Keystone Vacations from $516

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Your Keystone Vacation

An easy way to experience this interesting city is with a tailor-made Keystone vacation package. Base yourself in the neighborhood of Lake Magdalene, which is great for shopping, families and hiking or choose someplace else — our packages are all about you. If sightseeing is on the cards during your trip to Keystone, check out popular attractions like TPC of Tampa Bay, Silver Dollar Golf Club and Crescent Lake. Whatever your travel plans or budget, organizing a tailored Keystone vacation is a piece of cake with Expedia.

The Latest Keystone vacation packages

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $814, price is now $516 per person
$516
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (80 reviews)
The room was a little noisy from the air conditioner and outside noise. The shower was way to high.

Reviewed on Jun 19, 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,308, price is now $695 per person
$695
per person
Sep 23 - Sep 30
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,206 reviews)
Clean room

Reviewed on Jul 12, 2026

CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $2,014, price is now $1,165 per person
$1,165
per person
Sep 24 - Sep 30
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
No reviews
We had such a great stay at the CW Resort in Clearwater! The pool area was beautiful and relaxing, the views were amazing, and the entire property was very clean and well maintained. It was the perfect place to unwind and enjoy a Florida getaway. We would definitely stay here again!

Reviewed on Jul 8, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $984, price is now $574 per person
$574
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,171 reviews)
H

Reviewed on Jul 12, 2026

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,015, price is now $626 per person
$626
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (2,353 reviews)
Room was very clean and you he AC was very good parking lot was great pool was the best and the staff was very nice the provide beach towels and room towels every day clean. I loved the place would recommend. 10/10

Reviewed on Jul 12, 2026

Don't see what you're looking for?
See all available trips from Columbus to Keystone
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Stay near popular Keystone attractions

A calm lake at sunset with a grassy shoreline and trees in the background.

Crescent Lake

9.0/10 (10 reviews)
Commune with nature and explore the great outdoors at Crescent Lake during your travels in Odessa. Amble around the area's lakeside or visit its shops.
See properties

What to do in Keystone

The Florida Aquarium in Tampa General Admission

The Florida Aquarium in Tampa General Admission

$36
per adult
86% of travellers recommend
The Florida Aquarium in Tampa General Admission
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

$28
per adult
90% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
1.5-hour Dolphin Sightseeing Cruise from Tampa

1.5-hour Dolphin Sightseeing Cruise from Tampa

$31
per adult
80% of travellers recommend
1.5-hour Dolphin Sightseeing Cruise from Tampa
See all activities in Keystone

Keystone Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$252 nightly
The price is $285 total per night from Aug 2 to Aug 3
$285 total
Aug 2 - Aug 3
Total with taxes and fees
9.4/10 Exceptional! (3,534 reviews)
"Friendly and helpful staff. Clean rooms and great location."

Reviewed on Jul 12, 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $217 total per night from Aug 12 to Aug 13
$217 total
Aug 12 - Aug 13
Total with taxes and fees
8.2/10 Very Good! (2,815 reviews)
"Everything is good."

Reviewed on Jul 12, 2026

Hilton Clearwater Beach Resort & Spa
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $254 total per night from Aug 10 to Aug 11
$254 total
Aug 10 - Aug 11
Total with taxes and fees
9.2/10 Wonderful! (2,205 reviews)
"Good spot"

Reviewed on Jul 12, 2026

Hyatt Regency Clearwater Beach Resort and Suites
See all 12,213 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.

Find the Best Keystone Vacation Packages

Keystone Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)
Population
24,000

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Frequently asked questions

How much does a Keystone vacation package cost?
You'll find cheap prices from $516 on Expedia for your Keystone escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Keystone costs.
What are the cheapest months to go to Keystone?
April, June and September are great times to look for cheap Keystone vacation packages. Opting to travel in less busy months means you'll typically find better prices on accommodations and flights.
How many days is enough for Keystone?
We suggest planning a Keystone vacation for at least 2 days. This gives you enough time to tick off major attractions including Keystone Lake and Brooker Creek Headwaters Nature Preserve, and also explore neighborhoods like Cheval West and Cumberland Manors. You could even squeeze in a day trip or two from Keystone.
Is it worth booking a vacation package to Keystone?
During your Keystone vacation, you can look forward to enjoying some excellent hiking and nature. Leave enough room in your schedule to explore leading sights like Crescent Lake and Keystone Lake.
How to find the best Keystone package deals?
Finding a cheap Keystone package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Keystone package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Keystone vacation as a package?
You can enjoy significant savings on your Keystone escape by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Keystone?
Land fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Keystone break.
How to plan a trip to Keystone?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favorite time of year and the available activities will also help you decide when to escape to Keystone.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and food to flights and activities. Your accommodations will likely be the biggest expense during your trip to Keystone.
  3. Discover Keystone with Expedia's trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Keystone. You can also save your favorite locations, collaborate with your group and organize all your plans in one place.
  4. Decide how long to go for: Now that you're up to speed on Keystone, you can figure out the right length of your break. Put together a draft itinerary and give yourself enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Keystone vacation package.
  6. Book any activities or day trips: Now to the fun part — organizing everything you want to see and do. Browse some of the incredible things to do in Keystone and reserve your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Keystone vacation packages?
Jet off on your perfect escape to Keystone with our Book Now, Pay Later vacations. No need to save up or wait for the next payday — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up travel deals while they last.

Explore a world of travel with Expedia

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