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Holiday Homes and Apartments Sugarloaf Key, FL and nearby

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    All 86 Rentals in the Sugarloaf Key Area
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    The following rentals are within 15 kilometres of Sugarloaf Key, Florida Keys, Florida.

    From
    $308
    / Night
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    1 / 24
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    From
    $7,865
    / Month
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    1 / 24
    5 of 5 stars (26) Excellent
    Ramrod Key
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (26) Make Enquiry
    From
    $393
    / Night
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    1 / 15
    Summerland Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    $140
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    1 / 25
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Shared Tennis Court
    • Waterfront
    • Satellite TV
    • Water Views
    • Watersports Nearby
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Venture Out Unit 411 is a waterfront unit with 35' of dock space and Wi-Fi internet access that will provide you with all of the comforts of home. Rather than be cramped into a simplistic motel room, you'll have all of the benefits of having a kitchen, dining room, living room, two bedrooms, two... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
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    $944
    / Week
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    1 / 17
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Shared Tennis Court
    • Internet Access
    • Water Views
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Children's Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Tropical, Affordable Rental in Gated Community, Wi-Fi & Gas Grill Colorful tropical vacation home. The living room nicely decorated with tropical flare, has a flat screen TV with DVD, Directv W/DVR,two sofas, one is a queen size sleeper and comfortable bamboo chair. Dining area conveniently... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $3,277
    / Month
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    1 / 5
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Dishwasher
    • Porch
    • Linens Provided
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Galleon Bay on Cudjoe Key is the perfect spot to enjoy your Florida Keys vacation. This home is centrally located 23 miles from Key West and 25 Miles to Marathon. There is so much to do and see just a quick trip away. Key West's fine dining and nightlife to interesting historical museums that can... View all property information
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    Location Information
    Cudjoe Key, Florida Keys
    From
    $170
    / Night
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    1 / 24
    5 of 5 stars (7) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Washer
    • Water Views
    • Shared Tennis Court
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a very cute 24x32 two bedroom, two bathroom home located on mile marker 23 just 19 miles from the entrance to key west. The house has a very nice fully equipped kitchen. All the floors are tile with the exception of the master bedroom which is bamboo. The master bedroom comes with its... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 5 June 2015
    First of all the owners were very helpful and informative from booking all the way through our stay. I went with my husband and two daughters and stayed seven nights. We found the...
    5 of 5 stars Reviewed 25 March 2015
    Stayed for a month and a half, wish we could stay longer. Randy and Donna were very accommodating and responded to any requests. The unit was clean and well equipped, has a...
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    $309
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    1 / 23
    5 of 5 stars (1) Excellent
    Little Torch Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    3 bedroom, 2 full bathroom, 1 outdoor shower, Sleeps 8 This three bedroom home boasts of many special features and offers a perfect location. The unit can sleep 6-8 . Laying at the corner of Dolphin Marina and Little Palm Island you'll vacation in one of Key's finest neighborhoods. A 60 second... View all property information
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    Location Information
    Little Torch Key, Florida Keys 33043
    5 of 5 stars Reviewed 8 August 2014
    This home is clean, very comfortable and well equipped. It has a charming island decor that really lends to the atmosphere and everything is well planned. You can enjoy a drink...
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    From
    $2,884
    / Month
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    1 / 16
    Cudjoe Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Porch
    • Air Conditioning
    • DVD Player
    • TV
    • Microwave
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come and enjoy the wonderful Florida Keys lifestyle at Tropical Bay. Located at mile marker 22, close to Key West and Marathon for great day trips around the islands. This spacious 3 bedroom, 2 bathroom ground level home is cozy and comfortable. Extra large screened porch overlooks a peaceful canal... View all property information
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    Location Information
    Cudjoe Key, Florida Keys
    From
    $655
    / Night
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    1 / 38
    4.5 of 5 stars (5) Very good
    Cudjoe Key
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Internet Access
    • Water Views
    • Boat Available
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Unwind and take a deep breath, you have finally found your tropical paradise vacation home. This 4 vacation home is the perfect getaway from the hustle and bustle of everyday life. Only 20 minutes from Key West! If you are ready to kick off your shoes and sit by the pool or grab that fishing... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 17 March 2014
    This home is just as described--bright, sunny, clean, and has fabulous ocean views. Close to anything you could possibly want to do in Key West or Marathon. There was lots to do...
    3 of 5 stars Reviewed 18 February 2014
    The location at the water front is fantastic with a marvelous sunrise and shallow water in the bay. That is hardly found any better anywhere at the Keys. The kayaks were very...
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    From
    $1,966
    / Week
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    1 / 19
    4 of 5 stars (1) Very good
    Cudjoe Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Washer
    • Stereo System
    • Satellite TV
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Relax in our traditional keys style stilt home. The home is located on a channel with immediate access to the Atlantic Ocean. The concrete dock allows for easy access and quick drive to the open water. With the ocean at your whim, finding your favorite spots for fishing, lobstering, diving, and... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    4 of 5 stars Reviewed 7 May 2015
    This rental was perfect for our week trip to the Keys. It was clean and well stocked with cooking utensils to allow us to BBQ up some fresh fish a few nights. The beds were...
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    From
    $3,684
    / Week
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    1 / 20
    5 of 5 stars (7) Excellent
    Cudjoe Key
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    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
    4 of 5 stars Reviewed 17 April 2015
    Great location. As described. A multimillion dollar view from back porch. Well maintained grounds and a private master suite upstairs. There are dogs next door that might be an...
    5 of 5 stars Reviewed 29 July 2014
    We rented this home for a week in July for a quiet family getaway. This was my first time renting a home in the keys, I have done so many times in the Smokey Mountains but never...
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    From
    $2,622
    / Week
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    1 / 22
    5 of 5 stars (6) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Water Views
    • Waterfront
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    2 Bedroom+/2 Bath+ Tropical Paradise Home with floating dock, small beach, heated dipping pool and hot tub. This has been a popular honeymoon and anniversary celebration home for over 10 years. Very romantic. You wake up to the sunrise reflecting on the water and don't even have to get out of... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 15 January 2015
    A lovely waterfront home facing south on Cudjoe Bay. Outside you have palms, a dock, hot tub, pool, hammock, bikes, kayaks, adirondack chairs, deck, umbrella table, flowers...
    5 of 5 stars Reviewed 11 January 2015
    In October I contacted owner of this property and I was glad it's was available! We were absolute in love with place from the moment we saw it! It has everything you've ever need...
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    From
    $7,850
    / Month
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    1 / 8
    4.5 of 5 stars (2) Very good
    Summerland Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Internet Access
    • TV
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • Water Views
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lovely three Bedroom/2 Bath home with pool and hot tub located on Summerland Key. Mile marker 25. Deep water swimming canal with boat ramp and dockage. Large screened in porch for outdoor dining and BBQ grill. Tropical landscape and extra sleeping. Sleeps up to 8. 28 day rental. Please... View all property information
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    Location Information
    Summerland Key, Lower Keys 33042
    5 of 5 stars Reviewed 9 June 2015
    Island Living is quite comfortable for us. Plenty of room for friends. Quiet, safe neighborhood. Easy ride to shopping and Key West. The pool is very nice. Boating access is...
    4 of 5 stars Reviewed 3 April 2012
    The home and pool were clean, comfortable and nicely furnished. Kitchen is simply furnished and could use a variety of serving dishes and sharp knives. You will need to purchase...
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    From
    $7,210
    / Month
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    1 / 22
    Summerland Key
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Porch
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Dishwasher
    • Linens Provided
    • TV
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This spacious, Caribbean-style vacation home comes equipped with its own private swimming pool and great deep-water canal. This beautiful home has three stories including a super play room off the pool area with a ping-pong table and a big screen TV for the kids. The 2nd floor accommodates a large... View all property information
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    Location Information
    Summerland Key, Lower Keys
    From
    $852
    / Night
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    1 / 6
    5 of 5 stars (1) Excellent
    Little Torch Key
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Internet Access
    • Water Views
    • Dryer
    • Air Conditioning
    • Boat Available
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Private Home, 6 Bedrooms + Convertible Bed(s), 4 Baths (Sleeps 10-16) Unique Property that has its own private boat basin and boat ramp. Dockage, shopping, scuba diving, off shore fishing, back county fishing, lobstering and privacy. This classic Florida Keys compound is located on Pine Channel,... View all property information
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    Location Information
    Little Torch Key, Florida Keys 33402
    5 of 5 stars Reviewed 17 March 2014
    We had a great time and a relaxing vacation. The house is great lots of room in main house and the guest house has 2 bedrooms, 1 bathroom kitchen and living room. You are supplied...
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    From
    $26,218
    / Month
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    1 / 9
    Summerland Key
    7 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Waterfront
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located 25 miles from Key West, this unique estate property has it all. Dockage, sandy beach, shopping, scuba diving, off shore fishing, back country tarpon fishing, lobstering and privacy. This newly constructed estate just completed in July 2009 is located on 1 acre adjacent to wild life reserve... View all property information
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    Location Information
    Summerland Key, Lower Keys 33042
    From
    $655
    / Week
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    1 / 14
    3.5 of 5 stars (6) Average
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Stereo System
    • Watersports Nearby
    • Air Conditioning
    • DVD Player
    • Children's Pool
    • Satellite TV
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    In response to the 1 review that gave us 1 star, I would like to report all issues have been addressed. We have new kitchen, dinning room and bathroom flooring, from the bottom up. it is all new and reinforced.( no soft spots) We have replaced the toilet and vanity in the bathroom. We have a new... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    4 of 5 stars Reviewed 22 May 2015
    The place is somewhat shabby with obvious water damage but sparkling clean. The floor has several soft spots. There are plenty of dishes and a nice gas grill. Besides, you're in...
    1 of 5 stars Reviewed 8 May 2015
    The Venture Out Resort was excellent, very secure, friendly, well managed and maintained. The mobile home was not clean and in desparate need of repairs: Sagging, low ceilings...
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    From
    $140
    / Night
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    1 / 11
    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
    $3,146
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    1 / 12
    Summerland Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Porch
    • Dishwasher
    • Air Conditioning
    • Linens Provided
    • TV
    • Internet Access
    • DVD Player
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This lovely 2 bedroom, 2 bath residence is located on Summerland Key at mile marker 24 just north of Key West for sightseeing, great restaurants or just take in the color of the local history in our southernmost most city. The home is comfortably furnished in tropical colors. Open kitchen, dining... View all property information
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    Location Information
    Summerland Key, Lower Keys
    From
    $279
    / Night
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    1 / 11
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    180 degree wrap around porch with patio furniture. 42' seawall with dock posts, cleats, fish cleaning table, swim ladder and outdoor shower. Panoramic view from front room with three sets of glass sliders. TV, DVD player, queen sleeper sofa. Kitchen island, side by side refrigerator with water... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $155
    / Night
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    1 / 12
    4 of 5 stars (1) Very good
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Freshly redecorated canal front home. Living room has a 32' flat screen TV with DVD, two sleeper sofas . Master bedroom has full size bed, mirror closet and a vanity with drawers. Guest bedroom has twin trundel bed with mirror closet and slider doors to patio and canal. Spacious open kitchen... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    4 of 5 stars Reviewed 24 November 2013
    Two bedrooms, living room, full kitchen and bathroom was enough to accommodate five people. Place is quiet, but not very close to public beaches. For the end of October there are...
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    $661
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    1 / 32
    4.5 of 5 stars (35) Very good
    Cudjoe Key
    5 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Reviews (35) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • DVD Player
    • Hot Tub
    • Water Views
    • Playground
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Great for large groups, White Ibis Inn has a Main and Guest House, with a total of 5 bedrooms, 3 baths, and 2 kitchens. There's plenty of room for play, peace, and parking. The property is situated on Cudjoe Key, MM21, about a 20 minute drive to Key West. It's a safe area with older residents and... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 22 April 2015
    We couldn't have asked for a better place for our family. Everyone had a comfortable bed, we had everything we needed for cooking, and there was plenty for everyone to do. If we...
    5 of 5 stars Reviewed 8 February 2015
    This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group...
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    From
    $1,442
    / Week
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    1 / 54
    Cudjoe Key
    3 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Water Views
    • Satellite TV
    • Deck
    • Stereo System
    • Air Conditioning
    • Private Fishing...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Waterfront 120' Dock - Extensive Tropical Gardens Abound - Privacy - New Stainless Steel Appliances - 3 Bedrooms - Home Newly Remodeled and Redecorated - 300 sq' Elevated Deck - Pets Welcome w/ Fenced Backyard - New Bathroom Featuring Large 3 Head Shower - New King Size Sleep Number Bed - Fully... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $3,146
    / Month
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    1 / 8
    Cudjoe Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Microwave
    • Air Conditioning
    • DVD Player
    • Porch
    • Linens Provided
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Cudjoe Key home is neat as a pin. Brand new in 2007 with all the comforts of home. Bright and shiny kitchen with everything you may need to create wonderful get togethers. The large comfortable living room has plenty of seating including recliners in the sofa and loveseat. Laminate hardwood... View all property information
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    Location Information
    Cudjoe Key, Florida Keys
    From
    $3,684
    / Week
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    1 / 18
    4.5 of 5 stars (12) Very good
    Cudjoe Key
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Deck
    • Boat Available
    • 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
    5 of 5 stars Reviewed 19 June 2015
    12 of our family came down from NC & VA to celebrate a college graduation and fulfill some bucket list items. It was a classic road trip and the very best vacation imaginable. We...
    3 of 5 stars Reviewed 11 June 2015
    Went to see the property before signing the lease. Everything is as I remembered. Nice big screen porch facing the open water. Room for everyone on that porch. Big roomy kitchen...
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    $4,229
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    1 / 22
    5 of 5 stars (1) Excellent
    Cudjoe Key
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Water Views
    • Waterfront
    • Internet Access
    • Private Outdoor...
    • TV
    • Boat Available
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful four thousand plus square foot home located on Cudjoe Key. Private beach and 30 foot swimming pool with 10 foot waterfall hot tub. Huge master suite overlooking the ocean. The house comes with BBQ grill and single and double kayaks. Spectacular views can be enjoyed from the screened... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 6 January 2014
    We are 3 families, 5 adults and 3 teenagers. The 4 bedrooms are each very private and quiet. There are 2 master bedrooms each with ensuite bathrooms; 1 upstairs and 1 downstairs...
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    $244
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    1 / 10
    4 of 5 stars (1) Very good
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Panoramic open water view! Enjoy this hypnotic view from living room, dining area and kitchen. Unusually large 50' seawall with cleats, swim ladder and fish cleaning table. Flat screen TV with DVD conveniently placed for viewing from living room, dining area and kitchen. Living area has... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    4 of 5 stars Reviewed 28 October 2014
    Enjoyed our stay. Lots to see and do! The view was breathtaking and the resort was in a great location. The pools and hot tub were very convenient. We would definitely visit again!
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    $206
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    1 / 10
    4.5 of 5 stars (2) Very good
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You will fall in love with the happy colorful tropical decorations in this canal front home. 35' seawall with whips, high end dock posts, cleats, swim ladder. Large table, comfortable patio chairs and lounging furniture to enjoy the seawall view and shade under the home. Upper deck has a view of... View all property information
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    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 1 April 2015
    Very nice clean house. Could have used a couple more needed utensils in the kitchen. But, other than that very clean canal, great security, and lots of activities. Great for...
    4 of 5 stars Reviewed 4 January 2015
    Nice property on a friendly resort. Goods and bad points:- Small shop with a simple selection of key essentials Onsite parking underneath the property Plenty of storage No...
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    $9,045
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    Summerland Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • TV
    • DVD Player
    • Water Views
    • Porch
    • Internet Access
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Surrounded by lush, tropical landscaping, this gated open-water vacation home comes equipped will all the thoughtful touches of home and so much more. Choose the fantastic top floor master bedroom with Jacuzzi tub and sitting room or one of the other fantastic rooms! Enjoy spectacular ocean views... View all property information
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    Location Information
    Summerland Key, Lower Keys
    From
    $178
    / Night
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    1 / 9
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Microwave
    • Satellite TV
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Relax enjoying water views from both front and back decks. This home was recently redecorated with comfy upscale furniture and art. Large open living room has flat screen TV with DVD. Furniture is microfabric sleeper sofa, love seat and an armchair with hassock. Kitchen is conveniently laid... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 11 November 2014
    We had a wonderful stay at Venture Out. It was very peaceful and enjoyable. The internet was fast and the cable TV had plenty of channels. The appliances and furniture are modern...
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    $140
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    1 / 10
    4 of 5 stars (2) Very good
    Cudjoe Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy fabulous canal and open water views from the dining room, living room, and covered deck. 35‘ dock with cleats, dock posts, swim ladder and picnic table. Florida living room has TV with DVD & VCR, two queen sleeper sofas, two wicker chairs and love seat. Dining area with wood dining table... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    4 of 5 stars Reviewed 28 May 2014
    My family and I loved it. We had a great time. We don't have a boat or anything so we just fished off the back area. The kids fished while my wife and I had drinks in the sun...
    4 of 5 stars Reviewed 15 November 2013
    I really liked the Ventue Out Experience, Nice clean, quaint, charming, Island Condo Style unit…Located in an VERY upscale RV park, on the water… 30 mins to Key West.. …ONE BAD...
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    $131
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    4 of 5 stars (1) Very good
    Cudjoe Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Grill
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    38' seawall with dock posts, cleats, fish cleaning table and swim ladder. This home has a large covered, screened porch with upscale patio furniture including a large table with four comfortable chairs, a swinging love seat and several swivel chairs. The master bedroom has a queen size bed with... View all property information
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    Cudjoe Key, Florida Keys 33042
    4 of 5 stars Reviewed 24 April 2014
    The unit was nice and clean. Everything worked good. The screen porch was very popular.. I did not have a chance to have my boat there but the dock area was in good shape. The...
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    $159
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    1 of 5 stars (1) Terrible
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Canal front home with spacious ambiance. 35’ seawall with dock posts, cleats, fish cleaning table with hose and outdoor shower. Covered back deck with ceiling fan, drop shades and patio furniture. Living room has large Flat Screen TV with DVD, sleeper sofa, two rockers, recliner and door to... View all property information
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    Cudjoe Key, Florida Keys 33042
    1 of 5 stars Reviewed 19 September 2014
    Upon entering the house, floors were dirty. Cabinets had roach feces all through out and live roaches in the oven drawer and in cabinets. Did not cook food in the home the last...
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    $5,899
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    Sugarloaf
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Dishwasher
    • Air Conditioning
    • TV
    • Porch
    • DVD Player
    • Internet Access
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This bright, very spacious and inviting, nicely-maintained Sugarloaf Key home is located just 20 minutes north of Key West. Nestled back in a beautifully manicured neighborhood and not far from Sugarloaf Lodge and Marina, you will have nearby access to boating, fishing, kayaking and a few local... View all property information
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    Location Information
    Sugarloaf, Florida Keys
    From
    $224
    / Night
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    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Wrap around open water view with a huge 61' concrete dock/seawall, complete with cleats, padded aluminum dock posts,mooring whip holders,and hose. Covered deck with lounge furniture to dine out or enjoy an evening drink. Or eat inside on upscale dining set and still enjoy the million dollar... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $149
    / Night
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    1 / 10
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tropical whimsy merged with designer chic! Living room has a wall of windows overlooking tropically landscaped patio. Patio has glass top dining table, two (lie down and never get up) lounge chairs, colorful picnic table, three shade umbrellas and large gas grill. Living room has a flat screen... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $131
    / Night
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    1 / 9
    Cudjoe Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This clean and very well maintained canal front vaction home features 1Bd/1Ba with master bedroom king size bed with access to the full size bathroom. Living room features a futon sleeper with 32' flat screen television with DVD player. 35'concrete seawall features dock posts, cleats, swim... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $131
    / Night
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    1 / 10
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Affordable vacation home beautifully decorated in peaceful pastel colors. This home has many nice features including being bright, spacious and tropically decorated. The living room area has a Flat screenTV with DVD & VCR, queen size sleeper sofa, glass top table and comfy chairs. Master bedroom... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $4,981
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    Little Torch Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Porch
    • Linens Provided
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Dishwasher
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A tropical paradise awaits you at Fifty-Eight Palms. Located on Big Pine in the Port Pine Heights area. This vacation rental home offers 3 spacious, fenced lots for tons of privacy. The large heated pool is just wonderful with plenty of room to play and is just adjacent to a covered Tiki area... View all property information
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    Location Information
    Little Torch Key, Florida Keys
    From
    $149
    / Night
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    1 / 9
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Check-out this vacation home! It is situated on the widest canal in Venture Out!! Located on a 35' concrete dock with cleats and dock posts. Beautiful views of the open water from the living room, dining area and kitchen. Recently remodeled, clean fresh decor. Living room has a 26' flat screen TV... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $149
    / Night
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    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Two bedroom home with ocean view from living room and deck. Living room has a queen size sleeper sofa, flat screen TV.Smart TV with Wifi for your devices. Kitchen is open and inviting with wood tone cabinets. Dining area located in a pleasant alcove near kitchen has a glass top table with seating... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $169
    / Night
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    1 / 8
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Microwave
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming two bedroom, two bath home has been totally renovated and updated for your comfort and enjoyment! Spacious, open floor plan in the living room/dining room/kitchen area is excellent for entertaining!! Nice covered patio area - perfect for relaxing or reading your favorite book. 35'... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $159
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    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Cute as can be! Tastefully decorated with cozy comfortable furniture. Close to all of the amenities, including the pool, community store, marina, recreation hall, bocce ball courts, etc. Queen bed in one room and a double bed in the second bedroom Nice, large deck on front of home with table... View all property information
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    Location Information
    Cudjoe Key, Florida Keys
    From
    $2,294
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    1 / 19
    Ramrod Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Porch
    • TV
    • DVD Player
    • Water Views
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a WEEKLY RENTAL! Welcome to Sunset Bay, where you’ll experience the most glorious sunsets! Located on tranquil Big Torch Key, Sunset Bay is situated on the open water of Niles Channel, Gulf side. This home is an outdoor lover’s delight! Situated on a large parcel with a long grassy... View all property information
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    Location Information
    Ramrod Key, Florida Keys
    From
    $317
    / Night
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    1 / 29
    4.5 of 5 stars (9) Very good
    Ramrod Key
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • TV
    • Pool Table
    • DVD Player
    • Waterfront
    • Private Fishing...
    • Air Conditioning
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    House and AMERICAN CARRIBEAN VILLA near to Key West, Florida in Ramrod Key, visit: www.villamarquesa.com for our Official Prices, Calandar and Photos and for our Sister Property Casa Serenity http://www.flipkey.com/ramrod-key-vacation-rentals/p300040/ See us in on TV as the most affordable rental... View all property information
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    Location Information
    Ramrod Key, Florida Keys 33042
    5 of 5 stars Reviewed 28 April 2015
    My wife and I had a spectacular week staying at Villa Marquesa. The owner answered all our questions and was prompt in returning phone calls. He provided tips to local...
    4 of 5 stars Reviewed 5 September 2014
    My spouse and I traveled with our three children, ages 6, 8, and 11. The apartment downstairs was perfect for our friend to join us without feeling overwhelmed by our family of...
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    $223
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    4 of 5 stars (1) Very good
    Summerland Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Deck
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Seasonal Rates Start at 1190.00 per week based on 7 night miniimum stay. Extremely private two bedroom two full bathrooms on beautiful Little Torch Key , Oceanside . Deep Water swimming canal . Plenty of room for docking and parking of trailers etc... house was completely renovated less than... View all property information
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    Location Information
    Summerland Key, Lower Keys 33042
    4 of 5 stars Reviewed 28 April 2015
    There was plenty of parking for our truck and boat trailer. We liked the fact that the boat dock was inset for more protection of the boat, but parking into it was a little...
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    $655
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    1 / 24
    5 of 5 stars (1) Excellent
    Cudjoe Key
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Water Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 5 bedroom 3 bath house with pool on ocean front property on Highway, located just 20 miles away from the famous Key west complete with WiFi. This lovely home has it's own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill, upstairs grill,... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 24 June 2015
    2015 marked one of the "mile-stone" birthdays. I've been planning this trip for a year and it took me almost 6 months to find the Royal Key House in Cudjoe Key, 20 minutes from...
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    $431
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    1 / 8
    5 of 5 stars (1) Excellent
    Summerland Key
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Waterfront
    • Hot Tub
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open.. This is a spacious oceanfront 4/2 home with a heated pool/spa and breathtaking open water views! It is located on beautiful Ramrod Key 110 ft concrete... View all property information
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    Location Information
    Summerland Key, Lower Keys 33042
    5 of 5 stars Reviewed 10 November 2014
    This oceanfront home in Ramrod Key is beautiful! It is clean and well kept. The owner ensures that you are comfortable in your home away from home. The view is gorgeous. The...
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    $6,817
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    1 / 23
    Little Torch Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Porch
    • Linens Provided
    • Dishwasher
    • Internet Access
    • TV
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything. Just furnished in 2012 with the finest tropical d?cor, flat screen TV’s, wireless internet and top of the line gourmet kitchen. The large living area is spacious and cheery with tall... View all property information
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    Location Information
    Little Torch Key, Florida Keys