Florida is a favorite among holiday-makers looking to enjoy warm weather, beautiful sunsets, and the delicious diverse gastronomy that this coastal state has to offer. If you are looking to explore the Key West area make sure to explore the famous Duval Street that is buzzing with a vibrant nightlife, delicious food and a number of museums, shops, and Hemmingway House. A stay here will allow you to be close to all the beaches, and homes in this area. They feature amazing views of the ocean and some allow guests to make use of the available bicycles so you can navigate the city like a local. Check out this curated list of best Vrbo accommodations near Duval Street, Key West.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on August 04, 2023.
1. Beautiful tropical house in Casa Cay West (from USD 499)
This stunning home away from home is located in a newly built gated estate near all the highlights that Key West has to offer. The home has been completely remodeled and features three spacious bedrooms that can sleep up to eight guests. On the ground floor, you will find the living area and dining room which leads to the open kitchen that boasts oak cabinets. From the second floor, you will get views of the landscaped garden and outdoor swimming pool with a tropical feel to it.
Top guest reviews
Amenities & Room:
The owners have anticipated every need and equipped the condo accordinglyThere was plenty of space to accommodate 3 couplesThere was plenty of room for 3 couples with outdoor space to enjoy morning coffee3 couple went to Key West to celebrate a 50th birthdayWould have been more convenient if one of the rooms had two twin beds instead of a king bed Generally liked the place and would recommend to others - ThanksCleanliness:
and it was so incredibly cleanClose to Duval clean and adorable housenew in perfect condition Clean and well furnishedHost:
Judy and her family very welcoming and helpful with anything neededJudy was a great hostJudy was wonderful to work with and made sure check-in and out was easy for usanswered all of our questions and was always just a text awayowner went over and retrievedthe ring great helpRead more reviewsLocation:
We got carry outs from pizza place and bakery that were across the streetjet skiing and swimming at the beach during the day Returning to relax at the pool play cards and nap in the late afternoonIt was a lovely place with lots of roomThe location was close to everything you would want and an easy entrance and exitNice property with no surprises Lost power one day for a short time - no big deal
2. Stylish studio in a central location (from USD 225)
This strategically located home is near all the action in the area. This studio is great for solo travelers and couples looking to live like a local while enjoying all the highlights of Key West. There is a queen-size bed, kitchenette, a small breakfast table for two people, and a separate bathroom. You will be one block away from Duval and downstairs there is a Duffy’s and Pisces restaurant.
Top guest reviews
Amenities & Room:
remove the table & benchThe air handler is in the closet - which is right next to the bedNo place to sit and watch tv comfortably without laying in the bedAlso the AC has no control over the fan speedand there is nothing that could be done to improveCleanliness:
It was very clean and absolutely adorableIt was clean and had everything we neededIt looks identical to the picture and was extremely cleantools- plenty of pots and pans and plates and so forthProperty was clean centrally located and had everything we needed for a happy honeymoonHost:
Eric was very quick to respond with any questions Very close to duval and other great restaurants bars and shops I would highly recommend and will definitely be backWe contacted the property manager about the ac-Concierge service was also very helpful and booked us some great dinnersWe came during the week and have no problem finding parkingThe rental agency was greatRead more reviewsLocation:
Cosy and folly equiped Perfectly located at one street from Duval streetIf you are looking for a great location and price - this is it Takes only a few minutes to walk to Duval and Mallory Squarebut that seems to be the city in generalbut it was not ideait was just a little bit of a bummer for us
3. Sunset and oceanview apartment (from USD 250)
Come and enjoy amazing sunsets over the deep blue ocean water while sipping on a sundowner on your private viewing space. This property is located in a quiet neighborhood a few blocks away from the busy Duval street. There are two spacious bedrooms and one bathroom accommodating a total of four guests. This is a great space for a small family. There are two bicycles available for guests to use, free Wifi and a large outdoor communal swimming pool in the compound.
Top guest reviews
Amenities & Room:
The bikes came in very handyeverything was to die forSusan has everything that you need in the condoThe kids think they need to be included again as wellThe place was just as she described close enuff to everythingCleanliness:
very clean and well appointedIt was very clean and cozyCondo was nicely furnished and cleanHost:
Susan could not have been more accommodating as a host Very responsive and cheerfulAll in all a good experience and nice condo with all amenitiesand we felt like she truly cared about us having a great vacationReally we cannot say enough about how much Bruce and Susan and their lovely condo made us feel right at homeYou both are great peopleRead more reviewsLocation:
Bikes park pass location privacyquiet but only blocks from Duval Great proximity to Santiago's Bodega a first class tapas restaurant in Bahama Village andAlso try Prana Spa for a wonderful massage Flamming Bouy for lobster mac and cheese Nachos at the Rum Barrel and of course the sunset at Mallory SquareIn addition the bikes were greatWe used the park pass daily sometimes 2 or 3 times
4. Old Town getaway for two (from USD 198)
This quaint intimate home is the perfect spot for couples. The unit is located close to amazing attractions such as Hemingway House, Duval Street, The Butterfly Conservatory and all the restaurants serving delicious food and drinks. Art lovers will also be in close proximity to the museums in the area. The studio is pet-friendly.
Top guest reviews
Amenities & Room:
The bed was comfortable and the place was just the right sizePam was easy to contact and provided great advice on places to see and things to doWe brought stuff to cook for some meals and used the kitchen for most breakfasts so we could splurge on lunches and dinnersThis cute little place had everything anyone would need while vacationing in Key WestThis studio unit is very well appointed with lovely king bed nice bathroom and has fully equipped kitchenHost:
really all you need Decorated cute and close to many things including Duval St (very close)The Simonton Studio was absolutely perfect for usProperty manager was very easy to communicate with and very helpfulWalk to Duval Street and all it has to offer Definitely will be backWe stayed in Simonton Studio for our honeymoon and absolutely loved itRead more reviewsLocation:
But the LOCATION was perfect Walking distance to just about everythingThe location is great for walking or biking everywhere plus is on same street as free bus loop around town Also went to several amazing restaurants in the immediate area for dinnerit did not disappoint Lots to do just walking/biking distance from property- Pam provided tons of info too which was so greatThe bikes were a huge plus You could walk or bike anywhereThis was our first time in Key West and this location was perfect and central to everything
5. Waterfront home at Paradise Harbor (from USD 1482)
This luxurious five-bedroom home boasting magnificent water views is the epitome of fine living. The home is located on the water’s edge and boasts a garage fit for two vehicles and covered dining area overlooking the stunning private swimming pool on the ground floor. There is also a boat launch space and amazing tropical garden area. Inside, there is a gourmet kitchen and a full entertainment area that includes a lounge and dining area. The in-house elevator takes you to the upper level of the home. This property is great for those looking to impress a group of friends and effortlessly entertain them in this home that sleeps 14 people.
Top guest reviews
Amenities & Room:
There is more than enough room to accommodate a large number of guestsBig town home with lots of room for plenty of peopleRight on the water for easy dockingThe pictures don't do it justiceYou will need to Uber or drive to town or the beachesCleanliness:
It was very clean and ShelThe house is very nicely decorated clean and maintainedand you can't beat the locationThe house was super clean and very roomy and nicewe're very pleased with everythingHost:
He greeted us at the house and gave us a tourHe made us feel welcome and provided very helpful informationthe concierge was very helpful and friendlyLast Key did help us solve the problem and gave us a small creditShel was there to greet us upon arrival and was available whenever we neededRead more reviewsLocation:
they are about 7 minutes awayso we had to move into a replacement house for one night butLast Key gave me a nice place at a decent pricea pool that we got plenty use of Would highly recommend this place for a larger group Great location and stunning houseWe've stayed at this house many many times and everything was perfect as usual
6. Luxury home in Coral Hammock (from USD 154)
This property is great for family travelers who are looking for a community resort-style home. This estate houses a number of holiday homes that are suitable for groups and families. This home features a gourmet kitchen and there are three bedrooms and three bathrooms. Leading out of the bedrooms on the second floor you will have your own private balcony and a front porch and deck on the lower floor. Kids will love spending time at the shared swimming pool within the estate.
Top guest reviews
Amenities & Room:
the condo was wonderfulplenty of cooking supplies, it had soaps and towels all hotel qualitybeautiful townhome, each bedroom feels as if you have your own suiteunit had no kitchen perks like oil, seasonings, foil, cling wrap, etcthe facility was quiet and secureCleanliness:
very clean placethe property was in great condition and was very comfortablethe vacation rental was very cleanthe property was very nice, clean with everything we needed in itunit was clean and adequately appointedHost:
the owner was very friendly and helped us with anything we neededrating details:the property manager was adequately helpfulwe can not wait to go backhe also recommend things for us to dorating details:the property manager was very helpfulRead more reviewsLocation:
anyway, to my surprise, i loved the stock island gated community locationthe condo is in a great locationno issues parkingbeen back about 40 times since, stayed pretty much everywhereawesome imported sand
7. Poolside home in Coral Hammock
This stunning two-level home boasts luxury finishes in the stunning Coral Hammort resort estate. The conveniently located gated community is close to Key West Golf Club and a short walk away from a multitude of fun activities such as fishing at Hurricane Hole Restaurant and Marina. You will be within walking distance from the local pharmacy and all the amazing eateries in the area. The home accommodates six guests and there is a parking space available for two vehicles.
6.81 km (4.3 mi) from The Hemingway Home and MuseumAccommodates: 6
Minimum Nights: 28
Refund Policy :
Top guest reviews
Amenities & Room:
the kitchen was well stocked with all cooking items neededgreat pool and had everything that you might needthe price was definitely rightvery comfortable and enjoyablethe only problem was the shower heads but was such a small thingCleanliness:
the 3 bedrooms and bathrooms were spacious and bathroomsvery cleanthe condition ofpots and pans and pillows were our only negative thing about the condoplace was very cleanthe townhouse is beautiful, and clean with a great layout! it worked out great with 6 ladies to have 3 bathroomsHost:
and food but so nice to have cvs for most needed thingsthe grounds were very well maintained and the swimming pool was greatrating details:the property manager was very helpfulrating details:the property manager was very helpfulrating details:the property manager was very helpfulRead more reviewsLocation:
close to everything but yet far enough away to be peacefulwe could walk to a restaurant, a french pastry shop and a drug storeclose to everythingthe location was mixed, right outside out gates looked like a 3rd world country, but down the street there were more nice looking properties and some surprising local restaurantsclose to restaurants, ocean activities
Book a holiday home in Key West
If you are looking for a private space that allows you the freedom of being away from home yet get the homely vibe, this is the place for you. You can stay away from home while living like a local by staying close to the infamous Duval Street. Make sure you book a stay at one of these stunning holiday homes in Key West.
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