Best Islamorada 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
Anglers Reef Vacation Rental Islamorada villa provides easy access to various city attractions, such as Windley Key Island, situated 6 minutes' walk away. Guests can enjoy canoeing, cycling, and fishing at the 3-bedroom villa, located 6 km from the Hurricane Monument.
Anglers Reef Vacation Rental
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Anglers Reef Vacation Rental
Anglers Reef Vacation Rental Islamorada villa provides easy access to various city attractions, such as Windley Key Island, situated 6 minutes' walk away. Guests can enjoy canoeing, cycling, and fishing at the 3-bedroom villa, located 6 km from the Hurricane Monument.
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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
Offering a location approximately a 25-minute walk from the Lignumvitae Key Botanical State Park, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa gives access to various tourist spots in the area.
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
Offering a location approximately a 25-minute walk from the Lignumvitae Key Botanical State Park, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa gives access to various tourist spots in the area.
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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
Nestled approximately 15 minutes' walk from the History of Diving Museum, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is boasting a spa centre and a play area for guests' enjoyment.
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
Nestled approximately 15 minutes' walk from the History of Diving Museum, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is boasting a spa centre and a play area for guests' enjoyment.
Cheap Islamorada Vacation Rentals
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Private beach
Turtle Nest Estate
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Open-air bath
- Saltwater pool
Turtle Nest Estate Villa Islamorada is situated only a 5-minute walk from the Lower Matecumbe Key and provides a Jacuzzi for additional comfort.
There are also snorkelling, diving, and fishing for guests' leisure.
Turtle Nest Estate
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Open-air bath
- Saltwater pool
Turtle Nest Estate
Turtle Nest Estate Villa Islamorada is situated only a 5-minute walk from the Lower Matecumbe Key and provides a Jacuzzi for additional comfort.
There are also snorkelling, diving, and fishing for guests' leisure.
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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
Located only 0.7 km from the Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa offers an outdoor swimming pool for guests to relax by. The Islamorada villa boasts a spa centre and a play area, while the Gallery Morada is about 5 minutes away by car.
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
Located only 0.7 km from the Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa offers an outdoor swimming pool for guests to relax by. The Islamorada villa boasts a spa centre and a play area, while the Gallery Morada is about 5 minutes away by car.
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
Staying at the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the History of Diving Museum, which is only 1 km away.
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
Staying at the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the History of Diving Museum, which is only 1 km away.
Pet Friendly Vacation Rentals Islamorada
Beachfront Villa At Islamorada By The Glamhomes
- Flat-screen TV
Beachfront Villa At Islamorada By The Glamhomes is located a 5-minute walk from the Lower Matecumbe Key and offers guests to enjoy canoeing. The 4-bedroom villa includes free private parking and a terrace with views of the sea.
You can indulge in an outdoor swimming pool or rent cars and explore the beauty of Islamorada.
Beachfront Villa At Islamorada By The Glamhomes
- Flat-screen TV
Beachfront Villa At Islamorada By The Glamhomes
Beachfront Villa At Islamorada By The Glamhomes is located a 5-minute walk from the Lower Matecumbe Key and offers guests to enjoy canoeing. The 4-bedroom villa includes free private parking and a terrace with views of the sea.
You can indulge in an outdoor swimming pool or rent cars and explore the beauty of Islamorada.
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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
- Massage
- Terrace
Guests can enjoy a seaside sea view from a terrace at Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada villa, a 10-minute drive from Anne's Beach.
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Massage
- Terrace
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key
Guests can enjoy a seaside sea view from a terrace at Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada villa, a 10-minute drive 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, 14 minutes' walk from the Hurricane Monument.
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, 14 minutes' walk from the Hurricane Monument.
Islamorada Vacation Rentals Oceanfront
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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
Located 8 minutes' walk from the Windley Key Fossil Reef Geological State Park, Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada offers snorkelling and fishing to diversify guests' leisure. Located 3.2 km from the Rain Barrel Sculpture Gallery, this villa boasts a terrace with views of the sea.
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
Located 8 minutes' walk from the Windley Key Fossil Reef Geological State Park, Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada offers snorkelling and fishing to diversify guests' leisure. Located 3.2 km from the Rain Barrel Sculpture Gallery, this villa boasts a terrace with views of the sea.
Vacation Rental Florida Keys
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
The 2-bedroom Vacation Rental Florida Keys Marathon villa offers quick access to such tourist spots as Vaca Cut, situated only 5 minutes' walk away.
Vacation Rental Florida Keys
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
Vacation Rental Florida Keys
The 2-bedroom Vacation Rental Florida Keys Marathon villa offers quick access to such tourist spots as Vaca Cut, situated only 5 minutes' walk away.
Miami Getaway Heated Pool Villa With Mini Golf & Bbq
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Plunge pool
The 4-bedroom Miami Getaway Heated Pool Villa With Mini Golf & Bbq is located 2.7 km from the Eureka Park and provides darts for active guests. Featuring a Jacuzzi, this accommodation is approximately 10 minutes by car from the Gold Coast Railroad Museum.
At the property, guests can enjoy the a terrace, offering views of the lake.
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
The 4-bedroom Miami Getaway Heated Pool Villa With Mini Golf & Bbq is located 2.7 km from the Eureka Park and provides darts for active guests. Featuring a Jacuzzi, this accommodation is approximately 10 minutes by car from the Gold Coast Railroad Museum.
At the property, guests can enjoy the a terrace, offering views of the lake.
Islamorada Vacation Rentals with Private Pool
New 3 Story In Homestead- 3/2.5 Balcony & Rooftop
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Nestled 5 km from the Cauley Square Historic Village, New 3 Story In Homestead- 3/2.5 Balcony & Rooftop villa entices guests to explore various tourist destinations nearby.
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
Nestled 5 km from the Cauley Square Historic Village, New 3 Story In Homestead- 3/2.5 Balcony & Rooftop villa entices guests to explore various tourist destinations nearby.
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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 course
- Outdoor swimming pool
The 3-bedroom Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More! Marathon villa is situated around a 5-minute walk from Captain Hook s Marina Dive Center, featuring such comforts as Wi-Fi and parking. Located 4.2 km from Conch-Air Florida Keys Scenic Flights, the property boasts a patio with views of the sea.
Guests are welcome to relax by a private swimming pool, or enjoy cycling.
Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Golf course
- Outdoor swimming pool
Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!
The 3-bedroom Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More! Marathon villa is situated around a 5-minute walk from Captain Hook s Marina Dive Center, featuring such comforts as Wi-Fi and parking. Located 4.2 km from Conch-Air Florida Keys Scenic Flights, the property boasts a patio with views of the sea.
Guests are welcome to relax by a private swimming pool, or enjoy cycling.
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Guest favorite
Farmhouse Miami
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Saltwater pool
The 2-bedroom Farmhouse Miami villa is located within 6 km of the outdoor sculptures "Coral Castle" and welcomes its guests to enjoy bike riding.
Bicycles for hire are available at this villa along with a swimming pool.
Farmhouse Miami
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Saltwater pool
Farmhouse Miami
The 2-bedroom Farmhouse Miami villa is located within 6 km of the outdoor sculptures "Coral Castle" and welcomes its guests to enjoy bike riding.
Bicycles for hire are available at this villa along with a swimming pool.
The Tropical Paradise Villa
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Billiard tables
- Pool with view
Located approximately a 10-minute drive from the Cauley Square Historic Village, the 4-bedroom The Tropical Paradise Villa Miami offers a terrace with views of the garden.
The Miami accommodation invites guests to relax by a swimming pool, or enjoy billiards in the area.
The Tropical Paradise Villa
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Billiard tables
- Pool with view
The Tropical Paradise Villa
Located approximately a 10-minute drive from the Cauley Square Historic Village, the 4-bedroom The Tropical Paradise Villa Miami offers a terrace with views of the garden.
The Miami accommodation invites guests to relax by a swimming pool, or enjoy billiards in the area.
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 (4 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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