Title: Book the Best ROMANTIC Hotels in Longboat Key, FL from CA $479 - Longboat Key Romantic Getaways | Expedia.ca [Longboat Key Travel Guide](https://expedia.ca/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.ca/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Vacation Rentals in Longboat Key](https://expedia.ca/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Flights to Longboat Key](https://expedia.ca/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.ca/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Longboat Key Car Rentals](https://expedia.ca/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)[Longboat Key Vacation Packages](https://expedia.ca/Longboat-Key.d8409.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/ead9fbeb457abde1c17824ab53aacc80.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Longboat Key, FL from CA $479 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Longboat Key Romantic Hotels Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Longboat Key Romantic Hotels ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/97bea551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/29df1f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/80c7e20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/492e9797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Resort at Longboat Key Club Longboat Key 9.0/10 Wonderful (685) "The property offers exceptionally clean rooms and attentive staff who ensure a comfortable stay. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlen CA $519 CA $650 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/72c017f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed with Sofa bed, Non Smoking, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/ec4c3b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/68d9d3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The St. Regis Longboat Key Resort Longboat Key 9.8/10 Exceptional (53) "Can’t be better! Just a greatest experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olena CA $1,169 CA $1,409 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/036ae829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/221fbc2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/d19b0a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/a97359b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift & Dune – Longboat Beachfront #101 RVA Longboat Key 8.6/10 Excellent (70) "The location of the condo was perfect. The beach was amazing. Everything was clean and made our stay easy and enjoyable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jillian H. CA $200 CA $487 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-101-1-BR-Den2-BA-Resort-On-Longboat-Key-By-RVA.h23279677.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23340000/23333700/23333677/f9ead5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23340000/23333700/23333677/3a7ae2b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23340000/23333700/23333677/ac78d2ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23340000/23333700/23333677/82596cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf Breezes & Poolside Peace – Silver Sands #236 by RVA Longboat Key 9.2/10 Wonderful (76) "We had a relaxing, peaceful stay at Silver Sands right on a beautiful 10 mile beach. Our efficiency was comfortable and cozy with a functional kitchen for cooking in. We had access to umbrellas and chairs for the beach and poolside. Lots to do if you wanted to venture out or stay and walk the beautiful endless beach. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jessie m. CA $238 CA $494 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-236-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23333677.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/8065969c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/a2a7e9f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/b4e953a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/a48be920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Beach Paradise. Ground Floor unit 64 Longboat Key 9.8/10 Exceptional (60) "Beach is beautiful and condo is convient to all. Condo is very comfortable and as shown and described. We will definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim S. CA $204 CA $520 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Sarasota-Hotels-Beach-Front-One-Bedroom-Condo-Paradise-Ground-Floor.h67598524.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/fdd03ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/e9fdd990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/1d2b4bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/4ca3493e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset and beach view from your balcony Unit 403 Longboat Key 9.8/10 Exceptional (107) "Great location and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marie M. CA $253 CA $580 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Sarasota-Hotels-Panoramic-Beach-View-And-Amazing-Sunset.h19886939.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/2107d745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/2058ff36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/2efcb360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/382a2f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Beach Getaway – Silver Sands #254 by RVA Longboat Key 9.2/10 Wonderful (90) "Last minute getaway for 2. The resort has easy access to beach chairs, umbrella, floats and some toys for kids. We had a great view and the condo had everything we needed. We had groceries delivered and took Ubers to dinner. The nice women at the front office even helped revive our groceries when we couldn’t make it back on time. Will definitely recommend and will book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Miranda O. CA $256 CA $521 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-254-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h28770356.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/844558cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/10ccd43d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/c9e6bd31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/5ab4c136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA Longboat Key 8.8/10 Excellent (42) "Enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan C. CA $256 CA $519 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-237-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23973301.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/27000000/26740000/26731600/26731597/68b9a561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26740000/26731600/26731597/708598d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/27000000/26740000/26731600/26731597/3efaa8c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/27000000/26740000/26731600/26731597/2789e557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best views of the beach from your balcony Unit 301 Longboat Key 9.8/10 Exceptional (87) "This condo is fantastic! The views are unbeatable. Great location for a family vacation. We would highly recommend it! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie B. CA $218 CA $536 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Sarasota-Hotels-Beach-View-Year-Around-Balcony-Sunsets.h26731597.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/e988cae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/6b6b32c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/88d933a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/c3811966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Comfort – Silver Sands Resort #233 by RVA Longboat Key 8.8/10 Excellent (31) "Amazing room, super clean and equipped." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa O. CA $226 CA $479 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-233-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23099822.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20®ionId=8409&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Longboat Key ### Longboat Key attractions for couples Longboat Key, Florida, offers a delightful blend of relaxation and adventure, perfect for discerning families seeking quality experiences. Start your day at the historic Longboat Key Village, where quaint boutiques and delightful cafes line the streets, providing a charming backdrop for leisurely strolls. For those who appreciate nature, the beautiful beaches of Longboat Key are a must-visit; here, you can soak up the sun or indulge in water sports like paddleboarding and kayaking in the tranquil Gulf waters. Don’t miss the opportunity to explore the nearby Marie Selby Botanical Gardens, which showcases stunning tropical plants and breathtaking views of Sarasota Bay. Adventurous families will enjoy a sailing excursion where you can witness dolphins frolicking in their natural habitat, creating unforgettable memories. For accommodation, consider the luxurious resorts along Gulf of Mexico Drive, where attentive service and top amenities ensure a pampered stay. With spacious suites and family-friendly activities, you’ll feel right at home while enjoying the serene surroundings. Longboat Key promises a perfect blend of relaxation, adventure, and quality family time. ### Find the best romantic hotels in Longboat Key For couples seeking a romantic getaway in Longboat Key, Florida, these hotels offer the perfect blend of luxury, comfort, and stunning scenery to make your stay unforgettable. [The St. Regis Longboat Key Resort](https://www.expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) - **Why it's great for a couples retreat:** Why it’s great: With an exceptional review rating of 9.8, The St. Regis Longboat Key Resort is the epitome of romantic luxury. Couples can enjoy the beachfront location, hot tub, and outdoor pool, all designed to create an intimate atmosphere. The resort’s full-service spa offers a range of treatments, including in-room massages, ensuring a pampering experience for both partners. - **Other amenities:** - **Other amenities:** The resort features poolside cabanas, a poolside bar for cocktails, and a selection of fine dining options. Guests can also indulge in body treatments and couples’ massages at the spa. With daily housekeeping and attentive concierge services, The St. Regis guarantees a seamless and memorable romantic escape. - **Nearby attractions:** Longboat Key Beaches - 2.3 km, Islandside Golf Course at Longboat Key Club - 3.7 km, Sarasota BayWalk - 4.2 km [The Resort at Longboat Key Club](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) - **Why it's great for a couples retreat:** Why it’s great: The Resort at Longboat Key Club is a romantic haven for couples, rated 9.0 by travelers who cherish its luxurious offerings. This resort features an extensive spa with couples’ treatments, perfect for relaxation and indulgence. The outdoor pool area and white sand beach provide stunning settings for romantic walks or lounging together under the sun. - **Other amenities:** - **Other amenities:** Couples can enjoy on-site golf and tennis facilities, as well as the resort’s multiple dining options with ocean views. With a full-service spa, hot tub, and poolside bar, this resort perfectly caters to those looking to unwind. The availability of beach cabanas adds a touch of exclusivity, while concierge services enhance the overall experience, providing tailored recommendations for local romantic activities. - **Nearby attractions:** Islandside Golf Course at Longboat Key Club - 0.2 km, Sarasota BayWalk - 1 km, Harborside Golf Course at Longboat Key Club - 0.2 km [Zota Beach Resort](https://www.expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) - **Why it's great for a couples retreat:** Why it’s great: Zota Beach Resort is an idyllic retreat for romantic travelers, with a traveler review rating of 9.0. With breathtaking views and serene beach access, couples can unwind in a luxurious setting. The resort features a hot tub for intimate evenings and an outdoor pool, perfect for sun-soaked days together, enhancing the romantic ambience. - **Other amenities:** - **Other amenities:** Guests can enjoy comfortable sun loungers by the pool and beach, a poolside bar for refreshing drinks, and daily housekeeping to ensure a seamless stay. The resort offers a terrace for sunset views, as well as fitness facilities for couples who want to stay active. With convenient valet parking and air-conditioned rooms, Zota Beach Resort ensures a straightforward escape into paradise. - **Nearby attractions:** Longboat Key Beaches - 0.5 km, Cannons Marina - 3.2 km, Jewfish Key - 6.2 km ## Top Longboat Key Hotel Reviews ![The Resort at Longboat Key Club](//images.trvl-media.com/lodging/1000000/30000/27600/27542/97bea551_y.jpg) ### The Resort at Longboat Key Club 10/10 Excellent "Short 4 night break, in from UK. 2nd time at Longboat Key Resort and would come again for sure. Bldg3 5th floor room. Well equipped, nothing to complain about. Didn’t use the Spa or gym on this trip." [](https://expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Longboat Key? > Are you and your partner in need of a romantic getaway? Our guests also enjoy Longboat Key for its sunsets and beaches. You might consider checking out some of the nearby sights and attractions such as Jewfish Key, Longboat Key Beaches, or Harborside Golf Course at Longboat Key Club. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you and your partner will get to see everything on your list. ### When is the best time of year for a romantic getaway to Longboat Key? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Longboat Key: The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 66°F. The rainiest months in Longboat Key are August, July, September, and June, with each month seeing an average of 8 inches of rainfall. ### What is there to do in Longboat Key? > There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Longboat Key has to offer. Couples looking to see some of the area's natural features will enjoy Longboat Key for its sunsets and beaches. You might consider a visit to Jewfish Key, Longboat Key Beaches, or Harborside Golf Course at Longboat Key Club. ### What's the best way to get to Longboat Key and around town during my romantic getaway? > This information about transportation options in Longboat Key might help your romantic trip get off to a smooth start: To get to Longboat Key, book a flight to Sarasota-Bradenton Intl. Airport (SRQ), which is the closest major airport, located 6.7 mi (10.8 km) from the city center. 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[Mountain Hotels in Fort Myers](https://www.expedia.ca/Fort-Myers-Hotels-Mountain-Hotels.0-0-d602729-tMountainHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Longbeach Village](https://www.expedia.ca/Longbeach-Village-Longboat-Key-Hotels-Adults-Only-Resorts.0-n553248635976481697-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Longbeach Village](https://www.expedia.ca/Longbeach-Village-Longboat-Key-Hotels-All-Inclusive-Hotel.0-n553248635976481697-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Longbeach Village](https://www.expedia.ca/Longbeach-Village-Longboat-Key-Hotels-LGBT-Friendly-Hotel.0-n553248635976481697-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Longbeach Village](https://www.expedia.ca/Longbeach-Village-Longboat-Key-Hotels-Oceanfront-Hotels.0-n553248635976481697-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Adults-Only-Resorts.0-n553248635976473287-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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