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$150

3 BR / 2 BA / Sleeps 8

30 night minimum stay requirement.  Manatee Manor - Big Pine Key vacation rentals
1 / 8

$150

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30 night minimum stay requirement. Manatee Manor

3 BR / 2 BA / Sleeps 8 | Quick view

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Just 10 miles from Old Town you’ll find a seaside neighborhood that recalls Lower Keys life in the good old days, when you would go fishing in the morning, have lunch and a beer (or two) at Geiger Key Marina, fish some more in the afternoon then cook some of the catch out on your deck with a few cold ones. And while…
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$195

3 BR / 2 BA / Sleeps 8

Walk to Sombrero Beach - Big Pine Key vacation rentals
1 / 15

$195

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Walk to Sombrero Beach

3 BR / 2 BA / Sleeps 8 | Quick view

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Escape to gorgeous Marathon, Florida Keys for a romantic getaway or a fun family retreat. For families with young children this Keys Vacation home is located just two blocks away from beautiful Sombrero Beach with a children`s playground, baseball diamond, volleyball net, picnic areas and roped swim area for all to …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$329

2 BR / 2 BA / Sleeps 6

6 Reviews

$329

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Tropical Paradise Oceanfront Home with Pool

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

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 bed. This home …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(6)

Truly is a Tropical Paradise!!!

Left on Nov 23, 2011 for a stay in November 2011

We spent an idyllic week at Walkabout Retreats' Tropical Paradise 12-19 Nov. The house is beautifully and comfortably decorated, and extremely well appointed - everything we needed to cook up awesome seafood was provided, there was a notebook full of information about local restaurants and attractions, and wireless internet allowed us to keep up with weather and sea conditions for boating. The …

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$167

3 BR / 3 BA / Sleeps 8

30 night minimum stay requirement.  Waterfront Escape - 3 Bedroom House on Ca - Big Pine Key vacation rentals
1 / 19

$167

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30 night minimum stay requirement. Waterfront Escape - 3 Bedroom House on Ca

3 BR / 3 BA / Sleeps 8 | Quick view

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Located in Big Coppitt is this secluded, waterfront paradise. This 3 bedroom, 3 bathroom house features a private pool. Relax in the grand outdoor patio area overlooking the pool and canal. Each of the three bedrooms has its own private bathroom. Located on the ground floor is the living room, dining area, kitchen and…
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$171

2 BR / 0 BA / Sleeps 6

WI-27321 - Big Pine Key vacation rentals
1 / 21

$171

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WI-27321

2 BR / Sleeps 6 | Quick view

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Brand new home with high end features just two canals from open water. Large seawall with dock posts, fish cleaning table and swim ladder. Upstairs relax or dine on huge screened deck overlooking canal with dining furniture and two lounge chairs. Two sets of double glass sliders lead into main inside area. Living …
  • Internet Access
  • Dishwasher
  • Microwave
  • Satellite or cable TV
  • Ceiling Fans
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$213

2 BR / 2 BA / Sleeps 6

1 Reviews

$213

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VO-093

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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 dispenser. Master …
  • Internet Access
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Fabulous ocean views

Left on Mar 07, 2013 for a stay in February 2013

We absolutely loved every minute of our stay in Venture Out#93. The house was very clean and decorated in a wonderful tropical décor. We didn't want for anything...if anything, it was better than thought it would be. Being right on the water was spectacular, especially in the morning with the sunrise. We did not want to leave. Hard to complain about anything, but we were wondering where the …

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$186

3 BR / 2 BA / Sleeps 8

1 / 36

$186

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BRAND NEW 3 bedroom, 2 bath with dockage and great introductory pricing!!!!!!

3 BR / 2 BA / Sleeps 8 | Quick view

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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 a Looe Key Tiki Bar…
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$125

1 BR / 1 BA / Sleeps 4

25 Reviews

$125

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Ocean Front Bungalow Hideaway

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 25 Reviews

Details

Reviews

(25)

BRAND NEW WHISPER QUIET $5300/42,000 BTU'S TRI-ZONE AIR CONDITIONING/HEATING SYSTEM PROFESSIONALLY INSTALLED AND COMPLETED IN MAY 2014. Simple and unpretentious, the Ocean Front Bungalow Hideaway is a mobile home located right on the water at Boot Key Harbor. Only 45 miles south to Key West. One bedroom, with a queen …
  • Waterfront
  • Ocean or water views
  • A/C or climate control
  • Deck
  • Parking
  • Suitable for children - ask

Details

Reviews

(25)

Amazing hideaway

Left on May 30, 2013 for a stay in May 2013

We are so lucky to have found this perfect bungalow getaway. We just stayed through Memorial Day and had the most wonderful time! As some of you may know...it rained cats and dogs Memorial Day and even though our plans to have a BBQ at a friend's house were cancelled, it was just as perfect watching it rain from inside this Bungalow. It is so cozy and perfect that while we were in Key West my 3 …

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$250

3 BR / 3 BA / Sleeps 6

17 Reviews

$250

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Ocean View, Great boat access,Short Walk to Beach,

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 17 Reviews

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Reviews

(17)

548 Sombrero Bch Rd New home with great ocean access. 300 yards and you are in some of the best fishing in the world. A sun deck and a shaded deck to make everyone happy. Walk to a beautiful beach with all the amenities including showers, bathrooms, grills and sand volleyball courts. On Google Earth look to a …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(17)

Conveient and fun

Left on Feb 11, 2013 for a stay in January 2013

What a nice place! It is spacious, clean, and comfortable in a perfect location. We ate breakfast on the shaded porch located off of the living area. The second floor bedrooms have their own living area and a sunny deck with a beautiful view of the ocean. We walked less than a half mile along the bike trail to the best beach in the keys, Sombrero Beach complete with grills . A Publix food store, …

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$107

1 BR / 1 BA / Sleeps 4

2 Reviews

$107

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VO-513

1 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 2 Reviews

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Reviews

(2)

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 is bright and …
  • Grill
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Really Lovely place…BUT “ADD-ON FEES” WILL KILL YOU…!!!

Left on Nov 15, 2013 for a stay in 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 THING WAS “ADD-ON FEES”…

Price for Room on the internet shows $107 per night…

But you have… Cleaning fee $95, Processing fee $30, Taxes $45, Security fee $45, PLUS A CHECK-IN FEE OF $53.75 (pay in cash …

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$275

2 BR / 2 BA / Sleeps 6

1 / 15

$275

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Keys Waterfront Vista

2 BR / 2 BA / Sleeps 6 | Quick view

Details

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 handle a boat and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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$200

3 BR / 3 BA / Sleeps 6

8 Reviews

$200

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Reel Paradise - Big Pine Key

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

REEL PARADISE, located in Big Pine Key, Florida Keys offers a large open format Keys retreat with vaulted ceilings. 3 bedrooms – King bed master suite – Queen bed master suite and two full beds in a spacious third bedroom, 3 baths, large kitchen, dining room, family room, sitting area, large screen plasma TV in …
  • Waterfront
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(8)

Comfort & Privacy at Reel Paradise

Left on Jul 29, 2013 for a stay in September 2012

Reel Paradise was the perfect place for our Keys trip last year. We completely loved the layout of this house and the comfort and luxury it provided. The entire interior of the house is covered in cedar planks including the interior of the roof. The furniture is all Tommy Bahama and the kitchen has a nice big island to prep and serve all the food we made each night.

The canal system is …

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$500

4 BR / 3 BA / Sleeps 8

5 Reviews

$500

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Ocean Front-Heated Pool-View Over The Atlantic

4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

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 and hop the next boat…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(5)

What a clean, relaxing and fun place to stay!

Left on Jun 06, 2013 for a stay in May 2013

The house was much bigger than it looked on the site. The pool was able to be heated and we loved being in it all hours of the day or night. Other than the food we needed for the week this house had everything! We used the kayaks provided and really enjoyed the wildlife and nature in the area. Can't wait to rent it again for next years vacation!

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$171

2 BR / 2 BA / Sleeps 4

1 / 11

$171

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VO-198

2 BR / 2 BA / Sleeps 4 | Quick view

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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 ocean view. Kitchen is…
  • Internet Access
  • Grill
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$115

1 BR / 1 BA / Sleeps 2

1 / 19

$115

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Newly Renovated 1bdr

1 BR / 1 BA / Sleeps 2 | Quick view

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One of the best unit in the complex, across the street from golf course. Unit is fully furnished. Short distance from the beach and attractions. Wonderful view on canal and sunsets. Hardwood floors throughout. High definition TV in living room and bedroom. Queen size memory foam bed. Laundry room available $$. Covered…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Balcony or terrace

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$139

2 BR / 2 BA / Sleeps 4

5 Reviews

$139

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Captain Rons Tropical Vacation Hideaway

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

A quite, private, waterfront residence in the lower Florida Keys, the American Caribbean. Decorated in Nautical and Tropical décor. Undeveloped property on one side and across the canal. On a boating canal with dockage for your boat, Free launching at the nearby marina and space for your boat trailer. Just 5 …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

Extra Special!

Left on Aug 18, 2013 for a stay in August 2013

Capt. Ron's Tropical Hideaway is a great place to stay! Very clean and comfortable and everything you could ever need is here. I didn't need to bring most of the items I packed. It is truly a "bring your toothbrush" home. If it's not here, Capt. Ron can get it for you. He's very accommodating. Oh, and the resident iguanas and deer are very cool. Thanks Capt. Ron, we hope to rent from you again…

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$125

1 BR / 1 BA / Sleeps 4

5 Reviews

$125

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Wonderful condo with pool, tikibar, tennis & golf

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Located in the centre of Marathon. This destination is perfect for discovering the beautiful Florida Keys. One hour's drive from Key West or Key Largo. Marathon is famous for the sportfishing including but not limited to Marlin, Sailfish, Mahi-Mahi and there are numerous places to rent a boat, take a charter or bring…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - elevator access

Details

Reviews

(5)

Very affordable and clean beach community property

Left on Feb 27, 2014 for a stay in February 2014

Let me start by saying that i a;most didn't rent here because of some of the reviews on trip advisor and I am glad i read through to the positive reviews. My wife and I travel with our 15 and 16 year olds to areas on or near the beach quite often. We are budget conscious and this gives us the most amount of money to have fun with the kids. This property was not only very clean with a great …

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$121

2 BR / 2 BA / Sleeps 6

1 Reviews

$121

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VO-438

2 BR / 2 BA / Sleeps 6 | Quick view
“ Terrible ” 1 Reviews

Details

Reviews

(1)

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 covered deck. Master …
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Dirty!

    Left on Sep 18, 2014 for a stay in 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 few days because the roaches were coming out. Carpets and Lazy boy chairs were stained. Put towels on chairs as a barrier so we could sit on them. Washed all linens and towels prior to use. Washed floors, counter tops, …

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    $250

    3 BR / 2 BA / Sleeps 8

    3 Reviews

    $250

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    Gorgeous Waterfront Home on Boot Key Harbor

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 3 Reviews

    Details

    Reviews

    (3)

    One side of a duplex home on Boot Key Harbor with deep water, 45 ft. seawall. Easy access to ocean and bay. Enjoy the beautiful sunsets from the glass porch. Close to several fine restaurants. Sombrero beach is less than a mile away. Boat ramps nearby, plenty of parking available for your boat trailer. PLR#2012-…
    • Waterfront
    • Ocean or water views
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (3)

    Beautiful views, comfortable accomodations, good location.

    Left on Feb 19, 2011 for a stay in January 2011

    My family and I had a wonderful vacation here. The house is spacious, comfortable and clean. The harbor views are beautiful, we were able to keep our boat right here at the seawall. Sombrero Beach is a bike ride away. We highly recommend this house and owner to rent from. Overall a great experience!

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    $85

    1 BR / 1 BA / Sleeps 2

    6 Reviews

    $85

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    Tropical Garden Guest House (sleeps up to 3)

    1 BR / 1 BA / Sleeps 2 | Quick view
    “ Excellent ” 6 Reviews

    Details

    Reviews

    (6)

    Want to visit the Florida Keys without the high price tag of Key West? Here is a great option for you. We have a tropical hidden guest house on our property in Big Pine Key to provide the perfect relaxing vacation that you need. *Please read below the disclaimer to understand you will be living in a trailer…
    • Internet Access
    • A/C or climate control
    • Parking
    • Books
    • Garden
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (6)

    Just perfect!

    Left on Dec 03, 2013 for a stay in November 2013

    This beautiful small place in paradise was so nice. It was perfect for two of us. The place was so clean, just spotless. Lane was so helpful with all questions and needs.

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    $250

    3 BR / 2 BA / Sleeps 6

    3 Reviews

    $250

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    Its 5 O'Clock Somewhere! Welcome to Somewhere!

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 3 Reviews

    Details

    Reviews

    (3)

    We love our home in the Florida Keys! We know you will too. Leave the everyday chaos behind!. Relax in your private pool with beautiful ocean view. Walk, bike or kayak to Sombrero Beach. Restaurants, grocery stores and shopping are close. Less than 1 hour to Key West. New appliances and furnishings.
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (3)

    Amazing

    Left on Dec 14, 2013 for a stay in December 2013

    Just what we wanted, quiet, relaxing and perfect house with everything we needed! Bikes, kayaks, fishing, swimming pool and a short pleasant walk to the beautiful, quiet Sombrero Beach..We will go back next December. Can not say enough about 5 o'clock somewhere!!!

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    $258

    3 BR / 2 BA / Sleeps 6

    1 / 19

    $258

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    Charming 3bedroom/2bath home in the Florida Keys

    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    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 snorkeling has never …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly - ask

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    $107

    2 BR / 2 BA / Sleeps 6

    1 / 8

    $107

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    Waterfront 2/2 with 35' Dock in the Lower Keys

    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    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 bathrooms, central air…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - ask

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    $100

    1 BR / 1 BA / Sleeps 4

    1 / 9

    $100

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    VO-122

    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    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 ladder.ships.concrete …
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $171

      2 BR / 2 BA / Sleeps 6

      1 / 11

      $171

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      VO-194

      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      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 has flat …
      • Internet Access
      • Satellite or cable TV
      • Ceiling Fans
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $100

      2 BR / 1 BA / Sleeps 6

      1 / 10

      $100

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      VO-313

      2 BR / 1 BA / Sleeps 6 | Quick view

      Details

      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 has a queen size bed…
      • Grill
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $136

      2 BR / 2 BA / Sleeps 6

      1 Reviews

      $136

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      VO-392

      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      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 out with a side by …
      • Internet Access
      • Dishwasher
      • Microwave
      • Satellite or cable TV
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      This clean and inviting house is nicer than I had imagined.

      Left on Nov 10, 2014 for a stay in 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 and well cared for.

      We are hoping to return soon.

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      $467

      5 BR / 5 BA / Sleeps 14

      1 / 40

      $467

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      "SHARK KEY CHATEAU" Incredible 3-Story Mansion w/ Private Beach, Pool, & Spa

      5 BR / 5 BA / Sleeps 14 | Quick view

      Details

      ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Shark Key Chateau is 'Grande' to say the least. With unspoiled views from every angle, to playful colors, and unrivaled decor and design, this home is a Chateau unlike any other. Shark Key Chateau is designed in true keys …
      • Private Beach
      • Waterfront
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Internet Access
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $100

      1 BR / 1 BA / Sleeps 4

      1 Reviews

      $100

      Inquire

      VO-608

      1 BR / 1 BA / Sleeps 4 | Quick view
      “ Very Good ” 1 Reviews

      Details

      Reviews

      (1)

      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 mirror closet and …
      • Grill
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Very nice place

      Left on Apr 23, 2014 for a stay in 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 only thing the owners should do is get some better sleep sofa's. The one we used was uncomfortable.

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      $186

      2 BR / 2 BA / Sleeps 6

      1 Reviews

      $186

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      VO-218

      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Very Good ” 1 Reviews

      Details

      Reviews

      (1)

      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 comfortable queen size …
      • Grill
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Comfortable with a gorgeous view!

      Left on Oct 27, 2014 for a stay in August 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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      $114

      2 BR / 2 BA / Sleeps 6

      1 / 9

      $114

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      VO-529

      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      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 and queen size …
      • Grill
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $114

      2 BR / 2 BA / Sleeps 6

      1 / 7

      $114

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      VO-417

      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      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, sleeper sofa and table. …
      • Internet Access
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $217

      5 BR / 3 BA / Sleeps 18

      1 / 24

      $217

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      "BAY HARBOR VIEW" - Waterfront Monthly Rental w/ Spectacular Views

      5 BR / 3 BA / Sleeps 18 | Quick view

      Details

      ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** a passport tucked away off of mile marker 15. While relaxing in the 20x12 free form lagoon pool, the surrounding scenery makes you feel like you are on your own deserted island. Around the back of the home, the large …
      • Waterfront
      • Internet Access
      • A/C or climate control
      • Patio
      • Fitness Room
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $86

      1 BR / 1 BA / Sleeps 4

      1 / 7

      $86

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      VO-003

      1 BR / 1 BA / Sleeps 4 | Quick view

      Details

      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, hot tub, tennis, bocce…
      • Grill
      • Satellite or cable TV
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $143

      3 BR / 2 BA / Sleeps 6

      1 / 11

      $143

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      Townhome near Seven Mile Bridge

      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

      14 night MINIMUM STAY Picture yourself on a tropical island, half-asleep in a poolside lounge chair. Feel your body succumb to the tropical breeze as it gently cascades over you, draining your stresses away! It is not a dream! It is life in Marathon, heart of the Florida Keys! In a recent review of tourist …
      • Shared outdoor pool (unheated)
      • Internet Access
      • A/C or climate control
      • Fitness Room
      • Linens Provided
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $157

      2 BR / 2 BA / Sleeps 6

      1 Reviews

      $157

      Inquire

      VO-279

      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Very Good ” 1 Reviews

      Details

      Reviews

      (1)

      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 canal, table and …
      • Grill
      • Satellite or cable TV
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Nice property on a friendly resort

      Left on Jan 03, 2015 for a stay in December 2014

      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 Wi-Fi in the property and we had problems connecting in the hall, some other guests were having the same problem

      Fault with the smoke detector went off all night long

      Queen beds.

      No hairdryer or cleaning liquids …

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      $121

      2 BR / 1 BA / Sleeps 4

      1 / 8

      $121

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      VO-309 DO NOT RENT FOR LOBSTER

      2 BR / 1 BA / Sleeps 4 | Quick view

      Details

      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 and chairs and water …
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $543

        4 BR / 3 BA / Sleeps 10

        4 Reviews

        $543

        Inquire

        Outstanding Oceanfront House! Amazing Views!

        4 BR / 3 BA / Sleeps 10 | Quick view
        “ Excellent ” 4 Reviews

        Details

        Reviews

        (4)

        Create a memory that will last a Lifetime! Never on the Rental Market before, this newly renovated Million Dollar House will become your vacation destination year after year. 4 bedrooms, 3 bathrooms, 28 foot Pool, 44 foot patio, 40 foot concrete pier, endless views, and privacy. You can bring your boat, rent one or …
        • Waterfront
        • Ocean or water views
        • Wireless Internet
        • Washing Machine
        • Clothes Dryer
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (4)

        Fantastic house!

        Left on Jan 05, 2015 for a stay in December 2014

        Our family thoroughly enjoyed our holiday week at the Stangl's house. As the house is completely remodeled, it was a delight to stay in a home with upgraded amenities. Everything is new! The pool was installed the week before our stay. Our family particularly enjoyed the stand-up paddleboards, kayaks, and bikes that are provided at the house. It really made a difference for us in being able…

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        $129

        2 BR / 2 BA / Sleeps 4

        1 / 7

        $129

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        VO-085

        2 BR / 2 BA / Sleeps 4 | Quick view

        Details

        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' concrete dock/…
        • Grill
        • Microwave
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $118

        2 BR / 1 BA / Sleeps 6

        1 Reviews

        $118

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        VO-116

        2 BR / 1 BA / Sleeps 6 | Quick view
        “ Very Good ” 1 Reviews

        Details

        Reviews

        (1)

        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 area with many …
        • Internet Access
        • Grill
        • Pet friendly
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (1)

        Nice queit place to stay

        Left on Nov 23, 2013 for a stay in October 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 many vacant units, so it looks really peaceful. Good resting area on backyard. Internet is not provided, cell phone connection and Internet on phone are poor at house but well enough outside.

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        $129

        2 BR / 2 BA / Sleeps 4

        6 Reviews

        $129

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        A tropical paradise in the florida keys

        2 BR / 2 BA / Sleeps 4 | Quick view
        “ Excellent ” 6 Reviews

        Details

        Reviews

        (6)

        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 own bathroom, queen size …
        • Waterfront
        • Ocean or water views
        • Hot Tub/Jacuzzi
        • Housekeeping Optional
        • Washing Machine
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (6)

        Cute Place surrounded by beauty!

        Left on Apr 19, 2012 for a stay in April 2012

        The house was wondefully decorated and clean. The ammenities was a hit with my 5 year old. He loved the pool and playing boccie ball and shuffle board. It is close to some really good restaurant. It was nice to sit on the back dock and relax and look at the beautiful view. The house worked really well for us with the 2 bed rooms and bath rooms everyone had there own privacy.
        Had a Great time …

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        $110

        2 BR / 1 BA / Sleeps 4

        1 / 13

        $110

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        VO-536

        2 BR / 1 BA / Sleeps 4 | Quick view

        Details

        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 for four. Master …
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $139

        2 BR / 2 BA / Sleeps 6

        4 Reviews

        $139

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        Captain Ron's Keys Caribbean Retreat

        2 BR / 2 BA / Sleeps 6 | Quick view
        “ Excellent ” 4 Reviews

        Details

        Reviews

        (4)

        This 2 bedroom 2 bath ground level home with a glassed in Florida room, is on a boating canal with only 1/4 mile to open water. In five minutes at idle speed you have immediate access to the Atlantic or the Gulf of Mexico via Bogie Channel. The Canal has 50 feet of concrete seawall with bumpers to protect boat …
        • Waterfront
        • Ocean or water views
        • Internet Access
        • Housekeeping Optional
        • Washing Machine
        • Pet friendly - ask
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (4)

        Great place to stay and relax

        Left on May 19, 2013 for a stay in May 2013

        Loved this place very clean and peaceful would definitely go back!!! The key deer were amazing, came right into the yard, so cute. Canal right behind the house perfect to have a boat. It feels out of the way but it is still close enough to attractions the keys have to offer.

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        $571

        2 BR / 2 BA / Sleeps 6

        10 Reviews

        $571

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        Private Tropical Island Home w/Motorboat, Kayaks

        2 BR / 2 BA / Sleeps 6 | Quick view
        “ Excellent ” 10 Reviews

        Details

        Reviews

        (10)

        WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This vacation rental puts you on your own private tropical island in the Gulf of Mexico named Pretty Joe Rock. You have your own 17 foot boat for the entire week! ARE WE THE ONLY PEOPLE ON THE ISLAND? Your family or group will be the only people on Pretty Joe Rock. This …
        • Waterfront
        • Hot Tub/Jacuzzi
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (10)

        The Best Honeymoon and Private Island Paradise!

        Left on Oct 02, 2011 for a stay in September 2011

        We rented this place for our honeymoon and flew out to Miami and than rented a car and did a three hour drive down to marathon where Pretty Joe Rock Island is located. The drive by the way is very beautiful if you are not used to tropical locales. The place that you have to park at the dock on the shore where you take the boat to the island is the only thing that I can complain about at all. …

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        $256

        1 BR / 1 BA / Sleeps 2

        25 Reviews

        $256

        Inquire

        Open Water is Only 42 Feet From Your Front Door !

        1 BR / 1 BA / Sleeps 2 | Quick view
        “ Excellent ” 25 Reviews

        Details

        Reviews

        (25)

        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) The Efficiency is …
        • Waterfront
        • Ocean or water views
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (25)

        Ramrod Key Rental- The Real Florida Keys

        Left on Dec 18, 2012 for a stay in December 2012

        The Ramrod Key rental exceeded our expectations. It was recently remodeled by the owner and was very clean and well maintained. The location was ideal, being situated within easy driving distance of Key West, the more popular state parks and local attractions, but yet far enough from the "commercial tourist" district of Key Largo. We especially enjoyed relaxing in the Tiki Hut located at the …

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        $103

        2 BR / 1 BA / Sleeps 5

        1 / 17

        $103

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        Affordable, Tropical Getaway! Pet Friendly W/Internet

        2 BR / 1 BA / Sleeps 5 | Quick view

        Details

        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 located to kitchen has a …
        • Ocean or water views
        • Hot Tub/Jacuzzi
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly

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        $543

        4 BR / 3 BA / Sleeps 12

        1 Reviews

        $543

        Inquire

        Villa de Mer

        4 BR / 3 BA / Sleeps 12 | Quick view
        “ Excellent ” 1 Reviews

        Details

        Reviews

        (1)

        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 in porches and you …
        • Waterfront
        • Ocean or water views
        • Hot Tub/Jacuzzi
        • Internet Access
        • Washing Machine
        • Pet friendly
        • Smoking allowed - ask
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (1)

        Our First Family Holiday vacation....great place to start a tradition

        Left on Jan 05, 2014 for a stay in December 2013

        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. The upstairs is ENORMOUS with a huge balcony overlooking the Atlanic Ocean. All balconies overlook the private beach/pool/pier/ocean.

        We were there for a week, used all of the amenities, only ate 5 meals out!!

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        $486

        4 BR / 3 BA / Sleeps 10

        6 Reviews

        $486

        Inquire

        Fandango

        4 BR / 3 BA / Sleeps 10 | Quick view
        “ Excellent ” 6 Reviews

        Details

        Reviews

        (6)

        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. Dockage for boats up…
        • Waterfront
        • Ocean or water views
        • Hot Tub/Jacuzzi
        • Internet Access
        • Washing Machine
        • Pet friendly
        • Smoking allowed - ask
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (6)

        I dare you to find a better way to enjoy the lower keys!

        Left on Nov 06, 2012 for a stay in October 2012

        My friends and I rented this house for the week of Fantasy Fest in Key west. It was a nice short drive to key west and after a long night, being able to wake up in a house that felt like home was more than i could ask for. The house has a pool, hot tub, 2 hammocks, plenty of parking, and access to a privet dock with plenty of kayaks to use. I stayed in Key west last year and by the last night…

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        $650

        6 BR / 4 BA / Sleeps 12

        1 Reviews

        $650

        Inquire

        Ocean Front with Private Boat Basin and Pool

        6 BR / 4 BA / Sleeps 12 | Quick view
        “ Excellent ” 1 Reviews

        Details

        Reviews

        (1)

        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, it has two homes, …
        • Waterfront
        • Ocean or water views
        • Internet Access
        • Housekeeping Optional
        • Washing Machine
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (1)

        Loved it!

        Left on Mar 17, 2014 for a stay in 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 with everything in this home from towels to pots and pans, soap etc. The pool is wonderful with plenty of chairs. Fishing off the dock or in the kayak can make a great dinner. The sunrise goes prefect with coffee by the…

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        $163

        2 BR / 2 BA / Sleeps 4

        1 / 11

        $163

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        Tropical Tranquility, island living! # 1A

        2 BR / 2 BA / Sleeps 4 | Quick view

        Details

        CONCIERGE MULTI LISTING Relax and enjoy island living in this cozy ground level half-duplex. Within walking distance to Sunset Park to enjoy the beautiful sunsets or walk to the award winning restaurant on West Ocean Dr. This unit features a queen size bed in the master bedroom and twins in the guest bedroom. There is…
        • Waterfront
        • Ocean or water views
        • Housekeeping Optional
        • Washing Machine
        • Clothes Dryer
        • Suitable for children
        • Suitable for the elderly
        • Wheelchair accessible - ask
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