Villas and Holiday homes in Islamorada, FL

This upscale villa is located in the Art District of Islamorada, just a short walk from shops, restaurants, and parks, including the Islamorada Library Beach Park and the Morada Way Arts & Cultural District. The villa is part of a luxury community with a private heated pool, bayside boat dock, and BBQ area.
This three-bedroom, three-bathroom property can accommodate up to six guests and offers a range of amenities, including a fully equipped kitchen, air conditioning, a swimming pool, a garden, and parking. Enjoy breathtaking sunsets and waterfront views from the private deck and top balcony, and take advantage of the villa's close proximity to numerous activities like paddleboarding, kayaking, snorkeling, fishing, biking, running, and walking along the beautiful Islamorada paths.

This Tavernier holiday home, Ocean Pointe 2307 in Key Largo, is situated near Harry Harris Park Beach (a 15-minute walk), Pigeon Key (4.5km), and Windley Key (13km).
This 84 square metre property boasts two bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private patio with sea views, a shared swimming pool, Jacuzzi, garden, parking, and free Wi-Fi.

This exclusive oceanfront estate in Islamorada, Village of Islands, offers direct access to a private beach and is situated within a sprawling private property.
This family-friendly villa with 7 bedrooms and 8 bathrooms accommodates up to 14 guests and features a swimming pool, jacuzzi, garden, and on-site beauty salon, with concierge services available for arranging activities.

At The Sandbar, an oceanfront Islamorada holiday home, is located a 1.6km walk from Windley Key, 5km from Upper Matecumbe Key, and within 16-29km of Pigeon Key and John Pennekamp Coral Reef State Park.
This 163 square metre property boasts three bedrooms, sleeping up to twelve guests, and features a heated pool, private dock, game room, spa, fitness centre, and fully equipped kitchen; on-site parking and a children's playground are also available.

This oceanfront townhouse in Angler's Reef, Islamorada, Village of Islands, offers direct water access and a private boat slip, ideal for exploring the renowned fishing and water sports opportunities.
Accommodating up to six guests, this residence features a spacious open layout, a fully equipped kitchen, a private patio with ocean views, and a master suite with a private balcony, ensuring a comfortable stay.

This Islamorada villa is located on the Gulf side, offering direct canal access with deep water and a private boat ramp, ideal for boating enthusiasts.
This 118 square metre property accommodates up to six guests with three bedrooms and two bathrooms, featuring a fully renovated kitchen, screened-in porch, and covered parking.

This Islamorada waterfront property, 2.3km from Sea Oats Beach and 8.8km from Upper Matecumbe Key, offers direct ocean access via a private canal.
The one-bedroom house sleeps fourteen guests, boasts three bathrooms, a fully equipped kitchen including a dishwasher, and features a terrace, air conditioning, free parking, and is conveniently located near Theater of the Sea and Windley Key.

This Islamorada townhouse, situated in the Village of Islands, is centrally located, minutes (less than 1.6km) from the Islamorada sandbar and acclaimed restaurants.
The three-bedroom, two-bathroom property sleeps eight guests and boasts a fully equipped kitchen, private swimming pool, garden, and parking; note the spiral staircase.

This holiday home is located in Tavernier, 2.1 kilometres from Harry Harris Park Beach and 4.8 kilometres from Pigeon Key.
This 86 square metre holiday home offers two bedrooms, two bathrooms and accommodates up to 10 guests with a kitchen, air conditioning, swimming pool, jacuzzi, and private balcony.

This Islamorada villa is conveniently located within a 1.6km walk of the Islamorada Brewery & Distillery and Keys History & Discovery Centre, with the History of Diving Museum a short 2.4km distance away.
This 156 square metre, three-bedroom property sleeps six guests and boasts a private pool, spa, fully equipped kitchen, and free Wi-Fi, alongside concierge services.

This Isla Key Guava Boutique Resort villa in Islamorada, Florida Keys, boasts a prime waterfront location, a 12-minute walk from Upper Matecumbe Key and 4.3km from Windley Key.
The 156 square metre, three-bedroom property sleeps nine guests and features a fully equipped kitchen, swimming pool, fitness centre, and balcony with stunning views; free Wi-Fi and parking are also provided.

This waterfront boutique resort, Isla Honeydew, is situated in Islamorada, Village of Islands, a 12-minute walk from Upper Matecumbe Key and 3.4 kilometres from the Theater of the Sea.
This air-conditioned three-bedroom villa offers accommodation for six guests, featuring a heated swimming pool, a garden, a children's playground, and a private balcony, with on-site amenities including free Wi-Fi and a fully equipped kitchen.

Nauti Hideaway Ocean Pointe 2314, situated in Key Largo, offers easy access to Harry Harris Park Beach (a 15-minute walk) and is within a short driving distance of John Pennekamp Coral Reef State Park (17.7km) and Windley Key (13km).
This two-bedroom, two-bathroom property boasts 77 square metres of space, sleeps seven guests, and includes a private patio with ocean views, a swimming pool, a Jacuzzi, free Wi-Fi, and a fully equipped kitchen.

This oceanfront apartment in Tavernier is located 2.1 kilometres from Harry Harris Park Beach and 4.8 kilometres from Pigeon Key.
This two-bedroom, two-bathroom property offers accommodation for up to eight guests, featuring a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, and direct access to the garden and an outdoor seating area.

Starfish Seas Key Largo Ocean Pointe 1302, located in Key Largo, offers ocean views and is a 2km walk from Harry Harris Park Beach, with easy access to Pigeon Key (5.1km), Windley Key Fossil Reef Geological State Park (15km), and John Pennekamp Coral Reef State Park (18km).
This 77 square metre, two-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, swimming pool, jacuzzi, garden, parking, air conditioning, Wi-Fi, and cable TV.

This Key Largo holiday home is situated a 15-minute walk from Harry Harris Park Beach, 4.5km from Pigeon Key, and within 18km of Upper Matecumbe Key and Windley Key Fossil Reef Geological State Park.
This 77 square metre property boasts two king-size ensuite bedrooms, two balconies, a fully equipped kitchen, private garden, swimming pool, Jacuzzi, parking and accommodates up to eight guests.