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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.

Overall the experience was great. Great! Most beautiful location. Great ocean views, friendly staff. Great room

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9.1
Superb
165 reviews
Price from
US$295.65
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.

Great place if you like to visit Floridae Key's. 40 minutes by car to Key West in much nicer and peacefull location. Huge appertment with few balconies and tarace. Nice restaurant with good food.

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8.7
Fabulous
2,490 reviews
Price from
US$200.25
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.

The location on the water is incredible with the pier and the palm trees

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8.6
Fabulous
1,098 reviews
Price from
US$356.06
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.

well kept property, service was excellent! food was good.

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8.5
Very good
1,542 reviews
Price from
US$288.23
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.

Extremely clean, beautiful panoramic views helpful staff.

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8
Very good
1,168 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
384 reviews
Price from
US$218.88
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
379 reviews
Price from
US$159.64
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.

It was right on the Bay and the pool was not crowded. Accommodations were new clean and wonderful!

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8.3
Very good
243 reviews
Price from
US$306.23
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 property offers a relaxing and enjoyable stay. They have a heated pool, bikes, kayaks and paddleboards. You can even fish from the pier. The rooms are equipt for cooking and they also have charcoal bbq's. I recommend it and I can't wait to come back.

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8.7
Fabulous
861 reviews
Price from
US$207
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.

Everything. Was having a bad day before we arrived and the Manageress just said ' relax you are in Chesapeake now '. She was absolutely right.

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8.1
Very good
834 reviews
Price from
US$347.62
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: US$342
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 861 reviews
    It had a pool with a bar. Access to a beach. Free use of kayaks. The resort was secluded and had ample parking
    Jeffrey
    Young couple
  • Avg. price/night: US$347.63
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 834 reviews
    This is our place to go when my wife and I need to take a break from our stressful routine. We land in key west, rent a car (buy some wine and other groceries) and drive to our favorite refuge. We always get the ocean view room. Rooms are clean, beds very comfy and cozy, the view from the balcony is stunning and refreshing! The resort is quiet and peaceful with a relaxed vibe, two pools, a hot tub and a private beach. All you have to do is enjoy the sun and forget about the rest of the world!
    Giovanni
    Family with young children
  • Avg. price/night: US$234
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 2,496 reviews
    I really want to gate-keep this place! We had such a good time at the Lime Tree Bay Resort. The townhome was lovely and spacious, the property was gorgeous and well maintained and the extra amenities were amazing. The hotel was able to accommodate our early arrival as well as our late departure which was so nice and the staff was lovely. We loved our stay - thank you!
    D
    Daisy
    Group
  • Avg. price/night: US$234
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 2,496 reviews
    We loved the relaxed atmosphere of Lime Tree Bay Resort with all the sitting areas on the water, the picnic tables and the hammocks. We loved that we were invited to arrive early to hang out there until our house was ready. The staff was veeery friendly. We loved the town house we stayed at across the street from the resort- perfect for the 4 of us from 3 generations. The breakfast was delicious, the restaurant disappointing but also apparently not run by the resort. Too bad we could only stay one night!
    Nicole
    Family with young children
  • 8.5
    Scored 8.5
    Very good
    Rated very good
     · 324 reviews
    A gem of a place!! Right on the ocean tons of amenities. Pool, kayaks, ocean, bikes all included, No resort fee. Felt like a resort!
    Kathryn
    Family with young children
  • Avg. price/night: US$364.50
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 853 reviews
    Honestly was the best place we’ve ever stayed everything from friendliness of staff to cleanliness to the resort activities was amazing.
    Natalee
    Family with young children
  • Avg. price/night: US$234
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 2,496 reviews
    The room was amazing, so spacious, lovely balcony overlooking pool area and the bathroom was also very large! The facilities that the resort offers is vast, from kayaking, to 3 different pools you can access and having a restaurant/bar onsite, this place felt like paradise! Would definitely stay again!
    Brayden
    Young couple
  • Avg. price/night: US$234
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 2,496 reviews
    Loved everything about this little resort. Pool, fishing jetty, beach, seating spaces. Decent bar and grill. Free continental breakfast with option to pay for cooked. Free parking. Snorkeling really good straight off the beach, loads to sea and water only chest high. Watching sunsets at night spectacular, on our last night a pod of dolphins appeared about 1 meter away
    Morison
    Family with young children
  • Avg. price/night: US$637.31
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,097 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
  • 7.1
    Scored 7.1
    Good
    Rated good
     · 280 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