Title: The Best 5 Star Hotels in Florida Keys from $319 | Expedia.com [Florida Keys Travel Guide](https://expedia.com/Florida-Keys.dx6023765)[Hotels in Florida Keys](https://expedia.com/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Vacation Rentals in Florida Keys](https://expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[Flights to Florida Keys](https://expedia.com/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Things to do in Florida Keys](https://expedia.com/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)[Car Rentals in Florida Keys](https://expedia.com/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[Florida Keys Vacation Packages](https://expedia.com/Florida-Keys.d6023765.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Florida Keys 5 Star Hotels Tonight [Mar 28 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6023765&startDate=2026-03-28&endDate=2026-03-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 29 - Mar 30](https://www.expedia.com/Hotel-Search?regionId=6023765&startDate=2026-03-29&endDate=2026-03-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6023765&startDate=2026-04-03&endDate=2026-04-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6023765&startDate=2026-04-10&endDate=2026-04-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Florida Keys 5-star hotels ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/981feca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/387633fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4cbd70d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheeca Lodge & Spa [](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,300 reviews) "Place was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg $408 nightly $460 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/f6566b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/04484d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/02a3a50c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/9f64224f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Isla Bella Beach Resort & Spa [](https://www.expedia.com/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) Marathon 9.2/10 Wonderful (1,110 reviews) "All rooms have an ocean view-beautiful for sure!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wanda $486 nightly $547 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Florida-Keys-Hotels.s50-0-d6023765.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Florida-Keys-Hotels.s50-0-d6023765.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Florida Keys. ![Reefhouse Resort & Marina](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/e9f2dff3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Reefhouse Resort & Marina 103800 Overseas Hwy Key Largo FL $339 nightly $376 total Apr 19 - Apr 20 Total with taxes and fees 9.4/10 Exceptional! (1,391 reviews) [](https://expedia.com/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 97000 Overseas Hwy Key Largo FL $386 nightly $434 total Apr 13 - Apr 14 Total with taxes and fees 8.6/10 Excellent! (1,017 reviews) [](https://expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Amara Cay Resort 80001 Overseas Hwy Islamorada FL $283 nightly $319 total Apr 20 - Apr 21 Total with taxes and fees 8.8/10 Excellent! (1,262 reviews) [](https://expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) Still don't see what you're looking for? [See all properties in Florida Keys.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F29%2F2026&endDate=3%2F30%2F2026®ionId=6023765&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F29%2F2026&endDate=3%2F30%2F2026®ionId=6023765&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F29%2F2026&endDate=3%2F30%2F2026®ionId=6023765&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F29%2F2026&endDate=3%2F30%2F2026®ionId=6023765&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F29%2F2026&endDate=3%2F30%2F2026®ionId=6023765&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F29%2F2026&endDate=3%2F30%2F2026®ionId=6023765&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Florida Keys Snorkel crystal-clear waters teeming with colorful fish, then feast on fresh-caught lobster at a laid-back waterfront shack. Drive the scenic Overseas Highway, stopping at Key West's Ernest Hemingway Home and Dry Tortugas National Park for island adventures. [See all hotels in Florida Keys](https://www.expedia.com/Hotel-Search?startDate=2026-04-11&endDate=2026-04-12&adults=2®ionId=6023765) ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Florida Keys Hotel Reviews ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "The staff was friendly and laid back. The resort was absolutely beautiful! " [](https://expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Isla Bella Beach Resort & Spa](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/f6566b0f_y.jpg) ### Isla Bella Beach Resort & Spa 10/10 Excellent "Would stay at Isla Bella again. Beautiful beach and pool areas and overall property very nice. Loved the balconies facing the water. Water bottles during check in with water refill stations all over the property was a nice touch. Plenty of activities to do with 9 and 13 year old: volleyball, putting green, manatees near the dock, lawn games. Overall a lot of kids and families, but not chaotic. Could get pool/beach chairs anytime of day. Staff friendly. In rooms - beds/linens not as comfortable and bathroom toiletries not as nice as expected. Overall liked central location in Marathon. A lot to do and plenty of good places to eat. Wish the marketplace had more grocery / snack options." [](https://expedia.com/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) ## Find out more about Florida Keys Ready for an incredible adventure? Add an extra layer of luxury on your next trip to Florida Keys by treating yourself to the best of the best when it comes to lodging. It's an ideal combination. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Florida Keys so popular in the last year. There's no reason to delay a getaway to Florida Keys any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Florida Keys and get ready to be pampered like never before. Don't wait any longer! ### Get a Great Deal on 5-Star Hotels in Florida Keys You'll have a fantastic time at one of these 5-star hotels. Exceptional service, delicious meals, and personalized service are all waiting for you. Our numerous hotels in the area will ensure you find the perfect space to kick back after a long day. You can also look forward to an outstanding experience and fantastic customer care, so get ready to kick back and indulge. What creature comforts do you want in your lodging? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A reflexology treatment that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Ready for experiences outside your hotel room? We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Florida Keys are waiting for you to relax after a busy day. Ready to learn more? Then check out our listings and pick the perfect accommodation for your needs. ### Your Getaway Starts Today Numerous visitors make Florida Keys the place to vacation. Why not join their ranks? If you've been dreaming about a vacation set here, then go ahead and book it. A surge in interest means these great hotel rooms will go quickly. Your great getaway is just a mouse-click away. Choose one of Expedia's Florida Keys 5-star hotels today and soothe yourself in luxe surroundings tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Florida Keys? > - Search for the lowest price per night from $319 ### What makes a hotel 5 stars in Florida Keys? ### Are there any 5-star all-inclusive resorts in Florida Keys?