--- title: "Luxury Vacations in Keystone 2026 | Expedia.ca" description: "Find incredible offers on Keystone Luxury vacations! Plan your next Luxury trip today with Expedia." canonical: "https://www.expedia.ca/lp/theme-vacations/luxury-vacations/553248635975872201/Keystone" language: en-CA market: CA currency: CAD prices_as_of: 2026-11-12T20:11:27Z --- ![A boat on a calm lake with a clear sky and a line of trees and buildings in the background.](https://images.trvl-media.com/place/6341356/276e69c6-5baf-4054-8944-20818840129a.jpg?impolicy=fcrop&w=1200&h=300&q=medium) Photo by Travel Ginger # Keystone Luxury Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $4,200 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Luxury vacation packages in Keystone Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A hotel pool area with sun loungers and a clear blue pool.](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/e23b12d0.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious lobby with a clear view of the reception desk, a pool area, and a staircase.](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/bfdbea5d.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 13 - Jan 18** ### [ChartHouse Clearwater Beach Marina Hotel + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-13/2027-01-18/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=114455182&dealMarker=&paandie=true&cabinClass=e) Clearwater Beach 5 nights **9.6/10** \- Exceptional (1,576 reviews) "Such a beautiful get away place to come too. Please continue to keep it a great place to be." Reviewed November 12, 2026 Roundtrip • Toronto (YYZ) - Tampa (TPA) YYZ - TPA • Nonstop TPA - YYZ • Nonstop [~~CA $1,373~~](https://www.expedia.ca/) **CA $934** per traveller found 18 hours ago - ![A modern living room with a large window, a sofa set, a coffee table, and a dining area.](https://images.trvl-media.com/lodging/129000000/128490000/128484800/128484762/4ff56a04.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern hotel room with a large window, a flat-screen TV, a ceiling fan, and a seating area.](https://images.trvl-media.com/lodging/129000000/128490000/128484800/128484762/bf7ed3a4.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 13 - Jan 18** ### [CW Resort + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-13/2027-01-18/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=128484762&dealMarker=&paandie=true&cabinClass=e) Clearwater Beach 5 nights **9.4/10** \- Exceptional (311 reviews) Roundtrip • Toronto (YYZ) - Tampa (TPA) YYZ - TPA • Nonstop TPA - YYZ • Nonstop [~~CA $1,702~~](https://www.expedia.ca/) **CA $1,101** per traveller found 17 hours ago - ![A resort with multiple swimming pools, sun loungers, and palm trees.](https://images.trvl-media.com/lodging/1000000/10000/8200/8126/9e7a24bc.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A paved entrance area with a sign for Saddlebrook Resort.](https://images.trvl-media.com/lodging/1000000/10000/8200/8126/7a8c1472.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 12 - Jan 17** ### [Saddlebrook Resort + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-12/2027-01-17/?FromAirport=YUL&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8126&dealMarker=&paandie=true&cabinClass=e) Wesley Chapel South 5 nights **8.2/10** \- Very good (200 reviews) Roundtrip • Montreal (YUL) - Tampa (TPA) YUL - TPA • Nonstop TPA - YUL • 1 stop [~~CA $2,493~~](https://www.expedia.ca/) **CA $1,726** per traveller found 1 day ago - ![A modern kitchen with a large island, white cabinetry, and a view of the beach.](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/a3e54a35.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern kitchen with a large island, a dining area with chairs, a ceiling fan, and a view of the outdoors.](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/c85583b3.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 13 - Dec 18** ### [Ocean Club Treasure Island Hotel + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-13/2026-12-18/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96150639&dealMarker=&paandie=true&cabinClass=e) Sunshine Beach 5 nights **9.6/10** \- Exceptional (1,329 reviews) Roundtrip • Toronto (YYZ) - Tampa (TPA) YYZ - TPA • Nonstop TPA - YYZ • Nonstop [~~CA $1,513~~](https://www.expedia.ca/) **CA $1,060** per traveller found 1 day ago - ![A poolside area with lounge chairs and umbrellas, surrounded by palm trees and a building in the background.](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/bb4b00a5.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious balcony with a clear view of the ocean, furnished with a sofa, chairs, and a dining table.](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/9094284d.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 13 - Jan 18** ### [Wyndham Grand Clearwater Beach + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-13/2027-01-18/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15914352&dealMarker=&paandie=true&cabinClass=e) Clearwater Beach 5 nights **9.4/10** \- Exceptional (4,056 reviews) "We loved the Wyndham Grand. Staff are very friendly and we managed to get a complimentary upgrade to a gulf view room. Parking and the resort fee are extra. Cabanas on the beach are owned by the city and an extra charge. Be prepared to be asked to join a time share presentation which we declined. We will return in the future." Reviewed November 12, 2026 Roundtrip • Toronto (YYZ) - Tampa (TPA) YYZ - TPA • Nonstop TPA - YYZ • Nonstop [~~CA $1,458~~](https://www.expedia.ca/) **CA $1,031** per traveller found 18 hours ago ## Discover the most popular places to visit in Keystone ### Crescent Lake ![A calm lake at sunset with a grassy shoreline and trees in the background.](https://images.trvl-media.com/place/553248635976196103/6a421fb9-7685-46fb-a1d2-cc6951b4aaed.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 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](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=553248635976196103) ### Lake Rogers Park ![A lake with a grassy foreground and dense trees in the background.](https://images.trvl-media.com/place/6063691/fb69a44c-e3fb-43f1-8adf-bd152c211fb8.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=6063691) ### TPC of Tampa Bay Rating: 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=553248621532653771) ### Silver Dollar Golf Club Rating: 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=553248621532652756) ### 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=802135923690909696) ### The Eagles Golf Club Rating: 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=553248621561884457) ### Keystone Lake Rating: 8.0/10 (5 reviews) Commune with nature and explore the great outdoors at Keystone Lake during your travels in Odessa. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=553248635976194225) ### Brooker Creek Headwaters Nature Preserve Rating: 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=6341357) ## Top Luxury Keystone Hotels ### [Adorable Waterfront Cottage](https://www.expedia.ca/Tampa-Hotels-Adorable-Waterfront-Cottage.h76965357.Hotel-Information) ![A wooden deck with a fire pit and two Adirondack chairs.](https://images.trvl-media.com/lodging/77000000/76970000/76965400/76965357/c26037db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Odessa, FL, US - Location: 6.5 km from Keystone - Guest rating: 9.6/10 (Exceptional, 29 reviews) - Price: CA $177, CA $389 total, includes taxes & fees, Nov 14 - Nov 15, for Top Luxury Keystone Hotels - Review: "Room was well kept. The location was perfect for our trip. The lake was nice to sit and have a cup of coffee in the mornings. Whenever I had a question, the host responded quickly. The pool and pool area was nice, although we did not use it. There was a problem with the air conditioning one evening, but the host was able to repair it the next morning. It may need some additional maintenance. The kitchenette has no stove, but there was a toaster, toaster oven, electric skillet, electric stove top... ### [Feed Horses at Breakfast - Private Gated Cottage](https://www.expedia.ca/Tampa-Hotels-Cozy-Cottage-Close-To-Everything.h74637839.Hotel-Information) ![A gravel driveway leading to a gated area with a house and a fenced field.](https://images.trvl-media.com/lodging/75000000/74640000/74637900/74637839/14377821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Odessa, FL, US - Location: 2.8 km from Keystone - Guest rating: 9.8/10 (Exceptional, 80 reviews) - Price: CA $204, CA $510 total, includes taxes & fees, Nov 15 - Nov 16, for Top Luxury Keystone Hotels - Review: We love ❤️!!!!! This place! I recommend and I will use definitely again. I love Mango and Bubble, our neighbors, and the clean and cozy plus also so quite. Thank you again for let us stay in this beautiful place. 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. [See all properties in Keystone](https://www.expedia.ca/Hotel-Search?startDate=2026-11-26&endDate=2026-11-27®ionId=553248635975872201&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Plan the perfect luxury Keystone vacation with Expedia ### What are some benefits when booking luxury Keystone vacations? When you book a luxury Keystone vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. ### How can I find all-inclusive luxury vacations in Keystone? If you're looking for something luxurious in Keystone, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. ### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $934, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 31\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. ### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Keystone. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. ### What should I look for in a luxury family vacation in Keystone? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Keystone. ### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Keystone. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. ### What can help me find the best luxury vacation deals in Keystone? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Keystone or travelling to more obscure destinations altogether can often lead to lower prices. ### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Keystone. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. ### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Flights](?equalTargetTab=tab-1) - [Packages](?equalTargetTab=tab-2) - [Cars](?equalTargetTab=tab-3) - [Vacation Rentals](?equalTargetTab=tab-4) - [Things to do](?equalTargetTab=tab-5) - [Odessa Hotels](https://www.expedia.ca/Odessa-Hotels.d6341356.Travel-Guide-Hotels) - [Beach Hotel Hotels in Tampa](https://www.expedia.ca/Tampa-Hotels-Beach-Hotel.0-0-d602996-tBeachHotel.Travel-Guide-Filter-Hotels) - [Trinity Hotels](https://www.expedia.ca/Trinity-New-Port-Richey-Hotels.0-n6351414-0.Travel-Guide-Filter-Hotels) - [Paradise Lakes Resort](https://www.expedia.ca/Tampa-Hotels-Paradise-Lakes-Resort.h10415700.Hotel-Information) - [Hotels with Hot Tubs in Trinity](https://www.expedia.ca/Trinity-New-Port-Richey-Hotels-Hotels-With-Hot-Tubs.0-n6351414-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - 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