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Guest favorite
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Private beach
Anglers Reef Paradise
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Pool with view
- Family rooms
At Anglers Reef Paradise Islamorada villa, guests can enjoy cycling as well as a location just a 5-minute walk from the Windley Key Fossil Reef Geological State Park.
Anglers Reef Paradise
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Pool with view
- Family rooms
Anglers Reef Paradise
At Anglers Reef Paradise Islamorada villa, guests can enjoy cycling as well as a location just a 5-minute walk from the Windley Key Fossil Reef Geological State Park.
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Private beach
Anglers Reef Vacation Rental
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Pool with view
- Family rooms
Located nearly 5 minutes' walk from the Windley Key Fossil Reef Geological State Park, the 3-bedroom Anglers Reef Vacation Rental Islamorada villa provides a private swimming pool as well as canoeing, cycling, and fishing to diversify guests' leisure. Featuring garden views, this Islamorada villa invites guests to visit the Rain Barrel Village, located 2.6 km away.
Anglers Reef Vacation Rental
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Pool with view
- Family rooms
Anglers Reef Vacation Rental
Located nearly 5 minutes' walk from the Windley Key Fossil Reef Geological State Park, the 3-bedroom Anglers Reef Vacation Rental Islamorada villa provides a private swimming pool as well as canoeing, cycling, and fishing to diversify guests' leisure. Featuring garden views, this Islamorada villa invites guests to visit the Rain Barrel Village, located 2.6 km away.
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Private beach
Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Family rooms
Staying at the 3-bedroom Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina, guests can visit Windley Key Island, which is just 0.9 km away.
Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Family rooms
Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina
Staying at the 3-bedroom Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina, guests can visit Windley Key Island, which is just 0.9 km away.
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Beach access
Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views!
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
The 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa is located about a 15-minute walk from the History of Diving Museum and provides a year-round outdoor swimming pool, ensuring a relaxing stay.
Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views!
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views!
The 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa is located about a 15-minute walk from the History of Diving Museum and provides a year-round outdoor swimming pool, ensuring a relaxing stay.
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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
- Children's play area
Featuring a year-round outdoor pool for guests' relaxation, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is located just 6 minutes on foot from the Florida Keys History and Discovery Center.
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Children's play area
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Featuring a year-round outdoor pool for guests' relaxation, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is located just 6 minutes on foot from the Florida Keys History and Discovery Center.
Key Lime Cottage In The Heart Of Islamorada
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Heated swimming pool
- Children's play area
Offering a terrace overlooking the garden, Key Lime Cottage In The Heart Of Islamorada is located just moments from the Lower Matecumbe Key.
Key Lime Cottage In The Heart Of Islamorada
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Heated swimming pool
- Children's play area
Key Lime Cottage In The Heart Of Islamorada
Offering a terrace overlooking the garden, Key Lime Cottage In The Heart Of Islamorada is located just moments from the Lower Matecumbe Key.
Oceanfront Islamorada Townhome With Dock And Pool
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Live entertainment
- Pool with view
- Family rooms
Located a mere 650 metres from the Windley Key Fossil Reef Geological State Park, the 3-bedroom Oceanfront Islamorada Townhome With Dock And Pool villa offers a private swimming pool for guests to relax by.
Oceanfront Islamorada Townhome With Dock And Pool
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Live entertainment
- Pool with view
- Family rooms
Oceanfront Islamorada Townhome With Dock And Pool
Located a mere 650 metres from the Windley Key Fossil Reef Geological State Park, the 3-bedroom Oceanfront Islamorada Townhome With Dock And Pool villa offers a private swimming pool for guests to relax by.
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Private beach
Executive Bay Islamorada By Sofla Vacations
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Family rooms
The 8-room Executive Bay Islamorada By Sofla Vacations villa entices guests to enjoy snorkelling, diving, and fishing and offers proximity to the Rain Barrel Village, located only 0.7 km away. Featuring access to a terrace, the Islamorada holiday home is located approximately a 10-minute ride from the Windley Key Fossil Reef Geological State Park.
Executive Bay Islamorada By Sofla Vacations
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Family rooms
Executive Bay Islamorada By Sofla Vacations
The 8-room Executive Bay Islamorada By Sofla Vacations villa entices guests to enjoy snorkelling, diving, and fishing and offers proximity to the Rain Barrel Village, located only 0.7 km away. Featuring access to a terrace, the Islamorada holiday home is located approximately a 10-minute ride from the Windley Key Fossil Reef Geological State Park.
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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
- Children's play area
Boasting a spa centre and a play area for guests' enjoyment, Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located a 6-minute walk from the class museum "Florida Keys History and Discovery Center".
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Children's play area
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
Boasting a spa centre and a play area for guests' enjoyment, Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located a 6-minute walk from the class museum "Florida Keys History and Discovery Center".
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Private beach
Turtle Nest Estate
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Open-air bath
- Saltwater pool
Offering a location around 10 minutes by car from the 280-acre island "Lignumvitae Key Botanical State Park", the 4-bedroom Turtle Nest Estate Villa Islamorada gives access to various tourist spots in the area.
There is a hot tub to enhance your stay.
Turtle Nest Estate
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Open-air bath
- Saltwater pool
Turtle Nest Estate
Offering a location around 10 minutes by car from the 280-acre island "Lignumvitae Key Botanical State Park", the 4-bedroom Turtle Nest Estate Villa Islamorada gives access to various tourist spots in the area.
There is a hot tub to enhance your stay.
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Beach access
At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Children's play area
Offering spa therapy and a play area to ensure a memorable stay, the 3-bedroom At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa is located merely 7 minutes on foot from the Windley Key Fossil Reef Geological State Park. Offering Wi-Fi, the Islamorada holiday home is located 3.2 km from the Rain Barrel Village.
At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Children's play area
At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom
Offering spa therapy and a play area to ensure a memorable stay, the 3-bedroom At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa is located merely 7 minutes on foot from the Windley Key Fossil Reef Geological State Park. Offering Wi-Fi, the Islamorada holiday home is located 3.2 km from the Rain Barrel Village.
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Beach access
Pineapple Beach
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Golf centre
- Garden area
- Cots
The beachfront Pineapple Beach Islamorada villa is located only 1.9 km from San Pedro Catholic Church and provides a private swimming pool, ensuring a relaxing stay.
Pineapple Beach
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Golf centre
- Garden area
- Cots
Pineapple Beach
The beachfront Pineapple Beach Islamorada villa is located only 1.9 km from San Pedro Catholic Church and provides a private swimming pool, ensuring a relaxing stay.
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Beach access
Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Children's play area
Offering a spa centre to ensure a relaxing stay, Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located 9 minutes' walk from the Lobster Trap Art Gift Shop and Gallery. Providing guests with Wi-Fi and a car park, the 3-bedroom holiday home is in proximity to the Hurricane Monument.
Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Children's play area
Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location
Offering a spa centre to ensure a relaxing stay, Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located 9 minutes' walk from the Lobster Trap Art Gift Shop and Gallery. Providing guests with Wi-Fi and a car park, the 3-bedroom holiday home is in proximity to the Hurricane Monument.
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Great deal
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Beach access
Islamorada Modern Penthouse With Private Beach
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Jacuzzi
- Outdoor swimming pool
Located around a 25-minute walk from the Upper Matecumbe Key, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa entices guests to relax in a hot tub.
Islamorada Modern Penthouse With Private Beach
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Jacuzzi
- Outdoor swimming pool
Islamorada Modern Penthouse With Private Beach
Located around a 25-minute walk from the Upper Matecumbe Key, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa entices guests to relax in a hot tub.
Tollgate Tides
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
- Patio
Tollgate Tides
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
- Patio
Tollgate Tides
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Beach access
Sunshine Place
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Aqua park
The beachfront Sunshine Place Islamorada villa is located 3.8 km from the Rain Barrel Sculpture Gallery and provides windsurfing, snorkelling, and bowling for active guests.
Sunshine Place
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Aqua park
Sunshine Place
The beachfront Sunshine Place Islamorada villa is located 3.8 km from the Rain Barrel Sculpture Gallery and provides windsurfing, snorkelling, and bowling for active guests.
Are you in a hurry?
Here is a quick list of hotels in Islamorada, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Anglers Reef Paradise |
9.6 / 10 (19 Reviews) |
From 382$ | |
| Anglers Reef Vacation Rental |
9.7 / 10 (3 Reviews) |
From 365$ | |
| Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina |
10.0 / 10 (2 Reviews) |
From 394$ | |
| Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! |
10.0 / 10 (3 Reviews) |
From 1093$ | |
| Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable |
10.0 / 10 (1 Reviews) |
From 484$ |
More accommodations in Islamorada
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