Keystone Beach Vacations 2026

Photo by Travel Ginger

Top Beach vacation packages in Keystone

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

The Hotel Zamora

Save 100% on your flight

$514

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.8/10 Excellent! (417 reviews)

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$791

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip flight included

Boston (BOS) 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 Westin Sarasota

Central Sarasota

Save 100% on your flight

$779

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,150 reviews)

The Avalon Club

Save 100% on your flight

$774

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

Hilton St. Petersburg Bayfront

Downtown St. Petersburg

Save 100% on your flight

$984

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

7.8/10 Good! (1,167 reviews)

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5* Beach vacations in Keystone

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

The Adaline

Hyde Park

$969

per person

Nov 10 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

$2,549

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

$1,887

per person

Nov 27 - Dec 1

found 1 day ago

Roundtrip flight included

New York (NYC) to Tampa (TPA)

No reviews

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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.

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$496

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) 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 Hotel Zamora

Save 100% on your flight

$514

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.8/10 Excellent! (417 reviews)

Wyndham Grand Clearwater Beach

Save 100% on your flight

$507

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (3,817 reviews)

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.

St Pete Beach Suites

Save 100% on your flight

$449

per person

Dec 10 - Dec 14

found 16 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Tampa (TPA)

9.2/10 Wonderful! (1,008 reviews)

Cedar Cove Resort and Cottages

Save 100% on your flight

$899

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (591 reviews)

Hibiscus Suites - Gateway to Siesta Key

Save 100% on your flight

$482

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

8.6/10 Excellent! (2,434 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Keystone

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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 $449. 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 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 12,385 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.