Keystone Vacation Packages
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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.
Top Keystone Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Marker
Price was CA $3,276, price is now CA $2,140 per person
CA $2,140
per person
Aug 17 - Aug 24
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
6/10 (3 reviews)
There was no staff due to it being brand new! The owner Jeff was great and very polite and went out of his way to make us feel welcome and valued! It was very quiet and comfortable for my family. Only about a two block walk to the beach but being in the bay was beautiful to wake up to!
Reviewed on Apr 12, 2026
The Avalon Club
Price was CA $3,495, price is now CA $2,377 per person
CA $2,377
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (550 reviews)
Great staff, everyone very pleasant, friendly and helpful. Super clean rooms and very comfy beds. Kitchen amenities perfect for cooking or preparing food. Laundry room a plus! Loved this place.
Reviewed on Jun 9, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was CA $3,083, price is now CA $2,135 per person
CA $2,135
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.6/10 Exceptional! (995 reviews)
This is the second time I've stayed at Ocean Club. I love this resort. I will happily come back and stay. It is beautiful and clean! They do a wonderful job with on-site amenities.
Reviewed on Jun 13, 2026
Driftwood at Anna Maria Island Inn
Price was CA $3,070, price is now CA $2,143 per person
CA $2,143
per person
Jul 18 - Jul 25
just found
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.4/10 Very Good! (119 reviews)
Room was not that clean, little details. Sofa had a few stains and room service was just
Reviewed on Jun 8, 2026
Keystone Hotel Deals
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $420 per night from Jun 28 to Jun 29
CA $420
per night
Jun 28 - Jun 29
9.4/10 Exceptional! (3,367 reviews)
"Everyone and everything was extremely accommodating!!!! Wonderful location"
Reviewed on Jun 14, 2026
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Jun 28 to Jun 29
CA $234
per night
Jun 28 - Jun 29
8.6/10 Excellent! (1,365 reviews)
"I didn’t like when you walked in the room it smells like someone else before me was smoking cigarettes nasty smell"
Reviewed on Jun 13, 2026
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $269 per night from Jun 28 to Jun 29
CA $269
per night
Jun 28 - Jun 29
8.2/10 Very Good! (2,711 reviews)
"The places to eat around the property are great, the pool is great. The beach is great. The staff is good. The AC in the room was a little loud."
Reviewed on Jun 14, 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.
Stay near popular Keystone attractions
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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.
