Title: TOP Luxury Hotels in Islamorada, FL for 2026 - Islamorada Upscale Hotels | Expedia.co.uk [Islamorada Travel Guide](https://expedia.co.uk/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.co.uk/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Holiday Rentals in Islamorada](https://expedia.co.uk/Islamorada-Holiday-Rentals.d10768.Travel-Guide-HolidayRentals)[Flights to Islamorada](https://expedia.co.uk/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.co.uk/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Islamorada Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Islamorada.d10768.Car-Hire-Guide)[Islamorada Holidays](https://expedia.co.uk/Islamorada.d10768.Holidays-City-Breaks) ![Islamorada featuring a sunset and general coastal views](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/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 Islamorada Luxury Hotels Tonight [12 Jan - 13 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2026-01-12&endDate=2026-01-13&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [13 Jan - 14 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2026-01-13&endDate=2026-01-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2026-01-16&endDate=2026-01-18&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2026-01-23&endDate=2026-01-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Islamorada luxury hotels ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/b210c979.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) ### Cheeca Lodge & Spa [](https://www.expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,292 reviews) "Breakfast was fantastic " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Craig £264 includes taxes & fees 28 Jan - 29 Jan [](https://www.expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Alligator Reef Oceanfront Room King | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/43c465e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Oceanfront Suite Two Queens Lanai | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/a737b04b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/af6ef0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amara Cay Resort [](https://www.expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) Matecumbe 8.8/10 Excellent (1,261 reviews) "Great Location, Friendly Staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HECTOR £226 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/f42604af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/d0b4fd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Water view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/3997e962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drop Anchor [](https://www.expedia.co.uk/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) Islamorada 8.8/10 Excellent (1,000 reviews) "Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura £177 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4671ebc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, a heated pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/e438dbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Double Beds, Balcony, Oceanfront | Living area | 37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/ab6da82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/w4000h2663x0y0-d63f21e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort [](https://www.expedia.co.uk/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) Islamorada 9.0/10 Wonderful (125 reviews) "Beautiful chilled out hotel" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jacqueline £298 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun deck](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/d461c69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/a7493794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/f135208c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Creekside Inn [](https://www.expedia.co.uk/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) Tavernier 7.8/10 Good (1,001 reviews) "It is an awesome experience with wonderful views, the location is a big advantage for this hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vamsi kalyan £142 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) ![Private beach, white sand, sun-loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/77344fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Ocean View Two Queen Suite | Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/1d1a1984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Beach Resort [](https://www.expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,631 reviews) "Clean, gorgeous view, amazing free breakfast, loved the robes!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devon £187 includes taxes & fees 28 Jan - 29 Jan [](https://www.expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6490000/6489600/6489579/c9236968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6490000/6489600/6489579/64387e43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6490000/6489600/6489579/9312c36e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed | Individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/7000000/6490000/6489600/6489579/085609f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conch On Inn Motel [](https://www.expedia.co.uk/Tavernier-Hotels-Conch-On-Inn-Motel.h6489579.Hotel-Information) Indian Waterways 7.6/10 Good (488 reviews) "Overall great experience & owners were great. Only thing I would offer up is could use some new mattresses but everything else was more than expected! Would (or shouldsay will) stay again someday" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.co.uk/Tavernier-Hotels-Conch-On-Inn-Motel.h6489579.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/180cb0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/w1009h683x7y0-80f60840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/2237ce7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shangri-La Suite | Terrace/patio](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/58abb15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Morada [](https://www.expedia.co.uk/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) Matecumbe 9.4/10 Exceptional (417 reviews) "always a pleasant stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert £325 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/711bb33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/7c261d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanview Seaside Villa | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/481f59bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher Inn Resort & Marina [](https://www.expedia.co.uk/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) Islamorada 8.2/10 Very good (1,005 reviews) "Beautiful location and staff is amazing. Would definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zachary £168 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/2bff44ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/7f55fd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5d218fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Islander Resort [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,008 reviews) "Rooms are clean, staff is friendly and the place is beautifull" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James £246 includes taxes & fees 29 Jan - 30 Jan [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.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.co.uk/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28®ionId=10768&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Islamorada ### Islamoradaand its attractions for luxury travelers Nestled in the heart of the Florida Keys, Islamorada is a playground for luxury travellers seeking both adventure and relaxation. Begin your journey with a visit to the stunning Theatre of the Sea, where you can enjoy intimate marine life shows and even swim with dolphins, creating unforgettable memories for the whole family. For those who prefer an oceanic escape, the vibrant coral reefs of the Florida Keys National Marine Sanctuary await, offering world-class snorkelling and diving experiences amidst colourful marine life. Indulge in a private fishing charter with local experts, casting lines for tarpon and bonefish in the crystal-clear waters, or unwind at the exclusive Morada Bay Beach Café, where you can savour gourmet dining with sunset views over the turquoise ocean. For a unique experience, don’t miss the chance to explore the historic African Queen, a restored steamboat that offers leisurely cruises paired with exquisite dining options. When it comes to accommodation, the luxurious resorts along the scenic Overseas Highway provide stunning oceanfront views and exceptional amenities, such as private beaches, personalised concierge services, and exquisite dining experiences, ensuring that every moment of your stay is pampered and memorable. ### Find the best luxury hotels and resorts in Islamorada For those seeking a lavish escape in Islamorada, Florida, these top hotels offer unparalleled luxury, exquisite amenities, and breathtaking views. Each hotel has been meticulously selected to provide an indulgent experience for discerning travellers. [**Chesapeake Beach Resort**](https://www.expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) - **Why it's great for a luxury retreat:** For travellers looking for a refined beachfront experience, Chesapeake Beach Resort stands out with a remarkable review rating of 9.2\. This resort boasts designer toiletries and private beach access, ensuring a tranquil and luxurious stay. Guests can unwind in elegant rooms with air conditioning and spectacular resort views, complemented by dedicated concierge services for a seamless experience. - **Other amenities:** Additional features include a beautiful outdoor pool with sun loungers, complimentary beach towels, and a range of onsite activities such as boat tours and kayaking. Enjoy a leisurely day on the private beach or explore the nearby ocean with snorkelling adventures. The hotel also offers convenient amenities like daily housekeeping and a kitchenette in rooms, perfect for longer stays. - **Neighborhood:** Matecumbe - **Nearby attractions:** History of Diving Museum - 0.9 km, Theater of the Sea - 1.7 km, Windley Key Fossil Reef Geological State Park - 1.8 km [**Islander Resort**](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) - **Why it's great for a luxury retreat:** Islander Resort offers a luxurious retreat with a review rating of 9.2, featuring direct beach access and premium bedding for a restful stay. This resort is designed for relaxation, with a private beach location and concierge services to cater to every need. Guests can enjoy champagne service and an array of dining options, including beachfront restaurants. - **Other amenities:** Additional amenities include a poolside bar, evening entertainment, and beach sun loungers for ultimate comfort. The resort offers water sports equipment, a mini golf course, and a variety of recreational activities like windsurfing and kayaking. With electric car charging stations and self-parking options, the Islander Resort ensures a straightforward experience for all guests. - **Neighborhood:** Matecumbe - **Nearby attractions:** Matecumbe United Methodist Church - 0.9 km, Islamorada Brewery & Distillery - 0.8 km, Keys History & Discovery Center - 0.1 km [**Cheeca Lodge & Spa**](https://www.expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) - **Why it's great for a luxury retreat:** Cheeca Lodge & Spa is the epitome of luxury in Islamorada, with an impressive guest rating of 9.0\. This lavish retreat features a stunning beachfront restaurant, private hot tubs, and exceptional concierge service. The resort offers unmatched amenities such as a golf course and tennis courts, ensuring guests indulge in both relaxation and recreation. - **Other amenities:** Additional amenities include 24-hour room service, premium bedding, and a full-service spa that provides massages on the beach. Guests can enjoy poolside cabanas, couples dining options, and the luxury of deep soaking bathtubs in their rooms. With evening entertainment and supervised childcare, Cheeca Lodge & Spa caters perfectly to all aspects of a luxury getaway. - **Neighborhood:** Matecumbe - **Nearby attractions:** Matecumbe United Methodist Church - 0.1 km, Florida Keys Brewing Co. - 0.4 km, MoradaWay Arts & Cultural District - 0.6 km [**Amara Cay Resort**](https://www.expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) - **Why it's great for a luxury retreat:** Amara Cay Resort is a luxurious haven with a guest review rating of 8.8, offering a perfect blend of relaxation and adventure. With its stunning beachfront location, guests can enjoy in-room massages and high-end amenities such as premium bedding and air conditioning. The resort’s restaurant serves exquisite cuisine with beautiful ocean views, making it a delightful dining experience. - **Other amenities:** Additional offerings include an outdoor pool, beach towels, and a terrace for sun-soaked relaxation. Guests can enjoy onsite kayaking or explore nearby snorkeling opportunities. The resort features a poolside bar, fitness facilities, and complimentary beach sun loungers, ensuring every aspect of a luxurious stay is covered. - **Neighborhood:** Matecumbe - **Nearby attractions:** Bud n' Mary's Dive Center - 0.3 km, Indian Key Historic State Park - 1.1 km, Hurricane Monument - 2.3 km [**La Siesta Resort & Villas**](https://www.expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) - **Why it's great for a luxury retreat:** La Siesta Resort & Villas presents a luxurious experience with a solid review rating of 8.6\. Guests can indulge in premium bedding and designer toiletries, alongside private beach access for a serene getaway. The resort features a poolside bar and offers evening entertainment for a perfect blend of relaxation and fun. - **Other amenities:** Additional amenities include beach sun loungers, a kitchenette in select rooms, and an outdoor pool accessible for all guests. There’s also a fitness centre nearby, ensuring health-conscious travellers can maintain their routines. With complimentary beach towels, electric car charging stations, and convenient self-parking, La Siesta Resort & Villas is designed to provide a seamless luxury experience. - **Neighborhood:** Matecumbe - **Nearby attractions:** Bud n' Mary's Dive Center - 0.9 km, Indian Key Historic State Park - 0.5 km, Hurricane Monument - 1.7 km ## Top Islamorada Hotel Reviews ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "So much luxury!" [](https://expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Clean, gorgeous view, amazing free breakfast, loved the robes!" [](https://expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg) ### La Siesta Resort & Villas 10/10 Excellent "Staff was very responsive. The room was great. We like having a separate room with a kitchenette and dinning table. Very quite. The other two resorts included were a plus. " [](https://expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg) ### Fisher Inn Resort & Marina 10/10 Excellent "We loved this place! The staff was awesome and it looked unassuming but the rooms were big and clean and had everything we needed. We loved the kayak and paddleboard and other activities. We would definitely stay there again!" [](https://expedia.co.uk/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Na" [](https://expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg) ### Coconut Cove Resort and Marina 10/10 Excellent "Great place to stay! The staff were wonderful! Quiet, peaceful, and enjoyable stay! Rooms were spacious and clean! " [](https://expedia.co.uk/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "The property is spectacular - absolutely beautiful, lit up at night with torches and lighting. The room was well appointed, clean and relaxing. The food was good, the service was excellent." [](https://expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 10/10 Excellent "Amazing place - so much variety" [](https://expedia.co.uk/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg) ### Drop Anchor 10/10 Excellent "The staff was personable, great location, having the bicycles and kayaks were a great touch" [](https://expedia.co.uk/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in Islamorada? > The 5-star Cheeca Lodge & Spa, with a 9.2 rating, is distinguished by its private beach, on-site golf course, and tennis facilities. Guests frequently praise the friendly and amazing staff, as well as the beautiful and clean rooms. > > > The 4-star Amara Cay Resort, rated 8.8, offers a private beachfront restaurant and a poolside bar. Reviewers frequently highlight the friendly and amazing staff, and the beautiful location. > > > The 4-star Islander Resort, with a 9.2 rating, provides private beach access and beachfront dining. Customers particularly appreciate the beautiful and big pool, along with the great and amazing service. > > > The 4-star La Siesta Resort & Villas, rated 8.6, features designer toiletries and premium bedding. The staff are consistently praised as friendly and amazing, and the rooms as clean and big. ### Which area of Islamorada is best to stay in for luxury hotels? > This stretch of the Overseas Highway is where you'll find a collection of high-end resorts and private villas, many of which offer direct access to the ocean or bayside. These properties are typically set back from the main road, providing a sense of seclusion and tranquility. You'll often find amenities like private beaches, extensive tropical gardens, and multiple dining options on-site. > > > Couples looking for a romantic and exclusive getaway will find this area particularly appealing. The resorts here often cater to adults with features such as serene pool areas, spa services, and fine dining restaurants. Many offer water-based activities directly from their property, like guided fishing charters or paddleboarding, making it easy to enjoy the Florida Keys' natural beauty without venturing far. ### How much does a luxury hotel in Islamorada cost? ### Which luxury hotels in Islamorada are good for families? > The 5-star Cheeca Lodge & Spa, with a 9.2 rating, offers an array of amenities suitable for families, including an onsite golf course and tennis facilities. Guests frequently praise the friendly and amazing staff, as well as the beautiful and clean rooms. > > > The 4-star Amara Cay Resort, rated 8.8, provides a comfortable stay with its private beach access and beachfront restaurant. Reviewers often highlight the friendly staff, beautiful location, and clean, comfortable rooms. > > > Islander Resort, a 4-star property with a 9.2 rating, features a beautiful, large pool and evening entertainment. Customers consistently praise the friendly staff and the beautiful, clean rooms and amenities. > > > The 4-star La Siesta Resort & Villas, holding an 8.6 rating, offers spacious, clean rooms and excellent amenities. Its private beach access and resort structure are noted by guests, who often mention the friendly staff and great location. ### What are the best luxury hotels in Islamorada with a pool? > The 5-star Cheeca Lodge & Spa, with a 9.2 rating, provides a range of pool options, including private pools in some accommodations. Guests frequently praise the friendly and amazing staff, beautiful and clean rooms, and excellent service. The resort also boasts an onsite golf course and tennis facilities. > > > The 4-star Amara Cay Resort, rated 8.8, features a beautiful outdoor pool and a poolside bar. Reviewers often highlight the friendly and amazing staff, the beautiful location, and the comfortable and clean rooms. > > > Islander Resort, a 4-star establishment with a 9.2 rating, offers a beautiful and large pool. Customers consistently praise the friendly and great staff, the beautiful and clean rooms, and the great service. > > > [La Siesta Resort & Villas](https://www.expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information), a 4-star property with an 8.6 rating, also provides an outdoor pool. Guests frequently mention the friendly staff, clean and spacious rooms, and the great location. ### Which luxury hotels in Islamorada are good for couples? > The 5-star Cheeca Lodge & Spa, with a 9.2 rating, is celebrated for its private beach, onsite golf course, and private outdoor hot tubs. Reviewers consistently praise the friendly and amazing staff, along with the beautiful and clean rooms. > > > The 4-star Islander Resort, also with a 9.2 rating, features a beachfront restaurant and champagne service, great for romantic evenings. Customers frequently comment on the beautiful and clean rooms, as well as the beautiful and large pool. > > > Amara Cay Resort, a 4-star property with an 8.8 rating, provides a private beach and a beachfront restaurant. Its suites and premium bedding are often noted by guests, who praise the friendly staff and the beautiful location. ### Are there any top luxury hotels near Indian Key Historic State Park? > The 5-star Cheeca Lodge & Spa, with a 9.2 rating, provides an array of upscale amenities including a private beach, an on-site golf course, and private outdoor hot tubs. Guests frequently praise its friendly and amazing staff, as well as the beautiful and clean rooms. > > > The 4-star Islander Resort, rated 9.2, features a beachfront restaurant and private beach access. Customers often highlight the beautiful and big pool, alongside the great and amazing service. > > > Amara Cay Resort, a 4-star property with an 8.8 rating, offers a private beach, beachfront restaurant, and amenities such as Egyptian cotton sheets. Reviewers consistently praise the friendly and amazing staff, and the beautiful location. ### What luxury activities and experiences are there in Islamorada? > Upper Matecumbe Key offers a selection of exclusive resorts with private beaches, marinas, and fine dining. You'll find properties here that provide amenities such as private villas, infinity pools, and personalised concierge services. Many of these establishments are located directly on the ocean side, offering stunning views and immediate access to water activities. > > > Couples looking for a romantic and indulgent escape will find Upper Matecumbe Key particularly appealing. Resorts in this area often specialise in creating memorable experiences, from private sunset cruises and bespoke fishing charters to spa treatments and gourmet meals prepared by private chefs. The focus is on relaxation and bespoke service, allowing couples to enjoy the natural beauty of the Keys in comfort. > > > Travellers seeking an active yet luxurious holiday will also appreciate this area. Many resorts offer private charters for deep-sea fishing, fly fishing, or snorkelling and diving excursions to the nearby coral reefs. ### How can I save on a luxury hotel in Islamorada with Expedia? ### Is it cheaper to book a luxury Islamorada hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Other - More ways to book - [Hotels Suites in Brickell ](https://www.expedia.co.uk/Brickell-Miami-Hotels-Hotel-Suites.0-n6240961-0-thotelsuites.Travel-Guide-Filter-Hotels) - [Hotels with a Bar in Brickell ](https://www.expedia.co.uk/Brickell-Miami-Hotels-Hotel-With-A-Bar.0-n6240961-0-thotelwithabar.Travel-Guide-Filter-Hotels) - [Hotels with Airport Transfers in Brickell ](https://www.expedia.co.uk/Brickell-Miami-Hotels-Hotel-With-Airport-Transfers.0-n6240961-0-thotelwithairporttransfers.Travel-Guide-Filter-Hotels) - [Hotels with Breakfast in Brickell ](https://www.expedia.co.uk/Brickell-Miami-Hotels-Hotel-With-Breakfast.0-n6240961-0-thotelwithbreakfast.Travel-Guide-Filter-Hotels) - 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