Title: Book the Best ROMANTIC Hotels in Longboat Key, FL from CA $415 - 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) ![1_140312352](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 23 - Jan 24](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-23&endDate=2026-01-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-24&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Longboat Key romantic hotels ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/6b2968af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![John Jacob Astor Suite, 1 King Bed with Sofa bed, Non Smoking, Oceanfront | Living room](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/4e2f76c2.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, 3 Bedrooms, 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) ### The St. Regis Longboat Key Resort [](https://www.expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) Longboat Key 9.8/10 Exceptional (61 reviews) "Best of the best ! it was incredible! i want to go back again🙌♥️" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vasyl CA $1,763 CA $2,094 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/12e41aae.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) ![6 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/00505e30.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 [](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) Longboat Key 9.0/10 Wonderful (692 reviews) "Everything Perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tomas CA $702 CA $871 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/24000000/23520000/23513500/23513433/962d6702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23520000/23513500/23513433/8d318729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23520000/23513500/23513433/72bc8026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23520000/23513500/23513433/0598bfa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Comfort – Beach Castle #26 by RVA [](https://www.expedia.ca/Sarasota-Hotels-Beach-Castle-Resort-26-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23513433.Hotel-Information) Longboat Key 9.4/10 Exceptional (40 reviews) "We had a great time and the place was beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle B. CA $236 CA $459 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Sarasota-Hotels-Beach-Castle-Resort-26-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23513433.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/w1350h899x0y1-de204860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/4c792532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/w1349h899x1y1-2a76d3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/w1349h899x1y1-5b522171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset and beach view from your balcony Unit 403 [](https://www.expedia.ca/Sarasota-Hotels-Panoramic-Beach-View-And-Amazing-Sunset.h19886939.Hotel-Information) Longboat Key 9.8/10 Exceptional (110 reviews) "Gorgeous view and comfortable interior. Great beach access and good pool. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tanya M. CA $517 CA $914 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Sarasota-Hotels-Panoramic-Beach-View-And-Amazing-Sunset.h19886939.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/c5fbc9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/5f418b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/14c34a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/62dbb774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Serenity – Unit 234 by RVA [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-234-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23058218.Hotel-Information) Longboat Key 9.4/10 Exceptional (30 reviews) "Love this place and staff. Will book again. Everything is so easy!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily CA $209 CA $458 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-234-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23058218.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/de055795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/a6da00b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/1c1599c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/c64b6123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift & Dune – Longboat Beachfront #101 RVA [](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) Longboat Key 8.6/10 Excellent (76 reviews) "Perfect for our family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kayla c. CA $284 CA $602 total includes taxes & fees Feb 4 - Feb 5 [](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) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23060000/23058200/23058123/35f94f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23060000/23058200/23058123/5b2a6529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23060000/23058200/23058123/c24185f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23060000/23058200/23058123/1da497fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands #245 Resort by RVA [](https://www.expedia.ca/Longboat-Key-Hotels-Condo.h23058123.Hotel-Information) Longboat Key 9.4/10 Exceptional (34 reviews) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Volker K. CA $312 CA $596 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Longboat-Key-Hotels-Condo.h23058123.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) ![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/c8391b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/da2a3cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Comfort - Beach Castle #23 by RVA [](https://www.expedia.ca/Sarasota-Hotels-Private-Condo-Walk-To-Beach-And-Bay-Beach-Castle-23-Longboat-Key.h23057985.Hotel-Information) Longboat Key 10/10 Exceptional (57 reviews) "Amazing family vacation and loved the location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaitlin M. CA $418 CA $795 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Sarasota-Hotels-Private-Condo-Walk-To-Beach-And-Bay-Beach-Castle-23-Longboat-Key.h23057985.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/209a6cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/6b317b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/176b6f40.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/e01799b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Oasis – Longboat Key 226 by RVA [](https://www.expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-226-Studio-1-BA-Resort-By-Rva.h23133871.Hotel-Information) Longboat Key 9.2/10 Wonderful (123 reviews) "We had a beautiful trip, the Oceanfront Oais is phenomenal!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kata CA $177 CA $415 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-226-Studio-1-BA-Resort-By-Rva.h23133871.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23040000/23032400/23032364/e57f7123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23040000/23032400/23032364/a4721412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/24000000/23040000/23032400/23032364/14d23968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/24000000/23040000/23032400/23032364/295f8be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Gulf View Condo Cabana Beach Club #7 by RVA [](https://www.expedia.ca/Sarasota-Hotels-Cabana-Beach-Club-7-2brden-2-BA-Resort-On-Longboat-Key-By-Rva.h23032364.Hotel-Information) Longboat Key 9.6/10 Exceptional (72 reviews) "Perfect relaxing spot for a family getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David S. CA $344 CA $702 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Sarasota-Hotels-Cabana-Beach-Club-7-2brden-2-BA-Resort-On-Longboat-Key-By-Rva.h23032364.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=2026-02-06&endDate=2026-02-07®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](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/12e41aae_y.jpg) ### The Resort at Longboat Key Club 10/10 Excellent "Everything Perfect!" [](https://expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Longboat Key? ### When is the best time of year for a romantic getaway to Longboat Key? ### What is there to do in Longboat Key? ### What's the best way to get to Longboat Key and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Family Hotels in Bay Isles ](https://www.expedia.ca/Bay-Isles-Longboat-Key-Hotels-Family-Hotel.0-n553248635976473218-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Bay Isles ](https://www.expedia.ca/Bay-Isles-Longboat-Key-Hotels-Oceanfront-Hotels.0-n553248635976473218-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Bayshore Gardens ](https://www.expedia.ca/Bayshore-Gardens-Bradenton-Hotels-Adults-Only-Resorts.0-n553248623282278434-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bayshore Gardens ](https://www.expedia.ca/Bayshore-Gardens-Bradenton-Hotels-Cheap-Hotels.0-n553248623282278434-0-tCheapHotels.Travel-Guide-Filter-Hotels) - 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