Name: Five Star Rating Lake/WaterFront Oasis Near Tampa/Orlando & Gulf Beaches
Rating: 10

Top Beach vacation packages in Keystone

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

The BC Resort on the Water

Save 100% on your flight

$643

per person

Aug 14 - Aug 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

7.8/10 Good! (18 reviews)

Seen dolphins from my balcony pretty cool

Reviewed on Jun 1, 2026

The Don CeSar

Save 100% on your flight

$1,524

per person

Aug 14 - Aug 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,154 reviews)

Highly recommend! The Don CeSar is truly one of Florida's most iconic beachfront destinations. The location on St. Pete Beach is exceptional, with beautiful white sand and some of the most amazing sunsets you'll ever see. The staff was welcoming and attentive throughout our stay, and the resort amenities made it easy to relax and enjoy every moment. Whether lounging by the pool, walking the beach, or enjoying a cocktail while watching the sunset, the experience felt luxurious and memorable. I can't wait to return.

Reviewed on Jun 2, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,106

per person

Aug 14 - Aug 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (981 reviews)

Modern, clean, location is very convenient

Reviewed on Jun 3, 2026

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$783

per person

Aug 14 - Aug 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,187 reviews)

My room is always very clean at the Westin (which should be the standard everywhere but unfortunately isn't, so of course it's always a relief to walk into a clean hotel room). However, the first day I was there, the pool was pretty murky/dirty and I did not want to use it. I did bring this to their attention. The next morning it looked like it had been properly shocked and cleaned. The QR code to order room service online was glitchy, but I called the front desk and they were very accomodating and were able to take my order over the phone. Overall I always enjoy the Westin (this is my third or fourth stay) and look forward to staying again.

Reviewed on Jun 2, 2026

Landing St. Petersburg Near South Branch Potomac River

Save 100% on your flight

$913

per person

Aug 8 - Aug 15

found 1 day ago

Roundtrip flight included

New York (NYC) to Tampa (TPA)

No reviews

Don't see what you're looking for?

See all available trips from Columbus to Keystone

View all trips

5* Beach vacations in Keystone

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

The Adaline

Hyde Park

$1,011

per person

Jul 8 - Jul 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (71 reviews)

Beautiful property and in such a charming and walkable neighborhood. Will plan to stay here again.

Reviewed on Apr 29, 2026

The Ritz-Carlton, Sarasota

Central Sarasota

Save 100% on your flight

$1,772

per person

Jul 25 - Aug 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,006 reviews)

We had a lovely time staying at the Ritz Sarasota. Everything was good. I wouldn’t say excellent, but very good. We have stayed at many Ritz Carlton hotels and felt the Sarasota Ritz was not up to the same level of service as the other hotels we have stayed at before. Overall, the hotel was clean and the beach club was great!

Reviewed on Jun 1, 2026

The Gemma by Brightwild

Save 100% on your flight

$1,927

per person

Aug 24 - Aug 27

found 13 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

10/10 Exceptional! (2 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Keystone

View all trips

3 Night Beach vacations in Keystone

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

Wyndham Grand Clearwater Beach

$636

per person

Aug 13 - Aug 16

found 18 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (3,281 reviews)

Very clean hotel with very helpful staff! Great location, in walking distance to all sorts of restaurants. Loved our stay!

Reviewed on Jun 3, 2026

The Don CeSar

Save 100% on your flight

$782

per person

Jul 14 - Jul 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,154 reviews)

Highly recommend! The Don CeSar is truly one of Florida's most iconic beachfront destinations. The location on St. Pete Beach is exceptional, with beautiful white sand and some of the most amazing sunsets you'll ever see. The staff was welcoming and attentive throughout our stay, and the resort amenities made it easy to relax and enjoy every moment. Whether lounging by the pool, walking the beach, or enjoying a cocktail while watching the sunset, the experience felt luxurious and memorable. I can't wait to return.

Reviewed on Jun 2, 2026

The Avalon Club

Save 100% on your flight

$1,088

per person

Aug 13 - Aug 16

found 18 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (546 reviews)

Basically an apartment !!

Reviewed on Jun 2, 2026

Don't see what you're looking for?

See all available trips from Columbus to Keystone

View all trips

4 Night Beach vacations in Keystone

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

The Don CeSar

Save 100% on your flight

$797

per person

Aug 27 - Aug 31

found 1 day ago

Roundtrip non-stop flight included

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

9/10 Wonderful! (1,154 reviews)

Highly recommend! The Don CeSar is truly one of Florida's most iconic beachfront destinations. The location on St. Pete Beach is exceptional, with beautiful white sand and some of the most amazing sunsets you'll ever see. The staff was welcoming and attentive throughout our stay, and the resort amenities made it easy to relax and enjoy every moment. Whether lounging by the pool, walking the beach, or enjoying a cocktail while watching the sunset, the experience felt luxurious and memorable. I can't wait to return.

Reviewed on Jun 2, 2026

CW Hotel

$849

per person

Jul 21 - Jul 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

No reviews

The Residences at Siesta Key Beach by Hyatt Vacation Club

South Village

Save 100% on your flight

$1,775

per person

Jul 23 - Jul 27

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (353 reviews)

Clean room, great staff, great location, beach is outstanding, high end hotel.

Reviewed on May 29, 2026

Don't see what you're looking for?

See all available trips from Columbus to Keystone

View all trips

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 $636. 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! (10 reviews)

"Beautiful home in a very quiet area of horse country. Well appointed and comfortable. We had a wonderful stay."

Reviewed on Jun 3, 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 Lake Rogers Park and Keystone ...

10/10 Exceptional! (10 reviews)

Visit family

"Plenty of space to congregate, beack, dock, pool atra, great room. Well appointed kitchen. Exceptional hosts, very attentive. We cooked daily and had plenty of space. Highly recommend this location , close to Tampa Airport, beautiful home with nice attention to details."

Reviewed on Mar 28, 2024

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 Brooker Creek Headwaters Nature Preserve ...

10/10 Exceptional! (42 reviews)

"We had a wonderful stay at this quaint and peaceful lake house. The house was very clean with a fully stocked kitchen. Cooking any type of meal in the kitchen was easy to do with many basic seasonings and most kitchen cooking tools and appliances that may be needed. The beds were very comfortable ..."

Reviewed on Apr 30, 2026

See all 12,164 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.