Find the Best Islamorada Resorts | 2025 Luxury & All Inclusive

Name of hotel	Accommodation Rating	Price, $
Islander Bayside Villas & Boatslips	8.5 / 10 (245 Reviews)	From 298AU$
Drop Anchor Resort & Marina	7.4 / 10 (323 Reviews)	From 611AU$
Breezy Palms Resort	8.2 / 10 (1416 Reviews)	From 222AU$
Islander Resort	8.5 / 10 (1510 Reviews)	From 319AU$
La Siesta Resort & Villas	8.2 / 10 (367 Reviews)	From 362AU$

Islander Bayside Villas & Boatslips

81450 Overseas Highway

Islander Bayside Villas & Boatslips is one of the premier family-focused Islamorada resorts, offering a true Keys experience with plenty of space for families. Ideal for those seeking a home-away-from-home vibe, the villas provide fully equipped kitchens and comfortable living areas, allowing families to bond over home-cooked meals. Parents can enjoy the beachfront access while kids explore the family-friendly pools and games available on-site. The resort’s proximity to local attractions means that families can easily engage in fun activities like snorkeling at nearby reefs or visiting animal sanctuaries. With plenty of room to spread out, Islander Bayside Villas & Boatslips makes it easy for families to create lasting vacation memories. It’s a perfect launchpad for an adventurous family getaway.

From

298AU$ /per night

Drop Anchor Resort & Marina

84959 Overseas Highway, 222

Drop Anchor Resort & Marina is another pet-friendly gem among Islamorada resorts that welcomes furry companions with open arms. This laid-back resort offers a variety of accommodations that cater to families and pet owners alike. Featuring easy access to the beach and spacious outdoor areas, Drop Anchor provides a welcoming environment for pets to roam and play. Guests can explore nearby pet-friendly beaches and parks, ensuring that every family member enjoys the surrounding natural beauty. The friendly staff is always available to assist with any special requests for your pets, making the experience smooth and enjoyable. For pet owners looking to bond with their furry friends while experiencing the beauty of Islamorada is an ideal choice.

From

611AU$ /per night

Luxurious Islamorada Resorts for Couples

When it comes to a romantic escape, the luxurious Islamorada resorts offer some of the most enchanting settings in the Florida Keys. Couples can indulge in opulent accommodations paired with stunning ocean views, perfect for unwinding after a day of exploring the beautiful surroundings. Each resort featured in this section not only prioritizes comfort and privacy but also enhances the romantic experience through exceptional service and unique amenities. From intimate beachfront dining options to relaxing spa treatments, these resorts set a serene atmosphere for couples to reconnect. With beautifully landscaped grounds and tranquil settings, these accommodations create an idyllic getaway just for two. Here are some top selections for couples looking to experience the romance of Islamorada.

Breezy Palms Resort

80015 Overseas Highway

Breezy Palms Resort offers travelers a chance to immerse themselves in the local environment while enjoying excellent amenities, making it one of the standout Islamorada resorts. The resort features comfortable and spacious accommodations, many of which have kitchenettes to cater to families or groups. With an emphasis on connecting guests with local culture, Breezy Palms offers easy access to water activities such as snorkeling trips and eco-tours through the nearby mangroves. The resort’s friendly staff is always eager to share their knowledge of the area, helping guests discover hidden gems and exciting excursions. Breezy Palms also organizes special events and gatherings for guests, creating a sense of community during their stay. It’s a delightful option for those looking to experience the diversity of the Florida Keys.

From

222AU$ /per night

Islander Resort

82100 Overseas Highway

The Islander Resort not only boasts historic charm but also offers a romantic ambiance among Islamorada resorts. Set on the shores of the Atlantic, this resort features beautifully designed rooms and private beach access, perfect for couples wanting to enjoy romantic walks along the coastline. Guests can explore the lush tropical landscaping or relax in one of the two pools surrounded by palms. The resort is home to a beachfront dining venue that serves fresh local cuisine, providing an intimate setting to share a meal with your loved one. Couples can also take advantage of the resort’s complimentary bicycles or beach equipment to create memorable experiences together. The Islander Resort combines relaxation and adventure, making it an ideal spot for a romantic retreat.

From

319AU$ /per night

Family-Friendly Islamorada Resorts

For families looking to create lasting memories, Islamorada resorts cater perfectly to all ages by offering family-friendly amenities and activities. These resorts ensure that every family member is entertained, from children to adults, making vacationing an enjoyable experience for everyone. Each hotel in this section provides spacious accommodations that can comfortably host families and offer easy access to exciting activities both on- and off-site. With on-site recreational facilities, outdoor adventures, and opportunities for interactive learning about the local ecosystem, these resorts create a fantastic environment for families to bond. A wide range of dining options means families can easily satisfy different tastes without hassle. Here are some of the best family-friendly Islamorada resorts.

La Siesta Resort & Villas

80241 Overseas Highway

La Siesta Resort & Villas combines family-friendly amenities with the charm of Islamorada resorts, making it a popular choice for families. The spacious villas provide a comfortable setting that accommodates larger families, ensuring everyone has room to enjoy their vacation. With a private beach, heated swimming pool, and barbecue grills, families can spend quality time outdoors soaking up the sun. The resort is conveniently located near many attractions, such as the Florida Keys Aquarium Encounters, which offers engaging programs for children to learn about the marine ecosystem. La Siesta’s hospitality and family-oriented programs help create memorable experiences for guests of all ages. It truly provides a welcoming haven for families looking to relax and have fun.

From

362AU$ /per night

Chesapeake Beach Resort

83409 Overseas Highway

Chesapeake Beach Resort provides a delightful haven among Islamorada resorts for travelers seeking economical yet comfortable lodging. This welcoming resort offers easy access to both the beach and amenities such as a pool and picnic areas for families to enjoy. Rooms are elegantly designed and equipped with essentials, making them suitable for short stays or longer vacations. Guests can take advantage of various local activities, such as fishing and water sports, to make the most of their time in the Keys without high expenses. With a friendly atmosphere and budget-friendly rates, Chesapeake Beach Resort ensures that every visitor enjoys their stay amidst the stunning beauty of Islamorada. It’s a well-rounded choice for those looking to make the most of their Florida vacation on a budget.

From

233AU$ /per night

Eco-Friendly Islamorada Resorts

Travelers seeking sustainable options will find that several Islamorada resorts are dedicated to environmentally responsible practices and eco-friendly initiatives. These hotels not only provide beautiful accommodations but also prioritize the preservation of the stunning natural surroundings that make the Florida Keys so unique. Each of the resorts listed here offers programs or features that promote sustainable tourism while ensuring guests enjoy comfortable and memorable stays. From ocean-friendly amenities to initiatives supporting local wildlife, these resorts are committed to leaving a positive impact on the environment. Guests can embrace the beauty of nature while knowing they're supporting sustainable practices during their stay. Here are some of the eco-friendly Islamorada resorts worth exploring.

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82

Cheeca Lodge & Spa is a premier destination among Islamorada resorts, renowned for its stunning landscapes and luxurious offerings. This elegant resort features spacious and beautifully appointed guest rooms, many of which come with private balconies overlooking the Atlantic Ocean. Guests can indulge in relaxation at the full-service spa or lounge by the heated saltwater pool surrounded by lush gardens. In addition to the exceptional amenities, the resort offers fine dining options that cater to every palate, enhancing the overall romantic ambiance. Couples can also take advantage of the resort's activities, including snorkeling, kayaking, and sunset cruises. With a blend of intimacy and adventure, Cheeca Lodge & Spa stands out as a perfect choice for a romantic getaway.

From

289AU$ /per night

La Jolla Resort

82216 Overseas Highway

La Jolla Resort is a budget-friendly option among Islamorada resorts that brings charm and comfort to its guests without breaking the bank. This quaint resort offers cozy rooms and cottages with full kitchens, making it easy for families or groups to prepare their meals. Guests can enjoy the tropical grounds, relax by the beach, or take a dip in the serene swimming pool during their stay. The resort also provides complimentary beach essentials, ensuring a delightful and affordable beach day for everyone. Located conveniently near local attractions, La Jolla Resort is perfect for those looking to explore the beauty of the Florida Keys while keeping costs manageable. This low-key haven perfectly balances affordability and relaxation, ensuring a delightful stay.

From

283AU$ /per night

Budget-Friendly Islamorada Resorts

Travelers on a budget need not sacrifice quality for affordability at the numerous Islamorada resorts that offer great value without compromising on comfort. These resorts provide comfortable accommodations, essential amenities, and proximity to local attractions at a fraction of the price. Families, couples, and solo travelers will find various options that fit their budgets while still allowing them to enjoy all the beauty the Florida Keys have to offer. From charming motels to beachside inns, these selections ensure that your getaway remains within budget while delivering an unforgettable experience. Here’s a list of some of the best budget-friendly Islamorada resorts to consider for your trip.

Three Waters Resort And Marina

84457 Overseas Highway

Three Waters Resort and Marina emphasizes eco-conscious practices while offering a unique lodging experience in Islamorada resorts. Located on the water, this resort features a variety of accommodations, from comfortable motel rooms to charming cottages, making it versatile for different guest preferences. Guests can explore the natural beauty of the Keys through eco-tours, kayaking, and snorkeling guided by the resort’s knowledgeable staff, promoting conservation awareness. The resort also boasts a commitment to sustainability, providing environmentally friendly amenities and supporting local wildlife preservation efforts. With easy access to both recreation and relaxation, Three Waters ensures that visitors not only enjoy their stay but also help protect the environment. It’s a perfect choice for those who want a vacation that aligns with their eco-friendly values.

From

281AU$ /per night