Top 40 Islamorada (FL) Hotels

Nestled in the heart of Islamorada, Florida, Cheeca Lodge & Spa offers a luxurious escape like no other. This 4-star resort boasts a stunning oceanfront location, providing guests with breathtaking views and easy access to the beach. With 117 glowing reviews and an impressive 8.8 average rating, this hotel promises an unforgettable stay. The property features a range of amenities including a world-class spa, multiple swimming pools, and on-site dining options that will tantalize your taste buds. Each room is elegantly appointed with modern furnishings and luxurious touches, ensuring a comfortable and relaxing stay. Whether you're seeking a romantic getaway or a fun-filled family vacation, Cheeca Lodge & Spa has something for everyone. Don't miss the chance to experience true luxury in the beautiful Florida Keys at this exceptional resort. Your paradise awaits at Cheeca Lodge & Spa - book your stay today!

Experience the ultimate in luxury and relaxation at the stunning 4-star Amara Cay Resort in Islamorada, Florida. This boutique hotel offers 110 beautifully appointed rooms, each with modern amenities and breathtaking ocean views. Located on the picturesque Overseas Highway, guests can enjoy easy access to world-class fishing, snorkeling, and dining options. Check-in is a breeze at 4:00 PM and check-out is at 11:00 AM, allowing for maximum enjoyment of all the resort has to offer. Whether you're looking to unwind by the pool, indulge in fresh seafood at the on-site restaurant, or explore the nearby attractions, Amara Cay Resort has something for everyone. Immerse yourself in the laid-back luxury of this hidden gem and create unforgettable memories at this tropical paradise. A stay at Amara Cay Resort is sure to leave you feeling refreshed and rejuvenated.

Discover the hidden gem of Islamorada, Florida at the Postcard Inn Beach Resort & Marina. With a charming 3-star rating, this resort offers a unique blend of modern amenities and relaxed beachfront atmosphere. Check-in at 4:00 PM and unwind in one of the beautifully decorated rooms overlooking the stunning ocean views. Boasting 68 reviews and an impressive average rating of 8.7, this resort promises a memorable stay for all guests. Explore the nearby attractions or simply relax by the pool, the choice is yours. Don't miss out on this hidden oasis in the heart of Islamorada!

Nestled in the heart of Islamorada, Florida, Chesapeake Beach Resort is a hidden gem waiting to be discovered. Boasting a 2.5-star rating, this resort offers a cozy and welcoming atmosphere for guests looking to unwind and relax. With 65 rooms spread over 3 floors, Chesapeake Beach Resort provides comfortable accommodations with modern amenities to ensure a pleasant stay. Renovated in 2023, the resort exudes a fresh and updated look, perfect for guests seeking a blend of charm and convenience. Check-in at 4:00 PM and check-out at 12:00 PM allow for a seamless experience during your stay. Whether you're enjoying the scenic views of the Overseas Highway or exploring the nearby attractions, Chesapeake Beach Resort promises a memorable getaway for all.

Indulge in a tropical paradise at the charming Sunset Inn located in the heart of Islamorada, Florida. This 3-star hotel offers a peaceful retreat with easy access to the breathtaking Overseas Highway. The 37 reviews averaging 8.9 reflect the exceptional service and accommodations provided at this boutique hotel. With check-in at 3:00 PM and check-out at 11:00 AM, guests can enjoy a leisurely stay in one of the well-appointed rooms. While the year of opening and renovations are not specified, the Sunset Inn remains a timeless gem with modern amenities and a cozy atmosphere. Whether you're here for a romantic getaway or a family vacation, this hotel is the perfect choice for a memorable stay in the Florida Keys. Unwind by the pool, take a stroll on the nearby beaches, or explore the local attractions within easy reach. Experience true relaxation and hospitality at the Sunset Inn in Islamorada.

Nestled in the heart of Islamorada, Florida, La Siesta Resort & Villas is a charming 4-star hotel offering a tranquil retreat for guests seeking relaxation and comfort. The hotel boasts a total of 27 well-appointed rooms, providing a cozy and intimate atmosphere for visitors to enjoy. With a stellar average rating of 9, travelers can expect top-notch service and hospitality during their stay. Convenient check-in time at 4:00 PM and check-out time at 11:00 AM allows guests to maximize their time exploring the beautiful surroundings. Whether you're looking to unwind by the pool or explore the nearby attractions, La Siesta Resort & Villas offers a perfect home away from home experience.

Escape to the tropical paradise of Islamorada, Florida and experience the laid-back luxury of Hadley House Resort. Nestled along the iconic Overseas Highway, this 2-star hotel offers a tranquil retreat for travelers seeking sun, sand, and relaxation. With 25 reviews and an average rating of 7.3, guests rave about the picturesque setting and comfortable accommodations. Although the number of rooms and floors are not provided, one can imagine waking up to stunning ocean views and enjoying easy access to nearby attractions like Theater of the Sea and Bud N' Mary's Marina. Immerse yourself in the island lifestyle with a stay at Hadley House Resort, where every day feels like a vacation. Start your day with a leisurely check-in and end it with a breathtaking sunset over the Florida Keys. Book your stay now and discover the charm of Islamorada at this hidden gem of a hotel.

Islander Resort offers top-notch services and amenities, ensuring guests experience utmost comfort. Visitors can take advantage of the accessible parking options directly at the resort. Embark on your holiday experience in the most ideal manner. Commence each morning of your visit with an on-site breakfast.Islander Resort provides a superb assortment of leisure amenities for guests to enjoy. Each day at resort, immerse yourself in the invigorating waters of the pool, perfect for a rejuvenating plunge or a series of revitalizing laps.

Welcome to La Jolla Resort, a charming 2.5-star inn located in the beautiful city of Islamorada, Florida. This quaint retreat offers 20 cozy rooms spread across 2 floors, providing guests with a peaceful and intimate atmosphere for their stay. Established in 1950, La Jolla Resort exudes a classic charm with modern amenities to ensure a comfortable experience for all visitors. The property boasts a prime location on Overseas Highway, offering easy access to the stunning beaches and attractions of the Florida Keys. Although the hotel has not undergone recent renovations, the well-maintained accommodations and friendly service make for a delightful stay. With check-in beginning at 3:00 PM and check-out at 11:00 AM, guests can enjoy a leisurely visit to this charming seaside escape. With an average rating of 9.1, La Jolla Resort promises a relaxing and enjoyable experience for all travelers seeking a cozy retreat in the heart of Islamorada.

Nestled in the heart of Islamorada, Florida, Pelican Cove Resort & Marina offers a tranquil escape for travelers seeking a slice of paradise. Boasting a 3-star rating, this charming resort features 63 beautifully appointed rooms that provide guests with a comfortable and relaxing stay. With a check-in time of 4:00 PM and check-out at 11:00 AM, convenience is key at this waterfront property. The resort's marina offers easy access to the pristine waters of the Florida Keys, making it an ideal destination for boating and fishing enthusiasts. The laid-back atmosphere and picturesque surroundings make Pelican Cove Resort & Marina a popular choice for weddings and special events. Guests can unwind by the outdoor pool, enjoy a delicious meal at the on-site restaurant, or simply bask in the stunning ocean views. Whether you're seeking adventure or relaxation, Pelican Cove Resort & Marina provides the perfect setting for a memorable getaway.

Get ready to drop anchor and experience paradise at Drop Anchor Resort & Marina in the heart of Islamorada, Florida. This 3-star resort offers a waterfront oasis with stunning views and top-notch amenities. With 0 rooms spread across 0 floors, guests can enjoy spacious accommodations with modern furnishings. The resort boasts a marina for those arriving by boat, as well as a pool and hot tub perfect for relaxing. The year-round pleasant weather makes it an ideal destination for water sports enthusiasts and nature lovers alike. Don't miss the chance to explore the nearby attractions, restaurants, and shops in this charming seaside town. Whether you're looking for a romantic getaway or a family vacation, Drop Anchor Resort & Marina is sure to impress with its impeccable service and unbeatable location in the beautiful Florida Keys. Book your stay today and make memories that will last a lifetime.

Discover the serene oasis of Pines & Palms Resort in beautiful Islamorada, Florida. This 3-star resort offers a perfect blend of tranquility and luxury, making it an ideal escape for all travelers. With a total of 60 rooms spread across a handful of floors, the resort provides a cozy and intimate setting for guests to unwind. Boasting a stellar average rating of 9.2 from 6 reviews, it's clear that this accommodation goes above and beyond to ensure a memorable stay. Check-in is at 4:00 PM and check-out at 11:00 AM, allowing plenty of time to soak up the sun or explore the nearby attractions. Don't miss out on the charm and comfort that Pines & Palms Resort has to offer.

Escape to the tropical paradise of Islamorada and indulge in a relaxing stay at the 3-star Breezy Palms Resort. Nestled on the Overseas Highway, this charming hotel offers a tranquil retreat with easy access to the mesmerizing waters of the Florida Keys. With a welcoming ambience and modern amenities, guests can unwind in comfort and style. The check-in time of 3:00 PM ensures a seamless arrival experience, while the check-out time of 11:00 AM allows for a leisurely departure. While the exact number of rooms and floors may be unknown, the 8.3 average rating from 6 reviews speaks volumes about the quality of this accommodation. Whether you're exploring the nearby attractions or simply lounging by the pool, Breezy Palms Resort promises a memorable stay in this coastal haven. Discover the beauty of Islamorada at this delightful hotel and create unforgettable memories in the United States.

Discover the hidden gem of Islamorada, Florida at Coconut Cove Resort & Marina, a charming 2-star resort offering a tranquil escape from the hustle and bustle of everyday life. Situated at 84801 Overseas Highway, this hotel provides a picturesque setting with stunning views of the surrounding marina. With 0 rooms, guests can enjoy a cozy and intimate stay while exploring all that Islamorada has to offer. The resort exudes a laid-back atmosphere, perfect for those seeking relaxation and rejuvenation. While the year of opening and renovation is unknown, the property has maintained its inviting charm and character. Boasting a average rating of 6.5, Coconut Cove Resort & Marina offers comfortable accommodations, friendly service, and convenient access to nearby attractions. Unwind by the outdoor pool, dine at the on-site restaurant, and experience the true essence of Florida Keys hospitality during your stay at this delightful resort.

Escape to the charming Sands of Islamorada, a 2-star inn located in the picturesque city of Islamorada, Florida. With a cozy atmosphere and personalized service, this hidden gem offers a peaceful retreat for travelers seeking relaxation by the beach. The hotel boasts 3 well-appointed rooms, each designed with comfort and convenience in mind. Check-in at 3:00 PM and check-out by 11:00 AM for a seamless stay experience. While the Sands of Islamorada may be small in size, it makes up for it with its warm hospitality and stunning ocean views. Experience a slice of paradise at this lovely beachfront inn.

Nestled in the tropical paradise of Islamorada, Florida, Ragged Edge Resort & Marina offers a tranquil escape like no other. This hidden gem boasts a prime location right by the water, providing guests with breathtaking views and easy access to all water activities. The resort, with its comfortable and spacious rooms, offers a relaxing retreat for those looking to unwind and recharge. Despite its humble size, Ragged Edge Resort & Marina prides itself on providing top-notch service and amenities to ensure a memorable stay for all guests. Whether you're lounging by the pool, soaking in the sun on the private beach, or exploring the nearby attractions, this resort truly has something for everyone. With its pristine location, unmatched hospitality, and exceptional value, Ragged Edge Resort & Marina is the perfect choice for your next getaway in the Florida Keys.

Treat yourself to the ultimate luxury experience at Casa Morada in Islamorada, Florida. This 5-star hotel exudes elegance and sophistication, catering to guests who appreciate the finer things in life. Located on the serene Madeira Road, this hidden gem boasts impeccable service, stunning ocean views, and a tranquil atmosphere perfect for relaxation. With only a limited number of rooms, each guest is guaranteed personalized attention and top-notch amenities. The hotel's year of opening and renovation may be a mystery, but one thing is for sure - Casa Morada delivers a truly unforgettable stay. From the moment you step into the lobby to the time you check out at 11:00 AM, every detail is meticulously curated to exceed expectations. Indulge in the lavish accommodations, savor gourmet meals at the on-site restaurant, and bask in the beauty of the lush tropical surroundings. Whether you're looking for a romantic getaway or a peaceful retreat, Casa Morada is the perfect destination for a luxurious escape

Escape to the picturesque Islamorada, FL and indulge in a luxurious stay at the 3-star Caloosa Cove Resort - With Full Kitchens. Nestled at 73801 Overseas Highway, this charming hotel offers a tranquil retreat with full kitchen amenities in each room. Check-in at 4:00 PM and prepare to be mesmerized by the breathtaking views and top-notch hospitality. With a single review boasting an impressive 5.6 rating, this hidden gem promises a relaxing oasis for travelers seeking a peaceful getaway. Don't miss out on this exceptional accommodation option in the heart of the United States. Unwind, relax, and create unforgettable memories at Caloosa Cove Resort.

Experience the ultimate luxury at Islander Bayside Villas & Boatslips in Islamorada, Florida. This 4-star resort offers a tranquil escape with stunning water views and top-notch amenities. Check-in at 4:00 PM and unwind in one of the beautifully appointed rooms overlooking the marina. The resort boasts a private beach, swimming pool, and boat slips for guests to enjoy. Don't miss the opportunity to explore the nearby attractions and indulge in delicious seafood at the on-site restaurant. With impeccable service and a prime location, Islander Bayside Villas & Boatslips is the perfect destination for a relaxing getaway.

Escape to the serene and beautiful Topsider Resort by Capital Vacations located in the tranquil city of Islamorada, Florida. This hidden gem offers a unique experience with its serviced apartments that provide guests with the comforts of home while enjoying the picturesque surroundings. With a prime location on Overseas Highway, guests are just a short drive away from the vibrant restaurants, shops, and attractions in the area. While the hotel does not have a star rating, the impeccable service and attention to detail are sure to exceed expectations. The check-in time at 4:00 PM and check-out time at 10:00 AM allow guests to relax and unwind at their own pace. Although the number of rooms and floors are not specified, each apartment is thoughtfully designed to offer a cozy and welcoming atmosphere. Whether you are seeking a romantic getaway or a family vacation, Topsider Resort is the perfect destination to create lasting memories. Book your stay today and experience the charm of Islamorada with a touch of luxury.

Nestled in the beautiful Islamorada, The Islands of Islamorada is a luxurious 4-star hotel that promises a serene and unforgettable stay. This hidden gem offers a tranquil escape with its stunning ocean views and top-notch amenities. The hotel boasts a prime location on Old Highway, allowing guests easy access to the many attractions and activities in the area. With a 4:00 PM check-in time and a 10:00 AM check-out time, guests can make the most of their stay and explore the surroundings. Although the number of rooms and floors is not available, The Islands of Islamorada ensures a personalized and exclusive experience for all guests. Whether you're looking to relax by the pool, indulge in delicious dining options, or explore the nearby beaches, this hotel has something for everyone. Book your stay at The Islands of Islamorada for a truly unforgettable experience in the heart of Islamorada (FL).

Welcome to the charming La Siesta Resort & Marina in beautiful Islamorada, Florida. This hidden gem boasts a 3-star rating and offers a serene sanctuary for travelers seeking a peaceful getaway. With only 10 intimate rooms, this boutique hotel provides a personalized and exclusive experience for every guest. Located on the Overseas Highway, guests can enjoy stunning ocean views and easy access to the beach. The property features a marina, perfect for those looking to explore the waters or enjoy water sports activities. Relax by the outdoor pool or take a leisurely stroll through the lush tropical gardens. The check-in time is at 1:00 PM, allowing guests to start their vacation promptly, while the checkout time is at 11:00 AM for a leisurely departure. Experience the laid-back luxury and warm hospitality of La Siesta Resort & Marina for a truly unforgettable stay in the Florida Keys.

Welcome to The Caribbean Resort, a hidden gem nestled in the heart of Islamorada, Florida. This boutique hotel offers a tranquil oasis for travelers looking for a unique and unforgettable experience. With a prime location on Carroll St, guests can enjoy easy access to the stunning beaches, shops, and restaurants that make Islamorada a must-visit destination. The Caribbean Resort boasts stylish and comfortable accommodations, with modern amenities and tasteful decor. While the number of rooms and floors may be limited, the personalized service and attention to detail make every guest feel like a VIP. Whether you are relaxing by the pool or exploring the local attractions, The Caribbean Resort is the perfect choice for your next getaway. With its serene atmosphere and prime location, this charming hotel is sure to exceed your expectations and leave you with memories to last a lifetime. Come experience the beauty of Islamorada at The Caribbean Resort.

Welcome to Treasure Harbor, a charming 3-star hotel located in the picturesque city of Islamorada, Florida! Situated at 200 Treasure Harbor Drive, this hidden gem offers a peaceful retreat for travelers seeking a relaxing getaway. Check-in time is at 3:00 PM and check-out time is at 11:00 AM, ensuring a smooth and convenient stay. The hotel boasts a cozy atmosphere and attentive service to make guests feel right at home. Although the number of rooms and floors are unspecified, guests can expect comfortable accommodations and modern amenities. Whether you're soaking up the sun on the nearby beaches or exploring the local shops and restaurants, Treasure Harbor is the perfect starting point for your Florida adventure. Don't miss the chance to experience the beauty of Islamorada while staying at this delightful hotel!

Experience the ultimate relaxation at EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS, located in the charming city of Islamorada, Florida. This hidden gem offers a serene retreat with a picturesque setting along the Overseas Highway. Boasting a tranquil atmosphere and top-notch amenities, this hotel is a perfect choice for travelers seeking a peaceful getaway. With its zero star rating, guests can expect personalized service and a truly unique experience. Although the number of rooms and floors are not specified, rest assured that each accommodation is well-appointed and designed for comfort. Whether you're lounging by the pool or exploring the nearby attractions, EXECUTIVE BAY ISLAMORADA is sure to exceed your expectations. Unwind in paradise at this intimate hotel, where every detail is tailored to provide a memorable stay. Discover the beauty of Islamorada and create lasting memories at this tropical oasis.

Welcome to Fisher Inn Resort & Marina, a charming 2-star hotel nestled in the heart of Islamorada, Florida. This hidden gem offers a tranquil escape with its picturesque views of the marina and easy access to the stunning beaches. You can unwind in one of our cozy rooms and enjoy modern amenities during your stay. The hotel boasts a prime location for avid fishermen and water enthusiasts to explore the crystal-clear waters of the Florida Keys. Our friendly staff is dedicated to ensuring your comfort and satisfaction throughout your visit. Escape the hustle and bustle of everyday life and immerse yourself in the laid-back atmosphere of Fisher Inn Resort & Marina. Don't miss out on this unforgettable experience in one of the most beautiful destinations in the United States.