Vacation Rentals in Islamorada

Located just steps from the Lower Matecumbe Key, Key Lime Cottage In The Heart Of Islamorada is suitable for 5 guests and provides a heated pool to relax in. Located a 25-minute walk from the Indian… More

Offering a wellness centre and an outdoor swimming pool for guests' leisure, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa is situated just 1 km from the… More

Situated around 5 minutes' walk from the Windley Key Fossil Reef Geological State Park, the 2-bedroom Anglers Reef Vacation Rental Islamorada villa entices guests with canoeing, cycling, and fishing… More

The 2-bedroom Margaritaville Islamorada villa accommodates up to 6 guests and offers proximity to the Islamorada, located merely a 10-minute walk away. Providing guests with Wi-Fi and a private… More

Situated within 5 minutes' walk of the Islamorada, the 8-room Executive Bay Islamorada By Sofla Vacations villa offers quick access to numerous city landmarks nearby. Providing guests with Wi-Fi and… More

Along with proximity to the Windley Key Fossil Reef Geological State Park, merely 500 metres away, At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa offers opportunities for… More

During the stay at Pineapple Beach Islamorada villa, guests can indulge in cycling and fishing or visit the Rain Barrel Village, located 2.5 km away. Featuring a hot tub, this holiday home is 25… More

Staying at the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the Hurricane Monument, which is approximately a 15-minute… More

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

Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is nestled 9 minutes' walk from the Lobster Trap Art Gift Shop and Gallery and can accommodate up to 6 guests. More

The 3-bedroom Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa accommodates up to 7 guests and offers proximity to the Windley Key Fossil Reef Geological State Park, located just… More

The 3-bedroom Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada villa hosts up to 8 guests and provides proximity to the Windley Key Fossil Reef Geological… More

Along with proximity to the Lobster Trap Art Gift Shop and Gallery, located only 9 minutes' stroll away, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location… More

Located only a 7-minute walk from the Indian Key State Historic Site, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa is suitable for 7 guests and provides a Jacuzzi for a truly… More

Along with proximity to the Windley Key Fossil Reef Geological State Park, a mere 0.6 km away, the 2-bedroom Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool… More

The 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa hosts up to 6 guests and provides proximity to the Lobster Trap Art Gift Shop and Gallery… More

Little Bay Lower Islamorada apartment is located just 1 km from the Lobster Trap Art Gift Shop and Gallery and a 17-minute walk from the Upper Matecumbe Key. This apartment capacity is based on up to… More

Located a mere 600 metres from the Windley Key Fossil Reef Geological State Park, Mirage - Islamorada Oceanfront Community, 3Br, Near Sandbar, Pool villa provides an outdoor swimming pool as well as… More

During the stay at Bella Villa Islamorada, guests can indulge in bowling and billiards or visit the 45 - acre Founders Park, located 20 minutes' walk away. More

Featuring a convenient location, the 3-room Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada apartment offers views of the sea, nearly a 25-minute walk from… More

Paradise Palms Islamorada villa entices guests to enjoy snorkelling, canoeing, and ping-pong and offers proximity to the Windley Key Fossil Reef Geological State Park, located only 0.7 km away. More

The 3-bedroom The Oasis Villa Islamorada is situated approximately 2 km from the Michelle Nicole Lowe Art Gallery and boasts bicycles for active guests. This property is nestled in a beach area of… More

During the stay at the 2-bedroom Palms 407 Villa Islamorada, guests can indulge in windsurfing, snorkelling, and bowling or visit the Michelle Nicole Lowe Art Gallery, located 3.2 km away. Featuring… More

The 2-bedroom Beacon Reef 501 Villa Islamorada is nestled nearly 5 minutes' walk from Island Community Church and entices guests with a hot tub. Located within 2 km of the Lobster Trap Art Gift Shop… More

Oceans Fourteen - Ocean View- Balconies-Dock-Htd Pool Islamorada villa enjoys a convenient location 600 metres from the Windley Key Fossil Reef Geological State Park, and invites guests to spend time… More

Little Bay Prime Apartment Islamorada features a beachfront location 10 minutes' walk from the History of Diving Museum and hosts up to 12 guests. Wi-Fi is provided for both business and leisure… More

Situated approximately 15 minutes' walk from Anne's Beach, the 2-bedroom West Plaza Del Lago Islamorada villa provides access to numerous tourist attractions in the area. Suitable for up to 5 guests,… More

Situated approximately a 15-minute walk from the Upper Matecumbe Key, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to… More

The 2-bedroom Villa Riolo Islamorada hosts up to 6 guests and provides proximity to the Lower Matecumbe Key, situated merely a 5-minute stroll away. The Islamorada holiday home features opportunities… More

The 3-bedroom Waterfront Ocean Access Canal Kamp Key Homes Islamorada hosts up to 6 guests and provides proximity to the Lower Matecumbe Key, situated just a 5-minute walk away. This Islamorada villa… More

Situated around 20 minutes' walk from the Rain Barrel Village, the 3-bedroom Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida invites guests to relax at a patio. More

Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada with a prime location merely a 7-minute walk from the Hurricane Monument entices guests with a hot tub. Located just 1.8 km from the… More

Beacon Reef 307 Villa Islamorada provides an opportunity to stay a 5-minute walk from Island Community Church and offers a Jacuzzi, perfect for decompressing. The 2-bedroom villa features… More

The spacious 8-bedroom Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada is located within 25 minutes' walk of the Lower Matecumbe Key and offers Wi-Fi… More

Boasting a Jacuzzi, the 2-bedroom Beacon Reef 306 Villa Islamorada is located only 5 minutes' walk from the History of Diving Museum and can accommodate 4 guests. This holiday home features… More

Lyons Landing Villa Islamorada is located 7 km from the class museum "Florida Keys History and Discovery Center" and provides windsurfing, snorkelling, and diving for active guests. More

The 2-bedroom Beacon Reef 222 Villa Islamorada entices guests to enjoy snorkelling and offers proximity to the History of Diving Museum, located just 300 metres away. The Islamorada villa can host up… More

Situated about 5 minutes' walk from the Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada is ideal for up to 6 guests. Providing… More

Offering a year-round outdoor swimming pool, the 3-bedroom Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada is located merely 8 minutes' walk from the Windley Key Fossil Reef… More

Located around a 25-minute walk from the Indian Key State Historic Site, Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa gives access to various tourist sites in… More

To enjoy your vacation in Islamorada, stay at the 2-room Little Bay Upper Apartment Islamorada, which is just 12 minutes' walk from the Lobster Trap Art Gift Shop and Gallery and a mere 1.4 km from… More

Staying at Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the Hurricane Monument, which is just 1.2 km away. More

During the stay at Fl Keys Venetian Shores Waterfront With Ocean Access, Pool Islamorada villa, guests can indulge in a Jacuzzi or visit the Rain Barrel Sculpture Gallery, located 1.7 km away. The… More

Located within 20 minutes' walk of Anne's Beach, the 3-bedroom Casa Mar Villa Islamorada boasts a heated swimming pool with a hot tub. More

The 2-bedroom Palms 404 Villa Islamorada is located 3.8 km from the Lobster Trap Art Gift Shop and Gallery and provides windsurfing, snorkelling, and bowling for active guests. Offering a Jacuzzi… More

Martin Family Fish Camp Villa Islamorada is nestled just 300 metres from the Lobster Trap Art Gift Shop and Gallery and can accommodate up to 12 guests. This 4-bedroom villa features opportunities… More

Offering a Jacuzzi for guests to unwind, the 2-bedroom Beacon Reef 310 Villa Islamorada is located within 5 minutes' walk of the History of Diving Museum. This Islamorada villa features opportunities… More

Situated nearly a 20-minute walk from the 45 - acre Founders Park, the 3-bedroom La Dolce Vita Villa Islamorada provides access to numerous tourist attractions in the area. With a maximum capacity of… More

Situated within 10 minutes' walk of the Keys History & Discovery Center, the 4-bedroom Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa entices guests with fishing in the area. Providing… More

During the stay at Palms 313 Villa Islamorada, guests can indulge in windsurfing, snorkelling, and bowling or visit the Lignumvitae Key Botanical State Park, located around 20 minutes' walk away. More