Title: Book the Best Siesta Key LUXURY Hotels - Upscale Hotels in Siesta Key, FL | Expedia.ca [Siesta Key Travel Guide](https://expedia.ca/Siesta-Key.dx6881)[Hotels in Siesta Key](https://expedia.ca/Siesta-Key-Hotels.d6881.Travel-Guide-Hotels)[Vacation Rentals in Siesta Key](https://expedia.ca/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)[Flights to Siesta Key](https://expedia.ca/Cheap-Flights-To-Siesta-Key.d6881.Travel-Guide-Flights)[Things to do in Siesta Key](https://expedia.ca/Things-To-Do-In-Siesta-Key.d6881.Travel-Guide-Activities)[Siesta Key Car Rentals](https://expedia.ca/Car-Rentals-In-Siesta-Key.d6881.Car-Rental-Guide)[Siesta Key Vacation Packages](https://expedia.ca/Siesta-Key.d6881.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/65000/65413-Siesta-Key.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Siesta Key, FL ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Siesta Key Luxury Hotels Tonight [Sep 22 - Sep 23](https://www.expedia.ca/Hotel-Search?regionId=6881&startDate=2025-09-22&endDate=2025-09-23&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=6881&startDate=2025-09-23&endDate=2025-09-24&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6881&startDate=2025-09-26&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6881&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Siesta Key Luxury Hotels ## Our top choices for Siesta Key luxury hotels ![Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/28955014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/ab658cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/7dc05471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Beach Resorts Siesta Key 9.4/10 Exceptional (4992) "A great little hotel, the beach is beautiful too, will be back, this is our 3rd year coming." CA $192 CA $248 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Luxury Single | Private kitchenette](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/13f03971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3d46ab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/4d68eb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captiva Beach Resort Siesta Key 9.0/10 Wonderful (1136) "2nd time and excellent as always..close to the beach and great surroundings " CA $176 CA $222 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information) ![Outdoor pool, open 9 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/993b4c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/36292117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/22a880e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/07bd382e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Beach Resort and Suites Siesta Key Village 8.8/10 Excellent (1027) "Great location " CA $181 CA $281 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/acd6c92b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/a3458664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/c3947027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Breeze Resort Siesta Key Village 8.8/10 Excellent (1025) "Great place!" CA $233 CA $295 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.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=2025-10-06&endDate=2025-10-07®ionId=6881&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Siesta Key ### Siesta Keyand its attractions for luxury travelers Siesta Key, Florida, offers an exquisite blend of relaxation and vibrant activities, perfect for discerning luxury travellers. Start your day with a visit to Siesta Beach, renowned for its powdery white sands and crystal-clear waters, where you can indulge in a private cabana experience while sipping cocktails from the beachside bar. For those seeking adventure, the waters around Siesta Key are ideal for kayaking or paddleboarding, allowing you to explore the serene mangroves and spot local wildlife. In the evening, enjoy a sunset cruise on the Gulf of Mexico, where you can take in breathtaking views while being catered to by attentive staff on a luxury yacht. For a taste of local culture, the Siesta Key Village boasts upscale boutiques and gourmet dining options, ensuring an enjoyable afternoon of shopping and fine dining. When it comes to accommodation, consider staying at a luxurious beachfront resort like The Ritz-Carlton or the Siesta Key Beach Resort, both of which offer unparalleled service, stunning views, and direct access to the beach. Here, you can unwind in opulent surroundings while enjoying personalised services that cater to your every need. ### Find the best luxury hotels and resorts in Siesta Key For those seeking an indulgent getaway in Siesta Key, Florida, these exquisite hotels promise a lavish experience. Each hotel offers a variety of luxurious amenities to ensure a memorable stay. [The Residences at Siesta Key Beach by Hyatt Vacation Club](https://www.expedia.ca/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information) - **Why it's great for a luxury retreat:** With a stellar review rating of 9.8, The Residences at Siesta Key Beach by Hyatt Vacation Club offers guests a luxurious escape. The hotel is designed to provide unparalleled comfort, featuring premium bedding and plush bathrobes that elevate the stay. Guests will appreciate the onsite spa for rejuvenating treatments and the stunning ocean views from select accommodations. - **Other amenities:** This upscale destination boasts a 24-hour fitness centre, ensuring that guests can maintain their workout regimen during their stay. The outdoor pool area is perfect for relaxation, while complimentary beach sun loungers and umbrellas enhance the beach experience. Guests can also take advantage of valet parking and a kitchen equipped with modern appliances for convenient in-room dining. - **Nearby attractions:** Crescent Beach - 0.1 km, Siesta Key Marina - 0.7 km, Point of Rocks - 1.1 km [Tropical Beach Resorts](https://www.expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) - **Why it's great for a luxury retreat:** Tropical Beach Resorts is a remarkable choice for luxury travelers, featuring an impressive guest review rating of 9.6. With premium bedding and designer toiletries, guests are treated to a restful and pampering experience. The heated pool and deep soaking bathtubs further enhance relaxation, making it a perfect retreat after a day of adventure. - **Other amenities:** Guests can enjoy access to a variety of additional features, including a concierge service to assist with arrangements, a shopping district nearby for exclusive finds, and outdoor activities like kayaking and windsurfing. The hotel also offers suites for added space, as well as beach towels and umbrellas for a perfect day by the water. Daily housekeeping ensures that every aspect of the stay remains pristine, while the onsite romantic atmosphere enhances the overall experience. - **Nearby attractions:** Crescent Beach - 0.2 km, Siesta Key Marina - 0.7 km, Point of Rocks - 0.9 km [Siesta Palms By the Beach](https://www.expedia.ca/Sarasota-Hotels-Siesta-Palms-By-The-Beach.h11897601.Hotel-Information) - **Why it's great for a luxury retreat:** Siesta Palms By the Beach is an excellent option for luxury travellers, featuring an impressive guest review rating of 9.2. The hotel is known for its plush Egyptian cotton sheets and premium bedding, ensuring a restful night's sleep. With an outdoor pool and hot tub, guests can unwind in style after a day of exploring the beautiful surroundings. - **Other amenities:** The hotel offers a range of conveniences, including in-room kitchens and outdoor terraces for enjoying the sunny Florida weather. Guests can enjoy exciting activities like kayaking and beach tours, while ample parking and beach umbrellas enhance the overall experience. The nearby marina and stunning white sand beach make this location ideal for those seeking both relaxation and adventure. - **Nearby attractions:** Crescent Beach - 0.7 km, Siesta Key Marina - 1.1 km, Point of Rocks - 0.3 km ## Top Siesta Key Hotel Reviews ![Captiva Beach Resort](//images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg) ### Captiva Beach Resort 10/10 Excellent "The rooms were very clean! Beds and pillows super comfy, although the water pressure and temp of water in the shower left a lot to be desired we would definitely come back! " [](https://expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information) ![Tropical Beach Resorts](//images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Great location, great spot for a vacation. Will be back soon. " [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Tropical Breeze Resort](//images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "Staff were welcoming, attentive and super helpful…Especially Adriana! My husband and I are so grateful to her and the entire Team!" [](https://expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![Siesta Key Beach Resort and Suites](//images.trvl-media.com/lodging/1000000/10000/9600/9560/993b4c27_y.jpg) ### Siesta Key Beach Resort and Suites 10/10 Excellent "Great location. Literally can walk to every restaurant/bar/store. Easy access to the beach. Property has a great pool that's clean. Staff is always friendly. I've stayed there 4 times and never had any issues with my room or the staff." [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information) ## Frequently asked questions ### Are you searching for the perfect hotel for your luxury getaway to Siesta Key? > Expedia can help you get a flight to Sarasota-Bradenton Intl. Airport (SRQ) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a vacation, so we make it easy to get what you want to make your stay special. If you want an upscale hotel that has fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Siesta Key offers. Known for its entertainment and live music, Siesta Key also has some interesting things to see and do including Siesta Key Beach, so you may want to take in the local sights during your visit. ### When can I expect good weather in Siesta Key? > Planning for the weather is an important factor for making your trip to Siesta Key a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Siesta Key is 44 inches. ### What's there to see and do in Siesta Key? > Experience Siesta Key and visit Siesta Key Beach, Crescent Beach, and Siesta Key Marina. 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[Spa Hotels in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Spa-Hotel.0-n6296072-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in St. Pete Beach](https://www.expedia.ca/St-Pete-Beach-Hotels-Casino-Hotel.0-0-d9802-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in St. Pete Beach](https://www.expedia.ca/St-Pete-Beach-Hotels-Honeymoon-Hotels.0-0-d9802-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in St. Pete Beach](https://www.expedia.ca/St-Pete-Beach-Hotels-Shopping-Hotel.0-0-d9802-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Tampa](https://www.expedia.ca/Tampa-Hotels-Business-Hotel.0-0-d602996-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Tampa](https://www.expedia.ca/Tampa-Hotels-Couples-Resorts-Hotels.0-0-d602996-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Tampa](https://www.expedia.ca/Tampa-Hotels-Green-Sustainable.0-0-d602996-tGreenSustainable.Travel-Guide-Filter-Hotels) - 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