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The best resorts in Islamorada

Check out our pick of great resorts in Islamorada

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Situated in Islamorada, 3.1 km from Windley Key, Ragged Edge Resort & Marina features accommodation with free bikes, private parking, an outdoor swimming pool and a terrace. Located around 8.3 km from Upper Matecumbe Key, the resort with free WiFi is also 14 km away from Pigeon Key. Some units at the property have a balcony with a sea view.

The location is very beautiful, right by the water. The property was very clean and well maintained.

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9.1
Superb
166 reviews
Price from
£233
per night

This resort is situated on one-quarter mile of private beach on Long Key between Islamorada and Marathon. Bright spacious rooms and 2 swimming pools are available.

Guests can dock their boats (up to 21 feet) for free at the Lime Tree Bay Resort. A tennis court and a fishing dock are on site. Use of the sea kayaks, paddle boards, and barbecue facilities are offered. A sandy sunning beach with hammocks and loungers is available for guests' enjoyment.

Perfect location, clean modern rooms and friendly staff. The garden was beautiful with a nice pool, hammocks, sun beds and a chill vibe to it. For us this was the perfect tropical getaway. The kids loved the paddle boards and kayaks. Wish we could have stayed longer 🤩

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8.6
Fabulous
2,515 reviews
Price from
£166
per night

Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida. It features a 9-hole par 3 golf course, on-site spa, and 525-foot fishing pier.

we loved everything about this property and we will be back. It was perfect

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8.6
Fabulous
1,103 reviews
Price from
£265
per night

Spend the afternoon lounging by the Islander's 2 on-site swimming pools. Enjoy on-site dining at Beachside Bar and Grill.

Easily discover a variety of activities only minutes from the Islander Resort, including snorkeling and scuba diving. Enjoy deep-sea fishing, sailing or browsing the local shops, also only a short distance away.

The rooms were above expectations, big room, screened in porch, comfortable beds. The location was perfect. Everyone was friendly.

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8.5
Very good
1,535 reviews
Price from
£298
per night

Featuring a unique tropical atmosphere and situated on an island in the Florida Keys, this resort offers WiFi and parking to guests.

Guests of Postcard Inn Beach Resort & Marina can stop by the marina to charter a fishing trip or rent a jet ski. Guests seeking adventure will enjoy snorkeling and diving charter boats.

Very beautiful place for families and small kids.

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8
Very good
1,186 reviews

Offering an outdoor pool and sun terrace, Caloosa Cove Resort - With Full Kitchens is situated in Islamorada in the Florida Region, 9.6 km from Upper Matecumbe Key. Theater of the Sea on Islamorada is 18 km from the property.

Very helpful and friendly staff. Spacious and clean room. Awesome view

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8.8
Fabulous
388 reviews
Price from
£187
per night

Located adjacent to Windley Key Fossil Reef Geological State Park, this Islamorada resort features an ocean-side outdoor swimming pool. Beach towels, Kayaks, Paddle-boards & WiFi are included at this oceanfront resort and marina.

Super nice area and areal, clean rooms, Kayak and pool were amazing

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8.1
Very good
386 reviews
Price from
£165
per night

Located on the waters of the Florida Bay, the Islander Bayside Resort is less than 5 minutes’ walk from the beach. This resort features a kitchen in every townhouse and an outdoor pool.

A flat-screen TV is included in every guest townhouse of this Islamorada resort and all units have free WiFi and laundry facilities. Kitchens offer a microwave, refrigerator and an oven.

beautiful location, on the waterfront, great place to watch the sunset.

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8.3
Very good
244 reviews
Price from
£298
per night

This Islamorada resort in the Florida Keys is located near Alligator Reef. It boasts an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodation includes a full kitchen.

A living area with a cable TV is included in all units at Pines & Palms Resort. The traditionally styled units feature light colours and island decor. Most offer a private terrace with ocean views.

The staff here is amazing. They make you feel very welcome and are always willing to help and offer a genuine smile. The location is perfect - right on the beach with a great sunrise every morning, followed by a coffee from Midway in walking distance. We appreciated the warm pool since we were there in January. We are looking forward to coming back!

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8.7
Fabulous
851 reviews
Price from
£163
per night

Guests at this Islamorada oceanfront resort can enjoy free WiFi access. Windley Key Fossil Reef Geological State Park is 2 miles away.

A 37-inch flat-screen cable TV and a small refrigerator are offered in each room at this Florida Chesapeake Beach Resort. Select rooms and suites have a balcony.

Chesapeake Beach Resort boasts an outdoor pool with an ocean view.

Best stay throught our two week, mid to lower pan handle road trip. Amazing location and hotel. The rooms were very nice, staff brilliant and the breakfast was good. It has its own private beach which was fabulous, with free use of kayaks during the morning. My kids had so much fun catching & releasing hermit crabs & sand crabs, snorkling in the gently shelving clear sea. There was also a family of very colourful Iguanas that lived in the shrubbery near to one of the two swimming pools, who came out to sun during the day and we were able to get very close to them as they were quite fiendly.

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8.1
Very good
833 reviews
Price from
£238
per night

Looking for a resort?

Travellers who truly “get away from it all” trust resorts to provide the pinnacle of all-inclusive relaxation. Resort guests are invited to enjoy communal onsite amenities like pools, spas, restaurants, activities, excursions and shops, and stay the night in luxurious private rooms, villas or apartments.
Search resorts in Islamorada

Most booked resorts in Islamorada this month

Resorts that guests love in Islamorada

  • Avg. price/night: £297.55
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 1,535 reviews
    Last year we stayed there and it was great, location, resort, staff and weather. This year was meh. Service at the poolside restaurant was spotty. They renamed the villages causing confusion so this year is was meh.
    Ron Moz Sr
    Young couple
  • Avg. price/night: £297.55
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 1,535 reviews
    We loved the resort, the room was fab, modern & huge, veranda lovely & private (Refurbished rooms definitely worth paying the extra) Alisa our sever for breakfast in Elements restaurant was wonderful, so friendly & attentive.
    Morven
    Young couple
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 388 reviews
    Our suite was very nice and clean! It was even better than pictures. Entire resort was clean, well maintained and very quiet!
    Patricia
    Young couple
  • Avg. price/night: £297.55
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 1,535 reviews
    The resort is beautiful and very relaxing. Enoyed everything there. Tides Beach bar and grill was the best!
    Mary
    Family with young children
  • Avg. price/night: £171.69
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 851 reviews
    I always stay at this resort every time I go to the keys. The staff is wonderful, the pool is nice and the bungalow I stayed in was facing the ocean, so relaxing! Thank you!
    Karole
    Solo traveller
  • Avg. price/night: £184.97
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,037 reviews
    Location was perfect in relation to where I needed to be for scuba diving. It’s a cozy “mini resort”
    Marie Candace
    Solo traveller
  • Avg. price/night: £297.55
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 1,535 reviews
    Resort in general
    A
    Anonymous
    Family with young children
  • Avg. price/night: £724.84
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,103 reviews
    Check lodge is an all inclusive resort with games, a fishing pier with rods and bait, paddle boards, a game room and multiple restaurants. It has a large man made beach and two pools.
    Susan
    Young couple
  • Avg. price/night: £149.57
    7.1
    Scored 7.1
    Good
    Rated good
     · 276 reviews
    Don’t come with any grandiose expectations of this being an all inclusive luxury resort. this place was built in the 50s-70s era. ITS CLEAN AND LOCATED PERFECTLY! We had a wonderful time. if you want to stay at the resort most of your trip then spend more money.
    Franklin
    Young couple
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