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Houses in Florida Keys, FL

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    All 1,133 Rentals in Florida Keys
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    Travellers to Florida Keys are booking December dates now. Secure your holiday rental today, and have the perfect trip.
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    From
    $6,144
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    1 / 11
    5 of 5 stars (4) Excellent
    Islamorada
    5 Bedrooms / 4 Bathrooms / Sleeps 9
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    $1,097
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    1 / 30
    4.5 of 5 stars (10) Very good
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    $3,977
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    1 / 29
    5 of 5 stars (2) Excellent
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    $1,234
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    1 / 30
    5 of 5 stars (19) Excellent
    Islamorada
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Stereo System
    • Sauna
    • Internet Access
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Get away from it all in our tranquil waterfront condo at Summer Sea in beautiful Islamorada. Fully equipped, with newly updated kitchen and bathroom, flat screen television, and stunning views of Florida Bay from our patio. Located right in the heart of all the Keys has to offer - beautiful... View all property information
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    Islamorada, Florida Keys 33070
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    $274
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    1 / 20
    Key Largo
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Washer
    • DVD Player
    • Internet Access
    • Dryer
    • Grill
    • Satellite TV
    • Air Conditioning
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Large Property, 2 BEDROOM, LG,1 Bath Upstairs Central Air, Close To State Park Master bedroom, king bed, queen bed. Canal front dining. Large eat in kitchen open living room. Screened in porch. Central air, dishwasher, washer and dryer. Internet included, direct TV all stations. TV master bedroom,... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    $1,783
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    1 / 21
    5 of 5 stars (8) Excellent
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Satellite TV
    • Washer
    • Dryer
    • DVD Player
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Truman Annex Best Location in Town!! 2 Bedroom 1 Bath ground floor Shipyard Condo. This beautiful townhome sits on a private quiet walking lane and is just a 5 minute walk to downtown where you will find Key West's famous bars and shopping. Also a 10 minute walk to Ft. Zachary Taylor, our... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $432
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    1 / 15
    4.5 of 5 stars (10) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Sauna
    • Private Outdoor...
    • Hot Tub
    • Waterfront
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Make our lovely home your dream vacation destination in fun-filled tropical Key West, Florida. '1800 Atlantic' is Key West's premiere luxury condo complex on a private Atlantic Ocean beach. Our beautifully furnished large 2 bedroom and 2 bath condo overlooks a serene tropical garden. Both... View all property information
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    Location Information
    Key West, Florida Keys 33050
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    $240
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    1 / 17
    4 of 5 stars (1) Very good
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    • Deck
    • Water Views
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    For those of you who want to stay as close to Key West as possible without paying those outrageous Key West prices, stay with us between mile marker 10 and 11 in this waterfront condominium. This small, yet efficient penthouse condominium, 672 sq. ft., stands alone as a roof unit on building 3 of... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $1,371
    / Night
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    1 / 16
    5 of 5 stars (1) Excellent
    Key Largo
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • Deck
    • Water Views
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Oceanfront home is totally re-modeled with all top of the line finishes and ready to enjoy your Keys Vacation. Oceanfront Pool Home. 3 Story 5 Bed/5.5 Bath 4300+ sq. ft. of luxury and fun. Protected deepwater Dockage & Panoramic Ocean Views. This great executive rental features Ocean Views... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    $1,714
    / Week
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    1 / 24
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Shared Tennis Court
    • Stereo System
    • Water Park Nearby
    • Deck
    • Air Conditioning
    • DVD Player
    • TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Elegantly furnished Key West vacation condo in the historic Truman Annex in the heart of Old Town in Key West. This is the premier gated community in Key West, bordering the Atlantic Ocean. Grounds of the Annex are beautifully landscaped. The Shipyard units are done in the traditional Key West... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $355
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    1 / 23
    5 of 5 stars (10) Excellent
    Key Largo
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Stereo System
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautiful CBS construction- three bedroom / two bath home is located in a private, gated community and has been completely upgraded with new baths and kitchen, including granite counters and stainless steel appliances in a beautiful kitchen that opens to the dining and living areas. Every... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    $226
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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
    $473
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    1 / 17
    4.5 of 5 stars (4) Very good
    Key Largo
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Waterfront
    • Internet Access
    • Satellite TV
    • Playground
    • Stereo System
    • DVD Player
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    'Casa Bella' welcomes you by truly living up to its name. This beautiful bayfrony home in Key Largo, will captivate all your senses with its open water views, lush landscaping, beautiful sunsets, peacefulness, and ever-present marine life. Watch the dolphins swim, swim with manatees by the dock,... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    $171
    / Night
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    1 / 11
    4.5 of 5 stars (18) Very good
    Key Largo
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (18) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Waterfront
    • DVD Player
    • Water Views
    • Air Conditioning
    • Deck
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Key largo getaway on the atlantic ocean!!! Well lit community, perfect for evening walks to soak in the ocean breeze. Property is on the water with a 45 foot dock for your boat, only 150 yards form open ocean, for the avid fisherman. Located in the John Pennencamp state park waters, great snorkling... View all property information
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    Key Largo, Florida Keys 33037
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    $189
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    1 / 21
    Key West
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Internet Access
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    An excellent value, Room 3 is delightful and comfortable. This room is unique in the Curry House in that it is the only room with French doors that open up onto the second-floor porch. Room 3 shares a bathroom with Room 4. The bathroom is exclusive to these two rooms and has an island charm all... View all property information
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    Key West, Florida Keys 33040
    From
    $10,971
    / Week
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    1 / 17
    5 of 5 stars (3) Excellent
    Tavernier
    6 Bedrooms / 5 Bathrooms / Sleeps 11
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Game Room
    • Waterfront
    • Hot Tub
    • Private Fishing...
    • Air Conditioning
    • Ping Pong Table
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Extraordinary Oceanfront Estate with Forever Ocean Views. A private resort-like property in an amazing convenient location. 4 bedroom, 4 bath Main House with 2 bedroom, 1 bath Guest Cottage on over an acre of landscaped privacy. All recently Designer Furnished and ready to begin your Luxury Keys... View all property information
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    Location Information
    Tavernier, Key Largo 33070
    From
    $12,343
    / Week
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    1 / 21
    5 of 5 stars (1) Excellent
    Key Colony Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Water Views
    • Ping Pong Table
    • Wi-Fi
    • Hot Tub
    • Game Room
    • Private Outdoor...
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful Direct Oceanfront rental home in Key Colony Beach. Updated 5 bedroom, 3 bath home with Pool and Hot Tub. Open Living space with spectacular views from the living room, dining room and kitchen as well as two bedrooms with direct ocean views. Brand new large Flat Screen TV's thru-out the... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
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    $490
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    1 / 47
    5 of 5 stars (12) Excellent
    Key Colony Beach
    6 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Water Views
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    “Dive In to Open Water” our 3,600 sq.ft. 6 bedrooms, 4 baths Vacation Rental (can be split during non-peak periods) will surely please the most discriminating visitors. Located in the very desirable Key Colony Beach at MM54, on 10th Street, 2nd vacation home from the end of a lovely deep canal... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
    From
    $789
    / Night
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    1 / 14
    5 of 5 stars (8) Excellent
    Key Colony Beach
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Waterfront
    • Internet Access
    • Water Views
    • Private Fishing...
    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful Key Colony Beach 5 Star rental. From the moment you pull up to the manicured grounds, and step into the light and open area, you know you are in for a great experience. This great 4 bedroom, 4 bath boasts open, ground level living with 3 bedrooms and 2 bathrooms upstairs with 1 bedroom... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
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    $254
    / Night
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    1 / 18
    Tavernier
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • TV
    • DVD Player
    • Swingset
    • Wi-Fi
    • Waterfront
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Stay on a very clean and comfortable 42 ft sail boat in a very quiet and friendly marina in Tavernier, Key Largo. There is a tikki hut surrounded by gardens. Showers and additional, very clean bathrooms on shore. Parking is provided. Circle K and gas stations are within walking distance and the... View all property information
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    Location Information
    Tavernier, Key Largo 33070
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    $343
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    1 / 25
    4.5 of 5 stars (2) Very good
    Key Colony Beach
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Boat Available
    • Stereo System
    • Water Views
    • Internet Access
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This is one of the best vacation spots in the keys.It's a lovely 4 bedroom/3 bath Duplex on 3rd St. The sleeping arrangement include 1 King, 2 Queens, 2 twins plus sleeper sofa. The living room is spacious. Enjoy fishing on the large 56 foot dock The ocean is just seconds away by boat.There is a... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
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    $343
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    1 / 4
    4 of 5 stars (4) Very good
    Key Largo
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Water Views
    • Waterfront
    • Stereo System
    • Washer
    • Air Conditioning
    • Internet Access
    • TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    SPECIAL SEPT. OCT. AND NOV RATES This brand new 4 bedroom 2 bath house is on a canal which opens up to beautiful Tarpon Basin Bay with access to the Atlantic Ocean. Minutes from beautiful Penny Camp National Underwater Park. Minutes from best fishing and diving in the world. Come to the... View all property information
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    Location Information
    Key Largo, Florida Keys 33170
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    $480
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    1 / 22
    2 of 5 stars (1) Poor
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Waterfront
    • Refrigerator
    • Air Conditioning
    • Grill
    • Internet Access
    • Sauna
    • Gym
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    BETTER THEN ANY HOTEL IN KEY WEST HANDS DOWN :) As the name suggests Key West Livin' this is the only way To truly experience what Key West is all about. Stay aboard this 50 foot Ocean Super Sport Yacht instead of a hotel room in Beautiful Harbor Yacht Club located on the ocean with Beach ,... View all property information
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    Key West, Florida Keys 33040
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    $405
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    Duck Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Waterfront
    • Private Fishing...
    • Internet Access
    • DVD Player
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fully renovated Hawks Cay Spa Villa with 2 bedrooms and 2.5 Bathrooms. The Villa has new furniture, stainless steel appliances, flat screen TV's and new wood floors. Come and relax in the accommodations our Villa has to offer. The Villa has an open room concept with the Kitchen open to the Living... View all property information
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    Location Information
    Duck Key, Florida Keys 33050
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    $4,663
    / Month
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    1 / 6
    Key Largo
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Ocean Views
    • Linens Provided
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Peaceful and relaxing fishing community. Spacious, new mobile home, all the comforts of home. A true home away from home. Fishing dock on property. Close to many water activities, restaurants and shops. Parks, churches, grocery stores nearby. Washer and dryer in the home. New and clean... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    $302
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    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    . This spacious 1400 sq. ft. unit includes 2 Bedrooms, 2 Full Baths, 1 Half Bath. Newly furnished and updated. New 42' flat screen T.V. in l.r. King size bed in Master Bedroom, 2 Twin in Second bedroom. . Wrap around balconies on both levels with spectacular views and colorful sunsets in the... View all property information
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    Location Information
    Marathon, Florida Keys 33050
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    $309
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    Key Largo
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Private Tennis Court
    • Private Fishing...
    • Air Conditioning
    • DVD Player
    • Playground
    • Satellite TV
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Ocean Pointe Suites is a secluded resort overlooking the Atlantic. A great getaway for families or couples. You relax in a gated community located on 67 acres on the Southern tip of Key Largo, in the quiet town of Tavernier. Our property is managed by Tony 954.410.3241 and Ana 954.410.0308. THE... View all property information
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    Location Information
    Key Largo, Florida Keys 33070
    From
    $2,743
    / Week
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    1 / 10
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Deck
    • Internet Access
    • Washer
    • Dryer
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    ******** Key West laws state that this property can only be rented out monthly******* This lovely home is in the Casa Marina District of Key West. It has a front porch, front balcony that the 2 smaller bedrooms have access to, a large patio by the heated private pool in the back yard, and a... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $3,017
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    1 / 10
    5 of 5 stars (3) Excellent
    Marathon
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Luxurious direct bayfront townhome with dock, upgraded unit. best location in the 50's overlooking large green yard and open bay with slip in front. 3 bedroom, 2.5 bath. Built in 2006. gated waterfront community. Dock for 32 ft boat, beautiful pool, mins to ocean through vaca cut. 1 king, 1... View all property information
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    Location Information
    Marathon, Florida Keys 33050
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    $1,371
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    Islamorada
    2 Bedrooms / 4 Bathrooms / Sleeps 4
    traveller have booked this property
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    • Linens Provided
    • Ocean Views
    • Grill
    • Air Conditioning
    • Balcony
    • Parking
    • Wi-Fi
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This oceanfront condo in Islamorada Florida (Keys) is located at mile marker 90. It is the best ocean view from everyroom and is on the 4th floor. IT IS A ONE WEEK MINIMUM AND 4 PERSON MAXIMUM BY LICENSE. ..It has all tiled floors, newly painted, new AC, and has all the conveniences of home.... View all property information
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    Location Information
    Islamorada, Florida Keys 33070
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    $295
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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
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    $5,204
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    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
    $549
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    1 / 25
    5 of 5 stars (2) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Deck
    • Washer
    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This home has a unique pricing structure. While it can rent for less than 30 days, the owner prefers Monthly rentals. Because of this, this home offers substantial (25% off) Monthly Rental discounts. Your space. Your vacation lifestyle. The Quilted Giraffe provides both. This two-bedroom, two full... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $233
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    1 / 23
    5 of 5 stars (1) Excellent
    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Wi-Fi
    • Ocean Views
    • Housekeeping...
    • Pool Table
    • Watersports Nearby
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Seaglass-PARADISE ON THE GULF is in the city of Marathon on Vaca Key which is one of the larger islands of the beautiful Florida Keys. The Keys are a series of 40 islands connected by 40 bridges off the Southern most tip of Florida and extend 120 miles into the Pacific Ocean to the East and the... View all property information
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    Location Information
    Marathon, Florida Keys 33050
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    $2,469
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    1 / 41
    5 of 5 stars (4) Excellent
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Shared Tennis Court
    • Wi-Fi
    • Satellite TV
    • Private Fishing...
    • Air Conditioning
    • Waterfront
    • Watersports Nearby
    • Water Park Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Thank you for considering Our home in the Florida Keys!... Our slice of Paradise! Stay at a Luxury Townhome at Executive Bay Club (Islamorada , Florida ) The Executive Bay Club is located in Islamorada which is best known for it's crystal blue water where you can enjoy sport fishing, snorkeling,... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $1,913
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    1 / 45
    5 of 5 stars (12) Excellent
    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Waterfront
    • Stereo System
    • Boat Available
    • Internet Access
    • Water Views
    • Air Conditioning
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Create a memory that will last a lifetime! Spend a week with an Outstanding View, A Pool, A Palm, A Beach and the Ocean! The last property next to the half mile long Coco Plum Beach in Marathon. A beach this size is a rariety in the Keys. Walk the beach and pick up shells and hermit crabs but... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $343
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    1 / 12
    5 of 5 stars (4) Excellent
    Marathon
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • DVD Player
    • Dryer
    • Washer
    • Water Views
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    One side of a duplex home on Boot Key Harbor with deep water, 45 ft. seawall. Easy access to ocean and bay. Enjoy the beautiful sunsets from the glass porch. Close to several fine restaurants. Sombrero beach is less than a mile away. Boat ramps nearby, plenty of parking available for your boat... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $2,057
    / Night
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    1 / 15
    5 of 5 stars (1) Excellent
    Islamorada
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • TV
    • Stereo System
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    About this property
    The Royal Palm, South - Ocean Front Home Catch Bonefish and Tarpon from Our 450-Foot Fishing Pier. Inspired by owner Phil Sena —with nothing compromised— this luxurious Caribbean home is on the ocean's edge with 180 degrees of unobstructed ocean views and sunrises. Complete privacy. Full... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
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    $2,469
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    1 / 19
    5 of 5 stars (11) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Stereo System
    • Deck
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Envision yourself unwinding and getting into the casual clothes we wear in Key West while you look around and know you are in Paradise as our island is called. Then ask anyone and they will tell you the best place to stay in Key West is the Truman Annex. My Bermuda-style cottage is on the... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $411
    / Night
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    Tavernier
    3 Bedrooms / 3 Bathrooms / Sleeps 12
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Waterfront
    • Internet Access
    • Deck
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Our Tavernier family vacation home is like 'home away from home'. Property is fenced with new private hot tub on rear terrace. Nicely decorated and tiled throughout our home is very well kept and clean only four homes from open Bay access with clear water canal and direct ocean access via... View all property information
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    Location Information
    Tavernier, Key Largo 33070
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    $218
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    1 / 18
    4.5 of 5 stars (21) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (21) Make Enquiry
    Amenities & Details
    • Porch
    • Refrigerator
    • Cooker
    • Linens Provided
    • TV
    • Watersports Nearby
    • Wi-Fi
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    CALL AND ASK ABOUT OUR WEEKLY SPECIAL WITH 1 NIGHT FREE! You will love staying in this great Key West historic old town location where 90% of the residents are local. They each have an interesting Key West tale to tell and are a very warm,friendly and diverse group. Here you will absorb the... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $926
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    1 / 28
    5 of 5 stars (5) Excellent
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the end (and the beginning) of the road. There aren’t many places in the world where you can say you’re both beginning and ending your journey at the same time.  But when you rent this Heavenly Hideout at Rainbow’s End, you’re spot on, and you can do exactly that. This tropically... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $686
    / Night
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    1 / 13
    4.5 of 5 stars (15) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Washer
    • Deck
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Pineapple Cottage is tucked away and totally private, yet it is only a half a block from Duval Street. This two story 'cottage' offers a first floor bedroom that opens through french doors to the private pool and gardens. A second floor suite includes a bedroom and bath plus a seperate living... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $549
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    4 of 5 stars (2) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Imagine the quintessential Caribbean island village, its cottages nestled hand-in-hand on charming historic pedestrian streets. As people stroll by, sun kissed from an afternoon of beaching and sight seeing, they'll say hi to one another even if they've never met. This is your neighborhood during... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $189
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    Key West
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Parking
    • Air Conditioning
    • Linens Provided
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    It is a pleasure to present the recently renovated Room Nine! It used to be a good room, now it's a great room! Comfortable and very peaceful, this room was originally opened up to make use of a portion of the attic space. Note that the ceiling is sloped in two directions and some taller guests... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $251
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    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • Dryer
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located on a quiet residential street in the beautiful Key West neighborhood of Casa Marina, A Low Key Paradise has a beautiful open layout, with views of the large private patio and pool visible as soon as you enter. Guests can walk to nearby Higgs beach, and Higgs beach dog park— perfect for your... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $24,685
    / Month
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    Tavernier
    6 Bedrooms / 6 Bathrooms / Sleeps 21
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Pool Table
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This three story house, with a breath taking view , sits on the edge of the Atlantic Ocean with no end in sight. To accompany the great Atlantic is a grand 3,800 sq ft. 8 bedroom and 6 bathroom home that can accommodate up to 21 people. The 2nd floor living room opens into the screened balcony... View all property information
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    Location Information
    Tavernier, Key Largo 33070
    From
    $147
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    Ramrod Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • DVD Player
    • Water Views
    • Air Conditioning
    • Internet Access
    • Private Fishing...
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    10 minutes to the OCEAN - DEEP WATER CANAL READY FOR LOBSTER SEASON!!!!! 3 bedroom 2 bath Stilt house on a canal. Nice screened in porch (mosquito proofed) to relax in the evening. 10 minutes to the Ocean!! Just 25 minutes to Key West. Walking distance to Looe Key Reef Resort and Tikki Bar... View all property information
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    Location Information
    Ramrod Key, Florida Keys 330402
    From
    $171
    / Night
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    Big Pine Key
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Watersports Nearby
    • Air Conditioning
    • TV
    • Water Views
    • Wi-Fi
    • Waterfront
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    Sweet Magnolia is an awesome home on an oversized corner canal with 175' of canal frontage. This property offers lush tropical landscaping, a huge 2nd story lanai overlooking the canals, and privacy galore. You will find everything you need and desire at this home! Each bedroom comes equipped with... View all property information
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    Location Information
    Big Pine Key, Florida Keys 33043
    From
    $163
    / Night
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    1 / 19
    5 of 5 stars (1) Excellent
    Tavernier
    2 Bedrooms / 2 Bathrooms / Sleeps 3
    travellers have booked this property
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    Amenities & Details
    • There Are Tennis...
    • Watersports Nearby
    • Wi-Fi
    • Refrigerator
    • Dryer
    • Washer
    • Deck
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This is a beautiful home, you will enjoy every minute of your stay here! There aren't many homes built like this in the Keys. The room for rent is the guest room, with 14 foot vaulted ceilings, a comfy, queen sized bed and a ladder leading to a crawl space above (see picture). You will have access... View all property information
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    Location Information
    Tavernier, Key Largo 33070