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$550

4 BR / 4 BA / Sleeps 8

Luxurious 4 Bedroom, 3.5 Bathroom Key Largo House with Pool, Channel & Dock - Florida Keys vacation rentals
1 / 33

$550

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Luxurious 4 Bedroom, 3.5 Bathroom Key Largo House with Pool, Channel & Dock

4 BR / 4 BA / Sleeps 8 | Quick view

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This luxurious waterfront home is located on the ocean side of northern Key Largo (The Sport Fishing Capital of the World), near mile marker 105. Superb quality and beauty and centrally located, this house has it all! Everything you need is right here waiting.... This home comfortably accommodates 8 guests and is …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

4 BR / 3 BA / Sleeps 12

Ocean Front Split Level Keys House - Florida Keys vacation rentals
1 / 29

$400

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Ocean Front Split Level Keys House

4 BR / 3 BA / Sleeps 12 | Quick view

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Beautiful four bedroom, Ocean Front home with private beach in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise in the Florida Keys! Come and relax at our beautiful ocean front home with breathtaking, panoramic views of the Atlantic ocean. This spit level home is located in Islamorada; the …
  • Private Beach
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$283

4 BR / 4 BA / Sleeps 10

TROPICAL OASIS - Florida Keys vacation rentals
1 / 24

$283

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TROPICAL OASIS

4 BR / 4 BA / Sleeps 10 | Quick view

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MINIMUM STAY: 28 DAYS Exceptional single family home designed for tropical living - charming interior and extraordinary outdoor living areas. Open concept living area on the middle level of the home offers a formal dining with 8 chairs and 3 bar stools at the kitchen counter. There is a large screen TV with "L" …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Patio
  • Parking
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$467

4 BR / 3 BA / Sleeps 8

Lazy Daze (28 Day Minimum) - Florida Keys vacation rentals
1 / 21

$467

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Lazy Daze (28 Day Minimum)

4 BR / 3 BA / Sleeps 8 | Quick view

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****Due to a County Ordinance this property cannot rent for less than 28 days**** LAZY DAZE………….Imagine sitting on your lounge or palm hanging hammock, toes in the warm sugar sand, next to your heated pool, silence (except for a few birds), viewing the John Pennekamp State Park Marine Sanctuary waters. This …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$345

4 BR / 3 BA / Sleeps 9

2 Reviews

$345

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Bayfront Paradise (Casa Bella) Welcomes you to Key Largo

4 BR / 3 BA / Sleeps 9 | Quick view
“ Very Good ” 2 Reviews

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Reviews

(2)

"Casa Bella" welcomes you by truly living up to its name. This beautiful bayfrony home in Key Largo, will captivate all your senses with its open water views, lush landscaping, beautiful sunsets, peacefulness, and ever-present marine life. Watch the dolphins swim, swim with manatees by the dock, fish off the pier, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

A week in paradise!

Left on Jun 04, 2013 for a stay in May 2013

To celebrate my wife's 50th, we decided to get the whole family together and make our annual trip to the Keys. Casa Bella was beautiful. It far exceeded our expectations! The home, and its furnishings were exquisite. The location was perfect, the on-site boat ramp and dock gave us easy access to the gulf side of Key Largo. Enjoying a cup of coffee at sunrise on the balcony was a great way to …

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$500

4 BR / 3 BA / Sleeps 8

9 Reviews

$500

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Private Beachfront Paradise

4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

Beautiful two story home ......four bedroom three baths.....on your private white sandy Beachfront property with large pool facing the ocean. First floor is independent with a very large one bedroom, bar with wine cooler full bath, living, dinning and new kitchen. The covered patio is huge at 60X15. The second floor…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(9)

Great House and Great Property Owner

Left on Dec 06, 2013 for a stay in November 2013

My family and I had the pleasure of staying at this home during Thanksgiving week. Not only did the house beat our expectations, but the communication with the owner was also fantastic. She was so helpful with every inquiry we had and went well above what we expected to make sure our time in Islamorada was as well as it could be.

The house itself was extremely clean, beautiful and very …

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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

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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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$490

4 BR / 4 BA / Sleeps 8

39 Reviews

$490

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Louisa House: A comfortable four bedroom vacation hideaway

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 39 Reviews

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Reviews

(39)

Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually decorated in soft pine and white, wicker furnishings and sofa sleeper in living room, this four bedroom, three and a half bath home provides a comfortable vacation hideaway. …
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(39)

Great House, Family Friendly

Left on Jun 18, 2009 for a stay in April 2009

This is the second time I have stayed at this house and we have loved it both times. The house is within walking distance to everything we needed and wanted to do and offered many amentities. The pool area is very nice and the house is very spacious. The only downfall is I wish the pool area had more than 2 lounge chairs and that the trees were cut back a little more so some sunshine could …

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$625

4 BR / 4 BA / Sleeps 8

3 Reviews

$625

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4 ROOM LUXURY HOME IN MARATHON FL

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

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Reviews

(3)

Amazing 4 Room 4 Bath New Luxurious Florida keys house. Completely newly built house equipped with state of the art appliances and modern furniture available for rent as of right now. Sleeps 10ppl, less then 0.5 miles from Sombrero Beach, Less then 1 mile from supermarket and shopping centers. Close to most of the…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children

Details

Reviews

(3)

Beautifully Presented new home

Left on Mar 24, 2014 for a stay in March 2014

This is a new rental property, only finished building in December 2013. So everything is brand new and clean and beautifully presented. A couple of wires still to attach, but this did not detract. Loads of space, great pool and hot tub (pay $25 a day extra to heat) , and great bbq and bar area next to the pool. Walking distance to Sombrero Beach, but need car to get to restaurants and shops. Wifi…

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$183

4 BR / 3 BA / Sleeps 10

1 / 20

$183

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EMERALD COVE

4 BR / 3 BA / Sleeps 10 | Quick view

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MINIMUM RENTAL: 28 NIGHTS (ONE MONTH) You'll love watching the fabulous sunsets over the tranquil waters in this semi-private lagoon setting. This is a three story single family home and offers two balconies overlooking the water and dock area. There's room to dock one 30' boat and a fish cleaning station conveniently…
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Balcony or terrace
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$470

4 BR / 2 BA / Sleeps 8

1 / 28

$470

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Pete's Cottages: Twin Cypress cottages steps from Duval

4 BR / 2 BA / Sleeps 8 | Quick view

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This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with the clean lines of a contemporary home. Each Twin opens to it's own semi-private deck and lounge area with steps into a large kidney shaped pool with waterfall. Inside the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$858

4 BR / 4 BA / Sleeps 12

2 Reviews

$858

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Turtle Nest

4 BR / 4 BA / Sleeps 12 | Quick view
“ Very Good ” 2 Reviews

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Reviews

(2)

Village Permit VR-062 You can not rent this property for less than one week. This luxurious new oceanfront estate is located in Islamorada. Enjoy the island's year-round sunny weather on the home's exotic wood deck surrounding a custom pool - all overlooking a private sugar sand beach on the Atlantic Ocean. New …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

This house is simply amazing, best vacation ever!

Left on Oct 29, 2012 for a stay in September 2012

I stayed in the turtle nest with my mother, father, and sister my father has stage 4 lung cancer and has been giving only months to live, this was our last vacation together and ill tell you this was the best one ever, it's a beautiful house right on the beach, it is the dream house I have always wanted :)

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$217

4 BR / 3 BA / Sleeps 10

1 / 32

$217

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PLANTATION ADVENTURE

4 BR / 3 BA / Sleeps 10 | Quick view

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MINIMUM STAY: 29 DAYS Sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious and surrounded by tropical vegetation, and the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Balcony or terrace
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$283

4 BR / 3 BA / Sleeps 10

1 Reviews

$283

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CONCH BAR SOUTH

4 BR / 3 BA / Sleeps 10 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

MINIMUM STAY: 29 DAYS NEW RENTAL OPPORTUNITY! This magnificent home is located at the mouth of a wide canal in Plantation Key and offers phenomenal open water views. The furnishings are new and provide a comfortable and extremely inviting living environment. This 4 bedroom 3 bath single family home (3/2 up; 1/1…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Balcony or terrace
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great property but poor experience with realtor

Left on Dec 26, 2014 for a stay in November 2014

We rented for the month of November with 9 people in our party. The property and home are beautiful but we unfortunately did not have a very good experience withKeys Holiday rental department. One of the main reasons we rented the house was the use of the boat davits but two weeks before our arrival I was informed the davits were being removed. I was left with no choice but to buy additional …

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$299

4 BR / 4 BA / Sleeps 10

10 Reviews

$299

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Exquisite 4 bedroom, 4 bath! 607 Mariners Club

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

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Reviews

(10)

3-7 night minimum stay requirement varies by time of year. Three-story townhouse with over 2600 sq of living space...room for the whole family! Ground floor 1-bedroom (king bed) with kitchenette, open floor plan sitting area with queen sleeper sofa and a private full bath...perfect for nana or the kids! An interior …
  • Waterfront
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(10)

vacation

Left on Apr 06, 2012 for a stay in March 2012

Everything was wonderful. My only complaint was the downstairs apartment didn't even have a coffee table and the bedroom floor was full of "dust bunnies". Other than that the resort was beautiful and the condo was great.

Thank you for all your help with the rental. Debbie and annie were just terrific.

Lee Okon

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$850

4 BR / 4 BA / Sleeps 8

15 Reviews

$850

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Villa Tropicale: A lush, secluded estate in the Casa Marina District

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 15 Reviews

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Reviews

(15)

Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this large estate through a private gate; stroll down brick pathways, meandering by the cottage until you reach the two story main home. The gardens are lush and abundant featuring various species of mature palms, birds of …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(15)

The coolest house ever!

Left on Jun 18, 2009 for a stay in November 2008

I would highly recommend this property to anyone looking for a place to stay in Key West with a group of friends. It offers the best of both worlds....You could never leave the property and have a wonderful time or a quick cab ride and you're at Duval Street. Our group ventured off on a day trip to the Dry Tortugas, which was set up by the properties conceier service...and that was awesome...…

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$750

4 BR / 4 BA / Sleeps 8

27 Reviews

$750

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Southard Street Queen Conch - A Historic compound with large sunny pool

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 27 Reviews

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Reviews

(27)

On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool or combines for a wonderful four bedroom retreat. Downstairs enjoys a large, open floor plan with living and dining room, …
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(27)

What a lovely property

Left on Jun 18, 2009 for a stay in May 2008

This is a great home in a great location. All of the rooms are wonderfully furnished and clean. The backporch and sun deck are truly amazing and relaxing. I especially enjoyed the privacy of the pool and backyard for relaxing and resting. I would stay here again over and over again.

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$500

4 BR / 3 BA / Sleeps 8

5 Reviews

$500

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Ocean Front-Heated Pool-View Over The Atlantic

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

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Reviews

(5)

Unwind and take a deep breath, you have finally found your tropical paradise vacation home. This 4 vacation home is the perfect getaway from the hustle and bustle of everyday life. Only 20 minutes from Key West! If you are ready to kick off your shoes and sit by the pool or grab that fishing pole and hop the next boat…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(5)

What a clean, relaxing and fun place to stay!

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

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

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$15,000

7 BR / 5 BA / Sleeps 24

1 Reviews

$15,000

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Casa Lorelane

7 BR / 5 BA / Sleeps 24 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

Magnificent custom build house with 4,712 sq ft three story luxurious 7 bedrooms 5 baths house with a cocktail pool, Tiki hut, hot tub with 5-6 boats docking and 10 Plasmas HDTV , sits at edges of the Atlantic water , 50 ft leads canal to the Atlantic Ocean , large and staked kitchen with all the necessity , …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

5 Families under one roof: Ages 1 - 75!

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

My extended family rented this property for a one week stay over New Years. There were five families under one roof, with the youngest being 1 and the oldest 75 and 13 people in total. The spaciousness of this house was perfect and not once did we feel crowded. Each

family got their own room and the older children got rooms. We had a lovely time and really appreciated choosing this as our …

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$600

6 BR / 6 BA / Sleeps 21

1 / 42

$600

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Harbor House

6 BR / 6 BA / Sleeps 21 | Quick view

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This three story house, with a breath taking view , sits on the edge of the Atlantic Ocean with no end in sight. To accompany the great Atlantic is a grand 3,800 sq ft. 8 bedroom and 6 bathroom home that can accommodate up to 21 people. The 2nd floor living room opens into the screened balcony allowing you to enjoy …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$250

4 BR / 2 BA / Sleeps 8

4 Reviews

$250

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Relaxing Getaway (REDUCED) in Key Largo

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

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Reviews

(4)

SPECIAL SEPT. OCT. AND NOV RATES This brand new 4 bedroom 2 bath house 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. Minutes from best fishing and diving in the world. Come to the beautiful Florida Keys where…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

Details

Reviews

(4)

Awesome! Will stay there again and again.

Left on Apr 29, 2014 for a stay in April 2014

What a great place in Key Largo. Plenty of room and a great location. Right across from Publix and near all of the fun. We rented a boat from Pennicamp which was a short ride away. This place is perfect for a family. Each kid had their own bedroom and my daughter loved the trundle! There is a boat ramp and beach area that is perfect for relaxing or having a picnic. The owner was so nice and …

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$600

4 BR / 3 BA / Sleeps 8

1 Reviews

$600

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Latitude

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

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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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$800

4 BR / 4 BA / Sleeps 8

2 Reviews

$800

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Oceanfront Luxury Islamorada Estate - 4 bed/pool

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

Details

Reviews

(2)

* 7 Day Rental minimum - Saturday to Saturday * Please check the calendar prior to inquiry Sleeps 8 adults plus up to 4 children under 6 allowed (fire code regs…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

Stepping into a real life postcard - loved this home

Left on Feb 20, 2013 for a stay in August 2012

After an amazing stay I am absolutely compelled to write
and let others know about this gem in paradise. I wasn't
sure what to expect, knowing it was a true historic landmark,
but my family and I could not have been more thrilled.
The history associated with the house is fascinating and
my husband and I found ourselves wanting to know even
more of the background associated with this …

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$217

4 BR / 3 BA / Sleeps 8

1 Reviews

$217

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1108 Heron Rd - 28 Night Minimum

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

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Reviews

(1)

Located in Key Largo at mile marker 95, oceanside, this pool home will really seal the deal. Just remodeled, and offering stunning Atlantic views, the home is ideal for a family seeking a combination of camaraderie and privacy. Divided into separate units on its two floors, each with its own kitchen, the home's decor …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

We had a relaxing and complete vacation stay.

Left on Aug 05, 2013 for a stay in June 2013

The house was decorated and remodeled beautifully. The pool was a nice addition. All amenities were at the house.

I will be staying here again and again provided that it is available.

Brought my boat and there was ample space and area for fish cleaning, as well as, a couple of beers under the palms when done.

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$615

5 BR / 6 BA / Sleeps 10

1 Reviews

$615

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OCEAN FRONT VILLA: Great Heron House

5 BR / 6 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Great Heron House Ocean Front - Estate Luxury in ever detail and design with spectacular ocean views throughout. Private pool and spa. Spacious 5 bedroom 5.5 bath sleeps up to 10 guests. Sister property to the Grand Mangrove. Both accommodations reflect a meticulous attention to detail. Granite Countertops, Wolf and …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Sunshine and Luxury

Left on Mar 12, 2014 for a stay in January 2014

We spent a wonderful week at the Great Heron House in January, 2014. It was an extended family vacation so there were four adults, one toddler, and one infant. The accommodations were perfect. A room, with en suite bathrooms, for everyone, a gourmet kitchen fully equipped, very cozy and comfortable living space with fantastic views of the water, and fantastic outdoor space including a gas …

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$1,200

7 BR / 6 BA / Sleeps 18

1 Reviews

$1,200

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Suite Dreams in Key West

7 BR / 6 BA / Sleeps 18 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Our unique property consists of 3 suites (a total of 7 bedrooms and 6 baths) with 2 sparkling lagoon style dipping pools in one compound in the luxurious Casa Marina area of Old Town Key West. We can accommodate groups up to 18 guests. The breakdown of the 3 suites which are being rented together are as follows: …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Perfect stay

Left on Feb 16, 2014 for a stay in January 2014

So our stay was Friday - Tuesday in January … We rented the Hemingway suite then added additional rooms … Love Love Love this place !! can not say enough about the owners / and their property manager Vicki …. Highly recommend this place , it has everything you need .. Full property, private pool , Patio, Bbq, fully stocked kitchen , an on "your honor" store , washer dryer … going to …

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$215

4 BR / 3 BA / Sleeps 10

1 / 24

$215

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Tranquility -Comfort, Absorb The Magic Of The Keys

4 BR / 3 BA / Sleeps 10 | Quick view

Details

The casa de munday is a lovely 2300 sq. Ft... 4 bedroom 3 bath deep water canal home located in the middle of marathon mm52. One hour to key largo(mm104) and one hour to key west(mm1)... Ground level with no stairs to climb. The home has plenty of parking for your cars as well as boat trailers. The back yard is fenced…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Wheelchair accessible

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$225

4 BR / 3 BA / Sleeps 9

1 Reviews

$225

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Bliss in the Florida Keys

4 BR / 3 BA / Sleeps 9 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Beautiful canal front, clean, home located on ocean side in Long Key. MM 68. 4 bedrooms 3 baths total: 3 bedroom, 2 bath upstairs, 1 bedroom/bath (studio) downstairs. Great fishing and diving moments away. This is our family's vacation hideaway. Never rented prior to December 2012. Direct TV w HBO, Regional Sports …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Must stay! Gorgeous house with plenty of room.

Left on Jun 14, 2014 for a stay in June 2014

Currently staying here and couldn't be happier. Comfortably sleeping 9 people in our party (4 adults, 4 kids/teens and a baby). The kitchen is stocked very well. Gorgeous view of the ocean from the upper deck. Quiet neighborhood. Will definitely be back!

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$715

4 BR / 3 BA / Sleeps 10

1 / 38

$715

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82754 Overseas Highway

4 BR / 3 BA / Sleeps 10 | Quick view

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OSPREY BAY VILLA! Wonderful bayfront home in the heart of Islamorada in the fabulous Florida Keys for rent by the week or monthly. Offering 5 bedrooms and 3 full baths on 2 living levels overlooking the Florida Bay with its incredible sunset views. Sleeps 10 people comfortably. Spacious fully equiped kitchen with the …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,000

5 BR / 4 BA / Sleeps 12

19 Reviews

$1,000

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

5 BR / 4 BA / Sleeps 12 | 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
  • Balcony or terrace
  • 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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$650

4 BR / 3 BA / Sleeps 10

1 Reviews

$650

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Amanda's Dream Suites ~ Weekly Rental

4 BR / 3 BA / Sleeps 10 | Quick view
“ Average ” 1 Reviews

Details

Reviews

(1)

Originally built in 1938, Amanda's Dream Suites vacation rental is a charming large wooden home offering two full stories with deep porches which overlook the garden and pool. An exterior stair case on one end of the building join the first and second floor. A renovation of the home in the early 1990's …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Linens Provided
  • Television
  • Stereo or CD player
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Comfortable but over priced, tired and in need of updating.

Left on Mar 16, 2014 for a stay in March 2014

Management company was very inattentive to advertised included amenities. No beach towels to use or forks in the kitchen for three days after three requests. An added note this property is in the direct flight path of the airport so it can be deafening at times.

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$1,000

6 BR / 7 BA / Sleeps 14

4 Reviews

$1,000

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Ocean Front Executive Retreat

6 BR / 7 BA / Sleeps 14 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

This is a monthly rental, please contact for rates, as they vary depending on how many people and how many days are occupied during the month.... Minutes from the mainland and an hour from Miami Airport...This giant estate with 2 separate residences come with contemporary mediterrean style featuring marble floors, …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(4)

Exceeded expectations

Left on Mar 15, 2012 for a stay in March 2012

The photos don't do this magnificent place justice. We had a family gathering here and it was absolutely perfect! The houses are both immaculate, beautiful and well-equipped. It made for the perfect central location for everyone to relax around the pool, enjoy large family meals (the chef's kitchen was amazing!) and take in some sunshine. In addition, booking with Colleen (one of the owners) was …

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$400

5 BR / 4 BA / Sleeps 12

1 / 22

$400

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Bella Grand Premier ~ Monthly Rental

5 BR / 4 BA / Sleeps 12 | Quick view

Details

Classic romantic 1800’s Key West architecture has inspired a superbly executed renovation of this extraordinary historic Victorian estate. Displaying a perfected cosmopolitan flair, the owner / designer has artfully intertwined a look-back into architectural history with a sophisticated contemporary Caribbean …
  • Shared outdoor pool (unheated)
  • Housekeeping Optional
  • A/C or climate control
  • Porch
  • Garden
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$450

4 BR / 5 BA / Sleeps 10

19 Reviews

$450

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4/5 waterfront gated home, heated pool, boat docks

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

Details

Reviews

(19)

Waterfront 4 bedroom and 5 full bathrooms private gated home, heated pool, Tiki hut, deep 135 foot boat dock, fish cleaning station, bait freezer, gourmet kitchen, 2 full size refrigerator and freezers. sleeps 10, covered parking for 4 cars. Awesome sunset views over Bonefish Bay,veranda, 3 hammock, plenty of trailer …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(19)

Perfect place for a family or group

Left on Jul 23, 2010 for a stay in February 2008

We had our family reunion in the Keys, and we ended up renting 2 houses on ave F, to be able to fit the entire group of 21 people. Everyone gathered at this house, though, to relax on the balconies, sit around the living room, cook & grill together, and use the pool area. The pictures don't come close to the real thing! There is a tremendous amount of space, and we never felt crowded. If you …

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$200

4 BR / 2 BA / Sleeps 9

6 Reviews

$200

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Key Largo Villa - Beautiful Waterfront 3/2 + Den

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

Details

Reviews

(6)

This beautiful, waterfront house in Key Largo is our 2nd home. Enjoy watching breathtaking sunsets over the Bay from the 2nd floor balcony. A short canal leads you to tranquil Sexton Cove, with ocean access only 5 minutes away via Adams Waterway. Back-country anglers can head straight west through the Boggies and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(6)

We had a very relaxing and fun time with our boat docked right i

Left on Jun 24, 2011 for a stay in May 2011

We loved the house and would love to rent it again. We especially like that we were able to have our boat right in the canal in back of the house. The house is very comfortable, roomy and light. I found the bedroom a little too bright in the morning that would have been better with some light blocking curtains, but that is really the only thing I would change. We had a great time, and also loved …

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$400

4 BR / 5 BA / Sleeps 8

2 Reviews

$400

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74920 Overseas Hwy

4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

One of a kind bay front estate! This is an absolutely gorgeous estate home offering a gated entrance paved brick driveway, 3,500 sf, 3 bedrooms, 3.5 bathrooms upstars and a bonus 1 bedroom, 1 bathroom apartment downstairs. Enjoy ocean & lagoon views, deep water protected dockage, 2 Great rooms, private master suite, …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Telephone
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

The Best

Left on May 29, 2012 for a stay in April 2012

Everything about this property was exactly as represented by Freewheeler. It was spotless and completely ready for our group despite last minute changes to the schedule. We will certainly consider this property and Freewheeler for our future visits to the Keys.

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$358

4 BR / 3 BA / Sleeps 8

1 / 12

$358

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Blue Harbour

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Village Permit #VR-09-82 You can not rent this property for less than one week. Ahhhh...Ocean Front....Protected Dockage... Blue Harbor is located at Mile Marker 85, in beautiful Islamorada. This Ocean Front four bedroom,three bath home will sleep 8 people very comfortably. (One of the bedrooms is on the ground level…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$358

4 BR / 3 BA / Sleeps 8

4 Reviews

$358

Inquire

76004 Overseas Highway

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

Details

Reviews

(4)

Enjoy spectacular sunsets while drinking margaritas on the observation deck of this stunning home nestled back behind swaying palm trees. Large sandy beach and great dock. Interior photos available! Mile Marker 76, Bayside. Home has 2 bedrooms & 2 bathrooms upstairs, and a separate 2 bedroom, 2 bathroom apartment …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

A Week in a Tropical Paradise.

Left on Aug 03, 2010 for a stay in July 2010

We had a fantastic time. Incredible home on the water with boat dock. Plenty of room and privacy. Accommodations were five star. We highly recommend it.

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$600

4 BR / 0 BA / Sleeps 8

1 Reviews

$600

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76190 Overseas Highway - Casa Dorado

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

Details

Reviews

(1)

Casa Dorado is a premier rental vacation home on Lower Matecumbe Key in Islamorada, Florida. Completely renovated in 2014, the spacious living and dining areas, four bedrooms, and three and a half bathrooms will make for a very comfortable stay during your visit to the Florida Keys. The house is located on the Florida…
  • 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

Details

Reviews

(1)

Casa Dorado delivers!

Left on Dec 26, 2014 for a stay in December 2014

The house is newly remodeled and in great condition. Very clean- which was a must for me! The views are wonderful. We thouroghly enjoyed the week we spent there (myself, my husband, our 24yr old daughter and her friend). It was a great location for biking, walking, kayaking and paddle boarding. The home has a pool, but we did not use it because it was not heated. We highly recommend Casa Dorado.

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$929

4 BR / 4 BA / Sleeps 10

13 Reviews

$929

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75731 Overseas Highway

4 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 13 Reviews

Details

Reviews

(13)

Islamorada is the Spiritual Center of the Keys, the Sportfishing Capital of the World, and home to the largest fleet of charter boats in the Keys. Fish deep water or the back bay. Snorkeling and SCUBA sites abound. Restaurants, art galleries, and other shopping are plentiful in Islamorada. Pass through a private …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(13)

Paradise!!!

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

Michelle Sorell was a great help and everything was just perfect. I hated to leave. the property is well maintained and Randy was also nice with all our grandboys that came in to visit while we were there. Thanks again for making our vacation so wonderful.

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$1,000

5 BR / 8 BA / Sleeps 12

11 Reviews

$1,000

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Contemporary Bali-style Design -120ft sandy beach

5 BR / 8 BA / Sleeps 12 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

Come Get Married, have your Rainbow Wedding at our 20ft. private Florida Keys beach. Architect-owner's brand new dream home, gated and set far back and elevated, Idyllic, acre plus private beach front, 2 hours from MIA, 1-1/4 hours from Key West. A grass motor court leads to the stunning coral stone-clad minimalist …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(11)

Paradise in the Florida Keys!

Left on Apr 17, 2014 for a stay in March 2014

Butterfly Beach was the perfect location for our vacation. The view is breathtaking and the grounds are very well kept and secure. The accommodations comfortably held our family of 9. We spent our afternoons basking in the sun and enjoying the shade with plenty of options for lounging on the beach and poolside. The infinity pool and Jacuzzi were perfect for rest and relaxation and were utilized …

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$600

5 BR / 6 BA / Sleeps 12

1 / 42

$600

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Ultimate Key West Beach House - Sunset Key~ VIP~ Monthly Rental

5 BR / 6 BA / Sleeps 12 | Quick view

Details

Perfectly positioned on Sunset Key, ‘the islands island,’ the Ultimate Key West Beach House ~ Sunset Key VIP, is within 500 yards off-shore of the ‘main island’ of Key West. A splendid view gazing toward Mallory Dock and the famous sunset celebration, this one-of-a-kind waterfront property …
  • 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

Details

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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$1,279

5 BR / 7 BA / Sleeps 10

1 / 13

$1,279

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Kara-Pan

5 BR / 7 BA / Sleeps 10 | Quick view

Details

You can not rent this property for less than one week. The ultimate island experience awaits you at Kara-Pan I. This exquisite, private, two story, Plantation Style home is located on a pristine natural white sand beach with oceanviews that inspire relaxation. The 5 bedroom 7 bath home with a wrap around porch, is …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

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$550

4 BR / 3 BA / Sleeps 12

1 / 9

$550

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Florida Keys Tavernier Canal Front House

4 BR / 3 BA / Sleeps 12 | Quick view

Details

4 Bedroom, 3 bath, Private heated Pool, jacuzzi, barbecue, Washer/Dryer, Tiki Hut with fans, TV, and MP3 speakers. Available November-January $4,000 for whole house or $3,000 for just upstairs (2 bed, 1 bath, and 1 pool bath) Utilities not included
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$700

4 BR / 4 BA / Sleeps 8

2 Reviews

$700

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Hermitage South

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

Details

Reviews

(2)

The name Hermitage invokes the sense of secluded residence or private retreat that aptly describes this inspiring four-bedroom, four-bath home in the heart of Old Town Key West. You'll know the minute you walk through the front door that an artist with considerable flair has decorated Hermitage South to be a one-of-a-…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(2)

Family Vacation in Key West

Left on Aug 11, 2012 for a stay in July 2012

The staff at Historic Hideaways was absolutely wonderful in assisting with the long distance scheduling of this vacation. In addition they were very responsive to any question related to the property both before arrival and during our stay.

The home was exactly as described...Clean...and stocked with all the items needed for a home away from home vacation rental. This home was close to …

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$600

6 BR / 7 BA / Sleeps 12

1 / 31

$600

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Seaport Treasure Estate ~ Monthly Rental

6 BR / 7 BA / Sleeps 12 | Quick view

Details

While you won’t need a treasure map to find this exclusive resort-style estate, you’ll know you’ve discovered a rare island gem from the moment you walk through the private gates. Hidden by white picket fences and mature tropical landscaping, this spacious Seaport Treasure Estate is cleverly …
  • Housekeeping Optional
  • Grill
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$643

4 BR / 3 BA / Sleeps 8

1 / 1

$643

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50 Schooner Bay Rd - Aguazul

4 BR / 3 BA / Sleeps 8 | Quick view

Details

How about sipping coffee and watching the sun come up as you fish off the end of your very own 300 foot pier? Sounds good, right? Well, that's just one reason to stage your upcoming vacation at this lovely, hacienda-style home on a quaint and private oceanfront street in Islamorada. CLICK HERE to view photos on a …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$715

5 BR / 6 BA / Sleeps 12

1 / 9

$715

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OCEAN FRONT VILLA- Grand Mangrove House

5 BR / 6 BA / Sleeps 12 | Quick view

Details

Ocean Front - Villa Bali inspired Florida Keys beauty on Privately owned Walker's Island. This is a spacious 5 bedroom, 5.5 bath home with luxury in every detail and design. Features include cathedral ceilings, marble, stainless steel and and mahogany finishes, and fireplaces in the living room and master suite. …
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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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

Details

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
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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