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Florida Keys Cottages

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    Travellers to Florida Keys are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    From
    $1,563
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    1 / 13
    5 of 5 stars (21) Excellent
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (21) Make Enquiry
    From
    $664
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    1 / 21
    5 of 5 stars (4) Excellent
    Key West
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (4) Make Enquiry
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    $1,954
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    1 / 40
    4.5 of 5 stars (39) Very good
    Key West
    10 Bedrooms / 6 Bathrooms / Sleeps 20
    Overview Reviews (39) Make Enquiry
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    $155
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    1 / 16
    4 of 5 stars (1) Very good
    Key Largo
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Water Views
    • Cooker
    • Satellite TV
    • Waterfront
    • Refrigerator
    • Air Conditioning
    • Balcony
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to 'Largo Lookout'! This fabulous 2nd floor, waterfront apartment is ideal for singles, couples, or a small family. Largo Lookout is a pet friendly vacation rental that offers guests the opportunity to travel with their well-behaved pets. We require a reasonable, non-refundable pet fee... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $358
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    1 / 37
    Marathon
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Refrigerator
    • Towels Provided
    • Linens Provided
    • Dishwasher
    • Parking
    • Balcony
    • Terrace
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home. Each bedroom has it’s own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony. The... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $186
    / Night
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    1 / 8
    5 of 5 stars (1) Excellent
    Key Colony Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Waterfront
    • Cooker
    • Patio
    • Water Views
    • Hot Tub
    • Shared Outdoor Pool...
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Maria's Place is a two-bedroom, two-bath duplex Marathon Vacation Rental located right on the water in the city of Key Colony Beach in Marathon Key, Florida. This resort location is great for the family or fishing party and we strive to make sure this rental home is cleaner than any other in the... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33037
    From
    $261
    / Night
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    1 / 49
    5 of 5 stars (11) Excellent
    Key Colony Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • Waterfront
    • Water Views
    • Wi-Fi
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    $1,400 per week (Standard Rate for 2015) $1,500 (Standard Rate for 2016) - additional rates apply to holidays and Lobster Weeks. ASK ABOUT REDUCED FALL RATES! (September 2015- December 19, 2015) Reduced rates do not apply to holiday weeks. PRIVATE-ON-SITE POOL, 45 FT DOCK, CABANA CLUB, GROUND... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
    From
    $261
    / Night
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    1 / 18
    4.5 of 5 stars (2) Very good
    Marathon
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Waterfront
    • Washer
    • Patio
    • Air Conditioning
    • Internet Access
    • TV
    • Dryer
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    1 Bedroom 1 Bath full Kitchen gorgeous condo in Marathon FL in the KEYS!! Affordable Luxury! This condo has a living room with tv and full cable. Dining room that seats 4. Fully equipped kitchen with dishwasher and microwave and all your utensils and pots and pans. Tile floors throughout, very... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $124
    / Night
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    1 / 36
    4 of 5 stars (11) Very good
    Key Largo
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Internet Access
    • Waterfront
    • Playground
    • Water Views
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Email us with your dates and which size you would like (1 or 2 Bedroom) and the view (Islandview or Oceanview) we will get you a price quote. Our rates are STARTING at $95/night and go up from there. All day and all night you can enjoy the many activities our Florida Keys beach resort has to... View all property information
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    Location Information
    Key Largo, Florida Keys 33070
    From
    $2,280
    / Week
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    1 / 17
    4 of 5 stars (13) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Terrace
    • Balcony
    • Shared Outdoor Pool...
    • Gym
    • Linens Provided
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Bright, tropical colors and tile floors provide an island ambience to... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    From
    $285
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    1 / 18
    1 of 5 stars (1) Terrible
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Shared Outdoor Pool...
    • DVD Player
    • Hot Tub
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This popular island destination is the site of the only living coral reef in the coastal regions of the US. In addition to the marine life and water activities other features of Key West include natural preserves and unique land animals. Coconut Mallory Resort and Marina is located in Key West,... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $261
    / Night
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    1 / 8
    Marathon
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Linens Provided
    • Satellite TV
    • Washer
    • Dishwasher
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Waterfront Home, 3 bedroom, 2 bath, with it's own dock. Centrally located, walking distance to shopping, bank, KMart, deli, movie, museum, popular beach, dining, fishing and snorkel boats. Boat rentals available. Bike path to public beach. Where sun-kissed bathers enjoy the easy life.......and... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $3,908
    / Month
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    1 / 20
    5 of 5 stars (1) Excellent
    Marathon
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    • Deck
    • DVD Player
    • Boat Available
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    90-day minimum. Relax in this peaceful, open-water, bird and wildlife sanctuary with private views of the State Park. From your living room sofa, only 9 feet from water's edge, you can watch fish swim and birds fly, or if you prefer, you may simply sit and enjoy the ebb and flow of the tide. In... View all property information
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    Location Information
    Marathon, Florida Keys 33001
    From
    $3,126
    / Month
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    1 / 25
    5 of 5 stars (5) Excellent
    Marathon
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Water Views
    • Internet Access
    • Air Conditioning
    • Deck
    • Boat Available
    • DVD Player
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    90-day minimum. Relax in this peaceful, open-water, bird and wildlife sanctuary with private views of the State Park. From your private deck only 9 feet from water's edge, you can watch fish swim and birds fly, or if you prefer, you may simply sit and enjoy the ebb and flow of the tide. In these... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33001
    From
    $277
    / Night
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    1 / 11
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    180 degree wrap around porch with patio furniture. 42' seawall with dock posts, cleats, fish cleaning table, swim ladder and outdoor shower. Panoramic view from front room with three sets of glass sliders. TV, DVD player, queen sleeper sofa. Kitchen island, side by side refrigerator with water... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $1,450
    / Week
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    1 / 30
    4.5 of 5 stars (20) Very good
    Matecumbe Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (20) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Deck
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Water Views
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Two villas conveniently located at MM 75.5 with Garden or Bay views (Note: Bay view villa rental is higher than Garden villa web price) you are just minutes from boat ramps, great restaurants, beaches, shopping, fishing, snorkeling, bike riding, etc. Key West is only 75 miles away- an easy day... View all property information
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    Location Information
    Matecumbe Key, Florida Keys 33036
    From
    $8,663
    / Week
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    1 / 34
    5 of 5 stars (29) Excellent
    Marathon
    5 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (29) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Private Fishing...
    • DVD Player
    • Private Outdoor...
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Casa de Lida large estate with 3 separate buildings on almost an acre of land and is directly on the ocean . It is very private, has large sandy beach, a pool, a large dock and phenomenal views. The Kids will enjoy playing in the sand, and the adults will enjoy watching the ocean. Plus, you will... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $254
    / Night
    View Details
    1 / 15
    4.5 of 5 stars (18) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (18) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Sauna
    • Water Views
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 Bedroom 2 bath Island view condo located in the oceanfront condominium complex with the largest oceanfront pool & 20 person hot tub. Sleeps 4-6. Everything you need for an island vacation without the cramped hotel room! Outdoor balcony access from living and bedroom areas. Fully equipped kitchen.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $311
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (7) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Shared Tennis Court
    • Hot Tub
    • Sauna
    • Air Conditioning
    • Watersports Nearby
    • Waterfront
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautifully remodeled, 1374 sq. ft., 2 bedrooms (both are King Beds) 2 Bath condo located on the beach in a resort complex -(SLEEPS 6). Gorgeously landscaped & located RIGHT NEXT TO SMATHERS BEACH, the largest beach in Key West! AMENTIES INCLUDE: Private 40' Balcony, Master suite, Resort... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $3,908
    / Week
    View Details
    1 / 32
    Marathon
    3 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Gym
    • Refrigerator
    • Private Outdoor...
    • Grill
    • Patio
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation home has all the amenities to make this the most memorable vacation you will ever experience. Very stylish, newly built, modern home of 2700 square... View all property information
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    Location Information
    Marathon, Florida Keys 33050
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    From
    $215
    / Night
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    1 / 30
    4.5 of 5 stars (10) Very good
    Key Largo
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Swingset
    • Waterfront
    • Shared Tennis Court
    • Satellite TV
    • Ocean Views
    • Water Views
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    In KEY LARGO, Florida this beautiful apartment is just a few steps from the ATLANTIC OCEAN. The home is on the TOP FLOOR of a modern tower building. It is fully equipped with ALL necessary KITCHEN and DINING items and BED and BATH linens. The master suite has a KING size bed and the guest... View all property information
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    Location Information
    Key Largo, Florida Keys 32817
    From
    $228
    / Night
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    1 / 17
    5 of 5 stars (19) Excellent
    Key Largo
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (19) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Water Views
    • Internet Access
    • Stereo System
    • Shared Tennis Court
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located one hour from Miami, Florida... the Kawama Yacht Club is your escape route to the Florida Keys. Situated at mile marker 100 on the Atlantic Ocean, this gated community offers all you need for a relaxing vacation or getaway. Enjoy the panoramic view this 5th story unit has to offer of the... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $8,663
    / Week
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    1 / 26
    5 of 5 stars (41) Excellent
    Key Largo
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (41) Make Enquiry
    Amenities & Details
    • Water Views
    • Waterfront
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Private Fishing...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Imagine a Perfect Sunset with Porpoises Swimming on the Horizon - This is Key Largo at its Very Best. Enjoy our newly remodeled and gated – 5 bedroom, 4 bath house directly on the bay. We call our house CASA de IVY. The house features an infinity pool, large sandy beach, and a newly... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $1,824
    / Week
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    1 / 11
    5 of 5 stars (3) Excellent
    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • DVD Player
    • Watersports Nearby
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Internet Access
    • Water Park Nearby
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Imagine a delightful tropical getaway in the Florida Keys. This beautiful Coco Plum Beach Villas 3rd floor condo is located on the ocean in Marathon near mile marker 54. The unit has been recently updated and comes with a private balcony giving you a spectacular view of the Atlantic Ocean. The... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $4,944
    / Week
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    1 / 45
    5 of 5 stars (7) Excellent
    Marathon
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Watersports Nearby
    • Satellite TV
    • Waterfront
    • Private Fishing...
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Create a memory that will last a Lifetime! Never on the Rental Market before, this newly renovated Million Dollar House will become your vacation destination year after year. 4 bedrooms, 3 bathrooms, 28 foot Pool, 44 foot patio, 40 foot concrete pier, endless views, and privacy. You can bring your... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $139
    / Night
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    1 / 15
    5 of 5 stars (12) Excellent
    Islamorada
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • DVD Player
    • Waterfront
    • Satellite TV
    • Children's Pool
    • Internet Access
    • Air Conditioning
    • Playground
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Escape from the world in this beautiful island paradise.Plenty of room to spread out in a two bedroom condo. Relax by the heated pool overlooking the turqoise bay; fish from the dock, snorkel in the protected cove. Kids can play in the game room or playground. Enjoy the clear, turquoise waters,... View all property information
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    Location Information
    Islamorada, Florida Keys 33070
    From
    $847
    / Night
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    1 / 6
    5 of 5 stars (1) Excellent
    Little Torch Key
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Internet Access
    • Water Views
    • Dryer
    • Air Conditioning
    • Boat Available
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Private Home, 6 Bedrooms + Convertible Bed(s), 4 Baths (Sleeps 10-16) Unique Property that has its own private boat basin and boat ramp. Dockage, shopping, scuba diving, off shore fishing, back county fishing, lobstering and privacy. This classic Florida Keys compound is located on Pine Channel,... View all property information
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    Location Information
    Little Torch Key, Florida Keys 33402
    From
    $1,042
    / Night
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    1 / 45
    5 of 5 stars (2) Excellent
    Islamorada
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Water Views
    • Watersports Nearby
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    * 7 Day Rental minimum - Saturday to Saturday * Please check the calendar prior to inquiry Sleeps 8 adults plus up to 4 children under 6 allowed (fire code regs)... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $130
    / Night
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    1 / 20
    5 of 5 stars (4) Excellent
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • DVD Player
    • Satellite TV
    • There Are Tennis...
    • Washer
    • Watersports Nearby
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Key West has all of the charms of being away from the world, yet with all of the worldly conveniences near at hand. Located in the historic old town, Namaste Key West is in a quiet residential neighborhood, with beaches 5 minutes away, 3 yoga studios within a block, coffee shops, and a grocery... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $280
    / Night
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    1 / 24
    4 of 5 stars (1) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Parking
    • Grill
    • Satellite TV
    • Stereo System
    • DVD Player
    • Hot Tub
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nestled midway between the Atlantic Ocean and the Gulf of Mexico is Casa Alegre, an easy-living one-bedroom, one-bath duplex cottage featuring a bubbling hot tub on its own private deck. The White Street corridor is an Old Town neighborhood unto itself, yet the world-famous Duval Street in easy... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $245
    / Night
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    1 / 29
    4 of 5 stars (1) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Porch
    • Wi-Fi
    • Stereo System
    • Refrigerator
    • Satellite TV
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    La Dolce Vita is the sister unit to the Bella Vita in the same building, Flip Key listing #333914. Steps from Duval Street! 'La Dolce Vita' is a totally renovated condo. Please check out our calendars for availability, photos and video. Everything is brand new from floor to... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $261
    / Night
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    1 / 6
    5 of 5 stars (3) Excellent
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • Washer
    • Satellite TV
    • Dryer
    • DVD Player
    • Air Conditioning
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Here's Céad Míle Fáilte to friend and to rover That's a greeting that's Irish as Irish can be It means you are welcome a thousand times over Wherever you come from, whosoever you be. Welcome to our home across the pond. We know you will enjoy your time in Key West as much as we do and Our... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $5,211
    / Month
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    1 / 14
    5 of 5 stars (8) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Patio
    • Grill
    • Air Conditioning
    • Wi-Fi
    • TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    THIS PROPERTY IS A MONTHLY ONLY RENTAL Casa Mañana at 800 Virginia Street is perfectly situated for the discriminating guest who wants to enjoy Key West at its finest. Located just two blocks from Duval Street, home of world famous watering holes, shopping and dining, you are steps away from... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,303
    / Week
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    1 / 16
    Key Colony Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Gym
    • Balcony
    • DVD Player
    • Air Conditioning
    • Refrigerator
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    14 NIGHT MINIMUM STAY Each unit is fully furnished and has two bedrooms, two bathrooms, dining area, full kitchen, washer/dryer, central heat/airconditioning and a private patio or balcony. This unit has a great corner view of the ocean! The kitchen is equipped with stove, refrigerator, dishwasher,... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
    From
    $261
    / Night
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    1 / 17
    5 of 5 stars (6) Excellent
    Key Largo
    4 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • DVD Player
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautiful, waterfront house in Key Largo is our 2nd home. Enjoy watching breathtaking sunsets over the Bay from the 2nd floor balcony. A short canal leads you to tranquil Sexton Cove, with ocean access only 5 minutes away via Adams Waterway. Back-country anglers can head straight west... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $1,954
    / Week
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    1 / 14
    4.5 of 5 stars (12) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Balcony
    • DVD Player
    • Shared Outdoor Pool...
    • Linens Provided
    • Satellite TV
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Eaton Manor sits on the north side of LaBrisa and provides easy access to... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $2,605
    / Week
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    1 / 22
    5 of 5 stars (6) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Water Views
    • Waterfront
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    2 Bedroom+/2 Bath+ Tropical Paradise Home with floating dock, small beach, heated dipping pool and hot tub. This has been a popular honeymoon and anniversary celebration home for over 10 years. Very romantic. You wake up to the sunrise reflecting on the water and don't even have to get out of... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $7,801
    / Month
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    1 / 8
    4.5 of 5 stars (2) Very good
    Summerland Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Internet Access
    • TV
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • Water Views
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lovely three Bedroom/2 Bath home with pool and hot tub located on Summerland Key. Mile marker 25. Deep water swimming canal with boat ramp and dockage. Large screened in porch for outdoor dining and BBQ grill. Tropical landscape and extra sleeping. Sleeps up to 8. 28 day rental. Please... View all property information
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    Location Information
    Summerland Key, Lower Keys 33042
    From
    $2,149
    / Week
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    1 / 32
    5 of 5 stars (7) Excellent
    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Deck
    • Stereo System
    • Waterfront
    • Satellite TV
    • Water Views
    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Ocean right at your door, with deepwater canal on the side, so this home has TWO sides with water. Fish right from the dock, watch sunrise and sunsets over the Ocean, great sea kayaking right out your door! If you like being RIGHT on the water, this is for you! Lots of wildlife, manatees, fish,... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $168
    / Night
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    1 / 9
    5 of 5 stars (1) Excellent
    Islamorada
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Housekeeping...
    • Stereo System
    • Watersports Nearby
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool...
    • DVD Player
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This wonderful room opens up into a garden with a water pond. It includes a/c, coffee maker, TV, free WiFi, heat, microwave, refrigerator, shared bath with one other couple. Pool on premises. Close proximity to the beach. Includes full breakfast.LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $3,661
    / Week
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    1 / 20
    5 of 5 stars (7) Excellent
    Cudjoe Key
    4 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Waterfront
    • Water Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Designed as the ultimate vacation rental. Five Bedroom/Three Bath Oceanview Home with Heated Pool and Hot Tub. Panoramic Ocean Views. Sleeps 10+. Located on Cudjoe Key. Includes private boat dock, private beach, kayaks, and bikes. Weber BBQ grill, Lot's of lounge chairs and two hammocks.... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $5,836
    / Week
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    1 / 11
    5 of 5 stars (4) Excellent
    Islamorada
    5 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Water Views
    • Waterfront
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Millionaire's Row! Beautiful home with private heated swimming pool directly on the ocean in Islamorada. This home offers excellent views of the ocean from many rooms. 5 bedroom, 4 bath owners home is beautifully furnished with ocean views from patio, living room (upper and lower), and dining room... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $468
    / Night
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    1 / 24
    4.5 of 5 stars (36) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (36) Make Enquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Sauna
    • Water Views
    • Waterfront
    • TV
    • Gym
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fully Appointed Suite- Condominium Unit- 2 Bedrooms, 2.5 Baths (Sleeps 4-5) Our beautifully landscaped property and contemporary housing will provide you with a serene tropical setting ideal for a relaxing vacation getaway. Located off the azure waters of the Atlantic Ocean, minutes away from... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $11,860
    / Month
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    1 / 15
    4.5 of 5 stars (2) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • Satellite TV
    • Patio
    • Private Outdoor...
    • Air Conditioning
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    30 DAY MINIMUM RENTAL This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central location to get to the Historic seaport or new town. The light & airy combined living/dining area with its soft color toned furnishings, hardwood floors & many windows... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,954
    / Week
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    1 / 36
    4 of 5 stars (16) Very good
    Islamorada
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Water Views
    • Waterfront
    • Stereo System
    • Wi-Fi
    • Air Conditioning
    • Boat Available
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a neat house! It sits right on the ocean with a large yard (by keys standards!). Very nicely landscaped (hibiscus, palm trees, tall pine trees, green grass)with statues from all over the world. Very private with a big gate. The house is decorated with pictures taken from all over the world... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $13,809
    / Month
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    1 / 9
    5 of 5 stars (8) Excellent
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (8) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome To Paradise!!! Located in the heart of Key West this charming 3 bedroom, 2 bathroom house has been completly renovated and includes 50', 42', and 27' flat screen TVs, DVR, and wireless high speed internet. The interior has just been furnished with custom designer furniture by Domestic Home... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $190
    / Night
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    1 / 66
    5 of 5 stars (14) Excellent
    Key Largo
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Playground
    • Ocean Views
    • Shared Tennis Court
    • Waterfront
    • Watersports Nearby
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our home is situated in the Kawama Tower at Kawama Yacht Club and is modern and spacious with elegant furnishings. A combination of beautifully maintained gardens, pools and Water/ocean Side facilities ensure a lovely base for a Family or a Romantic Couples holiday and to explore the unique Florida... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $1,628
    / Week
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    1 / 12
    4 of 5 stars (1) Very good
    Tavernier
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Dryer
    • DVD Player
    • Washer
    • Stereo System
    • Satellite TV
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    While visiting this end unit Bay front Town House the most difficult decision a guest must make is whether to entertain in the decorator surroundings or venture out into the clear waters of the Fl. Keys.No matter your preference, kayack,sail, jet ski or power boat our deep water Marina allows... View all property information
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    Location Information
    Tavernier, Key Largo 33070
    From
    $838
    / Night
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    1 / 12
    5 of 5 stars (7) Excellent
    Key Colony Beach
    6 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Game Room
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Private Outdoor...
    • Water Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Great 6 bedroom, 5 bath Keys Executive rental. This beautiful home is located in the prestigious Key Colony Beach community just minutes from the Vaca Cut Bridge and ready to begin your Keys vacation. Once you step into the living room and enjoy the spacious and tastefully furnished home with... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33070
    From
    $1,303
    / Week
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    1 / 11
    Marathon
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Gym
    • Refrigerator
    • Linens Provided
    • Shared Outdoor Pool...
    • Dishwasher
    • Satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    14 night MINIMUM STAY Picture yourself on a tropical island, half-asleep in a poolside lounge chair. Feel your body succumb to the tropical breeze as it gently cascades over you, draining your stresses away! It is not a dream! It is life in Marathon, heart of the Florida Keys! In a recent review... View all property information
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    Location Information
    Marathon, Florida Keys 33050