Vacation Rentals in Islamorada, United States of America
If You Are in a Hurry
Here’s a quick list of the best hotels in Islamorada





Anglers Reef Paradise

Anglers Reef Paradise is located in Islamorada, 300 metres from Windley Key, and a private beach area, free bikes and an outdoor swimming pool are accessible in-house. This property offers free WiFi... Read more
- Rating: 9.4
- Stars: 4
Anglers Reef Getaway

Featuring air-conditioned accommodation with a pool with a view, garden view and a patio, Anglers Reef Getaway is set in Islamorada. This beachfront property offers access to a balcony, squash on the squash court, free private parking and free WiFi... Read more
- Rating: 9
- Stars: 4
Ragged Edge Resort & Marina

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... Read more
- Rating: 9
Pines & Palms Resort

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... Read more
- Rating: 8.7
- Stars: 3
Sands of Islamorada

This Islamorada, Florida inn boasts an outdoor pool with a hot tub and a boat dock with a ramp. Guests will be 4 miles from Theater of the Sea and 2 miles of Indian Key Historic State Park... Read more
- Rating: 8.7
- Stars: 2
Islander Resort (Islamorada)

Spend the afternoon lounging by the Islander's 2 on-site swimming pools. Enjoy on-site dining at Beachside Bar and Grill... Read more
- Rating: 8.6
- Stars: 4
Islander Bayside Villas & Boatslips (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... Read more
- Rating: 8.5
- Stars: 4
Cheeca Lodge & Spa (Islamorada)

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... Read more
- Rating: 8.5
- Stars: 4
The Islands of Islamorada (Islamorada)

Opened October 2020. Located in Islamorada, 1... Read more
- Rating: 8.5
- Stars: 4
Matecumbe Resort (Islamorada)

Situated 1.9 km from Sea Oats Beach, Matecumbe Resort offers 2-star accommodation in Islamorada and has a private beach area, an outdoor swimming pool and barbecue facilities... Read more
- Rating: 8.5
- Stars: 2
Amara Cay Resort (Islamorada)

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... Read more
- Rating: 8.4
- Stars: 4
Drop Anchor Resort & Marina

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... Read more
- Rating: 8.2
- Stars: 3
La Siesta Resort & Villas (Islamorada)

Just off the Overseas Highway and in front of the ocean, this Islamorada hotel offers an on-site marina. The beachfront hotel features an outdoor pool... Read more
- Rating: 8.1
- Stars: 3
EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS (Islamorada)

Situated in Islamorada and only 3.8 km from Windley Key, EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS features accommodation with sea views, free WiFi and free private parking... Read more
- Rating: 8
- Stars: 4
Breezy Palms Resort

Opened July 2021. Facing the beachfront, Breezy Palms Resort offers 3-star accommodation in Islamorada and has an outdoor swimming pool, terrace and private beach area... Read more
- Rating: 8
- Stars: 3
Chesapeake Beach Resort

Guests at this Islamorada oceanfront resort can enjoy free WiFi access. Windley Key Fossil Reef Geological State Park is 2 miles away... Read more
- Rating: 8
- Stars: 3
Postcard Inn Beach Resort & Marina (Islamorada)

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... Read more
- Rating: 8
- Stars: 3
Pelican Cove Resort & Marina

A private balcony and cable TV are found in each comfortable guest room at the Pelican Cove Resort. Each room is also equipped with a seating area, a small refrigerator and tea- and coffee-making facilities... Read more
- Rating: 8
- Stars: 3
Fisher Inn Resort & Marina

Located right on the shores of Islamorada, the Fisher Inn Resort & Marina is 14 miles from Key Largo. Guests will enjoy convenient beach access and a boat ramp as well as an outdoor pool and outdoor games on the property... Read more
- Rating: 7.9
- Stars: 3
Coconut Cove Resort & Marina

Inn / Guest House. Located in Islamorada, Florida, this beachfront inn offers an outdoor pool and a private beach area... Read more
- Rating: 7.3