Welcome to VHKW ~ Vacation Homes of Key West, a locally owned and operated full service vacation rental and vacation property management company. Since 1997 we have helped pave the way for licensed vacation rentals in Key West, Florida.
We are three generations of local professionals dedicated to helping visitors discover the lifestyle of Key West by renting authentic privately-owned homes, managing and maintaining these homes for property owners with our hands-on care, and caring for our guests by sharing our unique Key West local knowledge.VHKW staff live in Key West, we love our island, and it is our pleasure to host our guests!
We are three generations of local professionals dedicated to helping visitors discover the lifestyle of Key West by renting authentic privately-owned homes, managing and maintaining these homes for property owners with our hands-on care, and caring for our guests by sharing our unique Key West local knowledge.VHKW staff live in Key West, we love our island, and it is our pleasure to host our guests!
Services
Few world destinations have such a remarkable collection of original century-old Victorian and Caribbean architecture as Old Town Key West. Our company' s success was founded on our belief that the remarkable island homes and neighborhoods are not only an excellent tangible investment in our community heritage and economy, they are one of Key West's most important sustainable resources, to be preserved and enjoyed for generations to come.
Dreaming of your perfect Key West getaway, but don't know where to start? The key to success is to live the island like a local, and the best way to do that is with the help of those who know the island best. Our staff at VHKW has deep roots in the Key West culture, stemming from generations of native Key Westers or "Conchs" as we like to call ourselves.
View our exclusive Key West vacation rentals. Vacation Homes of Key West can help you find the perfect vacation rental for your next Key West vacation. Don't pay booking fees, save money by booking directly with VHKW today. Discretely built back off the street to quietly overlook an historic tropical garden, this Elegant Key West Tree House, encompasses the entire 2nd floor of a beautifully renovated 1930's building.
Are you considering booking a stay in one of our Key West Vacation Rentals? For guaranteed lowest rates and easy on-line reservations, make sure to book directly with us - VHKW ~ Vacation Homes of Key West. While we do advertise many of our exclusive Key West Vacation Rentals on trusted on-line vacation rental and travel booking sites, be aware that these sites add fees on top of our standard rental rates.
The rates and terms are subject to change without notice. For more information on terms and pricing please see our Rental Policies And Procedures. If you're looking for a perfect Key West vacation rental that's on Duval St, yet the ideal distance away from the bustle, you're bound to love our- Destination Duval - A Premier Key West Penthouse.
Reviews (10)
Ted Mahoney
Jan 03, 2022
Report
The entire experience was great. From the time I made an inquiry about renting through the contract process was very easy. Anytime I had a question, someone at the office was helpful in getting the correct answer. The Tropical Tranquility property was perfect for my family. Each family member had their own space and the common areas were large and open enough for all of us. The location was ideal to get around Key West especially with a golf cart. If I return to Key West, I will check on this property first.
Kerrie Reffert
Dec 28, 2021
Report
We were a group of 8 who stayed at the house. My daughter and son in law were on their honeymoon so the cottage out back was perfect for them. The house was absolutely perfect to meet our needs! The kitchen has 2 microwaves, 2 dishwashers, 2 coffee pots, and the best Keurig!! The bedrooms are spacious. The house is beautiful and clean. There’s a sound system so you can play music throughout the downstairs and pool area which we really loved! We rented a golf cart which worked out perfectly, especially for grocery shopping. But most of the fun is all within walking distance. I love the keypad
Con Jay
Dec 04, 2021
Report
Elizabeth Bilotta
Nov 26, 2021
Report
We loved Down Island Digs and would rent again. The house was very clean and perfect size for two couples. The location was perfect and central to everything we wanted to do. You could easily walk anywhere from this location. We did also have a golf cart but found we really didn’t need to use it much. Working with VHKW was easy and the check-in and check out prices was very smooth.
Mari Casanova
Oct 31, 2021
Report
Staff is extremely helpful and professional. Our group stayed at Ocean View Luxury Villa in Truman Annex. The house is in a perfect location. The sunsets from the third floor deck were spectacular! Kitchen is fully equipped. The pool and deck area were beautiful (surrounded by lush palms). I do not recommend this house if you have a total of 6 adults. The third floor loft is extremely small and quite frankly, an accident waiting to happen given the location of the stairs and hallway. Very dangerous for children as well.
J. Millar
Sep 24, 2021
Report
Lovely home in Key West right off the main drag. Everything is within walking distance, but rent a golf cart or bicycles if you like. The pool in the back was so nice to relax in at night. The kitchen had everything we needed if we wanted to cook. The beds were very comfortable and the air conditioning was a great escape from the hot 90 degree days. I would love to book Key West Dreaming anytime I visit the Keys.
J. M. Munoz
Jul 28, 2021
Report
Positive: Professionalism, Quality, Responsiveness, Value
Absolutely outstanding! From towels to pool accessories, the amenities were incredible, and the home was very clean and spacious. The company is very professional and organized, and the response time to emails quick and efficient. My family and I will definitely be using this company again in the future! Thank you for a memorable stay!
Absolutely outstanding! From towels to pool accessories, the amenities were incredible, and the home was very clean and spacious. The company is very professional and organized, and the response time to emails quick and efficient. My family and I will definitely be using this company again in the future! Thank you for a memorable stay!
Michelle McElroy
Jun 25, 2021
Report
We went to Key West on a family vacation with our grown kids. The house was the perfect place to stay in key West. Even though there was no central AC the window units kept the house cool. The master bedroom which doesn’t have a window unit so it is the warmest but we got along fine. The house was very clean and had plenty of towels. The porch was very nice to dry out bathing suits and wet towels. The kitchen was well stocked and we cooked at least once a day. The location is ideal and very good place to park scooters or bikes. Perfect place fora true key west experience!
Ed Bogle
Apr 10, 2021
Report
Sandy & John Bush
Dec 17, 2019
Report
We had a wonderful time at Coco's Poolside Retreat Unit 2. We had 5 in our group and it is a 3 bdrm/2.5 bath house. It is very comfortable and roomy. It was stocked with all the items we needed. It was great having the pool right outside our door. Working with the staff at Vacation Homes Key West was great. Helpful, easy to work with, explained everything and answered any questions we had. Btw, the pictures are a perfect match to the unit.
