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Holiday Rentals in Florida Keys, FL

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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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    €309
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    1 / 32
    4 of 5 stars (10) Very good
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    €455
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    1 / 41
    4.5 of 5 stars (3) Very good
    Key West
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (3) Make Enquiry
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    €163
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    1 / 35
    4.5 of 5 stars (3) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 4
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    1 / 30
    4 of 5 stars (1) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Patio
    • Grill
    • Linens Provided
    • Parking
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Sanctuary Suites The Heron Suite is located street side with it's own porch for people watching. Get one of Ana's Cuban mixes - it just doesn't get any better! Conveniently located to the beach, Duval Street, great restaurants, Ana's for great Cuban fare and morning coffee... View all property information
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    Key West, Florida Keys 33040
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    €2,830
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    1 / 16
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Island living is made easy in this tropical one bedroom, 2-story Key West cottage. A classic-contemporary Key West style, this attractive rental home is designed with a graceful spiral stair case that connects the 1st and 2nd floors and a romantic gingerbread Juliet-style 2nd floor balcony... View all property information
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    Key West, Florida Keys
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    €245
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    1 / 22
    4.5 of 5 stars (4) Very good
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Artist House: a 2 bedroom 2.5 bath rooftop townhome located within the gated community of Duval Square. Beautifully decorated with bright colors and unique art work, this property will give you a great Key West experience and is perfectly located so that you can park your car in the... View all property information
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    Key West, Florida Keys 33040
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    €217
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    1 / 28
    4 of 5 stars (7) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Deck
    • DVD Player
    • Waterfront
    • Satellite TV
    • Hot Tub
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    UPDATE: New King-sized bed w/ pillow top mattress installed June 2015 Outside the front of the complex are the tennis courts. If you choose to stay inside the complex you can enjoy the lush landscape on the inside of the courtyard. Just a short stroll takes you to the relaxing hot tub and then... View all property information
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    Key West, Florida Keys 33040
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    €163
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    1 / 29
    4.5 of 5 stars (2) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Linens Provided
    • Parking
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Sanctuary Suites Located on Historic Simonton Street, these suites are the perfect cozy escape you've been looking for! An adorable front porch to watch the people biking, walking or scooting along. Start your mornings on the porch with your Cuban coffee and a good book... View all property information
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    Key West, Florida Keys 33040
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    €363
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    1 / 22
    4.5 of 5 stars (3) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The BAHAMA HOUSE located at 508 Amelia Street is a historic Bahamian-style Conch Cottage. It is a perfect example of turn-of-the-century island architecture. This adorable two bedroom cottage, each with queen bed and TV (the master has a large flat screen), two full baths and queen sleeper-sofa is... View all property information
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    Key West, Florida Keys 33040
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    €2,283
    / Month
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    1 / 23
    5 of 5 stars (3) Excellent
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Grill
    • TV
    • Balcony
    • Dryer
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    SUMMER SPECIAL TAKE 10% OFF AUGUST AND SEPTEMBER! Gorgeous studio apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. The open concept floor plan maximizes the... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €181
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    1 / 28
    5 of 5 stars (2) Excellent
    Key West
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southern Palms Traveler's Palm (formerly Palm Isle) - a room ahead of its time - A truly 'green unit'. Your roommate, or in this case, 'suite mate' is a giant Sapodilla tree that provides the ambiance and shade to your private hot tub and tree-top hammock. The second-story studio... View all property information
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    Key West, Florida Keys 33040
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    €172
    / Night
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    1 / 32
    5 of 5 stars (1) Excellent
    Key West
    Studio / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southern Palms ROYAL PALM (formerly Little Palm) - What an idyllic setting! Picture the most perfect romantic getaway cottage with all the must have's for a great Key West vacation - in a setting that nature provided in the late 1800's - the hardwood canopy is stunning! The Tommy Bahama... View all property information
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    Key West, Florida Keys 33040
    From
    €208
    / Night
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    1 / 24
    5 of 5 stars (1) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
    • Linens Provided
    • Balcony
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
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    Key West, Florida Keys 33040
    From
    €939
    / Night
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    1 / 41
    Key West
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    traveller have booked this property
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    Amenities & Details
    • Patio
    • Satellite TV
    • Private Outdoor...
    • Internet Access
    • Grill
    • Refrigerator
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    When rented as a group, Banana’s Foster includes- Sweet Caroline - Banana Split - Key Lime Cottage Creme Brûlée All together this grouping has 5 separate bedrooms, each with it’s own bathroom and a ½ bath downstairs, 2 full kitchens, a BBQ grill and shared courtyard with a plunge pool.... View all property information
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    Key West, Florida Keys 33040
    From
    €1,324
    / Week
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    1 / 16
    4.5 of 5 stars (2) Very good
    Matecumbe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • TV
    • Waterfront
    • Water Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Great house in Lower Matecumbe (south side of Islamorada) at the 75 mile marker on the bayside. This house has fabulous sunset views in a nice quiet part of town. There is a small beach area in the back with palm trees giving you a little more privacy. A screened in porch with tables and chairs... View all property information
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    Location Information
    Matecumbe Key, Florida Keys 33036
    From
    €236
    / Night
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    1 / 27
    4 of 5 stars (1) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Linens Provided
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Balcony
    • Refrigerator
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    €336
    / Night
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    1 / 38
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Linens Provided
    • Grill
    • Refrigerator
    • Air Conditioning
    • Shared Outdoor Pool...
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Banana's Foster Guest House This spacious 2 bedroom apartment takes up the first floor of this historic home. From the off street parking and shared courtyard entrance off Simonton opening into the kitchen to the private front entrance with sweeping front porch over Caroline Street- this... View all property information
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    Key West, Florida Keys 33040
    From
    €163
    / Night
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    1 / 26
    5 of 5 stars (1) Excellent
    Key West
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Terrace
    • Linens Provided
    • Air Conditioning
    • Internet Access
    • Patio
    • Satellite TV
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Brand New to the Rental Market! Part of Banana's Foster Guest House This cozy 2nd floor studio is perfect for a couple looking to be in the middle of the Duval action! After entering the compound from the shared off street parking into the courtyard with shared plunge pool and BBQ grill, go... View all property information
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    Key West, Florida Keys 33040
    From
    €245
    / Night
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    1 / 26
    4.5 of 5 stars (11) Very good
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Deck
    • Grill
    • Hot Tub
    • Patio
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The kitchen is fully equipped with a glass top stove, refrigerator with ice-maker, microwave and everything needed for cooking a gourmet meal or just heating leftovers! French doors open from the kitchen and breakfast bar onto a private deck with a large 4 person private hot tub, table and chairs,... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €2,556
    / Month
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    1 / 35
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Balcony
    • Wi-Fi
    • TV
    • Air Conditioning
    • Dryer
    • Grill
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    SUMMER SPECIAL TAKE 10% OFF AUGUST AND SEPTEMBER! Gorgeous one bedroom apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. One bedroom one bath floor plan... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €163
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    1 / 25
    Key West
    Studio / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Terrace
    • Balcony
    • Linens Provided
    • Air Conditioning
    • Satellite TV
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Banana's Foster Guest House This comfortable 2nd floor studio right on the corner of Caroline and Simonton, just a block off Duval, is a great spot for 2 guests wanting to be in the thick of things! After entering the compound from the shared off street parking into the courtyard with... View all property information
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    Key West, Florida Keys 33040
    From
    €373
    / Night
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    1 / 24
    4.5 of 5 stars (13) Very good
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Grill
    • Deck
    • Air Conditioning
    • Patio
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    POOLSIDE PARADISE is made up of POOLSIDE RETREAT and POOLSIDE SUITE With 3 bedrooms (K, 2 Q, plus 2 Q sleeper), 2 full baths and 2 full kitchens, this historic home is perfect for up to 10 persons. The front portion features a King bedroom, a Queen bedroom and a Queen sleeper sofa in the living... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €1,322
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    1 / 48
    Key West
    11 Bedrooms / 9 Bathrooms / Sleeps 32
    Overview Make Enquiry
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    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tropical Village is comprised of 6 separate vacation rentals properties that can also be rented separately. COTTAGE @ TROPICAL VILLAGE POOLSIDE @ TROPICAL VILLAGE SOUTHERN CROSS @ TROPICAL VILLAGE TOON HALL @ TROPICAL VILLAGE RETREAT @ TROPICAL VILLAGE HIDEAWAY @ TROPICAL VILLAGE... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €783
    / Night
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    1 / 25
    Key West
    6 Bedrooms / 6 Bathrooms / Sleeps 24
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Patio
    • Parking
    • Hot Tub
    • Linens Provided
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Southernmost Sanctuary Suites are comprised of the following homes Egret Suite Heron Suite Ibis Suite Osprey Suite Pelican Suite Seagull Suite which can all be booked individually. Minimum Stay: Please contact Key West Vacation Rentals regarding minimum stays and... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €1,917
    / Week
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    1 / 31
    5 of 5 stars (2) Excellent
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Grill
    • Waterfront
    • Satellite TV
    • Wi-Fi
    • Washer
    • Water Views
    • Dryer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Affordable Venetian Shores canal home at the Mile Marker 86, Bay-side. Nice decor, recently updated with a private downstairs apartment. Two bedroom/one bath upstairs and a one bedroom/one bath apartment downstairs (with a complete kitchen and living room). Easy ocean or bay access via Snake Creek.... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    €5,022
    / Month
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    1 / 24
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Internet Access
    • Hot Tub
    • Grill
    • Deck
    • Air Conditioning
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Cayo Hueso: As you approach the front door to 1120 Curry Lane the transformation starts to happen. The small lush tropical lane, the two wonderfully inviting porches... your journey to the tropics and... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €427
    / Night
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    1 / 26
    2 of 5 stars (1) Poor
    Key West
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Grill
    • Terrace
    • Air Conditioning
    • Balcony
    • Internet Access
    • Hot Tub
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Seaport Suite is available for daily or weekly vacation rentals and located on the second floor of 219 Simonton in Old Town Key West. The location is as close to perfect as you can get, being one block off Duval Street and within walking distance to every single thing you could possibly want to do.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €163
    / Night
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    1 / 26
    Key West
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Parking
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Suites The Pelican Suite is located in The Southernmost Suites on historic Simonton Street. Tucked back within the garden the Spoonbill Suite offers a serene escape from the hustle and bustle. The Pelican Suite has 2 Queen Beds and a kitchenette for you to enjoy meals in... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €245
    / Night
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    1 / 38
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of TROPICAL VILLAGE Tropical Village Cottage - is a two bedroom, two bath vacation cottage that overlooks a large shared seasonally heated pool, sun-deck and pool-side grilling station. With all the amenities of contemporary living set in island style and decor. Tropical Village Cottage is... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €228
    / Night
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    1 / 16
    4.5 of 5 stars (54) Very good
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (54) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Deck
    • Shared Outdoor Pool...
    • Satellite TV
    • DVD Player
    • Gym
    • 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. Coral Hammock is one of the newest gated communities with 55 luxury... View all property information
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    Key West, Florida Keys 33040
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    €172
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    5 of 5 stars (4) Excellent
    Key West
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Air Conditioning
    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The kitchen offers an under-counter fridge, microwave, coffee maker, toaster, blender and everything to cook, prepare and enjoy a light meal…and don’t forget the BBQ grill and Ice-maker by the pool! This very comfortable unit also has a very sexy two-person custom shower with glass door,... View all property information
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    Key West, Florida Keys 33040
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    €582
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    5 of 5 stars (14) Excellent
    Key West
    5 Bedrooms / 4 Bathrooms / Sleeps 16
    travellers have booked this property
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    • Internet Access
    • Deck
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Patio
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Almost Southernmost Retreat is made up of Part of ALMOST SOUTHERNMOST and Part of ALMOST SOUTHERNMOST TOOon the 400 block of Truman Avenue is the perfect location between Duval Street and Whitehead Streets. This style is common throughout the islands. Located in a row of identical cigar-maker... View all property information
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    Key West, Florida Keys 33040
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    €126
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    4.5 of 5 stars (31) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Grill
    • Patio
    • Internet Access
    • Satellite TV
    • Linens Provided
    • Parking
    • Air Conditioning
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Monroe Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity. Take... View all property information
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    Key West, Florida Keys 33040
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    €2,283
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    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Patio
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Sauna
    • Air Conditioning
    • Deck
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Playa Royale is located on South Roosevelt Blvd., directly across from Key West's largest beach (Smathers) on the Atlantic Ocean. You can choose to join in activities held in the club house overlooking the... View all property information
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    Key West, Florida Keys 33040
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    €543
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    Islamorada
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Dryer
    • Air Conditioning
    • Satellite TV
    • Washer
    • Stereo System
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful two bedroom townhouse on the Bay side with private beach access in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise! Come and relax at our beautiful, newly renovated townhome in the Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing... View all property information
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    Islamorada, Florida Keys 33036
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    €2,283
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    1 / 20
    4.5 of 5 stars (6) Very good
    Key West
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Patio
    • Deck
    • Air Conditioning
    • Grill
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels lays the Paradise Suite. Paradise Suite (renovated for January 2013) is a bi-level suite with one... View all property information
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    Key West, Florida Keys 33040
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    €5,478
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    Key West
    5 Bedrooms / 3 Bathrooms / Sleeps 18
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Patio
    • Waterfront
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Refrigerator
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** a passport tucked away off of mile marker 15. While relaxing in the 20x12 free form lagoon pool, the surrounding scenery makes you feel like you are on your own deserted island. Around the back of... View all property information
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    Key West, Florida Keys
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    €181
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    4.5 of 5 stars (8) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Shared Outdoor Pool...
    • Deck
    • Balcony
    • Satellite TV
    • Grill
    • Internet Access
    • Refrigerator
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Papa's Hideaway is a historic Key West Inn with all the charm of Hemingway's day and the convenience of being just one block off Duval street. The perfect mix of location, atmosphere and value. Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling... View all property information
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    Key West, Florida Keys
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    €290
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    1 / 28
    4.5 of 5 stars (9) Very good
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Patio
    • Satellite TV
    • Deck
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Amelia House is surrounded by fine restaurants, art galleries, and fine shopping. The living room incorporates a sofa and chairs, in a colorful Caribbean print, which compliments the soft peach wall color. Included are rattan tables to complete the comfortable ambiance of the great room which... View all property information
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    Key West, Florida Keys
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    €224
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    1 / 14
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Cooker
    • Balcony
    • TV
    • Dryer
    • Washer
    • Wi-Fi
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    THE TRUMAN SUITES - Four Weekly Vacation Rentals - 3 to 5 Night Minimum Stay Requirement - Lavishly appointed 1 and 2 bedroom suites located ONE HALF BLOCK FROM DUVAL STREET Each suite is furnished with a full kitchen, contemporary living room with comfortable furniture, new ultra comfortable... View all property information
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    Key West, Florida Keys 33040
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    €172
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    1 / 27
    4 of 5 stars (2) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Patio
    • Refrigerator
    • Satellite TV
    • Air Conditioning
    • Deck
    • Shared Outdoor Pool...
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of the Nightly Group PALM GARDENS Flamingo Hideaway is a spacious unit. Historic homes dating to the late 1880s, this tropical paradise has just undergone a complete restoration with exceptional attention to details. The original Dade County pine walls have been saved to create that... View all property information
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    Key West, Florida Keys
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    €205
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    1 / 29
    Key Largo
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Washer
    • Gym
    • Deck
    • Shared Tennis Court
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Take a deep breath…enter…and exhale…you have arrived. A bright and immaculately clean home, 802 Mariner's Club is the perfect place to unwind from mainland stress. Entry is ground level with all living areas on the second floor. Two bedrooms, the master with a king bed…luxury ensuite with corner... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    €2,566
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    1 / 18
    4.5 of 5 stars (12) Very good
    Cudjoe Key
    6 Bedrooms / 4 Bathrooms / Sleeps 18
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Washer
    • Deck
    • Internet Access
    • Waterfront
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Oceanfront 6 bed/4 bath home with panoramic ocean view on Cudjoe Key. Sleeps 12+. Beach, Hot Tub, Floating Dock, Heated Pool, Kayaks and 540 square foot screened in porch overlooking the Atlantic ocean. This house has been very popular with large groups. Floating dock is great to fish and swim... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
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    €2,566
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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
    €250
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    1 / 17
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Sauna
    • Water Views
    • Private Outdoor...
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Construido en la década de 1950, el complejo rezuma encanto de la época, sin retraso en el crecimiento de las comodidades. Las habitaciones cuentan con obras de arte cubano, TV de pantalla plana, mini-nevera, y hamacas. El hotel presta huéspedes coloridos sarongs para relajarse, y algunas... View all property information
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    Key West, Florida Keys 33040
    From
    €1,461
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    1 / 10
    4 of 5 stars (1) Very good
    Key Largo
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • DVD Player
    • Boat Available
    • Satellite TV
    • Waterfront
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fantastic 3 Bedroom, waterfront home. House is located in Key Largo and has its own dock for swimming or boating. Centrally located for shopping , restaurants and all activities in Key Largo. The house can be rented with or without a 23 ft. Mako Center console. Boat is an extra $800.00 per week.... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    €215
    / Night
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    1 / 8
    5 of 5 stars (3) Excellent
    Key Largo
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Boat Available
    • Satellite TV
    • Waterfront
    • Washer
    • Air Conditioning
    • Grill
    • Internet Access
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Bayside condo in a 10 unit complex overlooking dock and canal. This unit is located in the center of Key Largo with access to shopping and great restaurants. Perfect for the avid diver or fisherman as there is a dive shop and bait shop located in the complex. This is a 1 bedroom with a King bed... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    €1,096
    / Week
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    1 / 8
    3.5 of 5 stars (2) Average
    Key Largo
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Deck
    • Dryer
    • DVD Player
    • Waterfront
    • Internet Access
    • TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Keysey cottage with direct access to the bay or ocean from the dock. Centrally located to stores, restaurants and all that Key Largo has to offer. We are located 2 miles from Pennekamp Park and 4 miles from the Jacobs Aquatic Center. Enjoy the Manatees swimming at the dock or fish and snorkel at... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    €219
    / Night
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    1 / 15
    4.5 of 5 stars (47) Very good
    Key West
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Reviews (47) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool...
    • Refrigerator
    • DVD Player
    • Stereo System
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €251
    / Night
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    1 / 24
    4.5 of 5 stars (25) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (25) Make Enquiry
    Amenities & Details
    • DVD Player
    • Deck
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This gracious one bedroom, one bath conch cottage with private pool is the perfect place for your dream vacation. Casablanca is set back from White Street which runs the fourteen-block width of the island from the Gulf of Mexico to a fishing pier jutting out into the wide Atlantic Ocean. The... View all property information
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    Location Information
    Key West, Florida Keys 33040