Staying in vacation rentals in Islamorada offers a unique experience near beautiful beaches and local attractions. These accommodations are ideal for those looking to enjoy a home-away-from-home atmosphere with easy access to recreation and relaxation.
6.9
Good
(428 Reviews)
+ 97 photos
Hadley Resort And Marina
82749 Overseas Highway,
Wi-Fi
Free parking
Baggage storage
24-hour security
Outdoor swimming pool
Flat-screen TV
Elevator
Dryer
Cookware/ Kitchen utensils
Business center
Express check-in/ -out
Table tennis
Cycling
Canoeing
Fishing
Snorkeling
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 is located in Islamorada and features an outdoor swimming pool and free WiFi throughout. Each room includes a private bathroom, kitchenette, and some offer ocean or pool views. The resort is conveniently situated about 2 miles from the Theater of the Sea and 2 miles from the Tiki Bar at Holiday Isle. The nearby Florida Keys History of Diving Museum is just a 5-minute stroll away. With facilities like dock space and a marina, guests can fully enjoy their fishing or boating activities.
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Price comparison
Average Price
147 US$
7.8
Good
(557 Reviews)
+ 97 photos
Amara Cay Resort
80001 Overseas Highway
Paid Wi-Fi
On-site parking lot
Baggage storage
24-hour reception
Poolside snack bar
Restaurant
Welcome drink
Snack bar
Free shuttle service
Fitness center
Outdoor swimming pool
Heated swimming pool
Laundry
Leisure/ TV room
Elevator
Express check-in/ -out
Cycling
Fishing
Snorkeling
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 offers beachfront accommodations with amenities like an outdoor pool and beachside hammocks. Guests can unwind at the Tiki Bar or work out in the on-site fitness center. With a location just 3 miles from the History of Diving Museum, it's a great base for exploring local attractions. The resort provides complimentary WiFi and options for transportation within 4 miles of the property. Guests can also enjoy bicycle rentals for easy exploration of the surrounding area.
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Average Price
266 US$
+ 3 photos
Casa Morada
136 Madeira Road
Wi-Fi
Free parking
Bar/ Lounge area
Beach access
Pets allowed
Air conditioning
No smoking on site
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Casa Morada features direct beachfront access and an outdoor pool surrounded by beautiful sea views. Guests appreciate the well-equipped rooms that include air-conditioning and private balconies. Located near Upper Matecumbe Key and the History of Diving Museum, this boutique hotel is an ideal retreat for guests wanting to explore local watersports. Nearby dining options and amenities further enhance the convenient experience for all guests.
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8.3
Good
(481 Reviews)
+ 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
Cribs
Board games
Beach access
Private beach
Sun loungers
Beach umbrellas
Fitness center
Free shuttle service
Jacuzzi
Facial
Body wraps
Body scrub
Back massage
Head massage
Full body massage
Steam room
Treatment room
Table tennis
Pool tables
Cycling
Fishing
Snorkeling
Diving
Wind surfing
Golf course
Tennis court
Yoga class
Laundry
Leisure/ TV room
Elevator
Business center
In-room breakfast
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Wheelchair access
Baggage storage
Locker room
No pets allowed
Non-smoking rooms
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Cheeca Lodge & Spa spans 27 acres and features a number of luxurious amenities including a golf course and an on-site spa. Each guestroom has elegant furniture and private balconies overlooking lush gardens or the ocean. Guests can indulge in dining at Atlantic's Edge and Nikai Sushi Bar. The property offers a wide range of recreational activities, plus a fishing pier for the avid angler. Located a short drive from attractions like Long Key State Park, it ensures a relaxing stay.
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Average Price
185 US$
9.0
Good
(1252 Reviews)
+ 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
Cribs
Beach access
Private beach
Sun loungers
Fitness center
Free shuttle service
Jacuzzi
Table tennis
Mini golf
Cycling
Fishing
Snorkeling
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 set directly on the beach. Guests can dine at Beachside Bar and Grill, or relax by one of the two outdoor pools. Located conveniently near the Florida Keys History and Discovery Center, it provides great access to local attractions. The resort encourages participation in various outdoor activities like snorkeling and deep-sea fishing. Families can also enjoy a range of activities nearby.
Pet-friendly accommodations in Islamorada allow travelers to include their furry friends while enjoying the beautiful surroundings. This offers convenience for families and pet lovers seeking a hassle-free vacation experience.
8.4
Good
(722 Reviews)
+ 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
Elevator
Cookware/ Kitchen utensils
VIP check-in/ -out
Welcome drink
Snack bar
Wheelchair access
Baggage storage
Pets allowed
No smoking on site
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Chesapeake Beach Resort provides free WiFi and features an outdoor pool with views of the ocean. Each room comes equipped with a flat-screen cable TV and a refrigerator while select suites offer private balconies. The resort is conveniently located 2 miles from the Florida Keys History and Discovery Center and 2 miles from Windley Key Fossil Reef Geological State Park. With nearby dining options and a friendly atmosphere, guests can easily explore the local area with their pets in tow.
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Price comparison
Average Price
149 US$
8.2
Good
(287 Reviews)
+ 97 photos
La Siesta Resort & Villas
80241 Overseas Highway
Paid Wi-Fi
Free parking
Poolside snack bar
Welcome drink
Free shuttle service
Fitness center
Flat-screen TV
Cycling
Beach access
Private beach
Sun loungers
Beach umbrellas
Cribs
Wheelchair access
Pets allowed (limited amount or weight)
Air conditioning
Non-smoking rooms
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La Siesta Resort & Villas is located just off the Overseas Highway, across from the ocean. This beachfront property offers a large outdoor pool along with direct access to an on-site marina. The accommodations include an array of suites and cottages designed for a comfortable stay with easy access to activities like snorkeling and fishing. The Theater of the Sea is conveniently 4 miles away, allowing guests to plan family-friendly outings during their stay.
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Price comparison
Average Price
232 US$
8.2
Good
(335 Reviews)
+ 97 photos
Drop Anchor Resort & Marina
84959 Overseas Highway
Wi-Fi
Free parking
Saltwater pool
Heated swimming pool
Air conditioning
Toys
Beach access
Private beach
Sun loungers
Beach umbrellas
Fishing
Golf course
Water sports
Flat-screen TV
Cookware/ Kitchen utensils
Business center
Picnic area/ Tables
Pets allowed
Non-smoking rooms
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Drop Anchor Resort & Marina features an outdoor swimming pool adjacent to the ocean. Rooms are well-equipped with basic amenities, and the property offers relaxation spots such as hammocks and barbecue facilities. Located near Theater of the Sea and Indian Key Historic Park, it's perfect for adventurers and families. The resort's pet-friendly policy adds convenience for guests traveling with animals, encouraging relaxation in a beautiful setting.
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Price comparison
Average Price
343 US$
8.5
Good
(169 Reviews)
+ 97 photos
Bayside Villas By Islander Resort
81450 Overseas Highway
Wi-Fi
Free parking
Outdoor swimming pool
Heated swimming pool
Air conditioning
Cribs
Beach access
Private beach
Sun loungers
Fitness center
Free shuttle service
Canoeing
Diving
Laundry
Flat-screen TV
Elevator
Cookware/ Kitchen utensils
Bar/ Lounge area
Restaurant
Picnic area/ Tables
Wheelchair access
Pets allowed
No smoking on site
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Bayside Villas by Islander Resort offers townhouses equipped with kitchens. Each unit includes a flat-screen TV, laundry facilities, and free WiFi. The resort is located close to Windley Key Fossil Reef Park, which provides various water sports activities for guests. This property ensures easy access to attractions while enjoying the charm of a home environment.
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Price comparison
Average Price
191 US$
8.5
Good
(283 Reviews)
+ 97 photos
Sands Of Islamorada
80051 Overseas Highway
Wi-Fi
Free parking
Outdoor dining area
Picnic area/ Tables
Outdoor swimming pool
Jacuzzi
Laundry
Flat-screen TV
Dryer
Cookware/ Kitchen utensils
Fishing
Sun loungers
Beach umbrellas
Cribs
Board games
Pets allowed
Air conditioning
Non-smoking rooms
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Sands Of Islamorada inn offers an outdoor pool and a hot tub along with a boat dock for guests who want to explore the waters. Each room includes essentials like Wi-Fi and kitchen amenities for a comfortable stay. The property is conveniently located near major attractions including the History of Diving Museum, which is 3 miles away. Guests traveling with pets can relax in an accommodating environment that complements their travel needs.
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Average Price
200 US$
Islamorada, a picturesque village in the Florida Keys, is known for its deep-sea fishing and has a rich history dating back over 200 years when it was a haven for shipwreck salvagers. The vibrant marine ecosystem, seen at places like the Everglades National Park and the nearby Lignumvitae Key Botanical State Park, attracts nature enthusiasts and adventure seekers alike.
The area features a selection of accommodations perfect for travelers including family-friendly resorts, boutique stays, and charming guesthouses. With around 40 spots to choose from, these places provide convenient access to major attractions like the Florida Keys History and Discovery Center, as well as pet-friendly options for those traveling with furry companions.
