on Sep 4, 2026

The Avalon Club

The Avalon Club

CA $1,325
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (594 reviews)
It was fantastic and just as advertised. The staff was phenomenal.

Reviewed on Sep 4, 2026

The Hotel Zamora

The Hotel Zamora

CA $1,162
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.8/10 Excellent! (397 reviews)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

CA $1,721
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (3,767 reviews)
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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

The Tampa EDITION

Downtown Tampa
CA $3,871
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (420 reviews)
I highly value amenities like the gym and pool, since when I book hotels like this I expect to make the most of the experience and my time at the hotel, and the amenities at The Edition are great. I didn't have time to visit the spa itself, but the pool and gym were great spaces. Regarding the staff, what I liked most was the room service. The room service team is really amazing and visited my room like 3 times a day, organized my things, and was always super attentive. I really enjoyed the room service. The breakfast restaurant is also great. Really good hotel. I definitely want to return.

Reviewed on Sep 2, 2026

The Gemma by Brightwild

The Gemma by Brightwild

CA $5,630
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) 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

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

CA $4,880
per person
Nov 12 - Nov 17
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
9.8/10 Exceptional! (90 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

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $704
per person
Nov 20 - Nov 23
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (1,173 reviews)
Everything was perfect, the staff was professional and always helpful. Very clean and up kept property

Reviewed on Sep 4, 2026

The Hotel Zamora

The Hotel Zamora

CA $797
per person
Nov 20 - Nov 23
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.8/10 Excellent! (397 reviews)
CW Resort

CW Resort

CA $871
per person
Oct 9 - Oct 12
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (117 reviews)
Great location and lovely, brand new property. We are a family of 5 from the UK with 3 teenage children and stayed in a 3 bed apartment which was beautiful, albeit with fairly limited views. The Pool is quite small but you’re 3 or 4 minutes walk to beautiful Clearwater beach. We used the Hilton’s facilities including Parasol and chairs etc but, like elsewhere, they do carry a daily charge. Restaurant and bar again is quite small but food was excellent (and great value) and the staff were very attentive. Location is great for restaurants and bars as well as the local Wallgreens for essentials which is directly opposite. If we venture back to Clearwater we wouldn’t hesitate to stay here again.

Reviewed on Sep 4, 2026

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4 Night All inclusive holidays in Clearwater Beach

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $862
per person
Oct 14 - Oct 18
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (1,173 reviews)
Everything was perfect, the staff was professional and always helpful. Very clean and up kept property

Reviewed on Sep 4, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

CA $1,375
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (584 reviews)
The room was immaculate and the beds and pillows were the comfiest I have ever slept in. The room had everything we needed to make our stay comfortable. The location is perfect and the beach there is amazing. We have stayed here 4 times now and will be back again. This is a small, locally owned resort and they take great pride in the property. We absolutely love it.

Reviewed on Sep 3, 2026

Stylish Treasure Island Escape

Stylish Treasure Island Escape

Sunshine Beach
CA $4,884
per person
Oct 14 - Oct 18
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
No reviews
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Embark on an unforgettable all-inclusive trip to Clearwater Beach including airfare with Expedia

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 29.

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 $704. By booking your accommodations and flight together, you may be able to enjoy savings of up to 29. 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.

Things to do

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

CA $51
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

CA $39
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

CA $50
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
See all activities in Clearwater Beach

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.