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Islamorada, FL resorts
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89 Best resorts in Islamorada, FL

Browse Coastal Resorts in Islamorada, FL, United States

Walk straight out of your luxury suite directly onto the powdery white sand at spectacular seashore resorts in Islamorada, FL, United States.

One Bedroom Suite W/2 Queen Beds, Kitchenette, Pool, Free Parking & Pet Friendly - Islamorada, FL
No reviews

One Bedroom Suite W/2 Queen Beds, Kitchenette, Pool, Free Parking & Pet Friendly

resort, Islamorada, Village of Islands
This pet-friendly resort, offering the 'One Bedroom Suite W/2 Queen Beds, Kitchenette, Pool, Free Parking & Pet Friendly' package, is located in Islamorada's Matecumbe district, directly on the beach and within easy reach of Indian Key Historic State Park and the Hurricane Monument.
The self-catering suite features two bedrooms, two bathrooms, sleeps up to twelve guests, and includes a kitchenette, balcony, free Wi-Fi, and access to on-site and nearby water sports.

Browse Resorts with a Hot Tub in Islamorada, FL, United States

Listen to the rustle of palms from the comfort of a private tropical hot tub at island resorts in Islamorada, FL, United States.

Cheeca Lodge & Spa - Islamorada, FL
9.1 1683 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands
Cheeca Lodge & Spa, a resort in Islamorada, Village of Islands, offers direct access to a nearby beach, ideal for exploring the coastal beauty of the Florida Keys.
This establishment provides a comprehensive range of amenities including an on-site spa, swimming pool with a poolside bar, fitness centre, and convenient parking, with express check-in/check-out services available.
Cheeca Lodge & Spa - Islamorada, FL
9.0 1969 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands
Cheeca Lodge & Spa is situated on a 27-acre stretch of waterfront in Islamorada, just a 20-minute drive from downtown Key Largo and 13.7 miles from Long Key State Park. The resort has received very good user ratings, with excellent scores for location and cleanliness.
The property features spacious rooms with balconies and resort views. Guests can enjoy a range of amenities, including a 9-hole golf course, spa, fishing pier, swimming pools, fitness centre, tennis courts, and watersports facilities.

Frequently asked questions about resorts in Islamorada, FL

  • How easy is it to get to Islamorada, FL?

    Getting to Islamorada is pretty straightforward. You can fly into Key West International Airport and then drive about an hour and a half, or you can drive down from Miami, which takes about four hours. If you're driving, you'll be on the famous Overseas Highway, which is a scenic drive over bridges and through islands.
  • What are the best resorts with a swimming pool in Islamorada, FL?

    Pines & Palms Resort, Chesapeake Beach Resort and Islander Resort are among the best resorts with a swimming pool in Islamorada, FL.

  • What time of year is best to stay in a resort in Islamorada, FL?

    The best time to visit Islamorada is during the shoulder seasons, from April to May or September to October. The weather is still great, but the crowds are smaller and prices are usually lower. The summer months can get hot and humid, and hurricane season runs from June to November.
  • What are the best resorts with jacuzzi in Islamorada, FL?

  • What are the most romantic activities in and around Islamorada, FL?

    Islamorada is a perfect destination for a romantic getaway. You can take a sunset cruise on a sailboat, have a romantic dinner at one of the many waterfront restaurants, or spend a day exploring the Indian Key Historic State Park, which is a beautiful and secluded spot. There are also lots of opportunities for fishing, kayaking, and paddleboarding.
  • What are the best family friendly resorts in Islamorada, FL?

    The best family friendly resorts in Islamorada, FL are Pines & Palms Resort, Chesapeake Beach Resort and Islander Resort.

  • What are the nearest cities to explore when you are in Islamorada, FL?

    The nearest city to Islamorada is Marathon, which is about 30 minutes away. You can also easily drive to Key West (about two hours), Miami (about four hours), and Fort Lauderdale (about four and a half hours).
  • What are the best pet friendly resorts in Islamorada, FL?

    The best pet friendly resorts in Islamorada, FL are Pines & Palms Resort, Chesapeake Beach Resort and Islander Resort.

  • What are the most requested amenities in resorts in Islamorada, FL?

    The most requested amenities in Islamorada resorts are private balconies or patios, swimming pools, and waterfront views. Many resorts also offer on-site restaurants, bars, and spa services.

Popular destinations

Browse Resorts with a Pool in Islamorada, FL, United States

Float the day away in a crystal-clear infinity pool right beside the ocean waves at island resorts featuring a pool in Islamorada, FL, United States.

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.9 102 reviews

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

resort, Islamorada, Village of Islands
Three Waters Resort And Marina, a Tribute Portfolio Resort, is located in Islamorada, Florida, offering fifteen waterfront acres with convenient access to the village's attractions and the renowned sport fishing opportunities of the area.
This Islamorada resort boasts diverse lodging options, including rooms and cottages, a private beach lagoon at The Cove, nine restaurants ranging from casual to upscale dining (including the Kindler and Tiki Bar), a full-service marina, a fitness centre, and a swimming pool.
Pines & Palms Resort - Islamorada, FL
9.2 2319 reviews

Pines & Palms Resort

resort, Islamorada, Village of Islands
Pines & Palms Resort is located in Islamorada, close to Alligator Reef and less than a mile from Miss Islamorada Fishing Charters, with John Pennekamp Coral Reef State Park a short 30-minute drive away. This resort has very good user ratings, an excellent location rating and a very good cleanliness rating.
The resort offers a range of apartments with full kitchens and ocean views. Guests can enjoy a private beach, an oceanfront pool, a Tiki Bar, kayak and bike rentals, private boat docks, a covered cabana with a barbecue grill, and premium sport fishing areas.
Matecumbe Resort - Islamorada, FL
8.7 553 reviews

Matecumbe Resort

resort, Islamorada, Village of Islands
The Matecumbe Resort is situated in Islamorada, a short distance from Sea Oats Beach, Upper Matecumbe Key, and Windley Key, offering a convenient base to explore the beautiful Florida Keys. This 2-star aparthotel consistently receives very good user ratings for its cleanliness, location, and overall experience.
Each self-catering apartment comes equipped with a kitchen, including a fridge, microwave, and other essentials. Guests can enjoy a range of amenities, including a swimming pool, a terrace, a garden, free parking, and Wi-Fi, as well as access to a private beach.
Proximity Ats Its Best! 2 Units, Pool + Breakfast! - Islamorada, FL
10 3 reviews

Proximity Ats Its Best! 2 Units, Pool + Breakfast!

resort, Islamorada, Village of Islands
This Islamorada apartment rental is situated on a private beach, within walking distance of the Theatre of the Sea and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks.
The 606 sq ft property comprises two bedrooms, two bathrooms, sleeps eight guests, and offers amenities including a heated pool, kayaks, paddleboards, bicycles, and complimentary continental breakfast.

Best Islamorada, FL resorts with air conditioning

Best Place To Unwind! 2 Units, Pool & Breakfast! - Islamorada, FL
No reviews

Best Place To Unwind! 2 Units, Pool & Breakfast!

resort, Islamorada, Village of Islands
This Islamorada apartment complex boasts private beach access and is within walking distance of the Theatre of the Sea, and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks.
Offering two separate 290 sq ft (approx. 27 sq m) units, each with two queen-size beds, this pet-friendly property sleeps eight, and includes a heated pool, kayaks, paddleboards, bike rentals, daily continental breakfast, and complimentary parking for one car.
Suites Near Lignumvitae Key! Parking, Breakfast! - Islamorada, FL
10 1 review

Suites Near Lignumvitae Key! Parking, Breakfast!

resort, Islamorada, Village of Islands
The "Large Suites Near Lignumvitae Key! Parking, Pool" accommodation offers direct access to a private beach in Islamorada, Village of Islands, placing guests within 5 kilometres of renowned coral reefs for snorkelling and diving, and a short distance from Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park.
This pet-friendly resort provides air-conditioned rooms with complimentary toiletries and basic kitchen amenities for up to two guests, featuring an on-site outdoor heated swimming pool and convenient parking, with walking distance to the History of Diving Museum and Theatre of the Sea.
4 Units! Free Breakfast & Parking! Pets Allowed. - Islamorada, FL
No reviews

4 Units! Free Breakfast & Parking! Pets Allowed.

resort, Islamorada, Village of Islands
This Islamorada resort, offering a four-bedroom apartment, boasts private beach access and is within walking distance of the Theatre of the Sea, and close to Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park.
The 1160 sq ft property sleeps up to 16 guests, features four bathrooms, a private boat ramp (fee applies), daily housekeeping, a complimentary continental breakfast, and access to an on-site heated pool, kayaks, paddleboards, and bike rentals.
Islander Resort - Islamorada, FL
9.1 3929 reviews

Islander Resort

resort, Islamorada, Village of Islands
Islander Resort is situated directly on the beach in Islamorada, offering easy access to the beautiful waters of the Florida Keys and the area's attractions. The resort has received very good ratings for its overall experience, with excellent marks for its location and cleanliness.
The resort provides spacious rooms with private porches or lanais, perfect for enjoying the tropical ambiance. Guests can enjoy a range of amenities including swimming pools, a bar and restaurant, a spa, a fitness centre, and a concierge service.

Browse Resorts with a Gym in Islamorada, FL, United States

Keep up with your workouts steps from your room with professional equipment at resorts near the ocean with a gym in Islamorada, FL, United States.

Bayside Villas By Islander Resort - Islamorada, FL
8.9 894 reviews

Bayside Villas By Islander Resort

resort, Islamorada, Village of Islands

Escape to Our Hand-Picked Luxury Resorts in Islamorada, FL, United States

Bask in five-star tropical luxury with overwater villas and white sand at luxury island resorts in Islamorada, FL, United States.

Matecumbe Resort - Islamorada, FL
No reviews

Matecumbe Resort

resort, Islamorada, Village of Islands

Discover Ultimate Family Resorts in Islamorada, FL, United States

Keep everyone happy with children's clubs, splash pools, and family dining at family resorts near the ocean in Islamorada, FL, United States.

Ragged Edge Resort & Marina - Islamorada, FL
9.3 377 reviews

Ragged Edge Resort & Marina

resort, Islamorada, Village of Islands

Browse Resorts with Free Breakfast in Islamorada, FL, United States

Head down to the sand completely fueled up and ready for water sports with island resorts featuring free breakfast in Islamorada, FL, United States.

Matecumbe Resort - Islamorada, FL
No reviews

Matecumbe Resort

resort, Islamorada, Village of Islands
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