Beach Vacations in Keystone 2026

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Flight and Beach hotel deals in Keystone

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

The Hotel Zamora

Save 100% on your flight

CA $982

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.8/10 Excellent! (417 reviews)

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

CA $1,216

per person

Dec 2 - Dec 8

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

9.6/10 Exceptional! (1,190 reviews)

It was very nice. My husband is ready to return

Reviewed on Sep 23, 2026

The Avalon Club

Save 100% on your flight

CA $1,952

per person

Dec 12 - Dec 19

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Tampa (TPA)

9.4/10 Exceptional! (595 reviews)

Our family had a wonderful stay. The location was perfect. We also loved being able to use the hotels umbrellas, chairs & towels at the beach. The suite was more spacious than we expected! The sofa bed was not comfortable, but the regular beds were. Can’t beat the price for the room & view we had. We would absolutely come back!

Reviewed on Sep 21, 2026

RumFish Beach at TradeWinds

Save 100% on your flight

CA $1,040

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

8.2/10 Very good! (2,274 reviews)

It was ok, I’ll try and book a nicer place next time.

Reviewed on Sep 24, 2026

The Sarasota Modern, a Tribute Portfolio Hotel

Central Sarasota

Save 100% on your flight

CA $2,411

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Tampa (TPA)

8.2/10 Very good! (579 reviews)

My sheets were not changed in 4 nights, there was an awful smell coming out of sink drainage.

Reviewed on Sep 21, 2026

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5* Beach holidays in Keystone

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

The Adaline

Hyde Park

CA $1,366

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (74 reviews)

Fantastic property. The area was quiet and it felt very safe and private. Friendly owners and staff.

Reviewed on Sep 21, 2026

The Gemma by Brightwild

Save 100% on your flight

CA $5,563

per person

Dec 12 - Dec 19

found 1 day ago

Roundtrip 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

Indian Rocks Escape

CA $2,838

per person

Nov 5 - Nov 10

found 23 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Tampa (TPA)

No reviews

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3 Night Beach holidays in Keystone

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

CW Resort

CA $649

per person

Nov 11 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.4/10 Exceptional! (132 reviews)

The Hotel Zamora

CA $832

per person

Nov 11 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.8/10 Excellent! (417 reviews)

Wyndham Grand Clearwater Beach

CA $886

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

9.4/10 Exceptional! (3,817 reviews)

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4 Night Beach holidays in Keystone

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

Shoreline Island Resort - Exclusively Adult

CA $680

per person

Dec 3 - Dec 7

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.2/10 Wonderful! (1,540 reviews)

It was very clean, organised the balcony was very roomy and we had a wonderful view. We had a small leak coming from our toilet and it was repaired immediately after mentioning the issue to the front desk. We truly enjoyed our stay

Reviewed on Sep 23, 2026

Wyndham Grand Clearwater Beach

Save 100% on your flight

CA $936

per person

Dec 3 - Dec 7

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.4/10 Exceptional! (3,817 reviews)

The Hotel Zamora

CA $1,130

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Tampa (TPA)

8.8/10 Excellent! (417 reviews)

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What are some benefits when booking beach vacations in Keystone?

When you travel to the beach in Keystone, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Keystone?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Keystone trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Keystone?

There are quite a few things you can do to get cheap beach vacations in Keystone. Prices range from CA $649, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Keystone. These package deals let you save by booking your accommodation and your flight together with savings of up to 29.

Why should I book family beach vacations?

When you're travelling with the family to Keystone, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Keystone?

It's easy to find a beachfront vacation accommodation in Keystone using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Keystone as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Keystone is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Tampa. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Keystone

Lakefront Retreat w/ Private Dock, Kayaks & Sunsets

Odessa FL

12 min drive from TPC of Tampa Bay

Stay at this vacation home in Odessa. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lake Rogers Park and Keystone Lake are located ...

10/10 Exceptional! (16 reviews)

"We enjoyed our stay."

Reviewed on Sep 18, 2026

2 kitchens, Canoe, kayak on Sunset Lake + 700sqf apt Perfect for family getaways

Odessa FL

16 min drive from TPC of Tampa Bay

Book a stay at this family-friendly vacation home in Odessa. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Keystone Lake and Silver Dollar ...

8.4/10 Very good! (24 reviews)

Truly enjoyed it.

"We truly enjoyed our stay. It was wonderful. We loved taking the dogs out in the canoe on the lake. We grilled every night and even enjoyed a fire in the fire pit. It was so quiet and exactly the get away we needed."

Reviewed on May 30, 2023

Lakefront Oasis. Sandy Beach and dock await your relaxation!

Odessa FL

13 min drive from TPC of Tampa Bay

Book a stay at this family-friendly vacation home in Odessa. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Lake Rogers Park and Keystone ...

10/10 Exceptional! (11 reviews)

"The host were wonderful"

Reviewed on Jul 22, 2026

See all 12,465 properties in Keystone

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.