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Vacation Rentals in Sugarloaf Key, FL and nearby

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    All 56 Rentals in the Sugarloaf Key Area
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    From
    $333
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    1 / 31
    5 of 5 stars (8) Excellent
    Sugarloaf Key
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (8) Make Inquiry

    The following rentals are within 10 miles of Sugarloaf Key, Florida Keys, Florida.

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    $235
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    1 / 24
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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    $720
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    1 / 17
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    $236
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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 Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    5 of 5 stars Reviewed August 7, 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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    $500
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    1 / 12
    4 of 5 stars (4) Very good
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Cute and Cozy Mobile Home located in gated community of Venture Out MM 23 in the Florida Keys. Fully equipped kitchen, new refrigerator, self cleaning oven, free internet, Cable, 50 inch flat screen TV in living room 2 queen size beds 1 queen size sofa bed 1 bathroom gas grill washer & dryer... View all property information
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    4 of 5 stars Reviewed September 3, 2014
    Overall was a great week, had a small issue but the owner quickly resolved it and the stay was awesome. Would recommend venture out to anyone
    3 of 5 stars Reviewed August 21, 2014
    This is an older trailer that could use some updating. It is not perfect by far but it is definitely doable for the price. The doors do not lock at all and I was not really...
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    $700
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    1 / 19
    Cudjoe Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    $275
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    1 / 15
    Summerland Key, FL
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Waterfront 2 bedroom stilt home with 2 full baths with tubs, large great room, fully stocked kitchen, cable, wifi, interenet, washer/ dryer, central a/c. `house is located on a clean, swimmable deepwater flow through canal with a 60 ft cement dock. Ladder for easy exit. Property large enough to... View all property information
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    $129
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    1 / 24
    5 of 5 stars (6) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    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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    5 of 5 stars Reviewed March 24, 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...
    5 of 5 stars Reviewed May 12, 2014
    The house is cute and right on the water. There has been a nice strong sea breeze all week. It is quiet in May and safe being a gated community. We are close to Key West without...
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    $107
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    1 / 8
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • 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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    1 / 11
    Ramrod Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Wheelchair access
    • 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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    $742
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    1 / 54
    Cudjoe Key
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • 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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    $242
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    1 / 14
    4.5 of 5 stars (8) Very good
    Ramrod Key
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (8) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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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    4 of 5 stars Reviewed September 4, 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...
    5 of 5 stars Reviewed July 21, 2014
    Stay in this house is like to stay in paradise! The house was really clean with all utensils and magnific views to the sea. The decoration was fantastic. We had a really good...
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    $285
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    1 / 30
    Summerland Key, FL
    2 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Change Your Whole Latitude. Parrot Heads Welcome! 24 miles from Margaritaville. Not far to interactive Dolphin Research Center. Fish off the dock or bring your boat and ocean fish in the Atlantic or Gulf. Inviting crystal clear water for swimming and snorkeling in your yard!! Snorkel and/or dive... View all property information
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    From
    $1,790
    / Week
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    1 / 24
    5 of 5 stars (25) Excellent
    Ramrod Key
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveler have booked this property
    Overview Reviews (25) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Waterfront
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Only Sleeps 2 People (Child or Infant count as a Person) Only 5 Steps to Climb. Most Houses in the Keys are Built on Stilts and have lots of Steps to Climb. Tiki Hut is Only 4 inches from the Water There is a Gas Grill located 3 feet from the Seawall ( Enjoy the View while cooking your Dinner)... View all property information
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    5 of 5 stars Reviewed March 12, 2015
    My husband & I had a wonderful 2 week stay at Tom & Judy's efficiency unit on Ramrod Key. I can only reiterate that it is a spotless, well equipped unit in which you will feel...
    5 of 5 stars Reviewed August 12, 2014
    Most perfect place to stay in the keys. Judy and Tom are the best at providing anything you need and know everything you need to know about the area
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    $3,450
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    1 / 18
    4.5 of 5 stars (7) Very good
    Cudjoe Key
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    5 of 5 stars Reviewed March 30, 2015
    We had a wonderful time relaxing at this beautiful home. Plenty of room with all the amenities needed. Such a relaxing time.
    5 of 5 stars Reviewed January 13, 2015
    Pool overlooking Ocean (check), Sandy Beach (check), Hot tub (check), Dock for Fishing (check), Amazing Sunset and Sunrises (check!!!!!). If those are on your checklist for your...
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    $500
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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 Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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 pole... View all property information
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    5 of 5 stars Reviewed March 16, 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 February 17, 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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    $650
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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 Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    5 of 5 stars Reviewed March 17, 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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    $1,000
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    1 / 9
    Summerland Key, FL
    7 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $1,300
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    1 / 36
    Ramrod Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A paradise is immersed when entering Ramrod Key. It offers you a close relationship with the nature displaying an exuberant vegetation bordering the sea water canals. Ramrod Key is known as Breezeswept because of the breezes that sweep it through. This is a well located house, walking distance to... View all property information
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    $3,800
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    1 / 22
    5 of 5 stars (1) Excellent
    Cudjoe Key
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    5 of 5 stars Reviewed January 5, 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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    $473
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    1 / 32
    4.5 of 5 stars (34) Very good
    Cudjoe Key
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (34) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Great for groups with up to 12 adults and 2 children, White Ibis Inn is one property with a Main House and Guest House, with a total of 5 bedrooms, 3 baths, 2 kitchens and 1 laundry room. There's plenty of room for play, peace, and parking. The property is situated on Cudjoe Key, MM21, about a 20... View all property information
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    5 of 5 stars Reviewed February 7, 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...
    5 of 5 stars Reviewed November 3, 2014
    The White Ibis was perfect. The location at Cudjoe Key is close enough to Key West to go to dinner, but far away enough that the property is huge and private. The layout was great...
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    1 / 20
    5 of 5 stars (6) Excellent
    Cudjoe Key
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    5 of 5 stars Reviewed July 28, 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...
    5 of 5 stars Reviewed March 3, 2014
    We had a great experience at Fandango! The house looks exactly like online photos. The kitchen is well equipped, house is very clean, lots of bath and beach towels and a good...
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    $5,800
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    1 / 8
    4 of 5 stars (1) Very good
    Summerland Key, FL
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    4 of 5 stars Reviewed April 2, 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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    $329
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    1 / 22
    5 of 5 stars (6) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    5 of 5 stars Reviewed January 14, 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 January 10, 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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    $115
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    1 / 11
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    For a TROPICAL VACATION come to our beautiful designer furnished 2BD/2BA cottage at VENTURE OUT RESORT on Cudjoe Key. We pride our home on its comfort and cleanliness and have been told we have one of the nicest 2BD/2BA NON-WATERFRONT RENTAL HOMES in Venture Out Resorts. Olympic size pool, hot... View all property information
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    5 of 5 stars Reviewed January 19, 2015
    we had the chance to stay for 11 wonderful nights in this tropical vacation rental ,we rent houses on a regular base but this house was amazing ,very clean ,perfect for our...
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    $107
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    1 / 10
    4 of 5 stars (2) Very good
    Cudjoe Key
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Grill
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    4 of 5 stars Reviewed May 27, 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 November 15, 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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    1 / 11
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    4 of 5 stars (1) Very good
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    4 of 5 stars Reviewed November 23, 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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    1 / 11
    4 of 5 stars (1) Very good
    Cudjoe Key
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Dishwasher
    • Grill
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    4 of 5 stars Reviewed April 23, 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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    1 / 11
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $136
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    1 / 9
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    5 of 5 stars Reviewed November 10, 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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    $186
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    1 / 11
    4 of 5 stars (1) Very good
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Grill
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    4 of 5 stars Reviewed October 27, 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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    1 / 10
    4 of 5 stars (1) Very good
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Grill
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    4 of 5 stars Reviewed January 3, 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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    1 / 11
    1 of 5 stars (1) Terrible
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    1 of 5 stars Reviewed September 18, 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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    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    1 / 13
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    1 / 11
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Just three lots in from the open water!! Newly renovated and sophisticatedly decorated vacation home has an ocean view from 35’ concrete seawall. Dock has posts and cleats for mooring your boat also lounge furniture and mosaic picnic table for relaxing and dining al fresco. Living room with canal... View all property information
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    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $114
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    1 / 9
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Grill
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    1 / 9
    Cudjoe Key
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    1 / 7
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Newly renovated canal front home. 35’ seawall with dock posts and swim ladder. Glass sliders to Florida room with view of canal, flat screen TV, sofa and beautiful dark wood furniture. Living room also with glass sliders to off street parking has a flat screen TV in decorator wood armoire,... View all property information
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    1 / 10
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Grill
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    From
    $86
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    1 / 7
    Cudjoe Key
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Grill
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Private backyard with dining/lounging furniture. Bright open Florida room with TV and two sleeper sofas. Attractive dining area with glass and white wood table. Kitchen conveniently arranged with appliances. Bedroom with full size bed. With this rental enjoy all the Venture Out amenities - pool,... View all property information
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    1 / 8
    5 of 5 stars (1) Excellent
    Summerland Key, FL
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    5 of 5 stars Reviewed November 10, 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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    1 / 11
    3 of 5 stars (1) Average
    Summerland Key, FL
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    'The Pisces House' is a cozy cottage perfectly located on a deep water canal with open water views. This adorable 'keys style' cottage has everything you need for a relaxing getaway. This 1 bedroom/2bath cottage features a FULL kitchen, quaint living quarters with a sofa bed, and a peaceful patio... View all property information
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    3 of 5 stars Reviewed March 12, 2015
    Location is great bed and furnishings lovely. Easy access to key west and state parks. AC and windows great. Exterior needs work especially stairs. Kitchen and bathroom need...
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    1 / 12
    Summerland Key, FL
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    $500
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    1 / 24
    Cudjoe Key
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $250
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    1 / 22
    Summerland Key, FL
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Welcome Tropical Villa which is a large home on a clear, flow through swimming canal. With 65 feet of seawall, and 4.5 feet of control depth, even large sailboats can be accommodated here! We only three minutes to the ocean, only fifteen minutes to Looe Key reef (one of the Key's premier dive... View all property information
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    $211
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    1 / 12
    Ramrod Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    KEY WEST only a 25 minutes drive. Bahia Honda (Beach) National Park 10 minutes...local - Looe Key National Marine Santuary for the Best Diving/Snorkling - 5 mile of reef Near Content Key Reef (Gulf side) - Best Lobstering! Depth 8-15' Good for Novice to experienced snorklers and divers. VERY... View all property information
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    $133
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    1 / 13
    Ramrod Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    SUMMER'S ALMOST HERE! June's still open!!! Give me a call or drop an email! 3bd/2ba home w/ sliding glass doors off entire back of house provides never ending views of the Atlantic Ocean Fully equipped home just 25 min from Key West, 10 minutes from beautiful Bahia Honda State Park. Deep... View all property information
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