Keystone Beach Vacations 2026

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Top Beach vacation packages in Keystone

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

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$722

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

Upon arrival, Katherine at the front desk was friendly and welcoming. Room was clean and beautiful just as shown in pictures. Location was convenient.

Reviewed on Oct 9, 2026

CW Resort

Save 100% on your flight

$1,658

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (204 reviews)

The Avalon Club

Save 100% on your flight

$890

per person

Dec 12 - Dec 17

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

The Hotel Zamora

Save 100% on your flight

$981

per person

Dec 12 - Dec 19

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

8.8/10 Excellent! (423 reviews)

Wyndham Grand Clearwater Beach

$1,012

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (3,946 reviews)

Beach view was great But noisy construction work being done underneath. Only inform me of the potential noise the day before.

Reviewed on Oct 9, 2026

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See all available trips from Columbus to Keystone

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5* Beach vacations in Keystone

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

Indian Rocks Escape

$963

per person

Nov 13 - Nov 15

found 15 hours ago

Roundtrip flight included

New York (NYC) to Tampa (TPA)

No reviews

The Gemma by Brightwild

Save 100% on your flight

$2,463

per person

Dec 19 - Dec 22

found 13 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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 Adaline

Hyde Park

$1,003

per person

Dec 1 - Dec 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (75 reviews)

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

Reviewed on Sep 21, 2026

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See all available trips from Columbus to Keystone

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3 Night Beach vacations in Keystone

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

CW Resort

$502

per person

Nov 10 - Nov 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (204 reviews)

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,224

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

Upon arrival, Katherine at the front desk was friendly and welcoming. Room was clean and beautiful just as shown in pictures. Location was convenient.

Reviewed on Oct 9, 2026

The Avalon Club

$844

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

9.4/10 Exceptional! (608 reviews)

Reviewed on Oct 7, 2026

Don't see what you're looking for?

See all available trips from Columbus to Keystone

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4 Night Beach vacations in Keystone

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

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$722

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

Upon arrival, Katherine at the front desk was friendly and welcoming. Room was clean and beautiful just as shown in pictures. Location was convenient.

Reviewed on Oct 9, 2026

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,172

per person

Dec 22 - Dec 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (604 reviews)

So clean and anything at all that we needed the staff was more than willing to do great experience

Reviewed on Oct 4, 2026

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Downtown Tampa

Save 100% on your flight

$888

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.6/10 Excellent! (943 reviews)

Nice enough place, but the location didn't really support the pricing of this location, plus the bums asking for money etc. Outside the establishments main doors. With that comes with the three guys heckling our beautiful wives, just because we were not with them. Then the walls are thin enough you can hear the lady next door getting railed by her man. Real Classy! Thanks for nothing.

Reviewed on Oct 5, 2026

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How do I book the best Keystone beach vacation packages?

Life’s a beach when you dive into our brilliant Keystone beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Keystone?

A rental steps from the shore creates an amazingly affordable Keystone beach vacation. Seaside sojourns during low season start from $502. Prices and availability are subject to change. Additional terms may apply.

When should I book a Keystone beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Keystone?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Keystone beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Keystone vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Keystone beach vacation deals?

Sort your search results by deals to delight in amazing Keystone beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Keystone beach trip with free cancellation and/or flexible dates?

Just like the Keystone tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Keystone beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Keystone. (OK, maybe not that last part.)

Top Beach Keystone Hotels

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 Keystone Lake and Old Memorial Golf Club are located ...

10/10 Exceptional! (16 reviews)

"We enjoyed our stay."

Reviewed on Sep 18, 2026

Five Star Rating Lake/WaterFront Oasis Near Tampa/Orlando & Gulf Beaches

Odessa FL

9 min drive from TPC of Tampa Bay

Stay at this vacation home in Odessa. Enjoy a garden, laundry facilities, and patios. Popular attractions Keystone Lake and Crescent Lake are located ...

10/10 Exceptional! (43 reviews)

"Wonderful lake house. Spotlessly clean. Great host. Very good location for access to Tampa Bay area sights. Very quiet neighborhood."

Reviewed on Jun 22, 2026

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 Keystone Lake and Old ...

10/10 Exceptional! (11 reviews)

"The host were wonderful"

Reviewed on Jul 22, 2026

See all 12,366 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.