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This Islamorada cottage is located in the Matecumbe district, a 3-minute walk from Islamorada Brewery & Distillery and an 11-minute walk to the History of Diving Museum.
This family-friendly vacation rental offers air conditioning, a full kitchen with a microwave and refrigerator, Wi-Fi, a swimming pool, a hot tub, and on-site parking, with kayaks and bicycles available for guest use.

Little Bay Cottage is a secluded retreat on a lush one-acre tropical property in Islamorada, Village of Islands. It offers direct bay access, a protected dock for boats up to 34 feet, and stunning views of Florida Bay from the covered balcony.
The cottage has two bedrooms, two bathrooms, and a queen-size sleeper sofa, comfortably accommodating up to six guests. It features a modern kitchen with granite countertops and new appliances, as well as outdoor relaxation areas with hammocks, a pergola, and a tiki hut. Activities and attractions nearby include John Pennekamp Coral Reef State Park, Theater of the Sea, and Robbie's Marina.

This charming cottage is located in the Shady Palms community, a quiet enclave of seven cottages in Islamorada, just steps from the community heated pool and a short walk from a private boat ramp. It boasts excellent user, location, and cleanliness ratings, making it an ideal choice for a relaxing getaway. This 2-bedroom, 1-bathroom bungalow comfortably sleeps four guests and features a fully equipped kitchen, air conditioning, and a private backyard. Enjoy access to a heated pool, a private boat ramp for fishing and kayaking, and easy access to Robbie's Marina, a popular tourist destination known for its friendly tarpon.

This Islamorada, Florida Keys vacation home is conveniently located within a 15-minute walk of the Islamorada Brewery & Distillery, Keys History & Discovery Center, and History of Diving Museum.
This two-bedroom, two-bathroom rental sleeps four guests and features a fully equipped kitchen, in-unit laundry, a private swimming pool, and spa, plus access to an on-site water park and barbecue grills.

This Islamorada beachfront cottage in Matecumbe offers direct ocean access, a 15-minute walk from Indian Key Historic State Park and Bud n' Mary's Dive Center, and under a mile from the Hurricane Monument and Florida Keys Brewing Co.
The 450-square-foot, one-bedroom, one-bathroom vacation home sleeps four and includes a private balcony, air conditioning, Wi-Fi, a swimming pool, parking, and concierge services.

This Islamorada pet-friendly cottage, located in the Matecumbe district, offers easy access to Bud n' Mary's Dive Center (a 14-minute walk) and Indian Key Historic State Park (a 6-minute walk).
This one-bedroom, one-bathroom vacation home sleeps four and features a private balcony, shared pool access, kayaks, bicycles, free Wi-Fi, and a fully equipped kitchen; nearby attractions include Hurricane Monument and several state parks.

The Key Lime Cottage is located in a peaceful neighborhood in Islamorada, just a short distance from Founders Park and Annes Beach, making it easy to explore the area's attractions. This cottage consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The two-bedroom cottage comfortably accommodates up to five guests and features a full kitchen, a shared pool, and a spacious outdoor area with a grill and fire pit. Guests also have access to kayaks and paddleboards, freebee service, and local recommendations to enhance their stay in the Florida Keys.

Little Bay Cottage, a bayside retreat in Islamorada, Village of Islands, is located directly on Florida Bay at Mile Marker 82.2, offering protected dockage for boats up to 34 feet within a gated, one-acre tropical compound.
This 2-bedroom, 2-bathroom vacation rental accommodates up to 6 guests with a queen-size sleeper sofa, featuring panoramic Florida Bay views from a covered balcony, a full kitchen with modern appliances, and access to hammocks, a pergola, and a tiki hut, with proximity to John Pennekamp Coral Reef State Park and Robbie's Marina.

The Green Cottage is located in Turtle Cove, a private community of five vacation homes in Islamorada, Florida, offering pool and ocean views.
This 2-bedroom, 1-bathroom cottage accommodates up to 5 guests and features a queen bed in the master bedroom and a full/twin bunk bed in the second bedroom, with shared amenities including a pool, boat basin, kayaks, and paddleboards.

This Islamorada canal-front home, minutes from the Snake Creek Bridge and close to Theater of the Sea, Founders Park, restaurants, and shops, offers direct canal access with manatee sightings.
The two-bedroom, one-bathroom house sleeps four, features a private dock, BBQ grill, swimming pool, and all the comforts of home including internet access, a full kitchen, and air conditioning.