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Best Islamorada Vacation Rentals
Staying in vacation rentals in Islamorada puts visitors directly at the heart of the Florida Keys' stunning nature. With convenient access to beaches and local attractions, these accommodations often offer unique amenities for a comfortable stay.
+ 97 photos
Hadley Resort And Marina
82749 Overseas Highway
Wi-Fi
Free parking
Luggage storage
24-hour security
Outdoor swimming pool
Flat-screen TV
Lift
Dryer
Cookware/ Kitchen utensils
Business centre
Express check-in/ -out
Table tennis
Cycling
Canoeing
Fishing
Snorkelling
Beach access
Private beach
Sun loungers
Beach umbrellas
Children's play area
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Hadley Resort And Marina features a prime location in Islamorada, Florida, with direct beach access and a variety of water activities. Each of the 30 non-smoking rooms includes a kitchenette with a refrigerator and a microwave, and some offer scenic sea views. The property is within walking distance of popular attractions, including the Florida Keys History of Diving Museum just 0.5 kilometers away. Guests can enjoy recreational facilities like a swimming pool, BBQ options, and bicycle rentals. The venue also has dock space for those looking to explore the waters.
Price comparison
Average price 147 US$
+ 97 photos
Amara Cay Resort
80001 Overseas Highway
Paid Wi-Fi
On-site car park
Luggage storage
24-hour reception
Poolside snack bar
Restaurant
Welcome drink
Snack bar
Free shuttle service
Fitness centre
Outdoor swimming pool
Heated swimming pool
Laundry
Leisure/ TV room
Lift
Express check-in/ -out
Cycling
Fishing
Snorkelling
Diving
Golf course
Beach access
Private beach
Sun loungers
Children's menu
Wheelchair access
Pets allowed
Air conditioning
Non-smoking rooms
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Amara Cay Resort is a beachfront accommodation located in a serene area of Islamorada, featuring an outdoor pool and fitness center. The resort offers 110 elegantly designed rooms, many of which include ocean views and modern amenities such as flat-screen TVs and work desks. Guests can indulge in delicious meals at the on-site dining facilities or sip custom cocktails at the Tiki Bar. Key attractions like the Historic Diving Museum and Anne's Beach are just minutes away. The property also provides bicycle rentals for those seeking to explore the scenic surroundings.
Price comparison
Average price 266 US$
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Casa Morada
136 Madeira Road
Free Wi-Fi
Free parking
Bar/ Lounge area
Beach access
Pets allowed
Air conditioning
No smoking on site
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Casa Morada offers guests an intimate beachfront experience with a lush garden backdrop and a saltwater swimming pool. This 5-star property features 16 well-appointed rooms, each with air conditioning, private bathrooms, and either balconies or terraces overlooking the ocean. The property also boasts a hot tub, free bicycles for exploration, and proximity to the lush Upper Matecumbe Key. Visitors have easy access to local dining options as well, providing guests a complete island experience.
Price comparison
+ 97 photos
Cheeca Lodge & Spa
81801 Overseas Highway Mile Marker 82
Wi-Fi
Valet parking
24-hour reception
24-hour security
Outdoor swimming pool
Air conditioning
Game room
Children's play area
Children's menu
Cots
Board games
Beach access
Private beach
Sun loungers
Beach umbrellas
Fitness centre
Free shuttle service
Jacuzzi
Facial
Body wraps
Body scrub
Back massage
Head massage
Full body massage
Steam room
Treatment room
Table tennis
Billiard tables
Cycling
Fishing
Snorkelling
Diving
Wind surfing
Golf course
Tennis court
Yoga class
Laundry
Leisure/ TV room
Lift
Business centre
In-room breakfast
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Wheelchair access
Luggage storage
Locker room
No pets allowed
Non-smoking rooms
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With 11 hectares of stunning gardens and over 300 meters of private beach, Cheeca Lodge & Spa offers a luxurious experience in Islamorada. The resort features chic rooms with views of either the ocean or the lush gardens. Dining options include three distinct restaurants serving seafood and international cuisine. Guests can enjoy amenities such as a golf course, water sports, and two swimming pools. It is ideally situated just a 20-minute drive from downtown Key Largo, providing ease of access to additional attractions.
Price comparison
Average price 185 US$
+ 97 photos
Islander Resort
82100 Overseas Highway
Wi-Fi
Free parking
24-hour reception
24-hour security
Outdoor swimming pool
Heated swimming pool
Air conditioning
Children's play area
Children's menu
Cots
Beach access
Private beach
Sun loungers
Fitness centre
Free shuttle service
Table tennis
Mini golf
Cycling
Fishing
Snorkelling
Yoga class
Laundry
Flat-screen TV
Poolside snack bar
Restaurant
Welcome drink
Picnic area/ Tables
Wheelchair access
Pets allowed
Non-smoking rooms
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Islander Resort is a relaxing retreat set on a private beach, offering spacious accommodations equipped with modern amenities, perfect for family gatherings. With 114 rooms, guests can take advantage of multiple on-site dining options and enjoy unique culinary experiences. The resort features two swimming pools and provides easy access to popular activities like snorkeling and diving. Located just a short distance from local shops and attractions, this resort allows visitors to immerse themselves in the Florida Keys lifestyle.
Price comparison
Average price 204 US$
+ 97 photos
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
84457 Overseas Highway
Free Wi-Fi
Free parking
24-hour reception
Outdoor swimming pool
Game room
Fitness centre
Free shuttle service
Snorkelling
Scuba diving
Flat-screen TV
Lift
Bar/ Lounge area
Restaurant
Welcome drink
Luggage storage
Non-smoking rooms
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Three Waters Resort And Marina encompasses 15 oceanfront acres, featuring numerous culinary destinations and recreational facilities. The property offers 214 modern rooms with diverse amenities and stunning sea views. Guests can enjoy various water sports, family-friendly attractions, and a serene adults-only enclave known as The Cove. Close to popular local attractions, including the Theater of the Sea, this resort guarantees a fun-filled stay with numerous amenities catered to families and couples alike.
Price comparison
Average price 180 US$
+ 97 photos
Pines & Palms Resort
80401 Old Highway
Wi-Fi
Free parking
Outdoor swimming pool
Heated swimming pool
Air conditioning
Children's play area
Board games
Beach access
Private beach
Sun loungers
Beach umbrellas
Cycling
Canoeing
Fishing
Snorkelling
Diving
Wind surfing
Yoga class
Laundry
Flat-screen TV
Dryer
Cookware/ Kitchen utensils
Express check-in/ -out
VIP check-in/ -out
Poolside snack bar
Welcome drink
Picnic area/ Tables
No pets allowed
No smoking on site
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Pines & Palms Resort is a quaint property near Alligator Reef with a private beach area and an eye-catching oceanfront pool. Each unit features a full kitchen, allowing guests to enjoy home-cooked meals while soaking in the island atmosphere. With kayak and bike rentals available, guests can explore the stunning Florida Keys at their leisure. The resort is ideally located near fishing charters and vibrant local dining.
Price comparison
Average price 134 US$
+ 97 photos
Chesapeake Beach Resort
83409 Overseas Highway
Wi-Fi
Free parking
24-hour reception
Outdoor swimming pool
Heated swimming pool
Air conditioning
Board games
Beach access
Private beach
Sun loungers
Fishing
Yoga class
Flat-screen TV
Lift
Cookware/ Kitchen utensils
VIP check-in/ -out
Welcome drink
Snack bar
Wheelchair access
Luggage storage
Pets allowed
No smoking on site
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Chesapeake Beach Resort boasts a tranquil location on private beach with direct ocean access. The resort features comfortable guest rooms equipped with cable TVs and complimentary WiFi, some with private balconies for breathtaking views. With an outdoor pool overlooking the ocean, guests can relax and enjoy the weather. Several local attractions are nearby, such as the Florida Keys History and Discovery Center.
Price comparison
Average price 149 US$
+ 97 photos
Fisher Inn Resort & Marina
84951 Overseas Highway
Wi-Fi
Free parking
Luggage storage
Outdoor dining area
Picnic area/ Tables
Outdoor swimming pool
Flat-screen TV
Cookware/ Kitchen utensils
VIP check-in/ -out
Table tennis
Canoeing
Fishing
Beach access
Private beach
Sun loungers
Beach umbrellas
Children's play area
Board games
Wheelchair access
Air conditioning
Non-smoking rooms
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Fisher Inn Resort & Marina provides a charming waterfront experience with convenient beach access and an outdoor pool. Guests can choose from a variety of room types with options like kitchenettes for a homely experience. Additionally, the property features outdoor activities including fishing and kayaking, and is located near the Theater of the Sea for entertainment. With its welcoming atmosphere and friendly staff, visitors are sure to feel at home in this outdoor paradise.
Price comparison
Average price 215 US$
+ 97 photos
La Siesta Resort & Villas
80241 Overseas Highway
Paid Wi-Fi
Free parking
Poolside snack bar
Welcome drink
Free shuttle service
Fitness centre
Flat-screen TV
Cycling
Beach access
Private beach
Sun loungers
Beach umbrellas
Cots
Wheelchair access
Pets allowed (limited amount or weight)
Air conditioning
Non-smoking rooms
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La Siesta Resort & Villas offers an unparalleled beachside experience with easy access to marine activities at their own marina. Guests can stay in suites and cottages that provide essential amenities alongside stunning views of the ocean. The property features a full service bar and restaurant, SIDECAR, serving delicious meals and beverages. Complimentary bicycle rentals ensure guests can explore nearby attractions.
Price comparison
Average price 232 US$
Nestled in the Florida Keys, Islamorada is renowned for its breathtaking ocean views and rich marine life. Initially settled by the Tequesta Indians over 2000 years ago, Islamorada has evolved into a vibrant destination celebrated for its fishing, diving, and unparalleled tropical ambiance. This charming locale is a prime spot for vacation rentals with direct ocean access. Top-rated accommodations include various beachfront properties ideal for families, couples, or adventure-seekers looking to unwind and immerse themselves in the area's stunning natural beauty.
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