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$92

3 BR / 2 BA / Sleeps 8

7 Reviews

$92

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Family Friendly Executive Bay**Discounts Available**

Islamorada house
3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 7 Reviews

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Reviews

(7)

Beautiful three bedroom bay side townhouse with private beach access in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise! Come and relax at our beautiful townhome in the Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, …
  • 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

(7)

Wonderful

Left on Jul 20, 2013 for a stay in June 2013

This rental by far was one of the best rentals we have stayed at. The location and the house were perfect! The house is very large and everything you can imagine has been supplied. The pool, community center, tennis courts and complex in general were beautiful and well maintained. Really good experience!

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$150

3 BR / 3 BA / Sleeps 8

2 Reviews

$150

Inquire

Fisherman's Dream - Ocean Front House with Dock

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

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Reviews

(2)

Welcome to our slice of paradise! Come and relax at our beautiful 3-bedroom home in the Florida Keys. Our home is located in Tavernier, the Sport Fishing Capital of the World. It is a private, gated home directly on the water with a small pier & fishing/boat dock. Our two-story home has master bedroom with a king bed …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(2)

Right on the water

Left on Nov 23, 2014 for a stay in July 2014

This property is very comfortable. Clean and well kept. I loved sitting outside overlooking the waterway. You can even bring your boat!

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$400

3 BR / 3 BA / Sleeps 8

1 Reviews

$400

Inquire

Oasis (28 Day Minimum Only)

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

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Reviews

(1)

****This house cannot rent for less than 28 days, per County Ordinance**** Ahhhh...Ocean Front...Pool...Dockage...It's all hear at Oasis. Oasis is located at Mile Marker 75.6, in beautiful Islamorada. This Beautiful three bedroom, three bath home will sleep 8 people very Comfortably. Besides the bedrooms there are …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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Reviews

(1)

Perfect Honeymoon

Left on May 02, 2012 for a stay in September 2011

Me & my Husband stayed here for our Honeymoon in Sept. 2011. We love the "get away from it all" feel, and this place delivered. When we arrived the very first day, we found a pretty decent size conch shell washed up on shore. Guess the tenant decided to move out, so we kept it. Every morning we woke to the ocean through the glass walls of the master bedroom. We walked the shore every morning…

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$110

1 BR / 2 BA / Sleeps 2

2 Reviews

$110

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Newton Street Hideaway: A secluded one bedroom

Key West house
1 BR / 2 BA / Sleeps 2 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and known for it's tranquil tree lined streets. Centrally located on the island, yet far enough away from the hustle bustle of Duval, this is truly a wonderful locale for an extended stay …
  • 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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Reviews

(2)

A Second Home

Left on Jun 17, 2011 for a stay in May 2011

We have stayed at the Newton Street Hideaway for several years, and, as soon as we open the door, it's just like coming home! It's fun to spot the improvements made by the owners since our previous visit (this time there were new rugs in the kitchen, and stools at the breakfast bar) The house is situated in the quiet residential area known as The Meadows, on the far side of White Street, but it …

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$333

3 BR / 3 BA / Sleeps 6

5 Reviews

$333

Inquire

Open water in Florida Keys with beautiful sunsets

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

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Reviews

(5)

Private residence on Duck Key. 2 bedrooms and 2 baths upstairs with a seperate one bedroom one bath apartment downstairs. Apartment has own kitchen and family room. Private dock with heated pool. Ocean kayak and fishing rods included. Catch tarpon right off the dock. House extensively landscaped for total …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

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Reviews

(5)

The best vacation ever

Left on Oct 31, 2010 for a stay in August 2010

This home is the perfect place to vacation. It has all the amenities you could ask for. Beautiful kitchens, comfortable living areas and wonderful sleeping accomodations. My children and I could not have asked for more. We spent our days swimming in the ocean and relaxing by the pool. The fishing was outstanding. We caught several large tarpon, sharks and baracudda. There are lights under the …

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$99

2 BR / 2 BA / Sleeps 8

2 Reviews

$99

Inquire

Newly Renovated Townhouse in Beautiful Executive Bay **Discounts Available**

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

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Reviews

(2)

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

(2)

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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$83

1 BR / 1 BA / Sleeps 2

2 Reviews

$83

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The Studio at the Sailmaker`s House Sleeps 2 Historic Old Town

Key West house
1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Gorgeous studio apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. The open concept floor plan maximizes the space in this airy tree top studio. Comfortable Queen size bed will…
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Linens Provided
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(2)

great place, great location, great stay!

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

I really enjoyed my stay at the sailmaker's studio. The staff as well as the owner were very easy to work with and very helpful. My small dog was with me and he enjoyed it too. It is just blocks away from the wharf and restaurants, shops, grocery stores, sailing/boating trips are also just short walks away. It has all the typical amenities you could want: 2 balconies (1 is shared with another apt…

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$193

3 BR / 4 BA / Sleeps 6

2 Reviews

$193

Inquire

Packer Retreat: A beautifully renovated "Conch" house

Key West house
3 BR / 4 BA / Sleeps 6 | Quick view
“ Very Good ” 2 Reviews

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Reviews

(2)

30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectural touches in the charming historic district. Designed to bring the outdoors in, this home features a bright living room with cathedral ceilings & tall French doors opening to the pool & garden area. Nicely decorated …
  • 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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Reviews

(2)

Great house needs updating

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

Packer retreat is a great house. So great I am renting it in 2010. The layout and outdoor space is unusually large for Key West. And the home is very private and quiet. the location is within walking distance to Duval and White streets.

The home is beautifully decorated but needs to be "freshened" up. The sofas and carpets are dirty. the kitchen has very little equipment (1 pan, no serving…

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$83

1 BR / 1 BA / Sleeps 2

1 Reviews

$83

Inquire

Southard Square Hideaway Old Town, Pool, Parking Too!

Key West house
1 BR / 1 BA / Sleeps 2 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

A surprise awaits you inside the gates of the Southard Square village. Nestled in the heart of Historic Key West, you will be only 4 blocks from world famous Duval Street and 3 blocks away from the scenic Historic Seaport of Key West. Please see our video!! When you arrive, park your car in your dedicated parking …
  • A/C or climate control
  • Dishwasher
  • Microwave
  • Refrigerator
  • Toaster
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great location...Relax and enjoy!

Left on Apr 27, 2014 for a stay in January 2014

Very nice condo with huge pool area. Very clean and neat. We loved the location! We would love to go back again some day. The only negative was the living room furniture. It seem really inexpensive and quite uncomfortable...it did looked nice. No table in condo...only counter with two small bar stools. Wish it had a small table with 4 chairs. Condo manager Carlos was wonderful.

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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

Long Key house
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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$215

3 BR / 2 BA / Sleeps 7

2 Reviews

$215

Inquire

Gorgeous Keys Water Front Home with Private Dock and Ramp

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

Details

Reviews

(2)

Water Front home, located Oceanside in Lower Matecumbe key, Islamorada mile marker 73, (The Sport Fishing Capital of the World). 15' wood dock and 12’ wide ramp, so bring your own boat and enjoy the sun!! Easy canal access to the ocean. Maximum boat size is 27'. Only 1 boat allowed. There is a covered fish cleaning …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Great Getaway!

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

This property was great! It was nicely stocked, very comfortable beds. I loved being on the water! Excellent place to stay! I will return again next summer.

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$490

3 BR / 3 BA / Sleeps 6

6 Reviews

$490

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Sleeps up to 6: Southard Comfort Historic Old Town Private Pool

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

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Reviews

(6)

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

Details

Reviews

(6)

Fiftieth Bday Party

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

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

Would definitely return to this house....

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$275

3 BR / 3 BA / Sleeps 8

10 Reviews

$275

Inquire

Island Days - Fishing, Boating, Golfing, Dining, Shopping!

Key West house
3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

The Best of Everything! "Island Days" has it all: Large heated resort style pool with Tiki Hut right outside your French doors. Lush landscaping, off street parking steps to your door, all in a private 3 bedroom 3 bathroom town house located in the gated Coral Hammock community just a few minutes from Old Town Key …
  • Grill
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(10)

Our fabulous stay at Island Days in Key West

Left on Oct 26, 2013 for a stay in June 2013

I wanted to take my sons and future daughter in-law and her two children to Key West for a week vacation this past summer and had been searching on line for a house or townhouse/condo to rent for our stay. After 1 place falling through I came upon Island Days townhouses. I have to say that it was everything and more! It was decorated beautifully and was exactly as the photos shown! It made me …

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$500

4 BR / 3 BA / Sleeps 8

9 Reviews

$500

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Private Beachfront Paradise

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

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Reviews

(9)

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

Details

Reviews

(9)

Great House and Great Property Owner

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

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

The house itself was extremely clean, beautiful and very …

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$179

2 BR / 3 BA / Sleeps 4

2 Reviews

$179

Inquire

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

Key West house
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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$200

2 BR / 2 BA / Sleeps 4

10 Reviews

$200

Inquire

CHARMING KCB POOL COTTAGE, PVT POOL,46 FT DOCK

Key Colony Beach cottage
2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

1,400 per week - additional rates apply to holidays and Lobster Weeks. PRIVATE-ON-SITE POOL, 45 FT DOCK, CABANA CLUB, GROUND LEVEL, CARPORT, W/D, BAIT FREEZER,OUTSIDE STORAGE, BIKES, BEACH CHAIRS Beautifully maintained and tropically decorated ground level canal front pool home. 2 BR 2 Baths- Tile floors …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(10)

Great Location, Great accomodations, Everything you need within

Left on Nov 11, 2013 for a stay in November 2013

The place is great. 6 steps from the family/TV room is the pool, just right for lounging and cooling off. 10 more steps and you can enjoy the clear canal and observe all of the sea life. We enjoy fishing and caught a meal there. The Julian's told us to try fishing on the Marathon Lady (a headboat) just down the road a couple of miles and we had a blast. I spent the week with 3 of my daughters and…

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$380

3 BR / 3 BA / Sleeps 6

3 Reviews

$380

Inquire

75333 Overseas Hwy

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

Details

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

Details

Reviews

(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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$700

3 BR / 3 BA / Sleeps 7

1 Reviews

$700

Inquire

Secret Villa II Newly Listed and Available - Sleeps 6 - Private Pool - Parking

Key West house
3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

We are excited to announce the owner of our most popular luxury vacation rental "SECRET VILLA" is now offering the mirror image as a vacation rental! Available NOW...."SECRET VILLA II"! Location, Location, Location....This amazing property is situated on a quiet and peaceful lane away from traffic and noise. The …
  • Waterfront
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Wedding moon with friends

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

Made a long weekend with friends even better. This place is in a great location just a block or two off Duvall street. The house is outstanding and has a great private heated pool. Also has a great little porch and court yard for mornings and evenings for a drink or two. The house has two nice bedrooms upstairs with private baths and one downstairs with its own bath. Great place to visit with …

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$256

1 BR / 1 BA / Sleeps 2

25 Reviews

$256

Inquire

Open Water is Only 42 Feet From Your Front Door !

Ramrod Key cottage
1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 25 Reviews

Details

Reviews

(25)

Only Sleeps 2 People (Child or Infant count as a Person) Only 5 Steps to Climb. Most Houses in the Keys are Built on Stilts and have lots of Steps to Climb. Tiki Hut is Only 4 inches from the Water There is a Gas Grill located 3 feet from the Seawall ( Enjoy the View while cooking your Dinner) The Efficiency is …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(25)

Ramrod Key Rental- The Real Florida Keys

Left on Dec 18, 2012 for a stay in December 2012

The Ramrod Key rental exceeded our expectations. It was recently remodeled by the owner and was very clean and well maintained. The location was ideal, being situated within easy driving distance of Key West, the more popular state parks and local attractions, but yet far enough from the "commercial tourist" district of Key Largo. We especially enjoyed relaxing in the Tiki Hut located at the …

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$193

2 BR / 2 BA / Sleeps 6

17 Reviews

$193

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You Should Have Seen the One that Got Away!

Key Colony Beach house
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 17 Reviews

Details

Reviews

(17)

Fish from our dock, one of the nearby piers or bridges, with a charter captain from the marina in walking distance or bring your boat and dock it right outside your door! Less than 10 minutes to open water in the bay. Come to our piece of paradise in Key Colony Beach. Everything you need to relax is close to this…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(17)

Key Colony Beach is a wonderful retreat town!

Left on Oct 07, 2011 for a stay in March 2010

I lived in the keys for many years and know the keys well, this is the town to be! It is centrally located in the keys, you can stay here and visit all the other towns easily with short day trips. My husband and I along with his brother and his wife went down to visit family, we rented this vacation home, everything you needed was in this rental, bikes to cruise around the island, walking …

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$117

2 BR / 3 BA / Sleeps 4

2 Reviews

$117

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

Matecumbe Key house
2 BR / 3 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
  • Suitable for children
  • 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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$290

2 BR / 2 BA / Sleeps 5

14 Reviews

$290

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Beach Club #204 - Unique Oceanfront living

Key West condo
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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$700

3 BR / 3 BA / Sleeps 7

7 Reviews

$700

Inquire

Secret Villa - a Key West Hidden Gem in Historic Old Town

Key West house
3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 7 Reviews

Details

Reviews

(7)

Location, Location, Location....This amazing property is situated on a quiet and peaceful lane away from traffic and noise. The secret location is also just a few blocks from everything Key West has to offer; fine dining, nightlife, shopping, museums. Private Pool, lush tropical gardens, fine furnishings all add up to…
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Secret Villa - Fabulous

Left on Apr 26, 2014 for a stay in April 2014

Wonderful location - quiet, tucked away yet only two blocks from Duval. The house is beautifully decorated -outdoor deck and pool area is superb. Have stayed in a number of luxury Key West vacation rentals over the years and this is by far the best. Carlos was a wonderful host and it was so good to meet Jim, the actual property owner.

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$173

3 BR / 4 BA / Sleeps 8

3 Reviews

$173

Inquire

Casa Alegria - a Bahamian style conch house

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

Details

Reviews

(3)

30 DAY MINIMUM RENTAL Welcome to Casa Alegria! An extended vacation at this Bahamian style conch house is sure to bring you happiness and joy! As you approach the front of the house you'll notice ample off-street parking on either side (a rarity in Old Town!) as well as an easy place to park bicycles. You can park…
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

paradise

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

We were fortunate enough to stay in this immaculate and welcoming retreat. We loved swimming in the pool and riding the bikes around town. We could not have asked for a more perfect place to make our vacation more fabulous!!!! Love...love...love!

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$490

4 BR / 4 BA / Sleeps 8

40 Reviews

$490

Inquire

Louisa House: A comfortable four bedroom vacation hideaway

Key West house
4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 40 Reviews

Details

Reviews

(40)

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

Details

Reviews

(40)

Great House, Family Friendly

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

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

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$200

4 BR / 2 BA / Sleeps 9

6 Reviews

$200

Inquire

Key Largo Villa - Beautiful Waterfront 3/2 + Den

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

Details

Reviews

(6)

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

Details

Reviews

(6)

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

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

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

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$220

0 BR / 1 BA / Sleeps 2

43 Reviews

$220

Inquire

Bali Hideaway: A studio cottage that's perfect for two

Key West cottage
0 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 43 Reviews

Details

Reviews

(43)

Perfect for two, this Bali-style studio cottage has it all: comfort, privacy and location. 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 find Key West classics like The Bull…
  • 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

(43)

great place for two!

Left on Jun 18, 2009 for a stay in July 2007

You don't know your only a block off the "main drag". No noise; serene and absolutely beautiful grounds made our stay better than a condo I rented a couple of years before. Absolutely loved the place!!

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$400

4 BR / 5 BA / Sleeps 8

2 Reviews

$400

Inquire

74920 Overseas Hwy

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

Details

Reviews

(2)

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

Details

Reviews

(2)

The Best

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

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

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$240

1 BR / 1 BA / Sleeps 2

48 Reviews

$240

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Ann Street Tranquility: A cozy and peaceful cottage

Key West cottage
1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 48 Reviews

Details

Reviews

(48)

This charming one bedroom cottage is the perfect hideaway. 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 find Key West classics like The Bull, Sloppy Joe's, and Hog's Breath …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(48)

Ann Street

Left on Jun 18, 2009 for a stay in May 2007

We enjoyed the cottage. The interior was beautiful and very clean. Very nicely decorated with higher end accessories. The location was absolutely perfect. The only improvement that could be made was the entrance and pool area was not well manicured. It was very overgrown and jungle like. We would not hesitate to return.

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$220

1 BR / 1 BA / Sleeps 4

49 Reviews

$220

Inquire

Colony Poolside: A charming bungalow near the historic cemetery

Key West cabin
1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 49 Reviews

Details

Reviews

(49)

Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true island hideaway .The bungalow features an one level open space living/dining area, full kitchen and a spacious bedroom with a king size bed. There is a nice private deck …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(49)

Disappointing

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

After viewing pictures of this cottage on line I was impressed with the layout, decor and proximity to the pool. So, I was looking forward to our stay there.
Disappointed is the only word I can use to describe how I felt when we arrived and actually saw this space in person.
The pool area and the surrounding grounds were not maintained.
The deck patio furniture was filthy and the deck itself …

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$350

3 BR / 3 BA / Sleeps 8

3 Reviews

$350

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Enjoy stunning views of the sunrise from this beautiful Keys condo

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

Details

Reviews

(3)

Revel in the beauty of the morning sunrise as you relax on your own, private lanai while sipping your morning coffee, or enjoy a meal al fresco to the sound of the waves and gulls. This piece of paradise is sure to become your favorite home away from home. This beautifully furnished and spacious condo offers all the …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great Vacation!

Left on Dec 22, 2014 for a stay in October 2014

We have stayed at Bay Harbor several times in this condo and love it. The condo feels like home and has everything you would ever need during your stay The complex is very well maintained and the pool area is great for relaxing, the slip for your boat is also a plus. Everything from the great fishing, snorkeling and great restaurants, there is something for everyone in the family. This will …

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$300

4 BR / 4 BA / Sleeps 10

7 Reviews

$300

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Retreat to tranquility~608 Mariners Club Key Largo

Key Largo condo
4 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 7 Reviews

Details

Reviews

(7)

Luxury, tri-level townhouse in upscale Mariners Club Resort...a welcoming, tranquil community designed with skill and integrity to promote a refined lifestyle while respecting nature’s elements on the edge of the Atlantic Ocean. This unique townhouse boasts marble floors, granite counters and rich wood cabinetry …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Beautiful and relaxing!!

Left on Mar 01, 2014 for a stay in February 2014

We had a wonderful time, the unit was beautiful and the resort was wonderful. I would without out a doubt stay again and definitely recommend Barefoot rentals. All of my interaction was with Mary, and she could not have been more helpful, from booking to giving suggestions and ideas of things to do or places to go. Any question we had we asked via email and it was answered within a few hours, if …

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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

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

Details

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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$250

3 BR / 3 BA / Sleeps 8

2 Reviews

$250

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Private Keys Paradise

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

Details

Reviews

(2)

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

Details

Reviews

(2)

Couldn't have been more perfect!

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

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

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$150

4 BR / 3 BA / Sleeps 8

1 Reviews

$150

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Large 4 Bedroom W/ Pool! `Seabreeze` Luxury Vacation Rental in the Sanctuary

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

Details

Reviews

(1)

A warm color scheme and meticulous design details lend an elegant tropical ambience to this spacious four bedroom, 3 bath home located in the "Sanctuary" on the Key West Golf Club. Key West Golf Club legend Rees Jones masterfully designed this 18 hole, 6500 yard course to be a challenge to players of all abilities. …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Awesome Month!!!

Left on May 01, 2014 for a stay in February 2014

We rented Seabreeze for a month! It was in the Golf Course a gated community. It was a great home away from home. Very comfortable, stocked well. Had a few glitches with the pool. [the pool company not sweeping the pool} a lot of vegetation so many leaves and such in pool. Gym [we were told it was included and they tried charging us, took a few days to get key] But, I will say everything worked …

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$450

3 BR / 3 BA / Sleeps 6

35 Reviews

$450

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Villa Paradiso: A unique mid-town paradise

Key West house
3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 35 Reviews

Details

Reviews

(35)

This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three baths. The open living/kitchen area is decorated with rich tones with tropical accents and soft fabrics. The dining room is outside in the attached pavillion with an ornate…
  • Internet Access
  • A/C or climate control
  • Patio
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(35)

The 3 couples loved this home.

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

We chose the Villa because it advertised 3 bedrooms and 3 baths. I would advertise it as 2.5 bedrooms. However, the space worked out very well for the 6 of us. The home is graciously appointed and easy to live in. The small pool area was a perfect gathering spot. There were other decks and seating areas when each of us choses a bit more privacy. The Villa was within walking distance of the …

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$470

3 BR / 2 BA / Sleeps 6

38 Reviews

$470

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Coconut Cabana: A restored Old Town home with charm & tropical ambience

Key West house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 38 Reviews

Details

Reviews

(38)

An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of restaurants, the Atlantic Ocean, Southernmost Point of Key West and our sunset piers. All lovingly restored and cared for, this charming 1 & 1/2 story historic home is …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(38)

Coconut Cabana - Go Nuts!

Left on Jun 18, 2009 for a stay in November 2007

We loved Coconut Cabana! This house was perfect for a "sibling celebration" of my brother's 50th birthday. The house was darling, well equiped and the entire rental process was smooth sailing. There is no place like Key West and this house just off Duval was just where we needed to be. We would highly recommend!

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$290

2 BR / 2 BA / Sleeps 6

15 Reviews

$290

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Beach Club #104 - Unique oceanfront living with breathtaking views

Key West condo
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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$240

1 BR / 2 BA / Sleeps 2

47 Reviews

$240

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Ann Street Cottage: A bright and airy home near Duval Street

Key West cottage
1 BR / 2 BA / Sleeps 2 | Quick view
“ Excellent ” 47 Reviews

Details

Reviews

(47)

Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming 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

Details

Reviews

(47)

Nice

Left on Jun 18, 2009 for a stay in July 2006

My husband and I stayed at the ann street cottage. It is a nice cozy house. Nice size bedroom, and a equipped kitchen to make your own dinners. We went shopping for groceries and made a nice dinner every night--saved a ton on eating out. The cottage was quiet, and clean--there is also a nice private outdoor back patio area. There is also a nice community pool. Only drawback was that the tv …

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$243

3 BR / 3 BA / Sleeps 6

11 Reviews

$243

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Bay Harbour Complex

Long Key condo
3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

Please send us an inquiry or call us for availability. Prices vary on the units. Bay Harbour Condominiums, built in 2003, is a beautiful area with great condos located in Islamorada, mile marker 74, bay-side. Exterior amenities include deep-water boat slips in a protected harbor, lush tropical landscaping, …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(11)

Excellent. Very nice unit

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

We thorough enjoyed our stat in this unit. It was spotless, had a nice view, and very convenient. We would definitely ask for the same unit next time.

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$320

2 BR / 2 BA / Sleeps 4

37 Reviews

$320

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Catherine House: A charming Old Town Key West cottage

Key West house
2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 37 Reviews

Details

Reviews

(37)

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

(37)

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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$500

4 BR / 3 BA / Sleeps 8

5 Reviews

$500

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Ocean Front-Heated Pool-View Over The Atlantic

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

Details

Reviews

(5)

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

Details

Reviews

(5)

What a clean, relaxing and fun place to stay!

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

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

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$100

2 BR / 2 BA / Sleeps 4

2 Reviews

$100

Inquire

60 Waterways Dr - 28 Night Minimum

Key Largo house
2 BR / 2 BA / Sleeps 4 | 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
  • 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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$370

3 BR / 2 BA / Sleeps 6

42 Reviews

$370

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Whitehead House: A unique two story home beside the Audubon House

Key West house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 42 Reviews

Details

Reviews

(42)

Whitehead House is a unique two-story single family attached home nestled beside the Audubon House in Old Town Key West. Hidden behind the most photographed "prohibition fence" in Key West, this three bedroom, two bathroom home includes a large sunny pool and patio as well as off street parking (1 space). An outdoor …
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(42)

Hidden Jewel

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

This house is fantastic! The location is awesome - right in the middle of everything!!! Everything you would want was there. House was clean, pool was excellent and off street parking is great! The 2 bedrooms and bathroom downstairs are small, but for the amount of time you really need them, they are fine. I would certainly recommend this house and plan to rent it again.

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$109

1 BR / 1 BA / Sleeps 4

1 Reviews

$109

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Largo Lookout - 2nd floor, waterfront, boat slip

Key Largo condo
1 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

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

Details

Reviews

(1)

Cozy, comfortable and clean.

Left on Apr 12, 2015 for a stay in March 2015

Everything we needed to live and enjoy a month's stay in the keys. Val and Renee are very nice people and great landlords. It was wonderful to be able to purchase fresh fish or a get a reasonably priced meal at Key Largo Fisheries - less than a five minute walk away.

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$357

2 BR / 2 BA / Sleeps 5

12 Reviews

$357

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Potter`s Cottage: Historic Old Town - Private Pool - Steps from Duval Street

Key West house
2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 12 Reviews

Details

Reviews

(12)

Debating between the comfort of a chic hotel and the thrill of more authentic accommodations? You will get the best of both worlds with this cozy 2 bedroom home, currently available for up to 5 guests (please see our calendar). Potter’s Cottage is located in the heart of Old Town – Key West’s …
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(12)

Found what we were looking for

Left on May 05, 2011 for a stay in April 2011

Cute cottage with a great master bedroom loft suite, well appointed throughout, furnishings look new. The private pool and really cool poolside seating area were perfect for sun or shade. Location couldn't have been better. Near the sights, near the Southernmost Beach, and a block off Duval - convenience without the noise. Nice touch with the gift basket at check in.

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$209

2 BR / 2 BA / Sleeps 5

14 Reviews

$209

Book

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

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

Details

Reviews

(14)

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

(14)

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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$183

3 BR / 3 BA / Sleeps 6

3 Reviews

$183

Inquire

South Street Serentiy-Great Location, Private Pool, Parking, Steps to the Beach

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

Details

Reviews

(3)

This light and airy 3 bedroom, 2.5 bath home has a wrap around deck and expansive French doors that lead from every ground floor room to an outdoor space. Enter the private gate and you will be in a tropical paradise, surrounded by lush palms, fiery bougainvillea, and tropical ambiance. Here you can be part of the …
  • Internet Access
  • Grill
  • Linens Provided
  • Towels Provided
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Best location, great rental for families~

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

We loved the location, walking distance to everything. The house had everything you could need. There was confusion on the temperature of the pool, which wasn't discovered for nearly two weeks into the rental month, but was quickly readjusted. There were a few leaks that must be repaired by now, as the management company responded quickly. It was quiet and in a nice neighborhood with respectful …

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$290

2 BR / 2 BA / Sleeps 6

18 Reviews

$290

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Beach Club #103 - Unique oceanfront living with breathtaking views

Key West condo
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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$125

1 BR / 1 BA / Sleeps 4

26 Reviews

$125

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Oceanfront Bungalow Hideaway

Marathon cottage
1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 26 Reviews

Details

Reviews

(26)

BRAND NEW WHISPER QUIET $5300/42,000 BTU'S TRI-ZONE AIR CONDITIONING/HEATING SYSTEM PROFESSIONALLY INSTALLED AND COMPLETED IN MAY 2014. Simple and unpretentious, the Oceanfront Bungalow Hideaway is a mobile home located right on the water at Boot Key Harbor. Only 45 miles south to Key West. One bedroom, with a queen …
  • Waterfront
  • Ocean or water views
  • A/C or climate control
  • Deck
  • Parking
  • Suitable for children - ask

Details

Reviews

(26)

Amazing hideaway

Left on May 30, 2013 for a stay in May 2013

We are so lucky to have found this perfect bungalow getaway. We just stayed through Memorial Day and had the most wonderful time! As some of you may know...it rained cats and dogs Memorial Day and even though our plans to have a BBQ at a friend's house were cancelled, it was just as perfect watching it rain from inside this Bungalow. It is so cozy and perfect that while we were in Key West my 3 …

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