Title: Book the Best ROMANTIC Hotels in Longboat Key, FL from CA $405 - 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 $405 ![](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 [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=ROMANTIC) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=ROMANTIC) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=ROMANTIC) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-24&endDate=2025-10-26&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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/7d651380.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) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/29df1f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Resort at Longboat Key Club Longboat Key 9.0/10 Wonderful (683) "The property offers exceptionally clean rooms and attentive staff who ensure a comfortable stay. Highly recommend!" CA $546 CA $681 total includes taxes & fees Oct 26 - Oct 27 [](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](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/4e06c5f1.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 (49) "Absolutely beautiful property! Lovely pools and impeccable beach. Restaurants are good, housekeeping was the only miss - no turndown one night and had to request cleaning at 3 pm after having had the service sign on all day" CA $1,038 CA $1,260 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973228/b29ce614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973228/d31e3afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973228/ad2f5010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973228/5a3306cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Castle Resort #22 by RVA Longboat Key 9.6/10 Exceptional (45) "Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The place is really cute and I loved the location. The price was affordable and the resort had a lot of amenities. The beds could be a little softer (I'm not used to firm beds) but it was sleepable. I'd definitely stay here again!" CA $225 CA $490 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Sarasota-Hotels-Beach-Castle-22-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23973228.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23980000/23972900/23972871/d96a2994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23980000/23972900/23972871/e89d12f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23980000/23972900/23972871/4459c55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23980000/23972900/23972871/92731ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands 1BR–Gulfside Comfort on Longboat Key #255 Resort by RVA Longboat Key 9.0/10 Wonderful (82) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We love this place! It was our second year at River sands and it was just a perfect vacation. The views alone are worth it! The beach is only steps away and not crowded like the public beaches. We saw so many amazing things this year.... CA $183 CA $424 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-255-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23972871.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) ![Exterior](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/e6ff48fc.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 Escape Unit #237 by RVA Longboat Key 8.8/10 Excellent (42) "Enjoyed our stay" CA $169 CA $405 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-237-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23973301.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/09f77dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/e9efd4e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/a0510322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/7a2d6715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Gulf Front Escape: Silver Sands 252-Perfect Longboat Key Retreat, by RVA Longboat Key 9.2/10 Wonderful (99) "This is a nice place to stay with a great view. It’s clean, fairly quiet. Parking was never a problem." CA $190 CA $434 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-252-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23057877.Hotel-Information) ![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/945db7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/60d0a16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/0fdf1f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/42521585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Castle Resort #23: 1 BR, 1 BA Hotel in Longboat Key, Sleeps 4 Longboat Key 10/10 Exceptional (53) "Amazing family vacation and loved the location!" CA $237 CA $568 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Sarasota-Hotels-Private-Condo-Walk-To-Beach-And-Bay-Beach-Castle-23-Longboat-Key.h23057985.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/27000000/26740000/26731600/26731597/0a97343d.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 (85) "It was so great loved everything in the home" CA $218 CA $536 total includes taxes & fees Oct 21 - Oct 22 [](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/c3811966.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/e668bb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Comfort – Silver Sands Gulf Beach Resort #233 by RVA Longboat Key 8.8/10 Excellent (31) "Everything was great. Ready for more of our favorite restaurants to finish rebuilding. " CA $226 CA $476 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-233-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23099822.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/eb017046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/8071cb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/5d05a454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/822c85bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA Longboat Key 9.2/10 Wonderful (119) "Location was great! Studio apartment was good. Was very nice to have a balcony to sit and enjoy a cup of coffee in the morning and watch and listen to the ocean. Just a few steps onto the beach/ocean. Perfect Spot to relax! Will definitely return again. " CA $199 CA $441 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-226-Studio-1-BA-Resort-By-Rva.h23133871.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=2025-10-30&endDate=2025-10-31®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, Harborside Golf Course at Longboat Key Club, or Islandside 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, Harborside Golf Course at Longboat Key Club, or Islandside 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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