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
The 3-bedroom Anglers Reef Vacation Rental Islamorada villa is located 450 metres from Windley Key Island and allows guests to enjoy canoeing, cycling, and fishing. Guests can relax by a swimming pool and enjoy the proximity to the Windley Key Fossil Reef Geological State Park, which is nearly a 5-minute walk away.
Anglers Reef Vacation Rental
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Anglers Reef Vacation Rental
The 3-bedroom Anglers Reef Vacation Rental Islamorada villa is located 450 metres from Windley Key Island and allows guests to enjoy canoeing, cycling, and fishing. Guests can relax by a swimming pool and enjoy the proximity to the Windley Key Fossil Reef Geological State Park, which is nearly a 5-minute walk away.
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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
The 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa offers easy access to such tourist spots as the class museum "Florida Keys History and Discovery Center", located just a 6-minute walk 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
The 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa offers easy access to such tourist spots as the class museum "Florida Keys History and Discovery Center", located just a 6-minute walk 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 the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the History of Diving Museum, which is just 1.5 km away.
A spa centre and a play area can be found at Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location villa, 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 the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the History of Diving Museum, which is just 1.5 km away.
A spa centre and a play area can be found at Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location villa, along with an outdoor swimming pool.
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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
Boasting a spa centre and a play area for guests' enjoyment, Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located 6 minutes' walk from the class museum "Florida Keys History and Discovery Center".
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
Boasting a spa centre and a play area for guests' enjoyment, Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located 6 minutes' walk from the class museum "Florida Keys History and Discovery Center".
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
Nestled about a 15-minute walk from the Hurricane Monument, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to explore various tourist destinations nearby.
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
Nestled about a 15-minute walk from the Hurricane Monument, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to explore various tourist destinations nearby.
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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
4-bedroom Beachfront Villa At Islamorada By The Glamhomes is just 10 minutes' walk from the Lower Matecumbe Key, which includes cars for rent. This property features opportunities for canoeing in the area, 3.7 km from Anne's Beach.
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
4-bedroom Beachfront Villa At Islamorada By The Glamhomes is just 10 minutes' walk from the Lower Matecumbe Key, which includes cars for rent. This property features opportunities for canoeing in the area, 3.7 km from Anne's Beach.
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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 quick access to such city attractions as the Lower Matecumbe Key, located nearly 5 minutes' walk away. Located 3.2 km from the San Pedro Underwater Archaeological Preserve State Park, this property boasts a terrace with views of the sea.
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 quick access to such city attractions as the Lower Matecumbe Key, located nearly 5 minutes' walk away. Located 3.2 km from the San Pedro Underwater Archaeological Preserve State Park, this property boasts a terrace with views of the sea.
Off The Charts-Waterfront Tiki Bar & Private Dock
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun terrace
Offering a terrace overlooking the sea, the 2-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada is located about a 5-minute walk from the Florida Keys History and Discovery Center.
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
Offering a terrace overlooking the sea, the 2-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada is located about a 5-minute walk from the Florida Keys History and Discovery Center.
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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 only 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. Offering Wi-Fi, this accommodation is located 3.1 km from the Rain Barrel Village.
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 only 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. Offering Wi-Fi, this accommodation is located 3.1 km from the Rain Barrel Village.
Vacation Rental Florida Keys
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
Situated a 6-minute walk from the Coffins Patch, Vacation Rental Florida Keys Marathon villa invites guests to relax at a patio.
Vacation Rental Florida Keys
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
Vacation Rental Florida Keys
Situated a 6-minute walk from the Coffins Patch, Vacation Rental Florida Keys Marathon villa invites guests to relax at a patio.
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
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
New 3 Story In Homestead- 3/2.5 Balcony & Rooftop
Palm Breeze
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
- Patio
The 2-bedroom Palm Breeze Villa Duck Key offers proximity to nearby tourist spots, such as the Hawks Cay Boulevard, situated about a 5-minute walk away.
Windsurfing, cycling, and fishing can be arranged in the area.
Palm Breeze
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
- Patio
Palm Breeze
The 2-bedroom Palm Breeze Villa Duck Key offers proximity to nearby tourist spots, such as the Hawks Cay Boulevard, situated about a 5-minute walk away.
Windsurfing, cycling, and fishing can be arranged in the area.
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
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Plunge pool
Miami Getaway Heated Pool Villa With Mini Golf & Bbq
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Guest favorite
Farmhouse Miami
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Saltwater pool
Farmhouse Miami
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Saltwater pool
Farmhouse Miami
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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
Located merely 450 metres from the Sombrero Reef, the 3-bedroom Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More! Marathon villa provides a private pool as well as cycling to diversify guests' leisure. Featuring a patio, this Marathon villa is situated in proximity to the San Pablo Catholic Church.
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!
Located merely 450 metres from the Sombrero Reef, the 3-bedroom Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More! Marathon villa provides a private pool as well as cycling to diversify guests' leisure. Featuring a patio, this Marathon villa is situated in proximity to the San Pablo Catholic Church.
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
The 2-bedroom Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath is located 4.1 km from the five acre Zoological Wildlife Foundation and invites guests to enjoy 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
The 2-bedroom Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath is located 4.1 km from the five acre Zoological Wildlife Foundation and invites guests to enjoy a sun terrace.
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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
Featuring a swimming pool, the 2-bedroom Seas The Keys Getaway Villa Duck Key is located in a beach part of Duck Key, about 6 km from Seven Mile Bridge. This villa features opportunities for snorkelling and fishing in the area, within a 10-minute drive of Dolphin Research Center.
Seas The Keys Getaway
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Plunge pool
Seas The Keys Getaway
Featuring a swimming pool, the 2-bedroom Seas The Keys Getaway Villa Duck Key is located in a beach part of Duck Key, about 6 km from Seven Mile Bridge. This villa features opportunities for snorkelling and fishing in the area, within a 10-minute drive of Dolphin Research Center.
The Tropical Paradise Villa
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Billiard tables
- Pool with view
The Tropical Paradise Villa
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Billiard tables
- Pool with view
The Tropical Paradise Villa
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$ | |
| Beachfront Villa At Islamorada By The Glamhomes |
1.0 / 10 (1 Reviews) |
From 2840$ | |
| Vacation Rental Florida Keys |
10.0 / 10 (6 Reviews) |
From 213$ |
Islamorada Accommodation lists:
- Islamorada Resorts
- Islamorada Cheap hotels
- Islamorada Pet friendly hotels
- Islamorada Boutique hotels
- Islamorada Spa hotels
- Islamorada hotels near Lignumvitae Key Botanical State Park
- Islamorada Hotels with a view
- Islamorada 4 star hotels
- Islamorada hotels near History of Diving Museum
- Islamorada Vacation homes
- Islamorada Family Hotels https://islamorada.familyfriendlyhotels.net/
- Islamorada Hotels with tennis https://hotels-with-tennis.net/islamorada/
- Islamorada Design hotels https://design-hotel.net/islamorada/
- Islamorada Villas with private pool https://hotels-withpool.com/villas-with-private-pool-islamorada/
- Islamorada Hotels with pool https://hotels-withpool.com/hotels-with-pool-islamorada/
Frequently Asked Questions
Which Vacation rentals are popular among city visitors?
These Vacation rentals are known for their convenient locations, and positive customer reviews: