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$250

3 BR / 2 BA / Sleeps 8

1 Reviews

$250

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Tropical Cottage with Boat

3 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

Fantastic 3 Bedroom, waterfront home. House is located in Key Largo and has its own dock for swimming or boating. Centrally located for shopping , restaurants and all activities in Key Largo. The house can be rented with or without a 23 ft. Mako Center console. Kitchen is fully equipped and all linens are included…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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Reviews

(1)

Plenty of space for our family reunion.

Left on Feb 13, 2014 for a stay in December 2013

The house was located close to stores. The property manager was present when we arrived and made us feel comfortable with the house. We rented the boat and used it almost daily for short trips. The only thing we didn't really anticipate was the amount of money we spent on marina gas. The property manager provided us with 2 new fishing poles which made the fishermen happy. We were outside on the …

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$175

2 BR / 2 BA / Sleeps 5

6 Reviews

$175

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Sunrise at Seaside Condo 2 Bedroom

2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

Tropical 2 bedroom, 2 bath Key West Condo. Large balcony overlooking pool. Full kitchen and living room with all the amenities of home. Large heated pool and Jacuzzi. Tennis court and gym. Washer and dryer in unit. Great condo complex on quiet side of island. Located 1 mile from Smathers Beach. Plenty of …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

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Reviews

(6)

OK

Left on Feb 14, 2014 for a stay in February 2014

when we arrived the condo smelled cigarette smoke, there was no notation if there is wi-fi and if there was no code was provided until we called the following day.

i know this is Key West where smoking is allowed everywhere. when i looked at the ad smoking was not mentioned. i just assumed that the condo would be smelling great since the rent was top notched. it is about 4 miles to the heart of …

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$215

2 BR / 2 BA / Sleeps 6

Relax and Enjoy -Beautiful Key Largo Townhome - Florida Keys vacation rentals
1 / 24

$215

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Relax and Enjoy -Beautiful Key Largo Townhome

2 BR / 2 BA / Sleeps 6 | Quick view

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This townhome is located in Kawama Yacht Club in the heart of Key Largo. Kawama Yacht club is located minutes away from John PenneKamp State Park which is known worldwide for its underwater scuba and snorkeling. Great restaurants are within walking distance. The townhome is tastefully decorated with a summer cottage…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace

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$250

3 BR / 3 BA / Sleeps 8

2 Reviews

$250

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Private Keys Paradise

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

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Reviews

(2)

Enjoy your own private paradise and have fun in the Keys! This beautiful, clean, spacious and airy vacation rental home is locate in Key Largo "Diving Capital of the World." Key Largo is the first island of the Florida Keys, south of the Florida mainland. The house has three wonderfully decorated and clean bedrooms …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(2)

Couldn't have been more perfect!

Left on Aug 08, 2014 for a stay in August 2014

My family and I had an amazing time here! The house was everything that we expected. I will definitely stay here again. The morning sunrise and evening sunsets were spectacular! Our view was superb! I could go on and on but you will not know just how spectacular Key Largo is or how awesome this house is until you book it! Great job!

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$172

2 BR / 2 BA / Sleeps 6

Florida Bay Club - Key Largo, Florida - Florida Keys vacation rentals
1 / 3

$172

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Florida Bay Club - Key Largo, Florida

2 BR / 2 BA / Sleeps 6 | Quick view

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TImeshare rental Florida Bay Club - Key Largo, FL Saturday, December 19 - Saturday, December 26, 2015 Unit B3 - Two Bedroom - 2.5 Baths Week 51 The Bay Club is a unique complex of oversized 2 and 3 bed room condo apartments facing beautiful Blackwater Sound, just minutes away, by boat from the prime diving …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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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

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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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$350

3 BR / 3 BA / Sleeps 9

1 / 18

$350

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Key Largo 1 House 3 Separate Spaces

3 BR / 3 BA / Sleeps 9 | Quick view

Details

Entire home has sleeping for 9 with 3 separate units and 3 kitchens you can enjoy family or friend time but have some privacy also. Upper unit has 2 bedrooms 1 king bed and 1 queen bed, one bath with tub/shower, large kitchen, screened in front porch with table has seating for eight. Lower 1 bedroom has kingsized bed …
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly - ask

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    $100

    1 BR / 1 BA / Sleeps 4

    1 Reviews

    $100

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    1 / 1 Apartment Key Largo in Pennekamp

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

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    Reviews

    (1)

    1 / 1 Apartment Key Largo in Pennekamp - Recently remodeled one bedroom apartment centrally located in the Heart of Key Largo. Private, Safe and Quiet residential neighborhood within walking distance to John Pennekamp National Park. Kayak right into the parks beautiful mangrove canals and beaches right from your …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Wireless Internet
    • Washing Machine
    • Suitable for children - over five
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Stay Longer

    Left on Feb 14, 2015 for a stay in February 2015

    Owners were most welcoming, all was perfect, as is location. Fridge makes ice cubes, drinkies great.

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    $180

    1 BR / 1 BA / Sleeps 2

    16 Reviews

    $180

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    Key West Garden House

    1 BR / 1 BA / Sleeps 2 | Quick view
    “ Excellent ” 16 Reviews

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    Reviews

    (16)

    Experiance the laid back life of the tropics in this light and airy 1 bedroom, 1 bath private home. Located on a quiet lane in the heart of Old Town, The Key West Garden House features a large covered back porch, outdoor living and dining area, gas barbeque and heated pool in a lush tropical setting. The yard is …
    • Internet Access
    • Washing Machine
    • Outdoor Dining Area
    • Grill
    • Satellite or cable TV
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (16)

    Great Experience!

    Left on Jul 23, 2013 for a stay in May 2013

    We stayed at the Garden House with our maltese in May. Susan was terrific and her place felt like a home away from home in the Keys. It is such an adorable historic house, we just loved it.
    I hope to go back soon and stay at the Garden House again.
    Maureen B.

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    $107

    2 BR / 0 BA / Sleeps 4

    1 / 20

    $107

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    114 Plantation Ave - 28 NIGHT MINIMUM!!!

    2 BR / Sleeps 4 | Quick view

    Details

    This charming 2 bedroom and 2 bathroom home is located at the 90 mile marker. This home is centrally located to shopping, restaurants, and grocery store. This home offers deep water dockage and easy access to the Atlantic Ocean via Tavernier Creek. Great outdoor space whether you are sitting on the porch or sitting …
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $150

    2 BR / 2 BA / Sleeps 6

    1 / 18

    $150

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    2 Bed 2 Bath Condo with Beautiful Ocean views

    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Ocean Pointe Suites is a secluded resort overlooking the Atlantic. A great getaway for families or couples. You relax in a gated community located on 67 acres on the Southern tip of Key Largo, in the quiet town of Tavernier. Our property is managed by Tony (phone: hidden) and Ana (phone: hidden). THE PROPERTY: There …
    • Waterfront
    • Ocean or water views
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - elevator access

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    $46

    2 BR / 1 BA / Sleeps 6

    7 Reviews

    $46

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    Beautiful Private Home with Beach Access in The Florida Keys,

    2 BR / 1 BA / Sleeps 6 | Quick view
    “ Excellent ” 7 Reviews

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    Reviews

    (7)

    Look No Further As This Is An Excellent Deal!!!! Best Value For Your Money!!!! You will truly enjoy this key Largo vacation home!! It is conveniently located at a mile marker 103.5, Adjacent to world famous John Pennekamp Coral Reef State Park, where you can experience diving/snorkeling trips /glass bottom boat…
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Central heating
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (7)

    Like home

    Left on Nov 24, 2013 for a stay in November 2013

    Good location. Close to everything in key largo. The private beach was just a short walk and very quiet, especially during the week. The grill area was nice for those nights of staying in and cooking. Outside was peaceful with lots of tropical plants to view sitting on the porch. We would go back.

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    $187

    3 BR / 2 BA / Sleeps 6

    1 Reviews

    $187

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    MATECUMBE JEWEL

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

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    Reviews

    (1)

    Minimum Rental: 1 Month You will love jewel of a home! Located in Lower Matecumbe, this charming canal front home offers a swimming pool, dockage, direct access to the ocean, covered fish cleaning station, a screened lanai, inviting décor and comfortable accommodations. It is located on a dead-end street in a …
    • Internet Access
    • Patio
    • Parking
    • Grill
    • Refrigerator
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Our Lobster Trip to the Keys

    Left on Aug 24, 2013 for a stay in August 2013

    My family and I stayed at the Matecumbe Jewel in the month of august for Lobster season. The home shows even better than the photos, was clean, well furnished and kept. We could not have asked for better accomodations while on our first Lobstering vacation! The service by Keys Holiday Rental was a+++! We will certainly be back! Thanks again to everyone at Keys Rental and the owners of the …

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    $400

    3 BR / 3 BA / Sleeps 5

    6 Reviews

    $400

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    You will never want to leave

    3 BR / 3 BA / Sleeps 5 | Quick view
    “ Excellent ” 6 Reviews

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    Reviews

    (6)

    3 bedroom, 2.5 bath home at the end of a quiet private road in Islamorada. Queen bed in the master with a fantastic view of the ocean from your pillow. Two queen beds in the second bedroom with en suite bath The third bedroom is used as an office. From the moment you open the front door you have a view of the ocean …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Pet friendly - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (6)

    Really Super great place. Have stayed here twice and this place

    Left on Dec 09, 2013 for a stay in December 2013

    We have stayed here twice. Could not ask for a more peaceful and scenic view. Super great place and all of the things that you need. Very clean and very nice. Beautiful inside and out and the owners as nice as the place. Fantastic restaurants within a few miles north or south. One of the nicest little Bass Pro Shops around just a few miles up the road. The sunsets are amazing the mornings are …

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    $450

    3 BR / 2 BA / Sleeps 8

    1 / 22

    $450

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    Beautiful Keys Getaway

    3 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Key Largo, the first and northernmost of the Florida Keys, is an hour's drive from South Florida's two major airports, and a world away. Home to tropical hardwoods, winding creeks, two state parks, a national park and a portion of a national marine sanctuary, Key Largo boasts some of the most fascinating botanical …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Wireless Internet
    • Washing Machine
    • Suitable for children

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    $107

    2 BR / 2 BA / Sleeps 4

    1 Reviews

    $107

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    Keys Get-A-Way, quaint and quiet, # 44

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

    Details

    Reviews

    (1)

    This two bedroom, two bath ground level half-duplex is priced right for an affordable get-a-way! Plenty of parking is provided for vehicles and a boat trailer. There is 37' feet of seawall dockage with electric, lights and water. Vaca Cut is a short distance from the dock for easy access to the bay or the ocean. The …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    satisfactry accommodations

    Left on Oct 18, 2012 for a stay in January 2012

    would a better tv,and fix screens on sliding glass doors. Owners are
    very accommodating about changes and upgrades

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    $117

    4 BR / 3 BA / Sleeps 12

    1 / 25

    $117

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    TWICE THE CHARM

    4 BR / 3 BA / Sleeps 12 | Quick view

    Details

    Minimum Rental: 1 Month Enjoy your stay in this gorgeous single family home. You’ll love the convenient location in the Ocean Shores area of Key Largo. There’s easy ocean access from this 90' concrete dock. Water, electricity, fish cleaning station and gas barbecue grill are all handy. Not shown is the ice…
    • Shared outdoor pool (unheated)
    • Internet Access
    • Patio
    • Parking
    • Grill
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $300

    4 BR / 2 BA / Sleeps 8

    1 Reviews

    $300

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    Key Largo Home with Fenced Yard/Private Boat Ramp

    4 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Relax laying on the hammocks and enjoy the ocean breeze from this 4 bedroom 2 bath newly remodeled vacation home. Located on the same street as the Private Community Boat Ramp. You will be able to launch your boat and be on the ocean side or cross via Adams Cut to the bayside in minutes. Everything you will need is …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Loved it!

    Left on Aug 13, 2014 for a stay in July 2014

    It was our first time in Florida. Hot and humid, but the people are friendly and nice. This home is almost perfect-neat, clean and has everything you need (even the outside trash bins are clean). Air conditioning worked so well. Neighbors are nice and do say hi to you :-). We did not have a chance to meet with the owner (Paul), only thru email-he is responsive, tentative and warmth. We've …

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    $290

    2 BR / 2 BA / Sleeps 6

    9 Reviews

    $290

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    Beach Club #112 - Unique Oceanfront living

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 9 Reviews

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    Reviews

    (9)

    Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This comfortable 2 bedroom unit features a huge oceanfront balcony accessed from both the …
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (9)

    Fabulous view

    Left on Jun 19, 2009 for a stay in May 2009

    This unit was just lovely, the view off the terrace was amazing. We had the pool (one of 2) to ourselves everyday. We never heard any of our neighbors. Although the beach was not manicured, the unit was very close to 2 beaches, if you want to sit in the sand.
    We could see cruise ships and parasailing right off the pation. I can't say enough, it was GREAT.

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    $77

    2 BR / 2 BA / Sleeps 4

    1 / 22

    $77

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    SUNSET HAMMOCK 4B

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    LONG TERM RENTAL Available 4-15-2015 - Completely Furnished. 12 months preferred will consider 6+ months. Luxurious 2 bedroom, 2 bath townhome in gated bayfront complex with pool, hot tub, and tennis courts. This wonderful townhome is nestled in a tropical hardwood hammock. Enjoy your time in the Keys in this …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Balcony or terrace
    • Parking
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $85

    1 BR / 1 BA / Sleeps 2

    6 Reviews

    $85

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    Tropical Garden Guest House (sleeps 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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    $140

    3 BR / 2 BA / Sleeps 6

    1 / 26

    $140

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    OCEAN BREEZE

    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    MINIMUM RENTAL: 1 MONTH BEAUTIFUL CANAL FRONT STILT HOME WITH HEATED POOL - For the guest who expects perfection this is it. This is a completely remodeled 3 bedroom/2 bath (2/1 up and 1/1 down) single family home - perfect for one couple or a smaller family. It is conveniently located in Tavernier on a deep and…
    • Shared outdoor pool (unheated)
    • Balcony or terrace
    • Parking
    • Grill
    • Refrigerator
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $133

    3 BR / 2 BA / Sleeps 7

    1 / 16

    $133

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    TURTLE TIME

    3 BR / 2 BA / Sleeps 7 | Quick view

    Details

    Minimum Rental: 1 Month Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom overlooking the canal. You'll find this …
    • Internet Access
    • Balcony or terrace
    • Parking
    • Grill
    • Refrigerator
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $149

    1 BR / 1 BA / Sleeps 3

    2 Reviews

    $149

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    SUNSHINE PLACE

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

    Details

    Reviews

    (2)

    Minimum Rental: 7 Nights You can have it all – privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for one or two people who treasure the tropical atmosphere …
    • Internet Access
    • Patio
    • Parking
    • Grill
    • Refrigerator
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Awesome place!

    Left on Jul 08, 2013 for a stay in July 2013

    My wife and I just returned from a weeklong stay at this property. I have to say this is far and away the nicest 1 bedroom rental and as far as I'm concerned a hidden jewel in Islamorada. It is the bottom floor of a 2 story home that has been converted to a rental unit. The upper unit is the occasional getaway of the owner and not available to rent at this time. The property entrance is gated and…

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    $287

    3 BR / 3 BA / Sleeps 6

    3 Reviews

    $287

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    Indigo Reef, 32' dock, Marathon FL

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

    Details

    Reviews

    (3)

    Luxurious direct bayfront townhome with dock, upgraded unit. Jan, March and April 2015 are now available. $6,500/month. best location in the 50's overlooking large green yard and open bay with slip in front. 3 bedroom, 2.5 bath. Built in 2006. gated waterfront community. Dock for 32 ft boat, beautiful pool, mins to…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children

    Details

    Reviews

    (3)

    Great location, beautiful property and fantastic price!

    Left on Jun 09, 2014 for a stay in June 2014

    We had an amazing vacation staying in Villa 52 at Indigo Reef Resort. The property was beautiful and the villa itself was very nice and comfortable. Plenty of room for all three couples to spread out and enjoy. The pool was beautifully kept and very relaxing. We even saw a manatee in the dock and got some great pictures. Marathon Key was a great location as it was an easy drive from Miami and a …

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    $193

    3 BR / 3 BA / Sleeps 6

    1 / 10

    $193

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    Roland's Repose, comfortable accommodations, # 24B

    3 BR / 3 BA / Sleeps 6 | Quick view

    Details

    Tastefully decorated 3 bedroom, 3 bath half-duplex. Upgraded with granite counter tops in the kitchen and all 3 baths. The main level of the house is tiled through out and the upstairs master suite is carpeted. The upstairs master suite and the downstairs master bedroom both have king beds. The guest room has a queen …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Suitable for children
    • Suitable for the elderly - ask

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    $100

    3 BR / 2 BA / Sleeps 6

    1 / 19

    $100

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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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    $350

    3 BR / 3 BA / Sleeps 8

    8 Reviews

    $350

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    Summer Gate-away - Villa Los Montes Beautiful Home

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

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    Reviews

    (8)

    Villa Los-Montes Beautiful Summer Gate away, Paradise in the Keys. All Sales & Florida Taxes are Included on Pricing quote. We have NO hidden fees or additional taxes. Rates quoted are all inclusive, except standard $175.00 Cleaning Fee and PDP Fee. There being no damages, the security deposit is FULLY …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (8)

    Cannot wait to go back!

    Left on Jan 29, 2014 for a stay in November 2013

    We have rented this Villas twice - once before kids and once with our 1 year old daughter. Both visits delivered the perfect vacation! It's like having your own paradise...everything is just perfect (rooms are amazing, great view and very calm).

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    $100

    2 BR / 3 BA / Sleeps 4

    1 / 1

    $100

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    Executive Bay Club Unit G-5 - 28 NIGHT MINIMUM

    2 BR / 3 BA / Sleeps 4 | Quick view

    Details

    Click here to view this photo slideshow on a mobile device.
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $116

    2 BR / 2 BA / Sleeps 6

    1 / 17

    $116

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    Oceanfront in Silver Shores, Key Largo, FL

    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Beautiful Atlantic Ocean waterfront property in 55+ pristine Silver Shores community in Key Largo, FL. Very spacious living, kitchen & bedrooms. Walk around balcony & terrace facing the ocean. Wake up to gorgeous sunrises & views of Rodriguez & Dove Keys from your balcony. More views from rooftop sun …
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children - ask

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    $643

    4 BR / 3 BA / Sleeps 8

    1 Reviews

    $643

    Inquire

    Aguazul

    4 BR / 3 BA / Sleeps 8 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    Village Permit #VR-09-82 You can not rent this property for less than one week. Ahhhh...Ocean Front...Pool...Dockage...It's all hear at Aguazul. Aguazul is located at Mile Marker 89, in beautiful Islamorada. This gorgeous four bedroom,three bath home will sleep 8 people very comfortably. Aguazul has everything you …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    The perfect getaway

    Left on Sep 26, 2011 for a stay in August 2011

    My family had a fantastic vacation. This home is located really close to some great restaurants. It was so nice to sit back and relax all day while the kids played in the ocean and pool.

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    $217

    4 BR / 4 BA / Sleeps 9

    1 / 26

    $217

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    152 Valencia Drive - 28 Night Minimum

    4 BR / 4 BA / Sleeps 9 | Quick view

    Details

    This is a beautiful Venetian Shores home... It truly is a must see! The interior is clean and nicely decorated. The large porch on the back allows you to see the famous Florida Keys sunsets from your own home! Located a few houses down from Snake Creek, you'll have quick ocean and bay access. Deep water dockage, tiki …
    • Waterfront
    • Ocean or water views
    • 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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    $275

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $275

    Book

    Penthouse Condo in Key West Florida

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

    Details

    Reviews

    (1)

    Penthouse unit has designer furniture in this two bedroom (master has king size bed and guest bedroom has a queen) with a comfortable queen sleeper sofa in the living room. Two full bathrooms, full kitchen, dishwasher, microwave, cook top and electric oven, and outside balcony overlooking the beautiful pool and …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Parking
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Noisy inconsiderate poorly behave guests

    Left on Sep 03, 2013 for a stay in September 2013

    Our first night I was kept up until 4 AM by noisy you people and I love to hang and have fun but come on they were really poorly behaved. The following night Saturday of Labor Day they were all over the pool and parking and once again kept me up until 4:29 PM. By Sunday I was a wreck, very tired and could not stop yawning with a severe headache and not for having a hang over but from lack of …

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    $190

    2 BR / 3 BA / Sleeps 4

    1 Reviews

    $190

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    Futura Townhome 731

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

    Details

    Reviews

    (1)

    Enjoy the spectacular view of the Florida Bay from this beautiful townhome. There are tons of things to keep you and your family busy without having to leave the Futura Condo complex. There are tennis courts and a swimming pool located on the property. Make your self at home in our home away from home. Boat dockage …
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • A/C or climate control
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Most awesome vacation in Islamorda Florida!!

    Left on Jul 14, 2010 for a stay in June 2010

    Futura - The price is right. The location is perfect. The townhouse is very comfortable, beautifuly decorated, with a most awesome view of Florida Bay. The marina, dock, and boat ramp are all at the same location and are well maintained. The pool, tennis courts, basketball, and volley ball court are an added bonus.
    In addition, Freewheeler Realty has been providing our vacation services for over …

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    $213

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $213

    Inquire

    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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    $150

    2 BR / 2 BA / Sleeps 4

    1 / 25

    $150

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    BEBA'S REEF HOUSE

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Minimum Stay 1 Month. "Beba's Reef House" will capture your imagination the moment you enter the home and rise to the main living level through the reef painted on the walls of the stair well and the photos of fish captured by the owner during numerous dives here in the Keys. This is a charming 2 bedroom, 2 bath home …
    • Internet Access
    • Balcony or terrace
    • Parking
    • Grill
    • Satellite or cable TV
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $500

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $500

    Book

    Islamorada Waterfront Paradise 2

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

    Details

    Reviews

    (1)

    Dive right into paradise while staying at Casa Rio. With a beautiful view of a sleepy natural waterway in the Florida Keys you can quickly relax and transform into 'island time.' This exclusive bayside home is situated in a secluded location on Islamorada with quick access to the Florida Bay and Atlantic Ocean. Your …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    A little paradise

    Left on Feb 18, 2015 for a stay in January 2015

    We had a great family time in this house.

    It's perfectly located in the Keys. It's clean, well equiped, quiet and peaceful.

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    $400

    2 BR / 2 BA / Sleeps 4

    10 Reviews

    $400

    Inquire

    Casa Camilla

    2 BR / 2 BA / Sleeps 4 | Quick view
    “ Excellent ” 10 Reviews

    Details

    Reviews

    (10)

    You'll know you've found island heaven--the term heaven meaning transcendence or going beyond the ordinary--when you enter Casa Camilla. This two-bedroom, two-bathroom home located in the lovely Meadows neighborhood of Old Key West is extraordinary inside and out. The outside rear half of the property is beautifully …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for the elderly - ask

    Details

    Reviews

    (10)

    absolutely gorgeous!

    Left on Dec 07, 2011 for a stay in November 2011

    The house is absolutely beautiful and in a great location; easy to get to Duval street. Very quiet neighborhood. The house had everything except internet access and a heated pool/jacuzzi.

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    $120

    3 BR / 2 BA / Sleeps 6

    1 Reviews

    $120

    Book

    Holidays are fast approaching! Book Now!

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

    Details

    Reviews

    (1)

    Moon Bay - a gated, private condo community located in the heart of Key Largo at mile marker 104.3. This bayfront complex has a resort feel to it, with landscaped grounds and rental dockage available in the private marina on Florida Bay. This 2 bedroom, 1.5 bath condo is the perfect choice for your Florida Keys …
    • Waterfront
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    WARNING re Construction

    Left on Mar 03, 2015 for a stay in February 2015

    The unit is spacious and comfortable. However, Building A is located directly adjacent to busy US 1. There is no water view from this unit. At the rear of the unit there is a large screened-in lanai that overlooks the parking lot and another building in the complex. It is a very short walk to the pool and waterfront. The internet frequently drops out for short periods.

    At the time we …

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    $285

    3 BR / 2 BA / Sleeps 8

    1 Reviews

    $285

    Book

    Fishermen's Haven w/Dock, Fish Station, Near Beach

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Welcome to our Keys vacation home! We have a lovely home on a large fenced lot in a very private, quiet neighborhood. This Coco Plum location is one of the best in the heart of the Florida Keys National Marine Sanctuary. Located on a very wide, sailboat deep-water canal. Our 110' wide fenced lot with a 25' dock is …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Paradise Getaway...

    Left on Apr 20, 2014 for a stay in March 2014

    My Husband and I were more than thrilled to take our vacation at the Fisherman's Haven with Dock. Right on the inlet he was able to fish and enjoy the beautiful scenery Fishing license was easy to obtain from the local Kmart just south. We were able to grill out and enjoy eating outside or dine in the beautiful and very accommodating Kitchen which was fully stocked with more than one could …

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    $1,000

    5 BR / 4 BA / Sleeps 10

    19 Reviews

    $1,000

    Inquire

    DREAMING ON DUVAL- Luxury 5 Bed & Private Pool- As seen on HGTV House Hunters

    5 BR / 4 BA / Sleeps 10 | Quick view
    “ Excellent ” 19 Reviews

    Details

    Reviews

    (19)

    Luxury on Duval Street in historic Key West? Luxury is not what most people visiting Key West associate with Duval Street until you look at Dreaming On Duval! There are very few private homes on Duval, let alone a single family vacation rental that is steps away from everything Key West has to offer and accommodates …
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Deck
    • Parking
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (19)

    Fabulous...

    Left on May 24, 2010 for a stay in May 2010

    Dreaming in Duval is a beautiful, spacious home. The home is very well equipt,and accomodated 10 people easily.
    The location was perfect, we could walk to everything.
    Dean and Paul were both great and very helpful.
    One of our best vacations ever, we are already planning a return trip.

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    $121

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $121

    Inquire

    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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      $83

      1 BR / 2 BA / Sleeps 4

      6 Reviews

      $83

      Book

      Fishtail Hideaway - Monthly Rental

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

      Details

      Reviews

      (6)

      ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** This cottage features a cozy master suite which encompasses the entire 2nd floor. This bedroom features a pillow top King bed, large flat screen TV, en-suite bath with shower. The living room has a queen murphy bed for …
      • Internet Access
      • A/C or climate control
      • Deck
      • Fitness Room
      • Grill
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (6)

      Deception

      Left on Feb 03, 2011 for a stay in January 2011

      I rent Fishtail and not azul,for the second time you send me that form ! Even if i tell you, Key West Vacation Rental, the reasons of my deception, I think you really don't care. When I tried to tell Michelle about some of the things about this house (ask the owner to buy a real kitchen table, a new mattress, wool sheet, etc), she looked at the sky and didn't care. So i won't take a minute of my …

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      $83

      1 BR / 1 BA / Sleeps 6

      1 / 17

      $83

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      Providence Suite - Monthly Rental

      1 BR / 1 BA / Sleeps 6 | Quick view

      Details

      ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Nestled in tropical, flowering gardens, the Providence Suite is perfectly located, 1/2 block from Duval Street Downstairs is the living room with Queen sleeper sofa, dining room and fully equipped kitchen. Outdoor table and…
      • Shared outdoor pool (unheated)
      • Internet Access
      • A/C or climate control
      • Deck
      • Fitness Room
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      PreviousNext property

      $100

      2 BR / 2 BA / Sleeps 6

      2 Reviews

      $100

      Inquire

      Summer Sea #418 - 28 Night Minimum

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

      Details

      Reviews

      (2)

      This 2 bedroom, 2 bathroom condo located directly on the Florida Bay is the perfect sunny getaway! Situation with perfect views of the community pool, community marina, and open bay, you'll enjoy coffee in the morning while watching the boaters head out for their perfect catch and enjoy a sunset cocktail in the …
      • Ocean or water views
      • Shared outdoor pool (unheated)
      • A/C or climate control
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (2)

      Heaven in Islamorada, Florida

      Left on Aug 23, 2011 for a stay in July 2011

      Rented a 2/2 condo for the month of July 2011.
      Great location, nice amenities,clean,wonderful view, friendly staff and condo owners.
      Excellent price.
      I will definitely do this again soon.

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      $600

      4 BR / 3 BA / Sleeps 8

      1 Reviews

      $600

      Inquire

      Latitude

      4 BR / 3 BA / Sleeps 8 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      ****This house cannot rent for less than 28 days, per County Ordinance**** Latitude: Freedom of thought or action. No word could better described this Keys Vacation Home. Embrace the serenity of the azure Atlantic Ocean while you relax in the private heated pool. Latitude boasts 2 master suits and two guest rooms. …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (1)

      A wonderful week with extended family

      Left on Jun 16, 2013 for a stay in June 2013

      Our extended family of 8 had a wonderful week at Latitude. The house is modern and immaculate. There was plenty of space and privacy for everyone. We had a great time watching a huge variety of sealife from the dock. We saw nurse and bonnet-head sharks, crabs, puffer fish, a turtle, stingrays and much more. The house was convenient to several very good restaurants (Pierre's, Islamorada Fish …

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      $400

      2 BR / 2 BA / Sleeps 6

      1 Reviews

      $400

      Inquire

      Fantastic 1800 Atlantic Penthouse - C424

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

      Details

      Reviews

      (1)

      2 bedroom 2 bath top floor ocean-view condo at 1800 Atlantic. This unit has been totally renovated and no attention to detail spared. The Master Bedroom has king bed, The guest bedroom has a queen and the living room has a queen pull-out sleeper sofa. High speed interent available. There is a full size fully …
        • Suitable for children - ask
        • Suitable for the elderly
        • Wheelchair accessible

        Details

        Reviews

        (1)

        Great mini vacation!!

        Left on Sep 09, 2010 for a stay in July 2010

        The condo we stayed in had obviously been remodeled. It was gorgeous with plenty of space for 4 people! Also, the pool and jacuzzi were huge! We really enjoyed the accomodations of the condo so much we could've stayed in the room the whole 4 days! Even though it was not within walking distance to Duval street, the island is very small. You can rent a scooter for the day and tour the entire …

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        $171

        2 BR / 2 BA / Sleeps 4

        1 / 11

        $171

        Inquire

        VO-198

        2 BR / 2 BA / Sleeps 4 | Quick view

        Details

        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

        PreviousNext property

        $350

        4 BR / 3 BA / Sleeps 8

        12 Reviews

        $350

        Inquire

        Waterfront Luxury Home Incredible Views, WiFi

        4 BR / 3 BA / Sleeps 8 | Quick view
        “ Excellent ” 12 Reviews

        Details

        Reviews

        (12)

        This is a designer built home on a full acre estate with 300' on the water and 80' dock. Drive to dock to load and unload boat. Covered parking. Lush tropical landscaping throughout estate. Roof is a beautiful Bermuda stepped design. Cathedral cypress wood ceiling that gives the home an impressive look. The house…
        • Waterfront
        • Ocean or water views
        • Hot Tub/Jacuzzi
        • Internet Access
        • Washing Machine
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (12)

        Awesome & Relaxing Vacation in the Florida Keys

        Left on Sep 27, 2011 for a stay in September 2011

        This house is a great place to stay. The house is nicely furnished and has spectacular views. The master bedroom is very spacious and has a balcony so that you can enjoy the beautiful views and the peace and tranquility. We truly enjoyed fishing off the dock (We were even able to make a fish fry with the fish my son and husband caught off the dock). There is a terrace on the second floor that…

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        $490

        3 BR / 5 BA / Sleeps 6

        4 Reviews

        $490

        Inquire

        "SOUTHARD COMFORT" - PARKING AND POOL - OLD TOWN

        3 BR / 5 BA / Sleeps 6 | Quick view
        “ Excellent ” 4 Reviews

        Details

        Reviews

        (4)

        “Southard Comfort”, True Island Living in Downtown Historic Old Town Key West Two story, 3 bedroom, 2.5 bath plus outdoor shower. Nancy & Carl welcome you to their Key West vacation home! This established rental is a dazzling property, and we are committed to continuing its reputation of excellence. Located…
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • A/C or climate control
        • Suitable for children - ask

        Details

        Reviews

        (4)

        Fiftieth Bday Party

        Left on Oct 13, 2014 for a stay in June 2014

        Fantastic house and location! Three couples and we all have been to EYW annually over the last 25 years...we have rented almost every large home in EYW and this is one of the best! Great spot,nice pool kitchen was really bigger than needed...outdoor shower is always a favorite and off street parking for a rental car or in our case six bikes....

        Would definitely return to this house....

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