Islamorada Hotels with Pool

Our customers tell us they can't get enough of Amara Cay Resort's great location. During your stay, you're just a quick walk from Bud n' Mary's Dive Center. Enjoy features like free self-parking and a free area shuttle, plus 2 restaurants. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us that they can't get enough of the pool at Islander Resort. During your stay, you're just a quick walk from Keys History & Discovery Center. Enjoy features like free WiFi in public areas and free self-parking, plus 2 outdoor pools.

Our customers tell us that they can't get enough of the helpful staff at La Siesta Resort & Villas. During your stay, you're just a quick walk from Indian Key Historic State Park. You'll find features such as a free area shuttle, plus an outdoor pool and a marina. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us that they can't get enough of the helpful staff at Cheeca Lodge & Spa. During your stay, you're just a quick walk from Matecumbe United Methodist Church. Free valet parking, 3 outdoor pools and 3 restaurants are available.

Our customers tell us that they can't get enough of the helpful staff at Drop Anchor. During your stay, you're just a quick walk from Windley Key Fossil Reef Geological State Park. Enjoy features like free WiFi in public areas and free self-parking, plus an outdoor pool.

Our customers tell us that they can't get enough of the helpful staff at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. During your stay, you'll be within walking distance of Windley Key Fossil Reef Geological State Park. You'll find features such as a free area shuttle, plus an outdoor pool and a restaurant. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us that they can't get enough of the helpful staff at Pines & Palms Resort. During your stay, you're just a quick walk from Indian Key Historic State Park. Enjoy features like free WiFi in public areas, plus an outdoor pool and a marina.

Our customers tell us that they can't get enough of the helpful staff at Fisher Inn Resort & Marina. During your stay, you're just a quick walk from Windley Key Fossil Reef Geological State Park. Free breakfast, free WiFi in public areas and free self-parking are available.

During your stay at Islander Bayside Villas and Boatslips, you're just a quick walk from Hurricane Monument. Free WiFi in public areas, free self-parking and an outdoor pool are available.

Our customers tell us that they can't get enough of the pool at Coconut Cove Resort and Marina. During your stay, you're just a quick walk from Windley Key Fossil Reef Geological State Park. Features include free breakfast, free WiFi in public areas and free self-parking.

During your stay at The Caribbean Resort, you're just a quick walk from Matecumbe United Methodist Church. You'll find features such as an outdoor pool, a marina and 1 hot tub.

Chesapeake Beach Resort's great beach location gets high marks from our customers. During your stay, you'll be within walking distance of History of Diving Museum. Features include 2 outdoor pools and concierge services.

Our customers tell us that they can't get enough of the helpful staff at Casa Morada. During your stay, you're just a quick walk from Islamorada Brewery & Distillery. Enjoy features like free breakfast, free WiFi in public areas and free self-parking. This property offers pet-friendly amenities, such as food and water bowls.

During your stay at Sands of Islamorada, you're just a quick walk from Bud n' Mary's Dive Center. Features include free WiFi in public areas and free self-parking, plus an outdoor pool. This property offers pet-friendly amenities, such as food and water bowls.

This condo's great location gets high marks from our customers. During your stay, you'll be within walking distance of Florida Keys Dive Center. You'll find features such as an outdoor pool, a gym and 1 hot tub. The condo offers free WiFi and a kitchen.