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Holiday Homes in Duck Key

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    Travellers to Duck Key are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 16 Rentals in Duck Key
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    Duck Key Paradise1 / 36
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    FALL SPECIAL STAY 4 NIGHTS GET 5TH NIGHT FREE  $225 NIGHTLY1 / 12
    (8)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    NEW LISTING! Two-story waterfront condo w/ patio, balconies & boating1 / 33
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Balcony
    • Ocean Views
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Azure Breeze in Hawks Cay development. Nice condo, but DIRTY. Found a long black hair on the toilet seat in plain sight, plus more on bathroom floor. Filthy shower liner, sticky...
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    About this property
    Azure Breeze Fill your vacation days with sunshine and ocean breezes at this charming two-bedroom Marathon condo with a full kitchen, furnished patio, and access to deluxe amenities. Play a little tennis, get pampered at the spa, or dine in one of the resort restaurants, all within a short walk...
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    Location Information
    Duck Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Balcony
    • Ocean Views
    • Terrace
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Duck Key Haven This relaxing Duck Key condo is located steps away from the water. Enjoy the beautiful ocean views from the balcony, or relax inside in the air conditioning. This condo offers all of the comforts of home while being centrally located in the Florida Keys. What's nearby: Make the...
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    Duck Key, Florida Keys 33053
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Gorgeous Spa Villa, Marina in Florida Keys1 / 18
    (19)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Hot Tub
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2018
    Loved this apartment. Hawks Cay is such a great property. So many activities for my little one. Wife tried out the spa and she loved it. I was a little bummed that the marina...
    Reviewed 19 September 2018
    We have been staying at Silvia's beautiful and charming Villa #7027 for a few years now, but this year was extremely special for us. Last year we also stayed at Villa #7027...
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    About this property
    Preferred Style and Furnishings are in this beautiful Spa Villa! Tucked along a deep harbor, with direct boat access to the Atlantic Ocean. Embracing the most alluring qualities of the Florida Keys—beauty, relaxation, and turquoise waters in this luxury villa featured with dock where you can fish...
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    Duck Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Waterfront fun and funky , Beautiful Duck Key1 / 26
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2019
    We are right now spending this week in a beautiful place.Very clean and confortable apartment in a good position in the middle of the Keys. It s easy to reach key west and even...
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    About this property
    Welcome to the fun and funky waterfront condo on the exclusive island of Duck Key. The condo has been completely redone with all super cute tropical decor. The condo is fully stocked. The views are amazing. Best fishing in all of the Florida keys. Although this is not a Hawks Cay unit you can still...
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    Duck Key, Florida Keys 33050
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Ocean Views
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three to Four night minimum depending on the time of year. Max Occupancy is 6 (Does not matter age). This is a rule of 2 per bedroom plus 2. NO EXCEPTIONS. Duck Key Darling is a 2 bed 2 bath Townhouse Villa in Hawks Cay that over looks beautiful Tom's Harbor! This unit has gorgeous water views...
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    Location Information
    Duck Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looks like South Beach Living but in The Florida Keys, this home is completely renovated and ready for your fishing and diving adventures. Fantastic large kitchen and Open Floor plan. Large open deck overlooking the pool and the beautiful canals of Duck Key. 45 feet of dockage, Large pool. Pool...
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    Location Information
    Duck Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Washer
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully appointed home with Open Floor plan, tropically decorated living spaces, plantation shutters and nice screened in porch off living areas. 2 bedrooms and 2 bath in the main house. One bedroom with a king and the second with a queen. This home then has a screened breezeway that leads to...
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    Location Information
    Duck Key, Florida Keys 33050
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 bedroom 2.5 bath canalfront home with private pool.  Seaside decor and casual elegance defines this comfortable home on Duck Key.  Open floor plan and spacious well-equipped kitchen.  The master suite is on the main floor, with king size bed and onsuite private bath.  The foyer area has...
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    Location Information
    Duck Key, Florida Keys 33050
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Duck Key, 3 bedroom 3 bath with pool on the West side of Harbour Drive. Beautiful New home with fantastic views and entertainment areas. Media Room and great kitchen with open water views from almost every room. Private Master Suite which is on the 3rd floor. Master suite also on the main living...
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    Location Information
    Duck Key, Florida Keys 33050
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Private Garden
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You must call to reserve this property if your dates are for less then 4 Months. Duck Key, 4 bedroom 4.5 bath with large kidney shaped pool and Jacuzzi. Only for the discriminating guest, brand new custom home. Large decked areas, all facing the Sunrise and Sunsets on Harbour Drive every night....
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    Location Information
    Duck Key, Florida Keys 33050
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Terrace
    • Waterfront
    • Washer
    • DVD Player
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Escape to this 2BR/1.5BA waterfront Duck Key villa boasting breathtaking aquamarine ocean and sunset views from a private patio and balcony. Your two-story end unit features nautical-inspired design elements paired with lots of natural light and privacy. Pick up a local...
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    Location Information
    Duck Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cute 2 bedroom, 2 bath home directly on the gulf with a great dock too! Amenities * Air Conditioning * Aquatic Encounters * Area Fitness Center * ATM/bank * Babysitter * Bait Freezer * BBQ Grillbird watching * Boondocks Miniature Golf * Cable TV * Ceiling Fans * Central Airchildren welcome *...
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    Location Information
    Duck Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Washer
    • DVD Player
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make vacation wishes come true at this 2BR/2.5BA Duck Key waterfront villa. Set right on a canal in the heart of the Florida Keys, this lovely retreat features shimmering water views. Take in the beautiful vistas from the private pool, or head directly to the water and launch the provided kayak...
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    Location Information
    Duck Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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