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The best resorts in Islamorada

Check out our selection of great resorts in Islamorada

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Ragged Edge Resort & Marina, hotel in Islamorada

Located in Islamorada, 1.9 miles from Windley Key, Ragged Edge Resort & Marina has accommodations with free bikes, private parking, an outdoor swimming pool and a terrace.

Beautiful property- birds keeping company everywhere. Couldn’t wait to get up for sunrise every morning!! Perfect getaway
Scored 9.2
9.2
Rated wonderful
Wonderful
160 reviews
Price from
$409.20
1 night, 2 adults
Cheeca Lodge & Spa, hotel in Islamorada

Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida.

Location on the water
Scored 8.7
8.7
Rated excellent
Excellent
1,002 reviews
Price from
$438.90
1 night, 2 adults
Islander Resort, hotel in Islamorada

A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and...

Professional and friendly staff, beautiful room, and outstanding beach amenities
Scored 8.4
8.4
Rated very good
Very Good
1,543 reviews
Price from
$239.20
1 night, 2 adults
Lime Tree Bay Resort, hotel in Islamorada

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

Our room faced the beautiful water and we loved having a restaurant and bar a few steps away. It was a very relaxing little resort.
Scored 8.6
8.6
Rated excellent
Excellent
2,209 reviews
Price from
$149
1 night, 2 adults
Islander Bayside Villas & Boatslips, hotel in Islamorada

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.

Absolutely beautiful property!! You don't even need to leave the resort, they have everything you could need!
Scored 8.4
8.4
Rated very good
Very Good
252 reviews
Price from
$287.20
1 night, 2 adults
Pines & Palms Resort, hotel in Islamorada

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

OFF THE CHARTS spectacular ocean front location NEWLY STYLISHLY RENOVATED resort with a lot of usable beachfront, piers extending into the ocean, and NEW first-class pool with Tiki Bar including wine & beer service. Observed Guests using the included kayaks, paddle boards & bicycles. Very much reminded me of beach front communities like Ormond Beach in Florida and Lavalette in New Jersey. Staff, Leia, Francisco & Simone, were very helpful, informative and personable. BTW - even though a coffee-maker is included with your room, Paris Coffee Truck on the property was a treat! Also, the boutique at the entrance to the resort, Sea La Vie, has a wide assortment of desirable upscale resort items.
Scored 8.6
8.6
Rated excellent
Excellent
847 reviews
Price from
$229
1 night, 2 adults
Chesapeake Beach Resort, hotel in Islamorada

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

Scored 8.5
8.5
Rated very good
Very Good
913 reviews
Price from
$259
1 night, 2 adults
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, hotel in Islamorada

Featuring a unique tropical atmosphere and located on an island in the Florida Keys, this resort offers WiFi and parking to guests. A cable TV and a private bathroom are included in every guestroom.

The property is beautiful. The landscaping is done to perfection. The pool is nicely appointed with plenty of towels. Sometimes getting lounge chairs was a little tight. Music played throughout the property and that was a nice touch and so were the fire torches. The grounds were kept very clean and so were the pool bathrooms. The marina was a highlight because of the fish and manatees. We also took a charter to go fishing from the marina and that was great.
Scored 8.0
8.0
Rated very good
Very Good
999 reviews
Price from
$263
1 night, 2 adults
Drop Anchor Resort & Marina, hotel in Islamorada

Located adjacent to Windley Key Fossil Reef Geological State Park, this Islamorada resort features an ocean-side outdoor swimming pool.

Location
Scored 7.5
7.5
Rated good
Good
352 reviews
Price from
$427.70
1 night, 2 adults
Playa Largo Resort & Spa, Autograph Collection, hotel in Key Largo

Playa Largo Resort & Spa, Autograph Collection is set on 14.5 private bayfront acres in Key Largo, Florida.

The staff were great. The snorkeling was just okay. Food was average. Pool layout was very good
Scored 8.6
8.6
Rated excellent
Excellent
365 reviews
Price from
$287
1 night, 2 adults
All resorts in Islamorada
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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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Resorts That Guests Love in Islamorada

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  • Avg. price/night: $487.41
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 639 reviews
    The resort is beautiful and the room was clean.
    Allison
    Young couple
  • Avg. price/night: $662.79
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 1,543 reviews
    We have been going to this resort for many years. We love Islamorada and the location is perfect. Currently, there is construction to renovate and add-on to the beachside restaurant, which will be very nice. They have alot of recreational and beach amenities over the past few years. The grounds are beautiful. It is pet-friendly, which is a plus, but they definitely need more disposal units for walking the dogs. The front office staff and pool-side bartenders were exceptionally nice and had excellent customer service.
    Gerri
    Family with young children
  • Avg. price/night: $572.63
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 913 reviews
    The Chesapeake resort property was clean, neat and so relaxing.
    Debra
    Young couple
  • Avg. price/night: $662.79
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 1,543 reviews
    Beautiful property and a beautiful resort
    catanzaro
    Young couple
  • Avg. price/night: $535.78
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 2,209 reviews
    Loved the location, price, facilities, and that paddle boards, kayaks and bikes were included with price. I also loved that they allowed us to hang out at resort before and after our stay. The staff is excellent and so helpful.
    Julie
    Family with young children
  • Avg. price/night: $794.81
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 1,002 reviews
    Beautiful resort. The landscaping is amazing! And the staff was the friendliest of all resorts we’ve been to.
    Pam
    Young couple
  • Avg. price/night: $572.63
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 913 reviews
    Beautiful resorts and felt so welcome by everyone in that hotel. Rooms were very clean. We had a nice vacation.
    Muhammad
    Family with young children
  • Avg. price/night: $420.75
    Scored 8.2
    8.2
    Rated very good
    Very Good
     · 399 reviews
    Loved the amenities included, location, staff and layout of the property for our family to stay in Islamorada. This resort is peaceful and playful for families especially with kids and fur babies.
    Lisa
    Family with young children
  • Avg. price/night: $794.81
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 1,002 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: $343.13
    Scored 7.0
    7.0
    Rated good
    Good
     · 268 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