Villas and Beach houses in Islamorada, FL

This 132 square metre, 3-bedroom bungalow on Lower Matecumbe, Islamorada, offers prime bayfront positioning with year-round sunset water views, ideal for boat trailers and RVs, and features a private seawall for direct boat docking. This family-friendly property accommodates up to 6 guests with a spacious upstairs kitchen, a separate downstairs living area providing privacy, and an expansive waterfront deck perfect for enjoying the scenery.

This Islamorada waterfront holiday home, situated within 3.2km of Islamorada County Park, Founders Park, and Windley Key Fossil Reef Geological State Park, and 9.7km from the History of Diving Museum and Matecumbe United Methodist Church, offers a prime location for exploring the Village of Islands.
This 372 square metre property boasts four bedrooms, three bathrooms, sleeping up to ten guests, and includes a private pool, garden, tennis court, and access to a shared water park and spa, alongside a fully equipped kitchen and free Wi-Fi.

Villa Riolo is a two-bedroom, two-bathroom house in Islamorada, Florida Keys, situated 2.6km from Sea Oats Beach and within easy driving distance of Windley Key (14km) and Pigeon Key (31km).
This self-catering property sleeps up to 11 guests and boasts a fully equipped kitchen, free Wi-Fi, on-site parking, a spa, and a fitness centre; nearby attractions include Florida Keys Aquarium Encounters (39km) and John Pennekamp Coral Reef State Park (43km).

This oceanfront property is located in Islamorada, just 5km from the Islamorada Fish Company and 10km from the Theater of the Sea, offering a peaceful escape in a prime location. The accommodation has received excellent ratings for its cleanliness, location, and overall experience.
This spacious house sleeps up to 12 guests and offers a range of amenities including a private pool and spa, a cinema media room, and kayak access for exploring the surrounding waters. Enjoy your own private beach, relax in the garden, and take advantage of the fully equipped kitchen, ample parking, and outdoor shower.

Isla Mamey Villa #5, situated in Islamorada's Art District, offers easy walking access to shops, restaurants, and parks, and is within a few kilometres of attractions such as Robbie's Marina and Theatre of the Sea.
This three-bedroom, three-bathroom upscale villa sleeps six guests, boasting a fully equipped kitchen, private deck with partial water views, and access to a community pool and BBQ area; 24/7 guest support is also provided.

This luxurious villa is located in the Art District of Islamorada, a short walk from the Morada Way Arts & Cultural District and Islamorada Library Beach Park, and within a few kilometres of the Theater of the Sea, Robbie's Marina, and the History of Diving Museum. The villa is part of an upscale community with a private heated pool, a bayside boat dock, and BBQ facilities.
The three-bedroom villa can accommodate up to six guests, with each bedroom featuring its own ensuite bathroom. The villa offers a fully equipped kitchen, a private deck, a top balcony with waterfront views, and a garden, all within a short distance of restaurants, shops, and other attractions.

This oceanfront villa is located within the gated Peaceful Palms community in Islamorada, offering convenient access to dining and marinas within a 15-kilometre drive, and is just 640 metres from the Theater of the Sea.
This 156 square metre house accommodates up to six guests across three bedrooms, each with an en-suite bathroom, and features a recreation level with a Peloton, bicycles, paddleboards, and a pool table, alongside access to a heated community pool and an oceanfront boat dock.

This holiday cottage in Tavernier is a 13-minute walk from Harry Harris Park Beach, 5 kilometres from Pigeon Key, and 14.5 kilometres from the Theatre of the Sea.
This 85 square metre holiday home accommodates up to 7 guests and features air conditioning, a hot tub, a garden, parking, and a fully equipped kitchen with a dishwasher and microwave.

This Lower Matecumbe waterfront property in Islamorada, Village of Islands, offers direct boat access and is conveniently located approximately 1.6 kilometres from White Marlin Beach, with Channel 2/5 bridge and Robbies Marina a short boat trip away.
This renovated 149 square metre holiday home, accommodating up to eight guests, features three bedrooms, two bathrooms, a separate downstairs suite with its own kitchen and bathroom, a heated/cooled saltwater pool, a 9,072 kg boat lift, and is pet-friendly for one dog.

This charming cottage is situated in Islamorada at mile marker 76.7, just a short drive from Caloosa Cove Marina at mile marker 73.5 and Robbie's Marina, offering a peaceful retreat in the Shady Palms community. The cottage boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property features two bedrooms, making it ideal for families or groups of up to four. Guests can enjoy amenities such as a communal heated pool, a fully equipped kitchen, a private garden, a spa, and a starter pack with essential supplies.

This oceanfront apartment in Tavernier offers direct beach access and is a 13-minute walk to Harry Harris Park Beach, with Pigeon Key 4.99 kilometres away and Windley Key Fossil Reef Geological State Park 13.19 kilometres away.
This 69 square metre holiday let features two bedrooms, one bathroom, and accommodates up to eleven guests, boasting on-site amenities such as a swimming pool, balcony, tennis court, and a water park, with marina availability for boating.

This Islamorada holiday home is located near the Theater of the Sea and the History of Diving Museum, with Windley Key 2.7 kilometres and Upper Matecumbe Key 3 kilometres away.
This property offers three bedrooms accommodating up to five guests, featuring air conditioning, a swimming pool, a garden, free WiFi, and a fully equipped kitchen.