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The 10 Best Resorts in Islamorada, USA

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
163 reviews
Price from
£216
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.

Super nicely maintained resort with friendly staff and great beach front. We loved our spacious room with kitchen (got an upgrade to a beachfront apartment). The restaurant on the property served breakfast (included) and amazing dinner! Enjoyed relaxing in one of the many hammocks.

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8.6
Fabulous
2,541 reviews
Price from
£190
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
1,118 reviews
Price from
£378
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.

There is no other property in the upper keys like the Islander. The rooms (which are super clean) are huge and have beautiful vaulted ceilings and giant windows overlooking your own private screened-in porch and patio. The pool area is beautiful and has two pools and a full restaurant that actually serves quality food and drinks. There’s a big beautiful beach area and water sports provided by the hotel onsite. definitely Recommend!

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8.6
Fabulous
1,529 reviews
Price from
£307
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.

beautiful swimming area, nice location, breakfast possible on location, starbucks on site

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8
Very good
1,221 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.

The location was perfect and the suite was more than we could ask fo! Beautiful property, convenient marina, friendly staff & quiet pool. Would definitely stay again. Longer next time!

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8.8
Fabulous
386 reviews
Price from
£259
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
Very good
388 reviews
Price from
£139
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
247 reviews
Price from
£307
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
826 reviews
Price from
£314
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.

Location with a beautiful view - watched the sunrise from the balcony; new and clean interior; parking available.

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8
Very good
811 reviews
Price from
£218
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: £235.37
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 2,540 reviews
    Fantastic stay at Lime Tree Bay Resort. We had a beach view room by the pool. Beautiful sunsets by the beach. Nice restaurant next door for dinner and breakfast. Easy drive to Key Largo or Key West or state parks. We enjoyed relaxing by the pool or in the hammock, wish we could have stayed longer!
    Iain
    Young couple
  • Avg. price/night: £235.37
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 2,540 reviews
    Lovely room just up the road from the main resort. We liked the quiet pool area. Clean and well equipped.
    Karen
    Young couple
  • Avg. price/night: £172.43
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 1,050 reviews
    Our room was very comfortable, had fresh look top to bottom. Our shower and bath was small but modern and easy for 2 people to use. The overall value of the stay was superior when compared to nearby resorts. Pool was extremely nice as was the dock and beach area. We will be back.
    Holman
    Young couple
  • Avg. price/night: £235.37
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 2,540 reviews
    This was a great place to celebrate my 50th! Rooms very nice and clean. Staff replenished and cleaned up room each day leaving water bottles and new towels each day. Great continental breakfast at Florida Boy restaurant on property. Beautiful palm trees & tiki huts to please couples like us where I like sun & husband likes shade! Staff so friendly and text to check on our stay daily. ;) Used resort bikes to tour Long Key & neighborhoods. They have kajaks & paddle boards too. We will be back!!!
    Brittany
    Young couple
  • Avg. price/night: £163.30
    7.1
    Scored 7.1
    Good
    Rated good
     · 265 reviews
    Perfect Location Not a five star resort but very clean and nice
    ronald
    Family with young children
  • Avg. price/night: £335.91
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,529 reviews
    There was plenty of room (chairs and loungers) on the beach and at the pool and not too crowded like some large hotel resorts. The activities helped make the experience more enjoyable (bocce, soccer, biking, cornhole, etc).
    C
    Charles
    Family with young children
  • Avg. price/night: £335.91
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,529 reviews
    Beautiful- and did not feel like a crowded resort. Very peaceful
    DeVries
    Young couple
  • Avg. price/night: £687.87
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,119 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: £163.30
    7.1
    Scored 7.1
    Good
    Rated good
     · 265 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
  • Avg. price/night: £687.87
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,119 reviews
    Very nice property with a golf course. Yoga, spa, etc etc. I think one of the better ones in islamorada. We stayed in one of the beach cottages . It was right above the pool and with an ocean view. Beware that music is played around the pool most of the day, you can hear it from the screened porch but the room is very well insulated so it is quiet if windows are closed. The bed was very comfortable. Ac a bit loud during the night. Updated room. Family resort. Decor and ambiance is nice with a tropical feel.
    manuela
    Young couple
gogless