Keystone Vacations from $749
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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.
Cedar Cove Resort and Cottages
$1,102
per person
Nov 26 - Dec 1
found 2 days 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
The Avalon Club
$966
per person
Dec 12 - Dec 18
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
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.
Lake Rogers Park
8.8/10 (11 reviews)
Lake Rogers Park is just one of the places to see in Odessa, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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.
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.
Keystone Lake
8.0/10 (5 reviews)
Commune with nature and explore the great outdoors at Keystone Lake during your travels in Odessa.
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
$272 nightly
$307 total
Nov 1 - Nov 2
Total with taxes and fees
9.4/10 Exceptional! (3,982 reviews)
"No complaints at all. Everything and everyone was perfect! We would definitely stay here again."
Reviewed on Oct 11, 2026
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$324 nightly
$366 total
Oct 12 - Oct 13
Total with taxes and fees
9.4/10 Exceptional! (2,449 reviews)
"The hotel and room were wonderful. Location perfect for walking. Only downside was not having chairs put out on the beach the 3 days we were there. Other hotels had chairs out. We were told at the front desk it’s not their call it’s the third party’s decision."
Reviewed on Oct 11, 2026
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
$163 nightly
$185 total
Oct 25 - Oct 26
Total with taxes and fees
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 $749 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.
