Title: Keystone Beach 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 Beach Vacations ## Book a Beach 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 Beach vacation packages in Keystone Price found within the past 48 hours. Click for updated prices. ![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 Save 100% on your flight $831 per person May 21 - May 26 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 8.2/10 Very Good! (1,516 reviews) Staff, amenities, grounds. Reviewed on Feb 24, 2026 ![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 Save 100% on your flight $1,122 per person Apr 7 - Apr 14 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 ![The Sarasota Modern, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/f22dde90_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sarasota Modern, a Tribute Portfolio Hotel Central Sarasota Save 100% on your flight $912 per person Apr 7 - Apr 14 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 8.2/10 Very Good! (515 reviews) All of those and the wonderful, helpful staff Reviewed on Feb 19, 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 $1,052 per person May 21 - May 26 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) The room was positively spotless and beds and bathrooms so clean. Very well stocked with dishes and cookware too! Reviewed on Feb 23, 2026 ![Island Grand at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/6ca26be4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Island Grand at TradeWinds Save 100% on your flight $851 per person May 21 - May 26 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 7.4/10 Good! (1,005 reviews) Room was nice but small area for coffee and sink Find it insulting that they charge you $25 to park your own car- not valet. Like u have any other choice if you drove to resort. At the room price and resort fee- parking should be free!!!!!!! Reviewed on Feb 22, 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/2026-03-25/2026-04-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Beach 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 $1,605 per person Apr 14 - Apr 19 found 1 day ago Roundtrip 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 ![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 $1,886 per person Apr 27 - May 2 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) Staff were very friendly and helpful. Valet parking staff was extremely accomodating. Loved the ocean club. Bar was wonderful. Beach was great. Amenities were fantastic. Room was somewhat dated but very clean. Reviewed on Feb 22, 2026 ![Indian Rocks Escape](https://images.trvl-media.com/lodging/118000000/117150000/117146500/117146493/9b1574d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Indian Rocks Escape $4,686 per person Apr 3 - Apr 9 found 1 day ago Roundtrip flight included New York (LGA) to Tampa (TPA) No reviews 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/2026-03-25/2026-04-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Beach 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 $675 per person May 15 - May 18 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) The room was positively spotless and beds and bathrooms so clean. Very well stocked with dishes and cookware too! Reviewed on Feb 23, 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 $1,675 per person Mar 27 - Mar 30 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) Everything was great except having to carry beach chairs to the beach. Awkward and heavy.. They need a cabana person to set up for a fee. Reviewed on Feb 23, 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 $796 per person Mar 27 - Mar 30 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 8.2/10 Very Good! (1,516 reviews) Staff, amenities, grounds. Reviewed on Feb 24, 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/2026-03-25/2026-04-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Beach vacations in Keystone Price found within the past 48 hours. Click for updated prices. ![Hibiscus Suites - Gateway to Siesta Key](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hibiscus Suites - Gateway to Siesta Key Save 100% on your flight $397 per person May 5 - May 9 found 23 hours ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 8.6/10 Excellent! (2,193 reviews) Great place to stay. Like a mini condo. Casey is the best - super friendly & helpful. Very convenient location & easy to get around. We’re definitely staying here again. Reviewed on Feb 19, 2026 ![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 $475 per person May 22 - May 26 found 1 day ago Roundtrip non-stop flight included New York (NYC) 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 $430 per person May 5 - May 9 found 23 hours ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) Staff was friendly. Room was clean. My main complaintcis NO COMPLIMENTARY coffee. I,ve never been to a hotel that does not provide coffee. Paid 4.00 each. Also more towels needed upon check in. Only 2 large. Need 4. Reviewed on Feb 23, 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/2026-03-25/2026-04-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find your perfect Keystone beach vacation #### How do I book the best Keystone beach vacation packages? Life’s a beach when you dive into our brilliant Keystone beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands. #### How can I find cheap beach vacations in Keystone? A rental steps from the shore creates an amazingly affordable Keystone beach vacation. Seaside sojourns during low season start from $397\. Prices and availability are subject to change. Additional terms may apply. #### When should I book a Keystone beach holiday? For a bustling beach break, book in . For a less crowded coast, is the time to turn up. #### How can I book the best family beach vacations in Keystone? With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love. #### How do I find a Keystone beachfront vacation? Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments. #### Can I book a package including a Keystone vacation beach house rental? Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal. #### Can I find Keystone beach vacation deals? Sort your search results by deals to delight in amazing Keystone beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline. #### Can I book a Keystone beach trip with free cancellation and/or flexible dates? Just like the Keystone tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility. #### Why should I book my Keystone beach vacation with Expedia? Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Keystone. (OK, maybe not that last part.) ## Top Beach Keystone Hotels ![2 kitchens, Canoe, kayak on Sunset Lake + 700sqf apt Perfect for family getaways](https://images.trvl-media.com/lodging/31000000/30670000/30667800/30667731/2833e356_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 2 kitchens, Canoe, kayak on Sunset Lake + 700sqf apt Perfect for family getaways Odessa FL - 16 min drive from TPC of Tampa Bay Book a stay at this family-friendly vacation home in Odessa. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Keystone Lake and Silver Dollar ... 8.4/10 Very Good! (24 reviews) Truly enjoyed it. We truly enjoyed our stay. It was wonderful. We loved taking the dogs out in the canoe on the lake. We grilled every night and even enjoyed a fire in the fire pit. It was so quiet and exactly the get away we needed. Reviewed on May 30, 2023 [](https://expedia.com/Tampa-Hotels-2-Kitchens.h30667731.Hotel-Information) ![Luxurious Home w/ Private Pool & Lanai Near Tampa!](https://images.trvl-media.com/lodging/95000000/94480000/94473700/94473650/8d88e08f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxurious Home w/ Private Pool & Lanai Near Tampa! Odessa FL - 10 min drive from TPC of Tampa Bay Stay at this villa in Odessa. Enjoy a garden, patios, and housekeeping. Popular attractions Keystone Lake and Brooker Creek Headwaters Nature Preserve are located ... [](https://expedia.com/Tampa-Hotels-Luxurious-Home-W-Private-Pool-Lanai-Near-Tampa.h94473650.Hotel-Information) ![Five Star Rating Lake/WaterFront Oasis Near Tampa/Orlando & Gulf Beaches](https://images.trvl-media.com/lodging/30000000/29640000/29633500/29633408/f31592d2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Five Star Rating Lake/WaterFront Oasis Near Tampa/Orlando & Gulf Beaches Odessa FL - 9 min drive from TPC of Tampa Bay Stay at this vacation home in Odessa. Enjoy a garden, laundry facilities, and patios. Popular attractions Keystone Lake and Brooker Creek Headwaters Nature Preserve ... 10/10 Exceptional! (39 reviews) The Lake house is very peaceful and relaxing. The kitchen is the most well stocked of all the places we have stayed in.The hosts were eager to make our stay enjoyable.There is a Welcome book that is very well organized and informative. Before you do anything else, look at the Welcome book. It will ... Reviewed on Jan 8, 2026 [](https://expedia.com/Tampa-Hotels-Stunning-Lake-WaterFront-Oasis-Near-TampaOrlando-Gulf-Beaches.h29633408.Hotel-Information) [See all 11,977 properties in Keystone](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635975872201) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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](https://expedia.com/Keystone-Hotels.d553248635975872201.Travel-Guide-Hotels)[ Vacation Rentals in Keystone ](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