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$500

4 BR / 3 BA / Sleeps 8

4 Reviews

$500

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101 Palo de Oro

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

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Reviews

(4)

Great pool home in desirable Venetian Shores. This 4 bedroom/3 bath home is roomy and has great porches overlooking the wide, clean canal. Lovely master suite on the top floor with it's own balcony. Comfortably furnished pool home with 90 feet of excellent deep water dockage on a wide canal leading directly to Snake …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(4)

Wonderful

Left on Jul 15, 2010 for a stay in June 2010

We have stayed at this house 2 years in a row. The house is comfortable and a great location. The area has wonderful restaurants and fishing is great. We plan on staying next year for 2 weeks.

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$158

2 BR / 2 BA / Sleeps 4

2 Reviews

$158

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Moon Bay B-407

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

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Reviews

(2)

A pleasantly decorated condo located at mm 104. This unit has 2 bedrooms and 1.5 bathrooms, plus its own deeded boat slip. This condo in conveniently located close to the main land, but far enough away from the mainland to enjoy a Keysy vacation. This is a perfect condo for fishermen, divers, or just a Key's getaway. …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(2)

pics look nice

Left on Apr 05, 2013 for a stay in March 2013

If it wasn't for Freewheeler vacation rentals helping us out I would have requested a full refund. The unit was not cleaned, the mattresses were stained, the towels were insufficient and looked like they should be used for washing a floor not for personal use. To add to this the sheets have holes in them and the bedspreads have not been cleaned for a long time. On the good note there were no …

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$288

3 BR / 2 BA / Sleeps 6

Southernmost Retreat- 1 Block from Duval - Florida Keys vacation rentals
1 / 10

$288

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Southernmost Retreat- 1 Block from Duval

3 BR / 2 BA / Sleeps 6 | Quick view

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Just 1 short block from Duval Street the Southernmost Retreat is a recently renovated and decorated 3 bedroom, 2 bath house located Simonton Street. The Southernmost Retreat is located in the Simonton Historic Cottages enclave and is surrounded by fine restaurants, art galleries, shopping and in the center of the Old…
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control
  • Porch
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$225

2 BR / 2 BA / Sleeps 4

9 Reviews

$225

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President's Lane

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

If any residence deserves the location-location-location mantra, it's this two-bedroom, two-bath townhouse in Truman Annex. The first "location" is the island of Key West, a world-class vacation destination. The second is Truman Annex, a premiere gated waterfront community named for President Harry Truman. The third "…
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Suitable for the elderly - ask

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Reviews

(9)

great location

Left on Aug 16, 2008 for a stay in April 2008

The location of the townhouse in Truman annex was perfect for us. I walked to the Fort Zachary beautiful beach every morning for yoga on the beach and sunbathing and snorkeling. We were able to walk to town and most everywhere we wanted to go. The house was clean,beautifully appointed and comfortable for two couples. We would definitely stay here again.

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$150

2 BR / 2 BA / Sleeps 4

14 Reviews

$150

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Ocean Pointe Suites of Key Largo

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 14 Reviews

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Reviews

(14)

2 bedroom 2 bath ocean view condo in Islamorada Florida Keys has 2 sets of sliding glass doors both leading to balconies with ocean view property has everything you need on site or close for the vacation of your dreams pool, jacuzzi, tennis courts, volleyball courts, basketball net, playground, numerous grilling areas…
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(14)

It was awesome!! Nice view, beautiful rooms, great value!

Left on Jun 23, 2011 for a stay in January 2011

We stayed on 2 seperate occasions on the way through the Keys and on the way back. Both times we enjoyed it so much...the rooms were SO NICE and the price was great! The views are absolutely wonderful. There was a nice large pool and a hot tub. We even got to enjoy the little visitors "key cats" -- they are so cute! We will definately return and can't recommend this place enough! Everything …

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$143

2 BR / 2 BA / Sleeps 6

4 Reviews

$143

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KEYS ESCAPE SPECIAL! Bikes, Pool, 2 Beaches

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

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Reviews

(4)

Key Colony Beach house description SPECIAL rate of $999.00 for 4 guests (may have 6, $35 per extra person, 6 max total) Valid for Spring and Fall (except Thanksgiving), Summer is $1100 per week, Please check calendar for open weeks. Weekly rental, Saturday-Saturday, excluding Thanksgiving NEW FEATURE!! Wifi for …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Wonderful Place to Stay

Left on Apr 21, 2014 for a stay in April 2014

Place was exactly as described! Has all of the amenities needed for a relaxing, sun filled vacation! Pool, beach, location is perfect for any stay in the Florida Keys. Central to everything!

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$110

1 BR / 1 BA / Sleeps 4

11 Reviews

$110

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Cottage on the Florida Keys

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 11 Reviews

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Reviews

(11)

Clean one bedroom and one bathroom cottage. Full size kitchen ,dinning room, sleeping couch on family room. Cable and internet are included., great location walking distance to swim with the dolphins .and 2 mile to the world famous John penny Camp State National Park. close to restaurants and local bars sunsets …
  • Internet Access
  • Housekeeping Optional
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(11)

I'll be back!

Left on Sep 13, 2013 for a stay in May 2013

Amazing, real "Florida Keys" rustic, great hospitality, best of time, I'll be back. Christel B

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$100

2 BR / 1 BA / Sleeps 1

1 / 1

$100

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241 Tollgate Blvd - 28 NIGHT MINIMUM!!!!!!!!!!!!!!

2 BR / 1 BA / Sleeps 1 | Quick view

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"Cute & Keysy" perfectly describe this Conch home! Located in the Tollgate Shores subdivision of Lower Matecumbe (south Islamorada), this delightfully quaint home has lots of character, charm, and is well-maintained. You'll enjoy sea breezes and the smell of salty air coming through the windows of the sunroom, or …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

2 BR / 2 BA / Sleeps 6

25 Reviews

$250

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Duval Street Suite

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 25 Reviews

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Reviews

(25)

Everybody knows it's all about location: in this case, a dream vacation location in the heart of Old Town Key West. Duval Street Suite is a two-bedroom, two-full-bath townhouse in a small rooftop community overlooking the island's main artery for fun and entertainment. From your private and expansive Bahamian-style …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating

Details

Reviews

(25)

Beth was great!

Left on Apr 06, 2011 for a stay in March 2011

It was a great location. Any problems we had Beth got it taken care of very quick...even one of the tvs went out and they replaced that day. It could use internet was the only thing we missed.

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$232

3 BR / 3 BA / Sleeps 6

1 / 21

$232

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Blackbeard's Treasure - MONTHLY Rental (30 night min.)

3 BR / 3 BA / Sleeps 6 | Quick view

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Save 3% off published rates if you pay by cash/check. To say this townhouse condominium is worth the amassed treasure of Blackbeard, one of the most notorious and wealthy pirates in seafaring history, is a major understatement. The 1950's era art deco Steamplant at water's edge has been quintessentially transformed …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for the elderly - ask

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$118

2 BR / 2 BA / Sleeps 4

4 Reviews

$118

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Ocean Pointe 3310

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

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Reviews

(4)

Sweet little home away from home. This 2 bedroom 2 bath condo hosts extensive views of the Atlantic Ocean. If you are looking to get out on the water the condo offers dockage.. or if you are looking for a quiet relaxing week, spend some time at the pool or soak your worries away in the jacuzzi tub. Click here to view …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Much more expensive than expected

Left on Apr 20, 2013 for a stay in March 2013

We stayed in this unit for three days, they charge a fee for cleaning ($125) and you have to clean the dishes, put them in the dishwasher and start the dishwasher, and take out your trash before you leave. There is also a rental agency fee. Overall, we could have stayed in Key West at a B&B; for the same price. The unit was ok. There were four remotes and none of them worked for the tv or DVD…

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$175

3 BR / 3 BA / Sleeps 6

1 / 17

$175

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Mediterranean Caribbean Villa ~ Monthly Rental

3 BR / 3 BA / Sleeps 6 | Quick view

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Tucked behind a breathtaking tropical garden wall this spectacular Mediterranean Caribbean vacation rental home reflects a dynamic blend of contemporary Mediterranean with Caribbean architectural design. Located along one of Key West's most desirable residential streets this "Casa el Paradiso" most …
  • Housekeeping Optional
  • A/C or climate control
  • Stereo or CD player
  • Telephone
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$214

2 BR / 2 BA / Sleeps 4

8 Reviews

$214

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"Shipyard Perch" Weekly or Monthly (Truman Annex) - Gourmet Appointed Kitchen

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** The Shipyard’s Perch is a great place to stay and play near the water and Old Town Key West! Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(8)

Wonderful trip!

Left on Jan 27, 2011 for a stay in April 2010

Something to do every day, perfect location, nice condo.

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$150

2 BR / 1 BA / Sleeps 4

1 / 15

$150

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"ISLAND RENDEZVOUS" Gorgeous Old Town Home w/ Private Pool

2 BR / 1 BA / Sleeps 4 | Quick view

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***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** This exclusive home in the heart of the island offers optimum privacy while having an airy and open floor plan and the best of appointments throughout. Whether enjoying the heated pool flanked by meticulously maintained …
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$275

3 BR / 3 BA / Sleeps 8

15 Reviews

$275

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Oasis Vacation! 406 Mariners Club Key Largo

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 15 Reviews

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Reviews

(15)

Welcome to this elegant island home in Mariners Club, Key Largo`s premier resort. The open living area, dining room and designer kitchen draw your eyes outside to breathtaking views of the oasis pool and beyond to Rock Harbor and the Atlantic Ocean. This is the vacation we all dream about, clear blue waters, sunny …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(15)

Perfect location and great view!!!

Left on Nov 13, 2012 for a stay in April 2012

The location is key and offers a ton of ammenities including several pools and gym which was important to us.

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$83

2 BR / 2 BA / Sleeps 6

1 / 30

$83

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"HOWE STREET HIDEAWAY" Newly Renovated 2 Bed Two Bath Home.

2 BR / 2 BA / Sleeps 6 | Quick view

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***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The neighborhood is complete with conch style homes, little lanes, corner gardens and yes our famous Key West Roosters watching their chicks. Featuring a classic front porch for greeting the neighbors as they go about their day…
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$141

4 BR / 3 BA / Sleeps 12

1 / 11

$141

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Paradise Can Be Cheap!!!

4 BR / 3 BA / Sleeps 12 | Quick view

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This Amazing Beach Home Has All That You Need!!! This House Has 3 Floors With Balconies With An Amazing View Of The Bay. It Has An Outdoor/Covered Space That Can Be Used To Hang Out And Cook. It Has An Outside Island Kitchen That Is Fully Stocked With Cooking Gadgets. The Private Beach And Boat Ramp Is 2 Blocks Down …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$250

2 BR / 3 BA / Sleeps 4

5 Reviews

$250

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Chic marinafront villa-114 Mariners Club Key Largo

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

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Reviews

(5)

Warm island spirit greets you the moment you enter this elegant ground floor villa in Mariners Club Resort. An expansive view of the blue harbor is accented perfectly by plush, white leather, showplace cabinetry and other wood elements that meld seamlessly with the calming, cool wall tones and brightly colored art …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(5)

Wonderful ...

Left on Jul 25, 2013 for a stay in July 2013

After looking ND looking for a place to stay I happen to come across Barefeet rentals and it all started from there . The Custmor service was great from Beging to end...My family and I would Liek to thank you again we had a great time...Everything was wonderful the home we stayed in to TEH people that worked in the area...
Thnak you I tell everyone about you guys...

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$100

1 BR / 1 BA / Sleeps 4

1 Reviews

$100

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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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$215

1 BR / 2 BA / Sleeps 4

25 Reviews

$215

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Tranquility

1 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 25 Reviews

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Reviews

(25)

TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. Fabulous artwork, fun collectables, beautiful stained glass all give this cottage the unique feel that keeps bringing visitors back to Key West. As you enter this wonderful…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Grill
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(25)

I needed to get away!

Left on Oct 20, 2011 for a stay in October 2011

Ladies,
I had so much stress in my life at this time. I just needed to get away! I walked into this cottage an immediately felt at home. Just enough room the extra bath is great when having guests over. The pool is perfect for short laps and the pond was a tranquil centerpiece to the front porch area.
Clean and tranquil! Will definitely come back.
M

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$429

5 BR / 4 BA / Sleeps 10

8 Reviews

$429

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140 Atlantic Lane

5 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

Amazing ocean views can be enjoyed from this beautiful stilt home with seperate mother-in-law cottage. You'll fall in love with this little piece of Heaven. Enjoy fishing, diving, and catching lobster with all the comforts of home. Best ocean views in town! Interior photos are available! Mile Marker 76.5, Oceanside. …
  • Ocean or water views
  • A/C or climate control
  • Grill
  • Dishwasher
  • Microwave
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(8)

Summer vacation 2010

Left on Sep 13, 2010 for a stay in August 2010

Overall nice place, kitchen items were not very organized, and place could use a deep cleaning

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$400

2 BR / 2 BA / Sleeps 8

1 / 6

$400

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Hyatt Sunset Harbor Key West, FL

2 BR / 2 BA / Sleeps 8 | Quick view

Details

Please note. This is a timeshare rental and I have only 1 week allotted to me. Please do not request any dates other than available week of March 8th through the 15th. This Hyatt property is a 2 floor--2 Bedroom Caribbean furnished condo type unit situated right in the heart of Key West facing the famous sunset. …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Balcony or terrace
  • Parking
  • Grill
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

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$83

1 BR / 1 BA / Sleeps 2

1 / 9

$83

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Butterfly Garden ~ Monthly Rental

1 BR / 1 BA / Sleeps 2 | Quick view

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Completely hidden from the street, this recently redecorated garden flat provides you with two private entrances off a large gated manicured garden. Your own private expansive covered bricked front porch spans the width of the garden right out the front door and leads to a beautiful meditation garden. Relax and …
  • Internet Access
  • Linens Provided
  • Telephone
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$136

2 BR / 1 BA / Sleeps 6

1 / 11

$136

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VO-343

2 BR / 1 BA / Sleeps 6 | Quick view

Details

Canal front home with 35’ dock and covered screened porch. Dock has cleats, posts, swim ladder, fish cleaning table, hose and patio furniture with sun umbrella. Large covered and screened porch that overlooks the canal and has table with chairs for outside dining or lounging . Glass sliders into living room area …
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$275

3 BR / 3 BA / Sleeps 8

1 / 31

$275

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Got stress?...409 Mariners Club has the power to restore you

3 BR / 3 BA / Sleeps 8 | Quick view

Details

Instantly feel the warmth of the island spirit as you enter this inviting 3-bedroom, 3-bath, tri-level townhouse at Mariners Club Resort. Enjoy the relaxing atmosphere the Florida Keys are known for...a perfect setting for family fun or a private romantic get-a-way. Experience the joyful gratitude of the day's …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

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$250

3 BR / 2 BA / Sleeps 10

1 Reviews

$250

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Key Largo Paradise!!!

3 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Beautiful 3 story 3 bedroom 2 baths home. Locate in key largo at MM 101 is on a canal which opens up to beautiful Tarpon Basin Bay with access to the Atlantic Ocean. Minutes from beautiful Penny Camp National Underwater Park. Close to local shopping, fine restaurants or just swimming with the dolphins! Come to the …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

nice place

Left on Aug 20, 2014 for a stay in July 2014

We enjoy staying at this place.

Very big place, very clean.

I got my deposit back.

I will visit again

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$125

1 BR / 1 BA / Sleeps 4

10 Reviews

$125

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Waterfront Duck Key Condo with Open Water Views

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

Come relax on the tropical island of Duck Key. Our Florida Keys Vacation condo is uniquely designed and decorated to capture that island paradise feel. This one bedroom one bath condo is clean, spacious, and relaxing. Our condo is completely updated, fully furnished, and has all kitchen accessories and linens …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(10)

Christmas Vacation

Left on Jan 01, 2014 for a stay in December 2013

This was a wonderful place to stay, Quiet and everything we needed for a quiet getaway for a relaxing vacation. Secure place to stay and relax, employees very helpful during stay to answer any questions and help us by telling us places to visit and things to do. i would recommend this place again to anyone. Host was very easy to work with and responded to request and information. Thanks for…

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$175

3 BR / 2 BA / Sleeps 8

1 / 16

$175

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Island Elegance ~ Near The Beach ~ Monthly Rental

3 BR / 2 BA / Sleeps 8 | Quick view

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Strikingly set in the oft-missed Key West Beachside neighborhood, we find Island Elegance ~ Near the Beach, making a seriously smart curbside statement showing a tall white privacy wall topped with shimmering green louvers. Completely renovated in summer 2012, to modern luxury standards, this island home is a fabulous…
  • Housekeeping Optional
  • A/C or climate control
  • Grill
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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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$600

3 BR / 3 BA / Sleeps 6

9 Reviews

$600

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Kemp House

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 9 Reviews

Details

Reviews

(9)

This Civil War Era home sits in Key West's most desirable Historic Seaport District, less than a block from the Gulf of Mexico. Did Abraham Lincoln sleep here? Probably not. But anyone staying today in this classic revival valued in the millions will find not only history but every creature comfort and contemporary …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(9)

very lovely

Left on Feb 09, 2009 for a stay in November 2008

Beautiful house. Near everything. Comfortable and well kept.

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$175

2 BR / 2 BA / Sleeps 6

1 Reviews

$175

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2412 Ocean Pointe - Ocean view on a budget!

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

Details

Reviews

(1)

Everything you need for a fun getaway! From sunrise to sunset you can enjoy the many activities Ocean Pointe has to offer or just relax in your oceanfront condo and surround yourself with our tranquil environment of sixty acres of tropical elegance in the Fabulous Florida Keys! Your vacation begins the moment you …
  • Private Beach
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Affordable Winter Getaway

Left on Mar 13, 2014 for a stay in February 2014

We stayed in this rental at the end of February 2014. It was exactly as described and pictured. The rental agency was very easy to deal with. The price was right too. The condo was clean and well stocked. It is a little dated, so don't book if you expect top of the line amenities, but everything was functional and I thought the price was right for the condo. The balcony is small, but you …

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$1,184

12 BR / 8 BA / Sleeps 30

2 Reviews

$1,184

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Twelve Bedrooms! Up to 30 peoplePools-Docks-Kayaks

12 BR / 8 BA / Sleeps 30 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This rental offers a great option for multi-family vacationing by providing three 4-bedroom homes side-by-side. This gives you 3 kitchens, 3 pools, 3 deep water docks, 3 gas grills, parking for 8 vehicles and 6 kayaks! These properties are non-smoking and two of the three …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

50th Wedding anniversary Celebration

Left on Dec 29, 2013 for a stay in June 2013

27 of us rented 3 houses(Gulf Shore Suites)in Marathon for my parents' 50th wedding anniversary. We really enjoyed the waterfront property with the option to swim in the ocean or pools. We loved the kayaks and outdoor dining with grills, too. The docks were wonderful for fishing in your own backyard; we enjoyed several dinners that were freshly caught! The houses were roomy and afforded us plenty…

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$167

3 BR / 3 BA / Sleeps 6

4 Reviews

$167

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"TOBAGO GRANDE" Monthly Rental Home w/ Private Pool Just 1 Block To Duval

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

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Reviews

(4)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Tobago House is just steps from restaurants, night life, Hemingway's House, and the 'Southernmost Point' of the United States. This home offers an open, airy floor plan with old style pine walls and floors, cathedral ceilings …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(4)

Perfect in Every Way!

Left on Nov 14, 2013 for a stay in October 2013

I stayed at Tobago house for the month of October and loved it! This was my 2nd stay - my best friend rented the house for 6 weeks in the spring of 2012 - and it was even better than I remembered. The house is well appointed with all the things one needs to set up house for a few days or for several weeks.

The location is prime and provides easy access to Duval street and all the shops and …

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$175

4 BR / 4 BA / Sleeps 8

1 / 36

$175

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164 Plantation Shores Drive - 28 NIGHT MINIMUM

4 BR / 4 BA / Sleeps 8 | Quick view

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This is a very spacious and very well-maintained 4 bedroom, 3 bathroom home toward the mouth of the canal on a quiet street in Plantation Key (Tavernier). You and your group will enjoy stunning views from the main level, master suite, & rooftop sundeck. There is approximately 20ft concrete dockage. The home sits on a …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$185

2 BR / 1 BA / Sleeps 4

21 Reviews

$185

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Shipyard

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 21 Reviews

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Reviews

(21)

This cozy two-bedroom, one-bath condo lies hidden behind wrought iron gates and down a winding pathway. The Shipyard, part of the Truman Annex neighborhood named for President Harry Truman, is Old Town's premiere gated waterfront community. The manicured landscaping, verdant palms, and white picket fences give the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(21)

Great for Boat Races!

Left on Nov 13, 2008 for a stay in November 2008

Great location for walking to watch the races and Duval Street. Quaint,clean, and spacious. Small bathroom and kitchen that need an update, but otherwise a great place! I stayed in a gated complex so the added security was a plus and I felt safe at all times. I would certainly stay again without hesitation!

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$198

2 BR / 2 BA / Sleeps 6

1 Reviews

$198

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CAT ISLAND SUITE #205 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

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

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Reviews

(1)

Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Aweful

Left on Nov 11, 2014 for a stay in October 2014

Avoid this place at all costs . It is horrible ….. I would rather have stayed in my car. The apartment was disgusting . Furniture looked like it was from the early 80's and was dirty.

The walls are mirrored and broken, fixed with tape. The smoke alarms are missing but the wires are hanging out of the walls. I would never stay there again. I do have to say the girl at the front desk was nice …

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$325

3 BR / 3 BA / Sleeps 6

9 Reviews

$325

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3 bedroom luxury marina villa ~ 126 Mariners Club

3 BR / 3 BA / Sleeps 6 | Quick view
“ Very Good ” 9 Reviews

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Reviews

(9)

Set on a deep-water marina and glistening turquoise waters of the Atlantic Ocean, this villa of distinction epitomizes luxurious ocean front living. Those in search of elegant accommodations yet with the laid-back Keys lifestyle will not be disappointed. This 3-bedroom, corner villa contains all the design elements …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(9)

stay during dolphin therapy

Left on Jun 04, 2010 for a stay in September 2009

we had a good time, a special arrangement for late arrivin and a very helpfull staff at Barfeet Rental

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$243

3 BR / 2 BA / Sleeps 6

2 Reviews

$243

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Islamorada PARADISE FOUND 3 bedroom/2 bath

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

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Reviews

(2)

BEAUTIFUL NEWLY REMODELED 3 BEDROOM, 2 FULL BATHROOM VACATION RENTAL IS LOCATED IN THE EXECUTIVE BAY CLUB. BREATHTAKING BAY VIEW FROM YOUR OWN BACK YARD! UNIT HAS BRAND NEW CUTOME KITCHEN CABINETS WITH GRANITE COUNTER TOPS. ALL STAINLESS STEEL APPLIANCES, DOUBLE DOOR REFRIGERATOR, DISHWASHER, GLASS STOVE COUNTER …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children

Details

Reviews

(2)

Beautiful, relaxing and comfortable!

Left on Feb 23, 2015 for a stay in December 2014

When we first contacted the owner regarding the rental, she responded immediately and was very nice and helpful. The unit was impeccable when we arrived and the location in the complex was excellent! We were right in front of the pool, and the beach area was very close. One of my favorite things to do during our stay was to sit out in the terrace of the unit and relax while looking at the ocean. …

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$126

2 BR / 2 BA / Sleeps 4

8 Reviews

$126

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Ocean Pointe 5402

2 BR / 2 BA / Sleeps 4 | Quick view
“ Very Good ” 8 Reviews

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Reviews

(8)

Sweet little home away from home. This 2 bedroom 2 bath condo hosts beautiful views of the Atlantic Ocean. Sit on your back patio and watch over the marina or for those early risers watch an unforgettable sunrise from your 4th floor balcony. If you are looking to get out on the water the condo offers dockage.. or if …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Washing Machine
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(8)

Lots of fun in the sun and great memories!

Left on Jul 22, 2010 for a stay in June 2010

The place was cute but the kitchen needs better cleaning all the cabinets were sticky and there was a roach in the pantry. But the view was grat and we loved the convinience of the dock.

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$216

2 BR / 2 BA / Sleeps 6

1 / 17

$216

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Key West Bluewater Retreat

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Bluewater is a classic porch-on-porch Key West home with all the amenities to make your vacation ideal. Located in the prestigious Sanctuary of the Key West Golf Club, the house has two bedrooms each with its own private bath. The house sleeps 4 adults and two children or smaller adults. It offers a private patio, …
    • Pet friendly - ask
    • Suitable for children

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    $286

    3 BR / 2 BA / Sleeps 7

    6 Reviews

    $286

    Inquire

    76300 Overseas Highway

    3 BR / 2 BA / Sleeps 7 | Quick view
    “ Excellent ” 6 Reviews

    Details

    Reviews

    (6)

    Enjoy this Bayfront home with a spectacular sunset view, fenced yard and tile throughout the house. Also has great dockage and clean swimming area. Secured wi-fi, local telephone, & cable television (basic) included. VACATION RENTAL LICENSE: VR-039 CLICK HERE to view photos on a mobile device. Additional amenities …
    • Waterfront
    • Internet Access
    • Porch
    • Grill
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (6)

    Great views and convenient to the entire Keys chain

    Left on Feb 09, 2011 for a stay in December 2010

    Great location, fantastic views, great access to the Bay and atlantic. Older home but clean and well maintained. Nicely situated in the Keys for access to Key West to Key Largo. Home had only basic cable and the dish washer did not work but overall would recommend the home. If your looking for luxury, this is not your place but if you want to just experience the keys and all they offer it's …

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    $165

    2 BR / 2 BA / Sleeps 4

    5 Reviews

    $165

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    Florida Keys Splendor at Hammer Point

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

    Details

    Reviews

    (5)

    Come enjoy all that the Florida Keys has to offer in this 'home away from home'. Great for a quick get-away or Mini-vacation! Located in the prestigious Hammer Point community, this water front home is a treasure! With its crystal clear waters and abundant sea life, your backyard offers nature at its best! This …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (5)

    Winter Paradise!

    Left on Feb 07, 2014 for a stay in January 2014

    My wife and I stayed at this great place in January 2014 and it was wonderful. It was very clean and well maintained. The canal was great to watch the fish jump and we saw Manatees almost every day. We especially liked the kayak and did a lot of site seeing from the ocean side. Migdy was great to work with and very accommodating. We would highly recommend this place to anyone.

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    $243

    3 BR / 3 BA / Sleeps 6

    1 / 20

    $243

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    Bay Harbour D-114 - 7 night minimum

    3 BR / 3 BA / Sleeps 6 | Quick view

    Details

    Beautiful modern luxury unit with 3 bedrooms and 2 full bathrooms, along with a half guest-bath! Plasma TV, VCR and DVD player in the living room. The Bay Harbour Complex comes complete with two tennis courts, weight room, pool, your own dedicated boat slip, a fish cleaning station, and free Wi-Fi at the community …
    • Waterfront
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $235

    2 BR / 2 BA / Sleeps 6

    1 / 18

    $235

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    New Casa Solis With Scenic Views and 30' Dock.

    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Enjoy your getaway in Casa Solis, on the docks awaiting a gorgeous sunrise or a cool breeze at sunset on the deck. This brand new home provides the views and relaxing setting you are looking for! The two bedrooms and en-suite bathrooms are designed to perfection. Each room comes with its own LED SMART TV. A great open…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - ask

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    $185

    3 BR / 3 BA / Sleeps 6

    1 Reviews

    $185

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    Moon Bay Condo, Boat Slip & Aw-Inspiring Sunsets

    3 BR / 3 BA / Sleeps 6 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    Welcome to your home away from home! “Bel Cielo” is a beautiful two-story condo in the quaint community of Moon Bay, located at mile marker 104 in Key Largo. (Moon Bay was recently featured on HGTV's Beach Front Bargain Hunt!) Featuring 1,146 square feet of living space with handsome furnishings, Bel Cielo is not …
    • Waterfront
    • Ocean or water views
    • Sauna
    • Internet Access
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Great Place

    Left on Aug 11, 2014 for a stay in August 2014

    Bel Cielo is nicely furnished and well maintained. An abundance of bath and beach towels is included and the kitchen is fully equipped. The owner responded promptly to questions we had about the property during the booking process and when we stayed there. The grounds throughout the Moon Bay condo complex are well maintained and it is conveniently located directly on the Overseas Highway. …

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    $179

    1 BR / 2 BA / Sleeps 2

    1 / 5

    $179

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    Casa Thorn Poolside Malaysian Room

    1 BR / 2 BA / Sleeps 2 | Quick view

    Details

    Malaysian room is poolside in a tropical atmosphere facing a beautiful waterfall. Features a mini kitchen with blender, coffee maker, microwave, refrigerator and toaster oven. A/C, heat, TV and WiFi. Includes a full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET MINUTES TO FISHING, DIVING, …
    • Wireless Internet
    • A/C or climate control
    • Central heating
    • Deck
    • Garden
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $200

    2 BR / 2 BA / Sleeps 6

    10 Reviews

    $200

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    OCEANFRONT CONDO WITH ALL AMMENITIES!

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

    Details

    Reviews

    (10)

    Ocean Pointe Suites is located directly on the Atlantic Ocean. This unit is completely renovated and is located in building 4 which is the most desirable building. Featuring magnificent ocean views from the living room, master bedroom and porch. This unit offers 1 King bed in master bedroom, 1 Queen bed in guest …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (10)

    Comfort in key largo

    Left on Jan 01, 2014 for a stay in December 2013

    Nice place with all amenities. Our property owner was extremely helpful and always available to answer all my questions. She gave me lots of information about what to do and where to go, patiently giving directions on the phone when we got lost getting to one of our sightseeing destinations. The place itself was very thoughtfully arranged, with everything you needed provided. The towels were soft…

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    $700

    4 BR / 3 BA / Sleeps 10

    9 Reviews

    $700

    Inquire

    Truman House

    4 BR / 3 BA / Sleeps 10 | Quick view
    “ Excellent ” 9 Reviews

    Details

    Reviews

    (9)

    The Keys have some of the most charming, top-rated vacation residences in the world. Truman House, a 1920's Conch home with four spacious bedrooms, three full baths, a dazzling pool, and ample amenities easily qualifies for the list. And as an added perk, this classic pet-friendly home is located on an upscale and …
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for the elderly - ask

    Details

    Reviews

    (9)

    Extremely comfortable house in a great neighborhood

    Left on May 13, 2011 for a stay in February 2011

    The Truman house is an extremely comfortable house in a great neighborhood. We rented the house two years in a row for three months. We loved the huge heated pool and the privacy afforded by the landscaping. The location gives you the opportunity to enjoy some of the best restaurants in Key West, all within walking distance. While only a few blocks from Duval Street, you are far enough away to …

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    $129

    1 BR / 1 BA / Sleeps 2

    1 / 4

    $129

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    Casa Thorn Bombay Room

    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    This wonderful room opens up into a garden with a water pond. It includes a/c, coffee maker, TV, free WiFi, heat, microwave, refrigerator, shared bath with one other couple. Pool on premises. Close proximity to the beach. Includes full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET MINUTES TO …
    • Shared outdoor pool (unheated)
    • Wireless Internet
    • Outdoor Dining Area
    • A/C or climate control
    • Central heating
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $229

    1 BR / 1 BA / Sleeps 2

    1 / 4

    $229

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    Casa Thorn Moroccan Room

    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    The Moroccan room is a fabulous honeymoon destination with king size canopy bed. Room features a/c, coffee maker, heat, microwave, refrigerator, TV, WiFi. Enormous bathroom with sunken tub and terrycloth robes to lounge in includes full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET MINUTES TO …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Central heating
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask
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