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The best resorts in Islamorada

Check out our selection of great resorts in Islamorada

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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.

beautiful pools
Scored 8.6
8.6
Rated excellent
Excellent
1,046 reviews
Price from
$328.90
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...

Great location. Staff was great. Putting a lot of money into projects.
Scored 8.5
8.5
Rated very good
Very Good
1,574 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.

Great location, beautiful views, restaurant/bar on site was great, and bed was super comfortable.
Scored 8.6
8.6
Rated excellent
Excellent
2,340 reviews
Price from
$149
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.

Location
Scored 8.0
8.0
Rated very good
Very Good
1,018 reviews
Price from
$424
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.

Location was perfect, close to everything.
Scored 8.4
8.4
Rated very good
Very Good
250 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...

Beach - there is no beach, just a ramp and the water was quite dirty, there are two bridges with wooden chairs at the end facing the ocean. Went to the beach at Sombrero Beach in Marathon.
Scored 8.7
8.7
Rated excellent
Excellent
882 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.

Very relaxed atmosphere. The staff were very courteous and very helpful, and very friendly.
Scored 8.1
8.1
Rated very good
Very Good
877 reviews
Price from
$259
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.

Nice property
Scored 7.9
7.9
Rated good
Good
372 reviews
Price from
$361.90
1 night, 2 adults
Playa Largo Resort & Spa, Autograph Collection, hotel in Islamorada

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

Beautiful place
Scored 8.5
8.5
Rated very good
Very Good
361 reviews
Price from
$450
1 night, 2 adults
Baker's Cay Resort Key Largo, Curio Collection By Hilton, hotel in Islamorada

Located on the Gulf of Mexico and surrounded by lush landscaping and nature trails, Baker's Cay Resort Key Largo, Curio Collection By Hilton offers private beach access.

Very nice facility. Nice beach area.
Scored 8.0
8.0
Rated very good
Very Good
430 reviews
Price from
$342
1 night, 2 adults
All resorts in Islamorada
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.

Most booked resorts in Islamorada this month

Resorts That Guests Love in Islamorada

  • Avg. price/night: $276.47
    Scored 8.2
    8.2
    Rated very good
    Very Good
     · 674 reviews
    The resort is beautiful and the room was clean.
    Allison
    Young couple
  • Avg. price/night: $302.79
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 1,574 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: $235.13
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 877 reviews
    The Chesapeake resort property was clean, neat and so relaxing.
    Debra
    Young couple
  • Avg. price/night: $302.79
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 1,574 reviews
    Beautiful property and a beautiful resort
    catanzaro
    Young couple
  • Avg. price/night: $234
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 2,340 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: $1,008.56
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 1,046 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: $235.13
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 877 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: $259.88
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 429 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: $1,008.56
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 1,046 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 7.2
    7.2
    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