Title: Keystone Luxury Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6341356/276e69c6-5baf-4054-8944-20818840129a.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Keystone Luxury Vacations ## Book a Luxury Hotel + Flight or Car together to unlock savings Photo by Travel Ginger - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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. ![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Sarasota Central Sarasota $532 per person May 12 - May 15 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9/10 Wonderful! (1,131 reviews) Clean rooms great staff smells great Reviewed on Feb 8, 2026 ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/3e4355d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach Save 100% on your flight $1,143 per person Apr 20 - Apr 27 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) The room was spotless. The staff was very friendly and helpful. Amenities were a nice touch as well. Really enjoyed our stay. Reviewed on Feb 14, 2026 ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club Save 100% on your flight $2,455 per person Mar 22 - Mar 28 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) Wonderful staff and facilities. Rooms were spacious, clean, and quiet. Staff was very attentive to the needs of guests and were the best! Would highly recommend a stay here. We were first-time guests, and plan to stay here again when we return to Clearwater Beach. Reviewed on Jan 31, 2026 ![The Don CeSar](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/2e9ef8e3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Don CeSar Save 100% on your flight $1,702 per person Mar 19 - Mar 23 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9/10 Wonderful! (1,044 reviews) Generally we lined the hotel. Room was nice, staff were terrific. The only issues were the room not entirely clean as toys were left behind in the floor and our second night there was a lot of noise from all the people partying - hard to sleep for an early flight. Reviewed on Feb 6, 2026 ![RumFish Beach at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### RumFish Beach at TradeWinds $801 per person Apr 19 - Apr 23 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 8.2/10 Very Good! (1,516 reviews) Staff was wonderful and helpful Reviewed on Feb 14, 2026 Don't see what you're looking for? See all available trips from Columbus to Keystone [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-14/2026-03-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury vacations in Keystone Price found within the past 48 hours. Click for updated prices. ![The Adaline](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/2cb71c62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Adaline Hyde Park $1,314 per person Mar 22 - Mar 28 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 9.6/10 Exceptional! (53 reviews) A perfect stay with incredible attention to detail! "We had a fantastic experience at The Adaline. From the moment we entered it was clear that the hosts/staff prioritize guest comfort. The rooms were impeccably clean with all the amenities of being at home. The kitchen had every utensil you would need to satisfy your hunger. Whether you want to prepare a gourmet meal or late night snack (less food). We particularly loved the comfort of the bedding.The mattress was super comfortable and it was obvious there was little expense spared in choosing the linens. The location was ideal for our trip (Soccer Tournament); it was quiet enough for a relaxing night's sleep but only a shot drive to the Soccer Fields. Additionally, it’s only a short walk to the Riverwalk, Hyde Park Village and lots more! Our complements to Brightwild Team for providing such comfortable and clean accommodations. We would highly recommend this stay to anyone looking for a high-quality getaway with a convenient location!? Reviewed on Jan 14, 2026 ![Little Harbor Resort at Bahia Beach](https://images.trvl-media.com/lodging/102000000/101340000/101338600/101338517/30bd9418_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Little Harbor Resort at Bahia Beach $1,339 per person Mar 27 - Apr 1 found 2 hours ago Roundtrip flight included New York (NYC) to Tampa (TPA) 9.4/10 Exceptional! (23 reviews) Townhouse was spacious and comfortable. Reviewed on Feb 12, 2026 ![The Ritz-Carlton, Sarasota](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Sarasota Central Sarasota $2,140 per person Apr 18 - Apr 22 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) Everything was as expected from the Ritz. One comment, I was bilked a resort fee which the front desk never explained upfront when I checked in. I had access to activities I paid for but wasn’t made aware of. Use of kayaks, access to their golf club. I made them aware and they did reduce my bill because of they never explained the amenities I had access to and was paying for daily. Reviewed on Feb 10, 2026 Don't see what you're looking for? See all available trips from Columbus to Keystone [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-14/2026-03-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury vacations in Keystone Price found within the past 48 hours. Click for updated prices. ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/3e4355d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach Save 100% on your flight $493 per person Apr 27 - Apr 30 found 18 hours ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) The room was spotless. The staff was very friendly and helpful. Amenities were a nice touch as well. Really enjoyed our stay. Reviewed on Feb 14, 2026 ![The Don CeSar](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/2e9ef8e3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Don CeSar $1,111 per person Mar 17 - Mar 20 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 9/10 Wonderful! (1,044 reviews) Generally we lined the hotel. Room was nice, staff were terrific. The only issues were the room not entirely clean as toys were left behind in the floor and our second night there was a lot of noise from all the people partying - hard to sleep for an early flight. Reviewed on Feb 6, 2026 ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club $1,550 per person Mar 26 - Mar 29 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) Wonderful staff and facilities. Rooms were spacious, clean, and quiet. Staff was very attentive to the needs of guests and were the best! Would highly recommend a stay here. We were first-time guests, and plan to stay here again when we return to Clearwater Beach. Reviewed on Jan 31, 2026 Don't see what you're looking for? See all available trips from Columbus to Keystone [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-14/2026-03-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury vacations in Keystone Price found within the past 48 hours. Click for updated prices. ![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/d8e0ef7d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mar Bay Motel &Suites Save 100% on your flight $415 per person Apr 16 - Apr 20 found 1 day ago Roundtrip non-stop flight included Philadelphia (PHL) to Tampa (TPA) 8.6/10 Excellent! (60 reviews) Older property but very well maintained. It was clean and had everything we needed for our stay. Great communication with the host. Reviewed on Feb 10, 2026 ![voco Sarasota by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/dc3c2bf5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### voco Sarasota by IHG Central Sarasota Save 100% on your flight $949 per person Mar 19 - Mar 23 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) Clean room and very helpful staff! Reviewed on Feb 14, 2026 ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kompose Boutique Hotel $816 per person Mar 19 - Mar 23 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (4,624 reviews) The hotel and our room were nice and everything that we needed. The front desk staff were attentive and polite. It was nice having a bar and restaurant in the hotel, though the restaurant had limited offereings for dinner. We used the hot tub, which was fine. The outdoor pool looked inviting but the weather was too cold to go in. Our room was not like a conventional room with a separate bathroom, but was fine. Instead of furniture, the one wall was full of shelves. It was adequate, but I would prefer furniture. We chose the hotel due to price and location to the Bradenton airport, all which were very attractive. I would stay at this hotel again. Reviewed on Feb 14, 2026 Don't see what you're looking for? See all available trips from Columbus to Keystone [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-14/2026-03-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## All you need to know about luxury vacations in Keystone #### What can I expect from a luxury Keystone vacation? Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Keystone vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. #### How can I find all-inclusive luxury vacation packages in Keystone? By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5\* filter to find truly sensational stays. You barely need to lift a finger. #### Can I book a cheap Keystone luxury vacation? Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $415\. Prices and availability are subject to change. Additional terms may apply. #### How can I book a luxury family vacation in Keystone? Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. #### Can I book a package in Keystone with a luxury vacation home? A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package. #### How can I find the best luxury vacation deals in Keystone? Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months. #### Can I book a luxury holiday in Keystone with free cancellation and/or flexible dates? Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. #### Why should I book my luxury trip to Keystone with Expedia? A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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](https://expedia.com/Keystone-Vacation-Rentals.d553248635975872201.Travel-Guide-VacationRentals)[ Car Rentals in Keystone ](https://expedia.com/Car-Rentals-In-Keystone.d553248635975872201.Car-Rental-Guide)[ Keystone Vacations ](https://expedia.com/Keystone.d553248635975872201.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app