Title: Book the Best ROMANTIC Hotels in Islamorada, FL from CA $152 - Islamorada Romantic Getaways | Expedia.ca [Islamorada Travel Guide](https://expedia.ca/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Vacation Rentals in Islamorada](https://expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[Flights to Islamorada](https://expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Islamorada Car Rentals](https://expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.ca/Islamorada.d10768.Destination-Travel-Guides) ![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) # Find Romantic Hotels in Islamorada, FL from CA $152 - ![](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 Islamorada Romantic Hotels Tonight [Dec 1 - Dec 2](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-01&endDate=2025-12-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-02&endDate=2025-12-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Islamorada Romantic Hotels ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_10768) ## Find out more about Islamorada ### Islamorada attractions for couples Islamorada, the enchanting village of islands, offers a wealth of activities and experiences that cater perfectly to adventurous families seeking quality and convenience. For marine enthusiasts, the Theatre of the Sea provides a unique chance to interact with dolphins, sea lions, and tropical birds in a stunning oceanfront setting. Fishing aficionados will relish the world-renowned waters of the Florida Keys, where deep-sea fishing charters promise exhilarating catches, from marlin to mahi-mahi. For a taste of local culture, the History of Diving Museum showcases fascinating exhibits on underwater exploration, making it an engaging stop for both kids and adults alike. Nature lovers can explore the tranquil beauty of the Florida Keys National Marine Sanctuary, where snorkelling and diving unveil vibrant coral reefs and diverse marine life. After a day of exploration, consider staying at one of the charming resorts in the Morada Bay area, where you can unwind in luxe accommodations with breathtaking sunset views over the water. With attentive service and a relaxed atmosphere, these hotels provide the perfect base for your family’s adventures, ensuring a memorable experience that balances comfort and excitement. ### Find the best romantic hotels in Islamorada For couples seeking a romantic retreat in the enchanting Islamorada, these hotels offer a perfect blend of intimacy, luxury, and beautiful surroundings. Each hotel provides unique amenities that elevate the romantic experience. [Sunset Inn](https://www.expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) - **Why it's great for a couples retreat:** Sunset Inn provides a charming and intimate atmosphere, reflected in its stellar review rating of 9.4. Located in the Matecumbe area, this quaint retreat offers travelers a refreshing outdoor pool and a lovely garden space, perfect for romantic picnics or quiet moments under the stars. - **Other amenities:** Beyond its enchanting setting, travelers can take advantage of complimentary bicycles for scenic rides along the coast. The inn features daily housekeeping, a kitchenette for those who prefer to prepare a candlelit dinner, and free toiletries to ensure a comfortable stay. The inviting pool cabanas add an extra layer of relaxation, making it a wonderful option for couples looking to unwind together. - **Neighborhood:** Matecumbe - **Nearby attractions:** Matecumbe United Methodist Church - 0.9 km, Keys History & Discovery Center - 0.7 km, Islamorada Brewery & Distillery - 0.4 km [Chesapeake Beach Resort](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) - **Why it's great for a couples retreat:** Chesapeake Beach Resort is an idyllic choice for romantic getaways, earning an impressive traveler review rating of 9.2. Nestled in the beautiful Matecumbe neighbourhood, this resort boasts an inviting outdoor pool and a beach area perfect for sunset strolls, setting the stage for unforgettable moments with your loved one. - **Other amenities:** In addition to its romantic allure, travelers will enjoy a range of amenities including complimentary breakfast, daily housekeeping, and a serene poolside atmosphere with sun loungers. The resort features designer toiletries for an added touch of luxury and offers beach towels for those lazy days by the shore. With kayak rentals onsite and nearby snorkeling opportunities, couples can indulge in thrilling adventures together while soaking up the sun. - **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.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) - **Why it's great for a couples retreat:** Islander Resort is a delightful haven for couples seeking a romantic getaway, with a stellar traveler review rating of 9.2. This beautiful resort is situated right on the beach, offering stunning ocean views and a tranquil atmosphere ideal for romantic walks along the shore or sunset views from the private beach area. - **Other amenities:** Guests can enjoy a range of amenities such as poolside cabanas, complimentary bicycles, and a beachfront restaurant for intimate dining experiences. The resort features a heated outdoor pool, concierge services, and the option for champagne service, adding a touch of elegance to the stay. With opportunities for water sports and nearby attractions, couples can create lasting memories together in this serene setting. - **Neighborhood:** Matecumbe - **Nearby attractions:** Matecumbe United Methodist Church - 0.9 km, Keys History & Discovery Center - 0.1 km, Islamorada Brewery & Distillery - 0.8 km [Pines & Palms Resort](https://www.expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) - **Why it's great for a couples retreat:** Pines & Palms Resort is a charming and intimate retreat that delights couples with its romantic ambiance and excellent review rating of 9.2. Located in the enchanting Matecumbe neighbourhood, this resort features a stunning outdoor pool and beautiful gardens, offering the perfect backdrop for romantic moments together. - **Other amenities:** In addition to its picturesque setting, travelers can enjoy a range of amenities including beach access, a poolside bar for refreshing cocktails, and complimentary beach towels. The resort also offers easy access to nearby water activities such as snorkeling and kayaking, ensuring that couples can create unforgettable shared experiences. With spacious rooms featuring kitchenettes, it’s easy to enjoy a romantic meal in the comfort of your suite. - **Neighborhood:** Matecumbe - **Nearby attractions:** Bud n' Mary's Dive Center - 1 km, Indian Key Historic State Park - 0.4 km, Hurricane Monument - 1.6 km [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) - **Why it's great for a couples retreat:** For those seeking a more luxurious romantic escape, Cheeca Lodge & Spa shines with a remarkable review rating of 9.0. This upscale resort offers couples a chance to indulge in massages on the beach, couples' treatment rooms, and a dedicated dining experience designed for two, ensuring an unforgettable stay immersed in romance and relaxation. - **Other amenities:** Additional amenities include a full-service spa with body treatments and massage options, a hot tub, and an outdoor pool that invites leisurely afternoons. Guests can enjoy 24-hour room service, premium bedding for a restful night, and breathtaking ocean views from the restaurant. The hotel also features various water sports, including kayaking and sailing, perfect for adventurous couples. - **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 ## Top Islamorada Hotel Reviews ![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 "Clean room attention is excellent " [](https://expedia.ca/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 "We stayed in the newest section of the Cheeca Lodge. It is so incredibly nice! We had other family staying in the lagoon area. We enjoyed all the activities on the property as well. My nephew especially loved the par3 golf course. I really loved the staff at Cheeca Lodge too. Shelia, Amber and David were our poolside attendants, and Jessica at the front desk was very helpful. " [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.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 "Clean quiet" [](https://expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Everything was delightful!" [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Pines & Palms Resort](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "The care and attention to detail put into the renovations of this resort are so obvious!! The unit and grounds were pristine!! Friendly staff and super relaxing and beautiful resort!! We look forward to our next stay!" [](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Excellent hotel" [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg) ### Drop Anchor 10/10 Excellent "Wonderful … clean… great location!" [](https://expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.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 "The cottages on the beach are fantastic!" [](https://expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "This resort was beautiful, clean and fantastic. The staff was friendly and helpful. We had a wonderful day and will be back." [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Islamorada? > If you and your partner need a romantic escape, we've got just the ticket. Our guests also love Islamorada for its top seafood restaurants, fishing, and beautiful ocean views. You might consider checking out some of the nearby sights and attractions such as Everglades National Park, Florida Keys Brewing Co., or Bud n' Mary's Dive Center. If you'd like to stay close to a particular destination, you can sort by neighborhood and proximity 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 Islamorada? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Islamorada: 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 72°F. Average annual precipitation for Islamorada is 44 inches. ### What is there to do in Islamorada? > There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Islamorada. Couples looking for a little of everything will enjoy Islamorada for its opera houses, theater scene, and fishing. If you want to spend a day exploring, you might consider a stop at Everglades National Park, Florida Keys Brewing Co., or Bud n' Mary's Dive Center. ### What's the best way to get to Islamorada and around town during my romantic getaway? > This information about transportation options in Islamorada might help your romantic trip get off to a smooth start: Make your way to Islamorada with a flight to Marathon, FL (MTH-Florida Keys Marathon), which is the closest major airport located 30 mi (48.2 km) from the city center. 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