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The best resorts in Islamorada

Check out our selection of great resorts in Islamorada

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Wonderful: 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
Wonderful
166 reviews
Price from
£207
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.

very close to the beach, friendly staff, many things to do

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8.6
Excellent
2,518 reviews
Price from
£125
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.

A beautiful large area with many activities and a beautiful beach. It is a pity that I was not able to take advantage of all this, because I was only passing through for one night.

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8.6
Excellent
1,105 reviews
Price from
£235
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.

We liked Everything about this resort. The layout is awesome, you don’t see a lot of people, because landscaping, very corner is a great spot for a beautiful photos. Great size of the pool and beach. And the personal is super friendly. We definitely will be back ♥️

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8.5
Very Good
1,533 reviews
Price from
£188
per night

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
Excellent
390 reviews
Price from
£169
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.

Daniel was super helpful. Beautiful place with lots of colorful buildings, small but perfect pool for kids, very clean appartments.

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8
Very Good
385 reviews
Price from
£94
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
245 reviews
Price from
£213
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
Excellent
849 reviews
Price from
£125
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.

property, room, pool, jaccuzzi, receptionist, short messages

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8.1
Very Good
834 reviews
Price from
£180
per night

This beachfront hotel is located in Islamorada, Florida and features transfer services within 6 km from the property. WiFi is included in the resort fee.

Guests can relax on beachside hammocks or enjoy the outdoor pool at Amara Cay Resort. An on-site fitness centre is available, as well as a meeting space.

Shuttle around Islamorada was so helpful Pool and beach Lots of activity. The fish like a local fisherman was so friendly Clean and spacious rooms

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8.2
Very Good
683 reviews
Price from
£244
per night

Looking for a resort?

Travelers who really want to “get away from it all” trust resorts to provide the pinnacle of all-inclusive relaxation. Resort guests are invited to enjoy communal on-site amenities like pools, spas, restaurants, activities, excursions, and shops, and stay the night in luxurious private rooms, villas, or apartments.
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Most booked resorts in Islamorada this month

Resorts That Guests Love in Islamorada

  • Avg. price/night: £325.94
    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: £325.94
    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
    Excellent
    Rated excellent
     · 390 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: £325.94
    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: £162.88
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 850 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 traveler
  • Avg. price/night: £206.26
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,034 reviews
    Location was perfect in relation to where I needed to be for scuba diving. It’s a cozy “mini resort”
    Marie Candace
    Solo traveler
  • Avg. price/night: £325.94
    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: £950.74
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 1,105 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: £149.60
    7.1
    Scored 7.1
    Good
    Rated good
     · 275 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