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$99

2 BR / 2 BA / Sleeps 8

1 Reviews

$99

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Newly Renovated Executive Bay Townhouse**Discounts Available**

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

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Reviews

(1)

Beautiful two bedroom townhouse on the Bay side with private beach access in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise! Come and relax at our beautiful, newly renovated townhome in the Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World…
  • Shared outdoor pool (unheated)
  • 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)

Great condo, perfect location!

Left on Jan 02, 2015 for a stay in December 2014

I have two small children and the condo was perfect and comfortable for the entire family. It was nicely remodeled. The pool and dock area were very nice. Security was visible and very friendly. The location was close to everything. The property management service was excellent. We had a wonderful family vacation and will definitely be returning next year!

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$117

2 BR / 2 BA / Sleeps 6

Amazing Grace - Florida Keys vacation rentals
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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$145

2 BR / 2 BA / Sleeps 6

12 Reviews

$145

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Ocean Pointe Two Bedroom Ocean Views

2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 12 Reviews

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Reviews

(12)

Beautiful, newly remodeled 2 bedroom, 2 bathroom condo in sunny Tavernier Key (North Florida Keys), with a king bed in the master bedroom and 2 twin beds in the second bedroom, featuring flat screen TVs, a private balcony with chairs, cable TV, and complementary amenities. Ocean Pointe Suites at Key Largo is an all-…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(12)

Typical Florida Keys experience

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

The Florida Keys are laid back and most of the structures look like something out of a Popeye movie. Ocean Point Suites is no better and no worse than the competition. Finding the reservation desk is a bit confusing, but the receptionist was friendly and helpful.

We had two apartments, both pleasant enough, both with a view of the sea (and some swamp) and dozens of cats running around behind …

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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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$260

2 BR / 3 BA / Sleeps 4

1 / 28

$260

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"THE FOREVER AFTER HOUSE" KW Golf Club Home on 18th Fairway w/ Pvt Pool, Spa

2 BR / 3 BA / Sleeps 4 | Quick view

Details

Luxury living on the 18th tee! Arguably the most beautiful home on the Key West golf course, meticulously created by Key West's premier interior designer. The best location to enjoy the peace and quiet with your special friends and family. BBQ on your spacious deck by the private pool. Ready access to the Key West…
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$113

2 BR / 2 BA / Sleeps 6

Mango Menagerie:  A treasury of island colors and Key West charm - Florida Keys vacation rentals
1 / 17

$113

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Mango Menagerie: A treasury of island colors and Key West charm

2 BR / 2 BA / Sleeps 6 | Quick view

Details

30 DAY MINIMUM RENTAL Welcome to the Mango Menagerie - a treasury of island colors combined with Key West charm. Located in the heart of Old Town, this home is located just one block from the ever popular Cuban restaurant El Siboney and one block from the local's favorite Flaming Buoy restaurant. The property is …
  • 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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$127

2 BR / 2 BA / Sleeps 4

2 Reviews

$127

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Angela Cottage: A hideaway in Old Town

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

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Reviews

(2)

30 DAY MINIMUM RENTAL This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central location to get to the Historic seaport or new town. The light & airy combined living/dining area with its soft color toned furnishings, hardwood floors & many windows create a relaxing Key …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Outstanding

Left on Jun 26, 2009 for a stay in March 2009

I have rented the Angla Cottage for the past three seasons. The house is very comfortable with space for guests in a separate portion of thje house. Swimming pool is great, and outdoor dining area is outstanding for any meal. The kitchen is new and all the necessary pots and pans are present.

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$143

2 BR / 2 BA / Sleeps 4

1 / 16

$143

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Tropical condo with spectacular ocean view

2 BR / 2 BA / Sleeps 4 | Quick view

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14 NIGHT MINIMUM STAY Each unit is fully furnished and has two bedrooms, two bathrooms, dining area, full kitchen, washer/dryer, central heat/airconditioning and a private patio or balcony. This unit has a great corner view of the ocean! The kitchen is equipped with stove, refrigerator, dishwasher, utensils, cookware…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$329

2 BR / 2 BA / Sleeps 6

6 Reviews

$329

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Tropical Paradise Oceanfront Home with Pool

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

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Reviews

(6)

2 Bedroom+/2 Bath+ Tropical Paradise Home with floating dock, small beach, heated dipping pool and hot tub. This has been a popular honeymoon and anniversary celebration home for over 10 years. Very romantic. You wake up to the sunrise reflecting on the water and don't even have to get out of bed. This home …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(6)

Truly is a Tropical Paradise!!!

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

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

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$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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$133

2 BR / 2 BA / Sleeps 4

1 / 11

$133

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30 night minimum stay requirement. The Pearl in Paradise - 2 Bedroom House w

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Located on a quiet street in Key West, a tranquil residential neighborhood located just behind the Key West Historical district. Close to downtown and the beaches. Perfect for two couples looking for Old Town and peace and quiet. This home offers a two bedroom, two bathroom and was nicely remodeled with hardwood …
  • 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

PreviousNext property

$133

2 BR / 2 BA / Sleeps 6

1 / 14

$133

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30 night minimum stay requirement. 2 Bedroom 2 Bathroom Condo with Beautiful

2 BR / 2 BA / Sleeps 6 | Quick view

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30- Night minimum stay: Private and quiet, this luxurious unit is an ideal place for relaxing away from the noise and partygoers of Duval Street, while still being only a few minutes away from the unique charm of Old Town Key West. Beautifully decorated with palm tree décor, leather sleeper sofa, warm colors to give …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$200

2 BR / 2 BA / Sleeps 4

1 / 12

$200

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30 night Minimum Stay Heart of Historic downtown 2 bedroom 2 1/2 Bathroom

2 BR / 2 BA / Sleeps 4 | Quick view

Details

This unit offers the perfect way to visit Key West, park your car and walk everywhere. Sunset celebration is only steps away. This town home is complete luxury with viking appliances, custom kitchen cabinets, granite counter tops, beautifully furnished, and Westin Hotel heavenly beds. The amenities include one …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$83

2 BR / 2 BA / Sleeps 2

1 / 10

$83

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Minimum 90 day rental - 1 bedroom 1 Bathroom Condo at Las Salinas

2 BR / 2 BA / Sleeps 2 | Quick view

Details

Located in New Town featuring 1 bedroom with a queen sized bed and one bathroom. The unit has a private balcony and offers covered parking. There is a shared swimming pool. It is just a short walk to the beach. Being located on the Atlantic side of the island which offers great sunrise views. This unit is great for …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$171

2 BR / 0 BA / Sleeps 6

1 / 21

$171

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WI-27321

2 BR / Sleeps 6 | Quick view

Details

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

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$213

2 BR / 2 BA / Sleeps 6

1 Reviews

$213

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VO-093

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

Details

Reviews

(1)

180 degree wrap around porch with patio furniture. 42' seawall with dock posts, cleats, fish cleaning table, swim ladder and outdoor shower. Panoramic view from front room with three sets of glass sliders. TV, DVD player, queen sleeper sofa. Kitchen island, side by side refrigerator with water dispenser. Master …
  • Internet Access
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Fabulous ocean views

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

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

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$117

2 BR / 2 BA / Sleeps 4

2 Reviews

$117

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75190 Overseas Hwy - 28 NIGHT MINIMUM!!!!!!!

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

Details

Reviews

(2)

Great home with an even better view ... come and stay for a month and enjoy the Incredible endless views from the patio. Home is located in the perfect spot for snorkeling, fishing, and diving, and has a protected & private boat basin! Come once and you will see why so many people come back year after year to …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Relaxing

Left on Aug 18, 2011 for a stay in July 2011

The location was great.Mad Dog's & Ziggy's was fabulous! Love shopping at Morada Bay Gallery. The kitchen was ill equipped, who ever heard of a house in the Keys w/o a blender??? Nasty grill. The beach at the house was great. The gate to the house was locked and we were not supplied the key and had to wait for 45 minutes for someone to bring us one.

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$113

2 BR / 2 BA / Sleeps 4

1 / 11

$113

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South Street Cottage: Bright & sunny in the Casa Marina district

2 BR / 2 BA / Sleeps 4 | Quick view

Details

30 DAY MINIMUM RENTAL A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Guests can walk to the nearby beaches, artsy White Street, or enjoy the sunny pool and patio space that makes this house the perfect retreat. A large open kitchen, skylights, light tile floors and …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$270

2 BR / 1 BA / Sleeps 4

43 Reviews

$270

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Key Lime Calypso: A cottage in the heart of Bahama Village

2 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 43 Reviews

Details

Reviews

(43)

The best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the gates to Bahama Village, a perfect location for visitors to our Island. Guests can stroll to Mallory Square, Fort Zachary Beach or the sunset piers which are all within easy walking distance of this two bedroom cottage…
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(43)

Lovely cottage and great location

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

The cottage was a great "get away from it", but yet was right in the heart of the main area Key West, just off Duval St. As the property was centrally located along Duval St, it was also quiet and peaceful. The private pool was great to have and the garden had a lovely sunny aspect, but there was enough shade to get out of the sun if you wanted too. The pool was welcome as the main beaches on the…

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$198

2 BR / 2 BA / Sleeps 6

1 Reviews

$198

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

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

Details

Reviews

(1)

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

Details

Reviews

(1)

Aweful

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

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

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

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$300

2 BR / 3 BA / Sleeps 6

1 / 12

$300

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Truman Treasure ~ Weekly Rental

2 BR / 3 BA / Sleeps 6 | Quick view

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Over 150 years ago, Key West was the future. In the mid 1800’s clipper ships from Europe and the Caribbean carved a trusted path of international commerce to the Key West seaport, and the island flourished in the Golden Age of Sail. With opportunistic wreckers and treacherous pirates in the wake of the fleets, …
  • A/C or climate control
  • Porch
  • Grill
  • Television
  • Stereo or CD player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$100

2 BR / 2 BA / Sleeps 6

2 Reviews

$100

Inquire

60 Waterways Dr - 28 Night Minimum

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

Details

Reviews

(2)

Q: What's better than vacationing in the Florida Keys? A: Vacationing in a charmingly cute canal-front home in the Florida Keys! And this home takes the cake for cute! Located at mile marker 101 on the bay-side in Key Largo, this home is equipped to make your month (or longer!) in the Keys one to remember. Home …
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Bonita y confortable

Left on Jan 18, 2014 for a stay in December 2013

Una casa muy cómoda y espaciosa, con vistas preciosas y en un barrio muy agradable. Tiene todas las comodidades. Dispone de dos canoas y muelle propio. En el canal hay manatíes; los niños han jugado mucho con ellos. Si se viene de vacaciones a Key Largo se necesita un coche de alquiler.

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$179

2 BR / 3 BA / Sleeps 4

2 Reviews

$179

Inquire

Olivia Cottage: A charming Old Town house near Key West's historic cemetery

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

Details

Reviews

(2)

30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has recently been completely and tastefully renovated by its owners. Located just across the street from Key West's historic city cemetery, truly a tourist attraction in our town, the Oliva …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Stepping Into a Picture

Left on Jul 21, 2011 for a stay in June 2011

I stayed in Olivia Cottage five weeks and loved every minute. After looking at pictures on the internet, I felt like I was stepping into the pictures. It's exactly as shown. The patio/pool area is just the most relaxing place. Everything I needed was provided and the staff at KW Vacation Rentals were most friendly and helpful. I had one problem with the smoke detectors and it was repaired quickly…

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$110

2 BR / 1 BA / Sleeps 4

1 / 17

$110

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75651 Overseas Hwy Islamorada Fla Keys Oceanfront

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Directly on your private oceanfront beach. Ocean views from every room of your two bedroom one bath Keys style duplex villa. You will experience the true 'old Keys' charm of bird watching on the wraparound deck to fishing on the beach...or perhaps just relaxing on the sand. With over a half acre of tropical landscape…
  • Private Beach
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$219

2 BR / 2 BA / Sleeps 5

13 Reviews

$219

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Best Location, 1/2 Block to Duval, Bimini Suite

2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 13 Reviews

Details

Reviews

(13)

Located in the heart of Old Town, this split 2 Bedroom plan is just blocks from everything Key West has to offer. The famous Southernmost Point, Hemingway House, Lighthouse, Beaches and more. Just 1/2 block from Duval Street. Completely updated for your comfort and convience with new furnitire, bedding, decor and …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly

Details

Reviews

(13)

location! location! location!

Left on Apr 24, 2014 for a stay in April 2014

The location was perfect for going out in Key west! I stayed with 3 other friends and there was plenty of space. The place was clean the bathrooms were nice. The only thing that was a bit of a pain was the parking. its just a driveway you share with the rest of the guests. So one night/ eve I was out and had to go back and move the car so another guest could leave. Aside form that the place was …

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$285

2 BR / 2 BA / Sleeps 6

1 / 12

$285

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Key West FL -Coconut Mallory Resort & Marina

2 BR / 2 BA / Sleeps 6 | Quick view

Details

This Key West resort is 2 miles from historic Duval Street and one mile from the Key West International Airport. The property features 2 outdoor pools, a hot tub, and apartments with full kitchens. Coconut Mallory Resort and Marina apartments include a flat-screen TV and microwave. The apartments also feature a …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$43

2 BR / 1 BA / Sleeps 6

3 Reviews

$43

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Beautiful Private Home with Beach Access in The Florida Keys,

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

Details

Reviews

(3)

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

Details

Reviews

(3)

Beautiful Home

Left on Oct 20, 2013 for a stay in October 2013

Susan Jones

We have returned to reality, and are home to temperatures in the 60s. Brrr, Missing Key Largo (and the warm sunshine) already! We could not have asked for more perfect weather, or more perfect accommodations than your rental home during our stay. It was so clean, well stocked, and convenient to everything we wanted to do! The private beach/lagoon was a bonus in itself. We could've …

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$325

2 BR / 2 BA / Sleeps 6

1 / 22

$325

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Key West Florida Beachfront Condo

2 BR / 2 BA / Sleeps 6 | Quick view

Details

WELCOME to our beachside condo in Key West. Our terrace directly overlooks Smather's Beach and is the focal point of our home; watch the sunrise with coffee; watch the kids on the beach and the parasailors fly by; have a private sunset dinner; enjoy a late night drink and watch the cruise ships leave port. Our …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Wireless Internet
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

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$150

2 BR / 2 BA / Sleeps 4

16 Reviews

$150

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Ocean Pointe Suites of Key Largo

2 BR / 2 BA / Sleeps 4 | Quick view
“ Very Good ” 16 Reviews

Details

Reviews

(16)

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

Details

Reviews

(16)

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

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

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

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$219

2 BR / 1 BA / Sleeps 6

15 Reviews

$219

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Center of It All - Paradise Island Suite

2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 15 Reviews

Details

Reviews

(15)

Relax of the Island Style front porch and enjoy Key West at it's finest. Centrally located, less than a block from Duval - this Completely updated 2 Bedroom, 1 Bath will simply amaze you! High Ceilings, tall windows, full kitchen with separate dining room and plenty of space to make your Key West vacation memorable…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly

Details

Reviews

(15)

Great Locaction!!

Left on Nov 08, 2013 for a stay in October 2013

Great location! loved the apartment, will definitely rent there rent it again. If I had to complain about 1 thing, the beds where awful!!!
But I was told there changing all the furniture so the place is perfect! loved it!

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$200

2 BR / 1 BA / Sleeps 4

2 Reviews

$200

Inquire

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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$320

2 BR / 2 BA / Sleeps 4

36 Reviews

$320

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Catherine House: A charming Old Town Key West cottage

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 36 Reviews

Details

Reviews

(36)

This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is located only ½ block from the quieter end of Duval Street, and better yet, just three blocks to a beach (Duval & South Streets). The house can comfortably sleep four and …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(36)

Cozy spot in perfect location

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

Catherine House is truely a shotgun house -- long and narrow -- but has been renovated into a cozy and lovely little two-bedroom. The beds are large and comfy, with two full baths perfect for two couples. The kitchen is basic, but open to the living area and more than sufficient for vacation meals. The pool is more like a tub, but is fine for toddlers and tired parents who want to dip their …

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$290

2 BR / 2 BA / Sleeps 5

14 Reviews

$290

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Beach Club #204 - Unique Oceanfront living

2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 14 Reviews

Details

Reviews

(14)

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

Details

Reviews

(14)

Great Time

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

I just wish I had the money to buy a condo at The Beach Club. It's the second time I've stayed there and each time was perfect.

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$143

2 BR / 2 BA / Sleeps 6

4 Reviews

$143

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KEYS ESCAPE SPECIAL! Bikes, Pool, 2 Beaches

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

Details

Reviews

(4)

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

Details

Reviews

(4)

Wonderful Place to Stay

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

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

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$275

2 BR / 2 BA / Sleeps 6

1 / 15

$275

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Keys Waterfront Vista

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Waterfront 2 bedroom stilt home with 2 full baths with tubs, large great room, fully stocked kitchen, cable, wifi, interenet, washer/ dryer, central a/c. `house is located on a clean, swimmable deepwater flow through canal with a 60 ft cement dock. Ladder for easy exit. Property large enough to handle a boat and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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$270

2 BR / 1 BA / Sleeps 4

1 Reviews

$270

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Pete's West Cottage steps from Duval

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

Details

Reviews

(1)

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
  • Patio
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Nice but could use some sprucing up

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

Nice place. Quiet location. I would have thought someone might clean the pool during our stay since the iguanas in the trees used it for their bathroom quite frequently

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$126

2 BR / 2 BA / Sleeps 4

8 Reviews

$126

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Ocean Pointe 5402

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

Details

Reviews

(8)

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

Details

Reviews

(8)

Lots of fun in the sun and great memories!

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

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

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$215

2 BR / 1 BA / Sleeps 6

1 / 6

$215

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The Banyan Resort at Key West

2 BR / 1 BA / Sleeps 6 | Quick view

Details

Experience a world full of lush and fragrant gardens on a Caribbean Estate tucked away in the heart of Old Town, Key West. Stay in a 2 bedroom unit in a restored historic wrecker's home and wander through the extensive gardens as time transcends you to an era long ago. You can relax and indulge yourself at this …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$165

2 BR / 2 BA / Sleeps 4

5 Reviews

$165

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Florida Keys Splendor at Hammer Point

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

Details

Reviews

(5)

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

Details

Reviews

(5)

Winter Paradise!

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

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

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$46

2 BR / 1 BA / Sleeps 6

7 Reviews

$46

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Beautiful Private Home with Beach Access in The Fl

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

Details

Reviews

(7)

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

Details

Reviews

(7)

Like home

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

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

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$175

2 BR / 2 BA / Sleeps 6

1 / 5

$175

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Beautiful Condo - Moon Bay - Waterfront - Spectacular Views in Key Largo

2 BR / 2 BA / Sleeps 6 | Quick view

Details

This condo is located on Mile 104 on one of the best areas of the Keys and just few miles of Pennekan Park and Harris Park. The Apartment has been redecorated and on floor 4 with spectacular views of the bay and stunning sunset.
    • Suitable for children
    • Suitable for the elderly

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    $286

    2 BR / 2 BA / Sleeps 4

    20 Reviews

    $286

    Inquire

    Foundry's Corner

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

    Details

    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

    Details

    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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    $290

    2 BR / 2 BA / Sleeps 6

    15 Reviews

    $290

    Inquire

    Beach Club #104 - Unique oceanfront living with breathtaking views

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 15 Reviews

    Details

    Reviews

    (15)

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

    Details

    Reviews

    (15)

    Good facility overall, but lots of rules for teeneagers

    Left on Apr 16, 2011 for a stay in March 2011

    Beach Club #104 is nicely and recently decorated. Everything was in good working order (TVs, washer/dryer, kitchen appliances). The cleaning service could have done a better job. There are a number of loose floor tiles which could be dangerous for older renters. The public areas are well kept, but there are some rather draconian rules -- the owners are not particularly friendly and I have to …

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    $290

    2 BR / 2 BA / Sleeps 6

    18 Reviews

    $290

    Inquire

    Beach Club #103 - Unique oceanfront living with breathtaking views

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 18 Reviews

    Details

    Reviews

    (18)

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

    Details

    Reviews

    (18)

    Great Location

    Left on Jun 27, 2009 for a stay in April 2009

    We are very satisfied with Rent Key West Vacations. The staff was very helpful. We stayed at Key West Beach Club. We were extremely pleased with the Condo we rented, very comfortable, beautiful views of the ocean, it was better than we expected. The kitchen was nicely equipped. We could have used a better vacuum and the washer & dryer combo was very noisy. The pool and grill area were …

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    $122

    2 BR / 2 BA / Sleeps 4

    4 Reviews

    $122

    Inquire

    Ocean Pointe 3310

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

    Details

    Reviews

    (4)

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

    Details

    Reviews

    (4)

    Much more expensive than expected

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

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

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    $400

    2 BR / 2 BA / Sleeps 4

    2 Reviews

    $400

    Inquire

    Quilted Giraffe

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

    Details

    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

    Details

    Reviews

    (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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    $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

    Details

    Take a deep breath…enter…and exhale…you have arrived. 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…
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - ask

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    $171

    2 BR / 2 BA / Sleeps 4

    1 / 11

    $171

    Inquire

    VO-198

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Wrap around open water view with a huge 61' concrete dock/seawall, complete with cleats, padded aluminum dock posts,mooring whip holders,and hose. Covered deck with lounge furniture to dine out or enjoy an evening drink. Or eat inside on upscale dining set and still enjoy the million dollar ocean view. Kitchen is…
    • Internet Access
    • Grill
    • Satellite or cable TV
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $270

    2 BR / 2 BA / Sleeps 6

    21 Reviews

    $270

    Inquire

    Vista Fresco : Oceanside condominiums with resort-style amenities

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 21 Reviews

    Details

    Reviews

    (21)

    Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 400 feet of oceanfront property. An expansive pool and spa sits oceanside surrounded by a lushly landscaped garden of native Key West plants and trees. Plan a picnic or …
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (21)

    The appart was fantastic but it was impossible to use the pool.

    Left on Aug 12, 2009 for a stay in July 2009

    If there wasn't any pool at this condo, we'd never rent it. Unfortunatly, the pool
    was broken and it was impossible to use it. We arrived on thurdays and friday,
    the pool was broke. We ask to know when it would be repare, they told us it
    would be the next monday but when we left on thursday night, the pool was
    still broke... This point realy desapoint us.

    For the condo, everything was …

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    $290

    2 BR / 2 BA / Sleeps 6

    15 Reviews

    $290

    Inquire

    Beach Club #201 - Unique Oceanfront living

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 15 Reviews

    Details

    Reviews

    (15)

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

    Details

    Reviews

    (15)

    Key West Wedding Vacation

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

    We loved staying at the condo.. It fit 5 of us very comfortably. We were down for a wedding. The view was great, the securty made me feel safe. We used the pool almost daily and actually had a couple of friends over for a cookout by the pool. I would stay with Rent Key West Vacations again and would recommend it to a friend.

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