Find Resorts in Islamorada

The Cheeca Lodge & Spa is an ideal spot for travelers wanting to discover the city. Visitors to Islamorada will find that the Cheeca Lodge & Spa is a fantastic accommodation choice. There is no shortage of things to see in the area, with the Gyotaku by Lisa Lee, Islamorada Paddle Adventures and Monroe County Public Library all nearby. At the end of a busy day, travelers can unwind and relax in the hotel or go out and enjoy the city. For those driving themselves, parking is provided on site. According to our guests, this hotel provides a very high level of service. This hotel is a popular accommodation for couples.

When you stay at Ragged Edge Resort & Marina in Islamorada, you'll be near the beach, within a 10-minute walk of Rain Barrel Village and Founders Park. This guesthouse is 0.6 mi (0.9 km) from Islamorada County Park and 1.6 mi (2.6 km) from Hog Heaven. Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace. Additional features at this guesthouse include complimentary wireless internet access, a picnic area, and barbecue grills. Featured amenities include express check-in, express check-out, and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 14 guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include ceiling fans, and housekeeping is provided daily.

The Islander Resort is an ideal spot for travelers wanting to discover the city. The Islander Resort offers a pleasant stay in Islamorada for those traveling for business or leisure. The nearby area boasts an abundance of attractions including Islamorada Brewery & Distillery (Islamorada), Henry Flagler's Overseas Railroad and Lorelei/Morada Bay Anchorage. At the end of a busy day, travelers can unwind and relax in the hotel or go out and enjoy the city. This Islamorada hotel offers parking on site. There's never a dull moment at this hotel, our guests indicate that the facilities are excellent. For guests traveling with families, this hotel is consistently one of the most popular choices.

The Pines & Palms Resort provides a great place for travelers to relax after a busy day. Visitors to Islamorada will find that the Pines & Palms Resort is a fantastic accommodation choice. With Green Turtle Hammock Nature Preserve, Fearless Fishing Charters and Easy Livin Adventures all within a short distance, there is no shortage of things to do in the area. At the end of a busy day, travelers can unwind and relax in the hotel or go out and enjoy the city. Guests of this Islamorada hotel can make use of the parking facilities. When it comes to Islamorada hotels, the Pines & Palms Resort is highly regarded for its excellent facilities. This hotel is particularly popular with those traveling as a couple.

With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, just a 4-minute walk from Windley Key Fossil Reef Geological State Park and 7 minutes by foot from Hog Heaven. This hotel is 1.7 mi (2.8 km) from Rain Barrel Village and 1.9 mi (3 km) from Founders Park. Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. This Art Deco hotel also features complimentary wireless internet access, wedding services, and a picnic area. Featured amenities include a business center, a safe deposit box at the front desk, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 18 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and ceiling fans, and housekeeping is provided daily.

Renovated in 2023, the Chesapeake Beach Resort offers both holiday makers and business travelers a pleasant stay in Islamorada. With multiple attractions nearby including Fishing The Keys Capt. Eric Scoble, Island Community Church and History of Diving Museum, guests will find plenty to keep themselves occupied. When guests have some time on their hands they can make use of the onsite facilities. For those driving themselves, parking is provided on site. If you are looking for a convenient place to stay, our guests have told us that this location is excellent. This hotel is a popular accommodation for guests traveling with families.

The Bayside Villas by Islander Resort provides a great place for travelers to relax after a busy day. The Bayside Villas by Islander Resort offers a pleasant stay in Islamorada for those traveling for business or leisure. Guests will find Hemingway's boat Pilar Key West, Green Turtle Hammock Nature Preserve and Capt. Rick Stanczyk just a short distance from the hotel. In their spare time, guests can explore the hotel's surroundings. For those driving themselves, parking is provided on site.