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2026-11-10
2026-11-11
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Islamorada villas

Anglers Reef Vacation Rental

109 Anglers Way, Islamorada, United States Show map

At the 2-bedroom Anglers Reef Vacation Rental Islamorada villa, guests can enjoy canyoning, cycling, and fisheries as well as a location approximately 5 minutes' walk from Windley Key Fossil Reef… More

From US$ 365 Book Now

Anglers Reef Getaway

135 Anglers Way, Islamorada, United States Show map

Anglers Reef Getaway Villa Islamorada offers proximity to such city sites as Windley Key Island, located just 500 metres away. More

From US$ 450 Book Now

Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

84 Johnston Avenue Unit #4, Islamorada, United States Show map

Situated just 9 minutes' stroll from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is suitable… More

From US$ 1360 Book Now

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

84 Johnston Ave Unit #3, Islamorada, United States Show map

Staying at the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa, guests can visit Indian Key State Historic Site, which is nearly a 25-minute walk away.… More

From US$ 590 Book Now

Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

84 Johnston Ave Unit #2, Islamorada, United States Show map

Located just a 9-minute walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa features a heated… More

From US$ 587 Book Now

Mirage - Islamorada Oceanfront Community, 3Br, Near Sandbar, Pool

84745 Old Hwy #13, Islamorada, United States Show map

Along with proximity to Windley Key Fossil Reef Geological State Park, only 600 metres away, the 3-bedroom Mirage - Islamorada Oceanfront Community, 3Br, Near Sandbar, Pool villa offers opportunities… More

From US$ 727 Book Now

Beachfront Estate - Two Villas Heated Pools Docks Dolphin Mahi Key

76311 & 76321 Overseas Highway, Islamorada, United States Show map

Situated right around the corner from Lower Matecumbe Key Island, the 7-bedroom Beachfront Estate - Two Villas Heated Pools Docks Dolphin Mahi Key Islamorada is ideal for up to 14 guests. More

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Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

84 Johnston Ave Unit #5, Islamorada, United States Show map

Located only a 9-minute walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa features an… More

From US$ 605 Book Now

Off The Charts-Waterfront Tiki Bar & Private Dock

110 Madeira Road, Islamorada, United States Show map

Situated around 5 minutes' walk from 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

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Little Basin Villas

84 Johnston Road, Islamorada, United States Show map

Featuring a swimming pool for guests' relaxation, the 9-room Little Basin Villas Islamorada is located approximately a 5-minute stroll from Portside Studio & Gallery. Staying at the Islamorada villa,… More

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Island Time - Oceanview Balconies- Dock- Htd Pool

84745 Old Hwy #12, Islamorada, United States Show map

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

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Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

84 Johnston Ave Unit #1, Islamorada, United States Show map

Located only a 9-minute walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa boasts a heated pool and… More

From US$ 957 Book Now

Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location

84 Johnston Ave Unit #6, Islamorada, United States Show map

Staying at the 3-bedroom Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit Hurricane Monument, which is just 1.2 km away. The Islamorada… More

From US$ 872 Book Now

Private Beach Heated Pool Volleyball Court Orchid Beach Key

77145 Overseas Hwy, Islamorada, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Private Beach Heated Pool Volleyball Court Orchid Beach Key Islamorada villa is suitable for up to 12 people and is located about a 25-minute walk… More

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Private Beach Heated Pool Private Dock Dolphin Key

76311 Overseas Highway, Islamorada, United States Show map

The 4-bedroom Private Beach Heated Pool Private Dock Dolphin Key Islamorada villa accommodates up to 8 guests and offers proximity to Lower Matecumbe Key Island, located merely a 5-minute walk away. More

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The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access

84745 Old Hwy #8, Islamorada, United States Show map

The 3-bedroom The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access Islamorada villa accommodates up to 10 guests and offers proximity to Windley Key Fossil Reef Geological State Park, located… More

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