Islamorada Luxury Vacation Rentals
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Private beach
Anglers Reef Vacation Rental
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Situated nearly a 5-minute walk from the Windley Key Fossil Reef Geological State Park, Anglers Reef Vacation Rental Islamorada villa entices guests with canoeing, cycling, and fishing in the area.
Anglers Reef Vacation Rental
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Anglers Reef Vacation Rental
Situated nearly a 5-minute walk from the Windley Key Fossil Reef Geological State Park, Anglers Reef Vacation Rental Islamorada villa entices guests with canoeing, cycling, and fishing in the area.
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Beach access
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Staying at Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa, guests can easily reach Anne s Beach, located a mere 1.2 km away.
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Staying at Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa, guests can easily reach Anne s Beach, located a mere 1.2 km away.
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Top location
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Beach access
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Staying at Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the world-class museum "Florida Keys History and Discovery Center", which is only 500 metres away.
Spa therapy and a play area can be found at the property, along with an outdoor swimming pool.
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
Staying at Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the world-class museum "Florida Keys History and Discovery Center", which is only 500 metres away.
Spa therapy and a play area can be found at the property, along with an outdoor swimming pool.
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Private beach
Turtle Nest Estate
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Open-air bath
- Saltwater pool
The beachfront Turtle Nest Estate Villa Islamorada offers easy access to such tourist spots as the Lower Matecumbe Key, located approximately a 5-minute walk away. Offering a hot tub, the accommodation is 3.8 km from the San Pedro Underwater Archaeological Preserve State Park.
Turtle Nest Estate
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Open-air bath
- Saltwater pool
Turtle Nest Estate
The beachfront Turtle Nest Estate Villa Islamorada offers easy access to such tourist spots as the Lower Matecumbe Key, located approximately a 5-minute walk away. Offering a hot tub, the accommodation is 3.8 km from the San Pedro Underwater Archaeological Preserve State Park.
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Beach access
Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Offering spa therapy and a play area for guests' leisure, Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is situated about a 15-minute walk from the History of Diving Museum.
Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location
Offering spa therapy and a play area for guests' leisure, Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is situated about a 15-minute walk from the History of Diving Museum.
Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Located only a 9-minute walk from the Lobster Trap Art Gift Shop and Gallery, Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa offers a year-round outdoor pool for guests to relax by.
Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location
Located only a 9-minute walk from the Lobster Trap Art Gift Shop and Gallery, Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa offers a year-round outdoor pool for guests to relax by.
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Private beach
Beachfront Villa At Islamorada By The Glamhomes
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heating
- Outdoor swimming pool
Along with access to such natural sites as the 280 - acre island "Lignumvitae Key Botanical State Park", 4.1 km away, Beachfront Villa At Islamorada By The Glamhomes offers an outdoor swimming pool. Providing guests with Wi-Fi and free private parking, this accommodation is approximately 10 minutes by car from the Indian Key Historic State Park.
The property offers cars for rent, as well as canoeing in the surrounding area.
Beachfront Villa At Islamorada By The Glamhomes
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heating
- Outdoor swimming pool
Beachfront Villa At Islamorada By The Glamhomes
Along with access to such natural sites as the 280 - acre island "Lignumvitae Key Botanical State Park", 4.1 km away, Beachfront Villa At Islamorada By The Glamhomes offers an outdoor swimming pool. Providing guests with Wi-Fi and free private parking, this accommodation is approximately 10 minutes by car from the Indian Key Historic State Park.
The property offers cars for rent, as well as canoeing in the surrounding area.
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Great deal
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Table tennis
- Heated swimming pool
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada villa offers proximity to such city sites as the Lower Matecumbe Key, located about a 5-minute walk away. This accommodation features opportunities for snorkelling and table tennis in the area, 4.4 km from Anne's Beach.
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Table tennis
- Heated swimming pool
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada villa offers proximity to such city sites as the Lower Matecumbe Key, located about a 5-minute walk away. This accommodation features opportunities for snorkelling and table tennis in the area, 4.4 km from Anne's Beach.
Off The Charts-Waterfront Tiki Bar & Private Dock
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun terrace
Guests can enjoy a seaside sea view from a terrace at Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada, nearly a 25-minute walk from the Indian Key State Historic Site.
Off The Charts-Waterfront Tiki Bar & Private Dock
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun terrace
Off The Charts-Waterfront Tiki Bar & Private Dock
Guests can enjoy a seaside sea view from a terrace at Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada, nearly a 25-minute walk from the Indian Key State Historic Site.
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Beach access
Island Time - Oceanview Balconies- Dock- Htd Pool
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada is located 600 m from the Windley Key Fossil Reef Geological State Park and features an outdoor swimming pool as well as a terrace for guests' pleasure. At the property, located 3.2 km from the Rain Barrel Sculpture Gallery, guests can enjoy snorkelling and fishing.
Island Time - Oceanview Balconies- Dock- Htd Pool
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Island Time - Oceanview Balconies- Dock- Htd Pool
Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada is located 600 m from the Windley Key Fossil Reef Geological State Park and features an outdoor swimming pool as well as a terrace for guests' pleasure. At the property, located 3.2 km from the Rain Barrel Sculpture Gallery, guests can enjoy snorkelling and fishing.
Vacation Rental Florida Keys
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
Located a stone's throw from Captain Hook s Marina Dive Center, Vacation Rental Florida Keys Marathon villa gives access to various tourist sites in the vicinity.
Vacation Rental Florida Keys
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
Vacation Rental Florida Keys
Located a stone's throw from Captain Hook s Marina Dive Center, Vacation Rental Florida Keys Marathon villa gives access to various tourist sites in the vicinity.
Miami Getaway Heated Pool Villa With Mini Golf & Bbq
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Plunge pool
Miami Getaway Heated Pool Villa With Mini Golf & Bbq is located within 25 minutes' walk of the Larry and Penny Thompson Park and provides guests with a Jacuzzi for a more relaxing stay. Boasting access to a terrace, this Miami villa invites guests to visit the Gold Coast Railroad Museum, located 4.4 km away.
Boasting a private pool, the Miami accommodation offers opportunities for darts to stay active during your trip.
Miami Getaway Heated Pool Villa With Mini Golf & Bbq
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Plunge pool
Miami Getaway Heated Pool Villa With Mini Golf & Bbq
Miami Getaway Heated Pool Villa With Mini Golf & Bbq is located within 25 minutes' walk of the Larry and Penny Thompson Park and provides guests with a Jacuzzi for a more relaxing stay. Boasting access to a terrace, this Miami villa invites guests to visit the Gold Coast Railroad Museum, located 4.4 km away.
Boasting a private pool, the Miami accommodation offers opportunities for darts to stay active during your trip.
New 3 Story In Homestead- 3/2.5 Balcony & Rooftop
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Situated 3.5 km from the outdoor sculptures "Coral Castle", New 3 Story In Homestead- 3/2.5 Balcony & Rooftop villa entices guests to explore various tourist attractions in the area.
New 3 Story In Homestead- 3/2.5 Balcony & Rooftop
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
New 3 Story In Homestead- 3/2.5 Balcony & Rooftop
Situated 3.5 km from the outdoor sculptures "Coral Castle", New 3 Story In Homestead- 3/2.5 Balcony & Rooftop villa entices guests to explore various tourist attractions in the area.
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Beach access
Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More! Marathon villa is located only 350 metres from the Florida Keys Aquarium Encounters and features a private swimming pool as well as a patio for guests' pleasure. The Marathon villa is situated on the beachfront and boasts parking.
At the Marathon property, activities such as cycling and fishing can be enjoyed.
Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!
Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More! Marathon villa is located only 350 metres from the Florida Keys Aquarium Encounters and features a private swimming pool as well as a patio for guests' pleasure. The Marathon villa is situated on the beachfront and boasts parking.
At the Marathon property, activities such as cycling and fishing can be enjoyed.
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Guest favorite
Farmhouse Miami
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Saltwater pool
During the stay at Farmhouse Miami villa, guests can indulge in bike riding or visit the outdoor sculptures "Coral Castle", located 6 km away. Located a 25-minute stroll from the Safari Edventure, the 2-bedroom villa provides Wi-Fi and a free private car park.
This accommodation has a terrace to relax on after a busy day, along with a private swimming pool.
Farmhouse Miami
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Saltwater pool
Farmhouse Miami
During the stay at Farmhouse Miami villa, guests can indulge in bike riding or visit the outdoor sculptures "Coral Castle", located 6 km away. Located a 25-minute stroll from the Safari Edventure, the 2-bedroom villa provides Wi-Fi and a free private car park.
This accommodation has a terrace to relax on after a busy day, along with a private swimming pool.
The Tropical Paradise Villa
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Billiard tables
- Pool with view
Featuring a swimming pool for guests' relaxation, The Tropical Paradise Villa Miami is located 3.2 km from the zoological park "Zoo Miami". Boasting access to a terrace, the villa invites guests to visit the Larry and Penny Thompson Park, located about 25 minutes' walk away.
An array of activities such as billiards can be enjoyed on-site.
The Tropical Paradise Villa
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Billiard tables
- Pool with view
The Tropical Paradise Villa
Featuring a swimming pool for guests' relaxation, The Tropical Paradise Villa Miami is located 3.2 km from the zoological park "Zoo Miami". Boasting access to a terrace, the villa invites guests to visit the Larry and Penny Thompson Park, located about 25 minutes' walk away.
An array of activities such as billiards can be enjoyed on-site.
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Private beach
Seas The Keys Getaway
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Plunge pool
Nestled approximately a 25-minute walk from Little Conch Key Island, Seas The Keys Getaway Villa Duck Key entices guests to explore various tourist destinations nearby. This property offers an outdoor swimming pool as well as a hot tub to unwind after a busy day.
Guests can go in for snorkelling and fishing or make use of beauty services and spa therapy.
Seas The Keys Getaway
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Plunge pool
Seas The Keys Getaway
Nestled approximately a 25-minute walk from Little Conch Key Island, Seas The Keys Getaway Villa Duck Key entices guests to explore various tourist destinations nearby. This property offers an outdoor swimming pool as well as a hot tub to unwind after a busy day.
Guests can go in for snorkelling and fishing or make use of beauty services and spa therapy.
Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath
- BBQ facilities
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Outdoor swimming pool
Situated 3.3 km from the Gold Coast Railroad Museum, the 2-bedroom Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath invites guests to relax at a sun terrace.
Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath
- BBQ facilities
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Outdoor swimming pool
Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath
Situated 3.3 km from the Gold Coast Railroad Museum, the 2-bedroom Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath invites guests to relax at a sun terrace.
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Private beach
Villas At Hawks Cay Resort
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Heated swimming pool
The family-friendly Villas At Hawks Cay Resort Duck Key, located only 5 minutes' walk from the Hawks Cay Boulevard, entices guests with 5 outdoor swimming pools as well as a Jacuzzi to relax in. Featuring a sun terrace, this property is situated 1.7 km from Little Conch Key Island.
This Duck Key accommodation features access to yoga classes and spa therapy, as well as a fitness centre, providing plenty of options for relaxation and exercise.
Villas At Hawks Cay Resort
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Heated swimming pool
Villas At Hawks Cay Resort
The family-friendly Villas At Hawks Cay Resort Duck Key, located only 5 minutes' walk from the Hawks Cay Boulevard, entices guests with 5 outdoor swimming pools as well as a Jacuzzi to relax in. Featuring a sun terrace, this property is situated 1.7 km from Little Conch Key Island.
This Duck Key accommodation features access to yoga classes and spa therapy, as well as a fitness centre, providing plenty of options for relaxation and exercise.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Islamorada, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Anglers Reef Vacation Rental |
9.7 / 10 (3 Reviews) |
From 365$ | |
| Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable |
10.0 / 10 (1 Reviews) |
From 484$ | |
| Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location |
10.0 / 10 (1 Reviews) |
From 1360$ | |
| Turtle Nest Estate |
10.0 / 10 (1 Reviews) |
From 1716$ | |
| Beachfront Villa At Islamorada By The Glamhomes |
1.0 / 10 (1 Reviews) |
From 2840$ |
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