Extended Stay in Islamorada

Located just near Lower Matecumbe Key Island, 2-bedroom Key Lime Cottage In The Heart Of Islamorada boasts a heated pool and can accommodate up to 5. Providing guests with Wi-Fi and parking, this… More

Situated a 6-minute walk from Windley Key Island, Anglers Reef Vacation Rental Islamorada villa entices guests with views of the garden. The 2-bedroom villa features opportunities for canyoning… More

Up to 6 guests can stay at Margaritaville Islamorada villa and enjoy Cowpens Anchorage, located a 6-minute walk away. More

Located 500 metres from Windley Key Fossil Reef Geological State Park, At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa is suitable for 6 guests and provides a year-round… More

Located 8 minutes' stroll from Windley Key Fossil Reef Geological State Park, Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa is suitable for 7 guests and provides a heated pool to… More

Located nearly a 15-minute walk from Hurricane Monument, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa gives access to various tourist… More

Featuring an outdoor swimming pool as well as views of the sea, Executive Bay Islamorada By Sofla Vacations villa offers a prime location a mere 10 minutes' walk from Rain Barrel Sculpture Gallery. More

Situated nearly 5 minutes' walk from Windley Key Fossil Reef Geological State Park, the 2-bedroom Pristine Islamorada Pool Home With Ocean View And Dockage is ideal for up to 7 guests. More

Located only a 6-minute walk from the world-class museum "Florida Keys History and Discovery Center", the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location… More

Located just 6 minutes' walk from the class museum "Florida Keys History and Discovery Center", the 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa… More

The 3-bedroom Islamorada Modern Penthouse With Private Beach villa is situated approximately 5 minutes' walk from FNX Club by Islamorada Fitness and offers guests to relax with a Jacuzzi. Offering an… More

Offering an outdoor swimming pool, the 3-bedroom Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is situated merely 9 minutes' walk from Lobster Trap Art Gift… More

Offering karaoke for a delightful experience, Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada villa is located within a 700-metre distance of Windley Key… More

Offering live performances for a delightful experience, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina is located merely an 8… More

Along with access to such natural sites as the 45 - acre Founders Park, approximately 25 minutes' walk away, the 5-bedroom Pineapple Beach Islamorada villa offers a swimming pool. The property… More

Situated approximately a 15-minute walk from Anne's Beach, Waterfront 4Br,4Ba Home - Private Pool And Beach - Golf Cart - Dock - Sleeps 9 Islamorada entices guests to explore various tourist… More

Located merely a 9-minute walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa features an outdoor… More

Located just 1 km from Michelle Nicole Lowe Art Gallery, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa has a heated pool and is ideal for… More

Staying at the 3-bedroom La Dolce Vita Villa Islamorada, guests can easily reach Lobster Trap Art Gift Shop and Gallery, located approximately 6 km away. This Islamorada holiday home is suitable for… More

Featuring a fitness room for active guests, Beacon Reef 501 Villa Islamorada is just a 5-minute walk from History of Diving Museum. Located fairly close to Island Community Church, this 2-bedroom… More

The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access Islamorada villa provides spa therapy and a terrace for a delightful experience, and is located 8 minutes' walk from Windley Key Fossil Reef… More

Situated right around the corner from Lower Matecumbe Key Island, the 3-bedroom Private Beach Private Overwater Dock Heated Pool Mahi Key Islamorada villa is suitable for 6 guests and provides a… More

The 7-bedroom Beachfront Estate - Two Villas Heated Pools Docks Dolphin Mahi Key Islamorada hosts up to 14 guests and provides proximity to Lower Matecumbe Key Island, situated only 5 minutes' walk… More

Casa Mar Villa Islamorada enjoys a convenient location, 4 km from Craig Key Island, and offers guests to unwind in a hot tub. The 3-bedroom holiday home features a heated pool and is ideal for up to… More

Located a 15-minute walk from Anne's Beach, Is55Flr Captain'S Cove Islamorada villa offers fitness classes, as well as a fitness room for active guests. More

The 3-bedroom Antigua Place Islamorada villa is located about 20 minutes on foot from Anne's Beach and allows guests to enjoy windsurfing, snorkelling, and fisheries. More

Located around 5 minutes' walk from History of Diving Museum, the 2-bedroom Beacon Reef 406 Villa Islamorada offers a Jacuzzi for additional relaxation. Providing guests with Wi-Fi and parking, this… More

Located just an 8-minute walk from Windley Key Fossil Reef Geological State Park, the 3-bedroom Paradise Palms Islamorada villa is suitable for 8 guests and provides an outdoor swimming pool to relax… More

Situated about 10 minutes' walk from Keys History & Discovery Center, the 2-bedroom Little Bay Cottage Islamorada entices guests with snorkelling, diving, and fisheries in the area. Providing guests… More

Offering a Jacuzzi for a relaxing experience, Palms 404 Villa Islamorada is located a 20-minute walk from Lignumvitae Key Botanical State Park. The 2-bedroom villa features opportunities for… More

Located nearly 20 minutes' walk from Rain Barrel Village, the 4-bedroom Lyons Landing Villa Islamorada has a heated pool and is ideal for up to 10 guests. Guests can enjoy windsurfing, snorkelling… More

Situated around 5 minutes' walk from Lobster Trap Art Gift Shop and Gallery, the 4-bedroom Martin Family Fish Camp Villa Islamorada entices guests with windsurfing, snorkelling, and canyoning in the… More

Featuring a heated pool, the 1-bedroom Palms 417 Villa Islamorada is suitable for up to 3 people and is located around 20 minutes' walk from Indian Key State Historic Site. Providing guests with Wi… More

During the stay at the 1-bedroom Palms 317 Villa Islamorada, guests can indulge in a Jacuzzi or visit Indian Key State Historic Site, located about 20 minutes' walk away. This 1-bathroom villa… More

Nestled 2.9 km from Craig Key Island, Bayside - Islamorada Waterfront, 360 Viewing Deck, Htd Swim Spa villa entices guests to explore various tourist destinations nearby. More

Wi-Fi and private parking are also available at the 2-bedroom Casario Islamorada apartment. More

During the stay at Beacon Reef 503 Villa Islamorada, guests can indulge in a hot tub or visit the world-class museum "Florida Keys History and Discovery Center", located an 18-minute walk away. The 2… More

Providing guests with an aqua park and spa therapy to ensure a memorable stay, the 2-bedroom Villa Riolo Islamorada is a few moments from Lower Matecumbe Key Island. Located about 3 km from the 280 -… More

Little Bay Upper Apartment Islamorada is 10 minutes' walk from Keys History & Discovery Center and can accommodate up to 6 guests. Wi-Fi and parking are also available at this apartment. More

Situated in the immediate vicinity of Lower Matecumbe Key Island, Private Beach Heated Pool Private Dock Dolphin Key Islamorada villa offers guests to relax by a heated pool. Located a 10-minute ride… More

The 4-bedroom Little Bay Prime Apartment Islamorada boasts a beachfront setting and in about 10 minutes' walk from Keys History & Discovery Center. Offering an aqua park and spa therapy, this… More

Located around a 5-minute walk from Windley Key Fossil Reef Geological State Park, the 2-bedroom Oceanside Anglers Reef Home With Beach Pool And Kayaks Islamorada offers a swimming pool for guests to… More

Situated around 15 minutes' walk from Lower Matecumbe Key Island, the 5-bedroom Sandglass 4 Islamorada villa provides access to numerous tourist attractions in the area. Offering windsurfing… More

Located just moments from Lower Matecumbe Key Island, the 6-bedroom Peninsula Villa Boat Dock Heated Pool Sunset Point Islamorada provides a swimming pool as well as snorkelling to diversify guests'… More

Located nearly 25 minutes' walk from Indian Key State Historic Site, the 3-bedroom Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa provides access to various… More

Located approximately 25 minutes' walk from the 45-acre Founders Park, Fl Keys Venetian Shores Waterfront With Ocean Access, Pool Islamorada villa has a heated pool and is ideal for up to 8 guests. More

To enjoy your vacation in Islamorada, stay at the 2-bedroom Santorini- Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub, which is nearly a 15-minute walk from Anne's Beach and 3.5 km from Craig… More

Offering a Jacuzzi for a relaxing experience, Palms 309 Villa Islamorada is located a 10-minute drive from the world-class museum "Florida Keys History and Discovery Center". The 2-bedroom villa… More

Along with proximity to Windley Key Fossil Reef Geological State Park, located only an 8-minute stroll away, the 3-bedroom Sirens Cove - Ocean Views, Game Room, Pool And Dock Access Islamorada villa… More

Positioned 3.4 km from bustling shopping destinations such as Lobster Trap Art Gift Shop and Gallery, the 1-bedroom Sunshine Place Islamorada villa offers guests to use parking. Located around 10… More