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Featured Islamorada Hotels with a Pool
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
Islander Resort
82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star beach resort in Islamorada. Enjoy free WiFi, a private beach, and a marina. Our guests praise the helpful staff and the clean rooms in our ...
Pines & Palms Resort
80401 Old Hwy, Islamorada, FL
Stay at this 3-star beach hotel in Islamorada. Enjoy free WiFi, a private beach, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions ...
Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Islander Bayside Villas and Boatslips
81450 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Hurricane Monument and MoradaWay ...
Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free parking, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
The Caribbean Resort
117 Carroll St, Islamorada, FL
Stay at this 3.5-star family-friendly hotel in Islamorada. Enjoy a marina, free bicycles on site, and daily housekeeping. Popular attractions Keys History & ...
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Neighborhoods in Islamorada
Top Points of Interests in Islamorada
- Hotels near Anne's Beach
- Hotels near Bud n' Mary's Dive Center
- Hotels near Founders Park
- Hotels near Florida Keys Brewing Co.
- Hotels near Islamorada County Park
- Hotels near Windley Key Fossil Reef Geological State Park
- Hotels near History of Diving Museum
- Hotels near Sunset Drive Beach
- Hotels near Robbie’s of Islamorada
- Hotels near Islamorada Brewery & Distillery
- Hotels near Rain Barrel Village
- Hotels near Hurricane Monument
- Hotels near MoradaWay Arts & Cultural District
- Hotels near Matecumbe United Methodist Church
- Hotels near Keys History & Discovery Center
- Hotels near Everglades National Park
- Hotels near John Pennekamp Coral Reef State Park
- Hotels near Baker's Cay Resort Beach
- Hotels near Jimmy Johnson's Big Chill
- Hotels near Florida Keys Visitor Center
Cities near Islamorada
- Marathon Hotels (31.76 mi)
- Key Largo Hotels (16.51 mi)
- Florida Keys Hotels (34.7 mi)
- Key Colony Beach Hotels (28.23 mi)
- Tavernier Hotels (9.28 mi)
- South Florida Hotels (108.84 mi)
- Long Key Hotels (13.9 mi)
- Gulf Coast Hotels (913.82 mi)
- Duck Key Hotels (20.71 mi)
- Layton Hotels (13.54 mi)
- Southeastern United States Hotels (582.55 mi)
- Conch Key Hotels (18.84 mi)
- Grassy Key Hotels (23.2 mi)
- Gulf of Mexico Hotels (607.73 mi)
- The South Hotels (807.77 mi)
- Lignumvitae Key Botanical State Park Hotels (4.47 mi)
Most Booked Hotels in Islamorada
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