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$400

2 BR / 2 BA / Sleeps 4

2 Reviews

$400

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Quilted Giraffe

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

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Reviews

(2)

This home has a unique pricing structure. While it can rent for less than 30 days, the owner prefers Monthly rentals. Because of this, this home offers substantial (25% off) Monthly Rental discounts. Your space. Your vacation lifestyle. The Quilted Giraffe provides both. This two-bedroom, two full bath home welcomes …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

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(2)

Relaxing respite

Left on Mar 05, 2010 for a stay in February 2010

The heated pool and lush backyard foliage were the draw to this well appointed home. Parking was a nightmare, the neighbor to the right facing the house was most unpleasant. A parking spot in the front yard would be recommended. The location was excellent for walking anywhere. The service was good once we met Bill. Prior to him, Corey and Libby both seemed disorganized and inattentive to our …

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$380

3 BR / 3 BA / Sleeps 6

3 Reviews

$380

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75333 Overseas Hwy

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

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Reviews

(3)

Exceptional oceanfront home equipped with a sandy beach and forever views! Exquisite design and rich appointments compliment this oceanfront home in Lower Matecumbe, (mile marker 75, South Islamorada). You will enjoy private terraces from each bedroom overlooking picturesque sunrises and panoramic views of the open …
  • Internet Access
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(3)

Heaven on Earth

Left on Jan 30, 2013 for a stay in December 2012

My husband and I rented this home for the week of Christmas. We also invited our respective parents. This is the most peaceful home in Islamorada. Centrally located to the upper and lower keys.

There home is well appointed with everything you need except for the groceries and tolietries that you will need. All appliances work well and the home is in excellent condition.

Freewheeler realty…

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$150

2 BR / 2 BA / Sleeps 6

Florida Keys Condo in Tavernier/Islamorada - Florida Keys vacation rentals
1 / 25

$150

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Florida Keys Condo in Tavernier/Islamorada

2 BR / 2 BA / Sleeps 6 | Quick view

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This condo is located in your own tropical paradise overlooking the fabulous Florida Bay in idyllic Islamorada in Futura Yacht Club. FYC is a 70 unit, gated community with a 53 slip marina and accommodations available for that tranquil tropical getaway you've always imagined. This condo offer: 2 bedrooms with …
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

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$217

4 BR / 3 BA / Sleeps 12

1 Reviews

$217

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1108 Heron Rd - 28 Night Minimum

4 BR / 3 BA / Sleeps 12 | 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 - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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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$117

3 BR / 2 BA / Sleeps 6

258 Mohawk St - 28 Night Minimum!!!!!!! - Florida Keys vacation rentals
1 / 1

$117

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258 Mohawk St - 28 Night Minimum!!!!!!!

3 BR / 2 BA / Sleeps 6 | Quick view

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Looking for an extended stay in the Upper Keys that won't bust the bank? If so, you need not search any farther than this cozy, modern home on Islamorada's Plantation Key. Located in the popular Indian Waterways neighborhood, this three-bedroom/two-bath house is a great value at just $3,500 per month. The residence …
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Porch
  • Grill
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$715

5 BR / 6 BA / Sleeps 12

OCEAN FRONT VILLA- Grand Mangrove House - Florida Keys vacation rentals
1 / 9

$715

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OCEAN FRONT VILLA- Grand Mangrove House

5 BR / 6 BA / Sleeps 12 | Quick view

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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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$230

2 BR / 2 BA / Sleeps 5

2 Reviews

$230

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Royal Palm

2 BR / 2 BA / Sleeps 5 | Quick view
“ Very Good ” 2 Reviews

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Reviews

(2)

There's no better way to experience "Island Time"-that slow shifting of hours that makes Key West such an ideal vacation spot-than staying at Royal Palm. Located in the prestigious Foundry building within the exclusive Truman Annex gated community, this two-bedroom, three-story brick townhouse offers privacy and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for the elderly - ask

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Reviews

(2)

Really Great Experience

Left on Mar 15, 2013 for a stay in February 2013

Had a great time. Historic Hideaways was very helpful. Our place was central to everything, very clean. Perfect for our needs.

Thank you.

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$195

2 BR / 2 BA / Sleeps 6

1 / 31

$195

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Direct and easy gulf access!

2 BR / 2 BA / Sleeps 6 | Quick view

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Beautiful two bedroom, two bath home in Marathon has a fantastic Gulf view and quick, easy access to open water! Very spacious, concrete dock, sundeck on top of home makes for spectacular sunrise and sunset scenes. Master bedroom has king bed with sitting area and full bath. Second bedroom has a queen size bed. …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$286

3 BR / 3 BA / Sleeps 6

4 Reviews

$286

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130 Bayview Isle Dr

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

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Reviews

(4)

Great neighborhood located on Snake Creek. 2 bedroom/2 bath upstairs with a bunkroom and bath downstairs. An outdoor hot tub and sundeck complement the excellent deep water dockage and easy bay or ocean access. There is room for about a 36 foot boat or less. Mile Marker 86, Bayside. VACATION RENTAL LICENSE: VR-069 …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(4)

I loved this place!

Left on Nov 02, 2010 for a stay in October 2010

Both the home and the location in Islamorada were perfect! I spent a week at 130 Bayview Isle and it was exactly what I hoped it to be. It was incredibly quiet and felt like home. If the home is for rent next year, I will absolutely rent it again. Awesome place!

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$200

1 BR / 1 BA / Sleeps 2

1 / 28

$200

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Quiet Open Water Overlooking Wildlife Sanctuary

1 BR / 1 BA / Sleeps 2 | Quick view

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Relax in this peaceful, open-water, bird and wildlife sanctuary with private views of the State Park. From your patio look-out, only 9 feet from water's edge, you can watch fish swim and birds fly, or if you prefer, you may simply sit and enjoy the ebb and flow of the tide. In these environmentally friendly …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly

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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

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***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

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$150

3 BR / 2 BA / Sleeps 6

1 / 1

$150

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127 Tequesta - 28 Night Minimum

3 BR / 2 BA / Sleeps 6 | Quick view

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N/A
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$255

2 BR / 2 BA / Sleeps 5

10 Reviews

$255

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Havana Hideaway

2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

Call it casual luxury. Call it tropical chic. This two bedroom/two full bath Harbour Place condominium is a part of Key West's prestigious Truman Annex community. From the luxurious pool area below, you can enjoy breathtaking views just steps from the Gulf of Mexico. Watch passing tall ships, cruise ships, pleasure …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for the elderly - ask

Details

Reviews

(10)

Week in Paradise

Left on Jan 16, 2013 for a stay in December 2012

This was one of the greatest stays that we have had. Condo was within walking distance to everything block to most. Very nice place to stay. Easy check in and check out process. This place has a great view from pool. We were here in December with about 80 degree temps each day so we shut down the air and had the doors open most of the time the only draw back to this is the chickens will wake…

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$225

2 BR / 2 BA / Sleeps 6

1 / 29

$225

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Luxury ~ Affordably priced! 802 Mariners Club

2 BR / 2 BA / Sleeps 6 | Quick view

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A bright and immaculately clean home, 802 Mariner’s Club is the perfect place to unwind from mainland stress. Entry is ground level with all living areas on the second floor. Two bedrooms, the master with a king bed…luxury ensuite with corner jetted tub and granite-topped double sinks, and the second bedroom with …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

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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

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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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$367

2 BR / 2 BA / Sleeps 4

1 / 32

$367

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Steam Plant - Luxurious 2/2 Condo w/ Amazing Views & Private Hot Tub

2 BR / 2 BA / Sleeps 4 | Quick view

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Key West regulars know that one of the best parts of downtown is actually a few blocks of the main street at the Historic Key West Seaport. The Seaport is a big part of the heart of Key West where dingy captains, commercial fisherman, sports anglers, pleasure seeking vessels, and those that admire it all come together…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Balcony or terrace
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$117

2 BR / 2 BA / Sleeps 6

1 / 17

$117

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Amazing Grace

2 BR / 2 BA / Sleeps 6 | Quick view

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***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Amazing Grace is nestled in the middle of the island on Seidenberg Avenue that dead ends into Salt Run Canal that divides Key West in half. With 2 bedrooms, 2 bathrooms, off street parking and a hot tub you may find that you …
  • Dishwasher
  • Microwave
  • Refrigerator
  • Toaster
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$133

3 BR / 2 BA / Sleeps 6

1 Reviews

$133

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108 West Plaza Del Sol - 28 Night Minimum

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

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Reviews

(1)

Cozy, canalfront home at MM 74 in Islamorada's desirable Port Antigua (Lower Matecumbe Key) with quick Florida Bay access and a short ride to the Atlantic Ocean. The bed rooms are located in a separated, quiet part of the house, while the living, dining, and kitchen are open for enjoying each other's company. …
  • Waterfront
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Perfect!!!

Left on Aug 06, 2013 for a stay in July 2013

We spent a month at this house with the family. The location was perfect - especially if you have a boat. (If you do not, there are several companies nearby that will deliver one to you). Regardless, it's worth every dime just to sit on the balcony and watch the tarpon and manatees frolic in the waterway out back.

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$598

4 BR / 5 BA / Sleeps 10

1 / 35

$598

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"SIMONTON COURT COTTAGES" 4 Units in 1! Sleeps up to 10 Only 1 Block To Duval

4 BR / 5 BA / Sleeps 10 | Quick view

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"Simonton Court Cottages" consists of the 4 nightly units "Audubon House," "Truman Efficiency," "Monroe Efficiency," and "Mallory Efficiency." In total, this group rental sleeps 8 - 10 comfortably. Perfect for cost-conscious, larger, groups who are looking for great a location. Take advantage of this fantastic …
  • A/C or climate control
  • Microwave
  • Refrigerator
  • Toaster
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$150

3 BR / 3 BA / Sleeps 8

1 / 25

$150

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Higgs Beach Hacienda - 3 Bed 2.5 Bath Monthly Rental Near Beach. Huge Yard!

3 BR / 3 BA / Sleeps 8 | Quick view

Details

Tucked into a quiet residential neighborhood, this renovated home is the perfect getaway for a family or group of friends looking to experience the Key West island life! This 3 bedroom home is on Patricia St, just a block from the scenic biking bath that runs along the Atlantic side of the island; very close (less …
  • Internet Access
  • A/C or climate control
  • Linens Provided
  • Dishwasher
  • Microwave
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$167

2 BR / 2 BA / Sleeps 4

1 / 30

$167

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"ROYAL OASIS" - Beautiful 2/2 Monthly Rental w/ Private Heated Pool

2 BR / 2 BA / Sleeps 4 | Quick view

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***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Beautifully decorated with abstract art throughout, this 2 bed 2 bath monthly rental is the perfect "get away" spot for individuals looking to fully immerse themselves in Key West culture. This house is located in on Royal St. …
  • Internet Access
  • A/C or climate control
  • Deck
  • Linens Provided
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$171

2 BR / 2 BA / Sleeps 6

1 / 11

$171

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VO-194

2 BR / 2 BA / Sleeps 6 | Quick view

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Just three lots in from the open water!! Newly renovated and sophisticatedly decorated vacation home has an ocean view from 35’ concrete seawall. Dock has posts and cleats for mooring your boat also lounge furniture and mosaic picnic table for relaxing and dining al fresco. Living room with canal view has flat …
  • Internet Access
  • Satellite or cable TV
  • Ceiling Fans
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$243

3 BR / 3 BA / Sleeps 6

1 Reviews

$243

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Bay Harbour C-312

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

Details

Reviews

(1)

Beautiful 3 bedroom 2.5 bath luxury condo at MM 74.5 Complex comes complete with two tennis courts, weight room, pool, dockage, fish cleaning station, and free Wi-Fi at community clubhouse. The condo boasts some amaizing views of the Clear Blue waters of the Atlantic Ocean looking over Sea Oats Beach. Relax on your …
  • 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)

Vacation of a lifetime!

Left on Aug 06, 2013 for a stay in July 2013

Vacation started off when we arrived at Bay Harbour. Upon walking into our unit, we were thrilled! We will never stay any where else. Absolutely a wonderful condo and so worth the money!

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$143

2 BR / 3 BA / Sleeps 8

1 / 36

$143

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Buttonwood Bay Key Largo Waterfront Townhouse

2 BR / 3 BA / Sleeps 8 | Quick view

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***DEVELOPMENT ONLY ALLOWS FOR RENTALS OF 30+DAYS!!!******** Two bedroom 2 1/2 bath townhouse on the marina in beautiful Key Largo. Sleeps 8 between Master (King with en suite bathroom), Bunk room (2 sets of bunk beds, full size beds on the bottom, twin on the top). Remodeled kitchen, patio, 3 TVs. 100 yards from …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

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$250

4 BR / 2 BA / Sleeps 8

3 Reviews

$250

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Relaxing Getaway (REDUCED) in Key Largo

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

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Reviews

(3)

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

(3)

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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$140

1 BR / 1 BA / Sleeps 4

1 / 11

$140

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Seagulls Condominiums, Enjoy the Florida Keys!

1 BR / 1 BA / Sleeps 4 | Quick view

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Come enjoy our home away from home. Perfect for a couples retreat. Enjoy your own fully equipped condo. Sip coffee on the balcony and watch the beautiful sunrise. Read one of our Jimmy Buffett books and dream of running away for a life on sea. Once this salt air gets in you you will never want to go home. Please…
  • Waterfront
  • Sauna
  • A/C or climate control
  • Central heating
  • Balcony or terrace

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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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$109

1 BR / 1 BA / Sleeps 4

1 / 16

$109

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Largo Lookout - 2nd floor, waterfront, boat slip

1 BR / 1 BA / Sleeps 4 | Quick view

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Welcome to 'Largo Lookout'! This fabulous 2nd floor, waterfront apartment is ideal for singles, couples, or a small family. Largo Lookout is a pet friendly vacation rental that offers guests the opportunity to travel with their well-behaved pets. We require a reasonable, non-refundable pet fee and have several pet …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$107

3 BR / 2 BA / Sleeps 8

1 / 11

$107

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Boaters Paradise in Ramrod Key

3 BR / 2 BA / Sleeps 8 | Quick view

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10 minutes to the OCEAN - DEEP WATER CANAL READY FOR LOBSTER SEASON!!!!! 3 bedroom 2 bath Stilt house on a canal. Nice screened in porch (mosquito proofed) to relax in the evening. 10 minutes to the Ocean!! Just 25 minutes to Key West. Walking distance to Looe Key Reef Resort and Tikki Bar or to Boondocks. 2 …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children

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$250

2 BR / 3 BA / Sleeps 6

1 / 7

$250

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Angler's Reef Coastal Conch Style Vacation Home

2 BR / 3 BA / Sleeps 6 | Quick view

Details

This Coastal Conch Style Cottage has been recently updated to accommodate vacation renters and their families. The cottage has all new furnishings and accessories that offers a "home away from home" feel. The Coastal style conch cottage is located in the gated community, ocean front resort development of Angler's Reef…
  • Suitable for children
  • Suitable for the elderly

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$329

3 BR / 3 BA / Sleeps 6

6 Reviews

$329

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138 Bayview Isle

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

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Reviews

(6)

Modern canal home with views of Snake Creek. The property is completely fenced in. Third level master suite with private master balcony. Well furnished with all the extras. Easy ocean or bay access and dockage up to 50 feet. Open floor plan with regulation pool table and screened in porch. This home's entertainment …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

Perfect location

Left on May 27, 2011 for a stay in May 2011

Other then having to Clean-up the bug's it was great.

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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

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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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$258

3 BR / 3 BA / Sleeps 6

1 / 44

$258

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Largo Vista ~ Waterfront, Boat Slip, Rooftop Deck

3 BR / 3 BA / Sleeps 6 | Quick view

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Fabulous, like-new, waterfront vacation home located in the Heart of Key Largo! You'll love the convenient location, the boat slip, and the peek-a-boo ocean view from the fabulous roof top deck! This stunning vacation home is ideal for vacationers planning to enjoy either land or sea activities or both! Travelers can…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$190

2 BR / 3 BA / Sleeps 4

2 Reviews

$190

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Futura Townhome 708

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

Details

Reviews

(2)

This unit's kitchen, bathrooms, windows, and doors received a facelift in January 2014! Enjoy the spectacular view of the Florida Bay from either one of the TWO balconies in this 2 story townhome, located off the master bedroom or the living room. Amenities include Wi-Fi, flat panel TV's in the living room and master …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

i need of update and repiar

Left on Mar 11, 2011 for a stay in February 2011

In need of repair pant and up date . They ants all over contertops paint was peeling from walls and trim.

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$139

1 BR / 4 BA / Sleeps 2

6 Reviews

$139

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Share New 5 Star $2.4m Home in Old Town Key West

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

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(6)

Beautiful New large modern Home on very quiet street . Location , Location Location ! Share .5 Star $2.4m Home in Old Town Key West.. Own fully furnished bedroom with Queen size bed for 1 - 2 max ( see photos ) with large flat screen t.v. and 2 french doors leading onto private balcony overlooking Tropical …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer

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(6)

Fabulous Spot

Left on Sep 02, 2014 for a stay in April 2014

This was such a rare find. We will be back and refer our friends. Loved that we had access to the pool. Absolutely the perfect spot!

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$236

3 BR / 2 BA / Sleeps 6

2 Reviews

$236

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155 Azalea Street

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

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(2)

Plantation Key canal home. Nice new home with screened porch and pool table! Delightfully furnished for a comfortable stay. Excellent outdoor entertaining space, great for soaking in the hot tub, gazing at fish in the canal, having cocktails under the Chickee, or for the kids to run around and play. Great dockage with…
  • Waterfront
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(2)

Loved the place and location!!

Left on Aug 11, 2013 for a stay in July 2013

We completely enjoyed our stay. Plenty of room for 6 ppl to sleep. Nice sized kitchen and dining area. We stayed with two young children and they loved it. Great location for both gulf access and on land access to grocery, dining and all. We can't wait to go back.

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$280

1 BR / 2 BA / Sleeps 2

1 / 21

$280

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Namaste : A blissful one bedroom cottage designed with relaxation in mind.

1 BR / 2 BA / Sleeps 2 | Quick view

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Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$350

1 BR / 2 BA / Sleeps 4

38 Reviews

$350

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Poinciana House

1 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 38 Reviews

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Reviews

(38)

Poinciana House, a one-bedroom, two-full bath conch cottage, is a standout in authentic Florida design and guest friendliness. The private pool area and tropical garden is where you find the namesake Royal Poinciana tree complete with a chair hammock beckoning from one enormous branch. Swinging back and forth, you can…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

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Reviews

(38)

Awesome pool and patio, flowers everywhere!

Left on Aug 15, 2008 for a stay in June 2008

I can't say enough about how beautiful this property is. Lots of flowers, the Royal Poinciana tree is very unique. The pool is awesome and the patio on the back of the house leads right into the pool. The decor is very Key West and I loved it. We did have one problem, the AC went out in the living room/kitchen area ON MY WEDDING DAY! There is an AC unit in the bedroom that still worked. It …

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$300

3 BR / 3 BA / Sleeps 6

14 Reviews

$300

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Island life! 410 Mariners Club Key Largo

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 14 Reviews

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Reviews

(14)

Trip Advisor/Flip Key Award-winning tri-level townhouse overlooking luxurious lagoon pool to ocean! Screened patios ground floor, poolside as well as from main living area and the master suite. 2 king beds and two singles...granite kitchen and bath countertops, custom oak cabinetry, stainless appliances...luxurious …
  • 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

(14)

relaxing

Left on Jun 26, 2011 for a stay in June 2011

We had a wonderful time. The place nice and clean. We stayed in Mariners Club 410. The kitchen was stocked well.

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$167

2 BR / 2 BA / Sleeps 6

8 Reviews

$167

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"CASA 625" Monthly Rental w/ Private Pool. Beautiful Interior

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The superb location at the top of Solares Hill, three blocks to the Historic Seaport and Duval Street, one block to the Public Library; Casa 625 will amaze you with the detailing, decorating and attention to detail! Sit on the …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(8)

Always love 625

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

This is a nice property I have stayed at multiple times. If it were my house, I would enhance it by making the master suite upstairs private (not wide open to the rest of the house) and I would put a TV in the master that's a reasonablt size (there was a 17" or so TV in a beautiful MBR!). Put the small TV downstairs in the BR there and get a new flatscreen that fits the property and the MBR.

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$91

2 BR / 2 BA / Sleeps 4

1 / 15

$91

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Key Largo Ocean Side Seasonal Rental

2 BR / 2 BA / Sleeps 4 | Quick view

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Beautiful fully furnished 2/2 trailer located on Ocean front canal in Key Largo. Unit is located in the best Community in Key Largo. Less than 100 yards via boat from Ocean. Beautiful grounds, boat ramp, and plenty of parking. Great views and plenty of places to ride your bike to or walk. Covered car port. House has …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$195

3 BR / 2 BA / Sleeps 8

1 / 15

$195

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Walk to Sombrero Beach

3 BR / 2 BA / Sleeps 8 | Quick view

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

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$275

3 BR / 3 BA / Sleeps 8

12 Reviews

$275

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A picturesque slice of paradise 407 Mariners Club

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

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Reviews

(12)

Oh, so fabulous Mariner's Club Resort! This three bedroom townhouse's thoughtful design boasts a magnificent sunrise view over the stunning lagoon pool and maximum exposure to the ocean! An open floor plan merges the kitchen, dining area and living room together with a screened patio to present a bright interior …
  • 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

(12)

Great Stay AND Great Service

Left on May 19, 2010 for a stay in March 2010

Thanks to the helpful staff at Barefoot Rentals and Mariner's Club my family and I had a wonderful vacation in Key Largo. They helped me find the perfect place for me to relax while my family was able to explore the area. My only complaint...... my vacation was too short.

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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

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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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$300

4 BR / 4 BA / Sleeps 10

8 Reviews

$300

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4 Bedroom with guest quarters! 612 Mariners Club

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

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Reviews

(8)

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 grandma or the nanny. An …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(8)

A very comfortable place for a three generation holiday.

Left on May 29, 2012 for a stay in December 2011

The townhouse was good for all nine of us and we did not trip over each other. The kitchen was big enough for 3 or 4 to work in so meals got done in a hurry with several people helping. The swimming pool was great with its white sandy beach There were plenty of things to do close enough to keep us all happy. We had a great time and my expectations had been lower. So the only hitch was getting …

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$210

3 BR / 2 BA / Sleeps 8

5 Reviews

$210

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Ocean Front Condo - Lovely View

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

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Reviews

(5)

When you arrive, you know you've come somewhere very special. This condo has the most spectacular views of the the Atlantic Ocean and a pristine heated pool. Located on Coco Plum Beach in Marathon, Florida Keys, you're in a secluded yet central base for all Keys sightseeing and activities, if you should want them. …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

The perfect place for our family getaway!

Left on Oct 06, 2013 for a stay in June 2013

This condo has an amazing view of the ocean! When we weren't walking on the beach or swimming in the pool it was nice to sit on the patio and just enjoy our surroundings. The place was quite spacious, very clean and pleasantly decorated. Also, it's location was convenient for us to explore local restaurants and shops. We're already planning a return trip next year.

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$286

2 BR / 2 BA / Sleeps 4

20 Reviews

$286

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Foundry's Corner

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 20 Reviews

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Reviews

(20)

Thoroughly Key West and designed for easy living, this three-story town home is located in the Foundry, part of the residences within the prestigious Truman Annex gated community only a block from Duval and the Historic Seaport. While the impressive brick structure that houses this residence was built around 1845 as …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

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Reviews

(20)

Awesome Hideaway

Left on Nov 19, 2008 for a stay in October 2008

I was absolutely thrilled with this property, the townhouse was well appointed and beyond comfortable. The location cant be beat as its just a minutes walk to the north end of Duval St. and all its bars and restaurants. We were there for Fantasy Fest and having a secluded, quiet place to come back to away from all the madness that is FF was quite wonderful. I suppose if I had to rate this …

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$183

3 BR / 2 BA / Sleeps 6

1 / 13

$183

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On Hemingway's Rounds ~ Monthly Rental

3 BR / 2 BA / Sleeps 6 | Quick view

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Key West has long been loved for its playful spirit, forever attracting all genres of fun-loving artists, musicians, and writers. In recognition for the island’s historical humor, we have fondly named this beautiful upscale home, On Hemingway’s Rounds. Paying tongue-in-cheek homage to Papa’s …
  • Housekeeping Optional
  • A/C or climate control
  • Stereo or CD player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

3 BR / 2 BA / Sleeps 8

3 Reviews

$250

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Fisherman's Paradise with a 30 Ft Boat Slip

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

Details

Reviews

(3)

Fishermans Paradise at Oceanside Isle Condominiums with 1,800 Square Feet of Living Space, on Long Key, which is a Secluded Island with direct access to both Atlantic Ocean and the Bay of Florida through Channel #5. Expansive Master Suite and with Large Tub & walk-in shower. Relax on your one of your private decks, …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(3)

Our Honeymoon!

Left on Apr 24, 2013 for a stay in February 2013

Our Honey Moon was very special at Fisherman's Paradise. Everything was top shelf and facilities are the best. The care that Bob Hubert paid to our every need was very special to us and the memories will last forever!

Sincerely,
Paget and Bennie McGee

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$200

2 BR / 1 BA / Sleeps 4

2 Reviews

$200

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83261 Old Highway

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

Details

Reviews

(2)

A quaint bungalow on a not-so-quaint piece of oceanfront land right in the Heart of Islamorada! This home has two bedrooms, two bathrooms, and a lot of Keysy charm. During your stay, you will enjoy such amenities as a fishing dock with Chickee hut (1ft draft), cable television, a kayak, and a white picket fence …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

House with privats beach and fishing pier

Left on Mar 27, 2014 for a stay in March 2014

Great house; really stocked well. Huge property with a grass yard in the front, side and about half grass and sandy beach in the back. Saw a shark, stingrays, spuffer fish and baracuda from the fishing pier. Also a great location; close to everything. May be better for a couple since there is only 1 bathroom; a little tight for a family of four. Really my only complaint is they should put down…

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