Keystone Vacations from $436
Book a Hotel + Flight or Car together to unlock savings
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.
voco Sarasota by IHG
Central Sarasota
$936
per person
Dec 8 - Dec 15
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,004 reviews)
It was very comfortable.
I love the fact you have transportation to go to the beach and that you gave us the umbrella, towels and chairs.
The front desk personnel were very nice and helpful.
Thanks
Reviewed on Sep 23, 2026
The Avalon Club
$925
per person
Dec 3 - Dec 8
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
Stay near popular Keystone attractions
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.
TPC of Tampa Bay
7.4/10 (43 reviews)
Enjoy a round of golf in Lutz at TPC of Tampa Bay. Amble around this family-friendly area's picturesque gardens or attend a sporting event.
Silver Dollar Golf Club
9.0/10 (12 reviews)
Enjoy a round of golf in Odessa at Silver Dollar Golf Club. Wander the beautiful beaches and waterfront in this family-friendly area.
The Eagles Golf Club
8.8/10 (12 reviews)
Enjoy a round of golf in Odessa at The Eagles Golf Club. Stroll along the beautiful beaches or visit the shops in this family-friendly area.
Old McMicky's Farm
After visiting Old McMicky's Farm, make a plan to see the other sights and activities in Odessa. Stroll along the lakeside or visit the shops while you're in the area.
Tournament Players Club Tampa Bay
7.2/10 (24 reviews)
Enjoy a round of golf in Lutz at Tournament Players Club Tampa Bay. Amble around the area's picturesque gardens or attend a sporting event.
Keystone Lake
8.0/10 (5 reviews)
Commune with nature and explore the great outdoors at Keystone Lake during your travels in Odessa.
Brooker Creek Headwaters Nature Preserve
9.6/10 (11 reviews)
Explore the great outdoors at Brooker Creek Headwaters Nature Preserve, a lovely green space in Odessa. Amble around the area's beaches or visit its shops.
What to do in Keystone
Starlite Infinity Evening Yacht Cruise Clearwater
$37
per adult
90% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
$28
per adult
94% of travellers recommend
ZooTampa at Lowry Park Admission Ticket
$52
per adult
94% of travellers recommend
Keystone Hotel Deals
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$276 nightly
$312 total
Sep 27 - Sep 28
Total with taxes and fees
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$281 nightly
$317 total
Sep 27 - Sep 28
Total with taxes and fees
9.4/10 Exceptional! (2,397 reviews)
"Customer service was outstanding!! They made my daughter's 21st birthday unforgettable! Property and our 2 bedroom suite were clean and very nice and comfortable. Great location and view!!"
Reviewed on Sep 23, 2026
Hilton Tampa Airport Westshore
2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
$113 nightly
$129 total
Oct 2 - Oct 3
Total with taxes and fees
8.4/10 Very Good! (1,629 reviews)
"I really liked the staff. They were very helpful, accommodating and kind. I’d give them a 10/10. Super sweet. The property looks good but the rooms are dirty. Lots of dust everywhere. If you have allergies, you will be sick. I had to check out a day early. The rooms definitely need a good ole deep ..."
Reviewed on Sep 22, 2026
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 $436 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.