White St. Gallery vacation rentals
We found 954 vacation rentals — enter your dates for availability
Discover a selection of 21 homes and other vacation rentals in White St. Gallery that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the amenities you expect for your stay, including WiFi and parking. No matter what you're looking for, you're sure to find a rental for everyone's needs, including accessible or non-smoking choices.
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Find the best place to stay - White St. Gallery

3-bedroom house boat in tranquil Key West with AC
Sleeps 10 · 3 bedrooms · 2+ bathrooms

Hatteras Sleeps 8 & SelfDrive 20' Pontoon Fishing Lobstering Snorkeling Sandbar
Sleeps 10 · 3 bedrooms · 2+ bathrooms

The Green Hour | 5BR Casa Marina Estate w/ Private Pool & Outdoor Kitchen
Sleeps 10 · 5 bedrooms · 5 bathrooms

Casa Atlantica: A one bedroom condo on the Atlantic shore of Key West
Sleeps 2 · 1 bedroom · 1 bathroom

Botanical Island Delight Key West fantastic discounts for Summer & Fall
Sleeps 4 · 2 bedrooms · 2 bathrooms

GypsyGinny's Hideaway
Sleeps 6 · 3 bedrooms · 2 bathrooms
Top rated rentals - White St. Gallery

A great weekend in a beautiful location
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Wonderful room in a great location, the area was quiet but close to the excitement. Walking distance to great locations.
Aaron B.
Stayed Jul 2026

Perfect Hideaway
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
I loved everything about my stay at the Speakeasy Inn! The room is lovely and we had our own little sitting area. The Rum Bar is one of our favorite places so it was extra nice to be just upstairs. Dan was quick to answer questions and offer suggestions. Perfection.
Linda W.
Stayed Jul 2026

Cozy spot to rest
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Comfortable bed, clean space, well equipped kitchenette & COLD AC. This particular room is small and without any seating, but a very comfortable place to clean up & rest after long days exploring Key West. Very convenient Duval St location on the quiet end, but just a few blocks from the action.
Brandon V.
Stayed Jul 2026

Sweet Bungalow
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This cozy bungalow is fantastic. Perfect location that is close enough to everything, yet in a quiet neighborhood. The pool, home, decor, furnishing, beds and everything else is perfect.
BO C.
Stayed Jun 2026

great rooms and perfect position
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Very good bordering excellent place. Close enough to main drag but far enough away so no noise. Rooms clean, extremely comfortable and once the keyless code was entry was worked out, very simple to use. I would go there again.
Robert N.
Stayed Mar 2025

Beautiful and Tranquil
This is an amazing home with a tranquil yard that is just perfect to hang out in the sun, swim in the pool and BBQ.
Each bedroom has its own bathroom which makes your stay even more accommodating.
The home has every amenity you can think of including several ice machines for drinks.
Plenty of hot water, AC and comfortable living space.
The property manager is very responsive and helpful with suggestions to do in the area.
I HIGHLY recommend ( just don’t go the same week that I want to rebook LOL)
john z.
Stayed Jun 2024

Room with a view
We loved the place. Very clean and well stocked. Relaxing but a short distance to town. Love the view. The owner gave a great information booklet.
Jon E.
Stayed Mar 2024

Great house!
The house was perfect for 8 of us, mix of adults, teenagers and pre-teens. Three floors, plenty of space, good layout. Outdoor area is really nice with tiki bar and gas bbq and plenty of seats. Host was even kind enough to allow us to heat the pool. Host checked in with us periodically to see if all was good which was nice. Location was great. Ran in the morning to the beach and it is walkable if you want to Duval St. or if you don’t to bc that is a bit far, it’s a short Uber ride. All in all, I highly recommend.
Russell K.
Stayed Jan 2024
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental in White St Gallery?
In White St Gallery, vacation houses are the most popular type of rental, with several available in the area. These properties typically feature spacious interiors, multiple bedrooms, and fully equipped kitchens, providing a comfortable and home-like atmosphere for visitors. Many of these houses also offer outdoor spaces, such as private patios or gardens, great for enjoying the warm Florida weather.
Are there any beach house rentals in White St Gallery?
In White St Gallery, several beach house rentals are available, offering a variety of amenities for travelers seeking a relaxing getaway. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and inviting living areas, making them suitable for families or groups. Many rentals also include outdoor spaces such as patios or balconies, superb for enjoying the warm Florida weather. The area is conveniently located near local attractions and beautiful beaches, making it an ideal spot for those looking to explore the vibrant culture and natural beauty of the region.
How much does it cost to rent a vacation home in White St Gallery?
Prices for vacation rentals in White St Gallery vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in White St Gallery to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for White St Gallery vacation house rentals?
You can find great discounts on house rentals in White St Gallery on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in White St Gallery?
In White St Gallery, popular rental amenities include fully equipped kitchens, which provide travelers with the convenience of preparing their own meals. Many rentals feature private pools, offering a refreshing escape after a day of exploring the area. Additional amenities often include blenders for making smoothies or cocktails, coffee and tea makers for a cozy morning routine, and onsite parking for easy access to vehicles.
Can I find family house rentals in White St Gallery?
In the area surrounding White St Gallery in Florida, there are several family-friendly house rentals available. This locale offers a vibrant setting with easy access to local attractions, making it a great choice for families. Many properties feature spacious living areas, full kitchens for preparing meals together, and outdoor spaces where children can play and enjoy the sunshine.Visitors will also appreciate amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay. Nearby, families can explore the artistic vibe of the gallery scene and enjoy local parks, which provide recreational opportunities for all ages.
Can I rent a vacation home with a pool or hot tub in White St Gallery?
In White St Gallery, Florida, there are several vacation homes available for rent that come with pools and hot tubs. This area is known for its charming atmosphere and proximity to local attractions. Travelers can expect these rentals to feature inviting outdoor spaces, where private pools and hot tubs provide a ideal setting for relaxation. Many properties also include amenities such as fully equipped kitchens, spacious living areas, and outdoor patios, making them ideal for families or groups looking to enjoy a comfortable stay.
Are there any White St Gallery vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in White St Gallery with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay vacation rentals in White St Gallery?
A long-stay vacation rental in White St Gallery is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit White St Gallery for a vacation rental?
The best time to visit the White St Gallery in Florida is during the peak season from January to March, with March being particularly popular among travelers. This time of year draws art enthusiasts and vacationers eager to experience the vibrant local art scene and the beautiful coastal surroundings. The pleasant weather, with temperatures ranging from the mid-60s to mid-80s Fahrenheit, creates an ideal backdrop for exploring both indoor galleries and outdoor installations.As you wander through the area, you'll find numerous opportunities to enjoy outdoor activities, including leisurely strolls along the beach or engaging in the local dining scene. The atmosphere is lively, with many events and exhibitions showcasing the best of the local artistic talent.For those looking for a more budget-friendly option, consider planning your visit in October. This month offers a quieter experience, allowing you to appreciate the local art without the crowds. The fall weather is still mild, providing a comfortable environment for exploration and relaxation.Ultimately, your choice of when to visit White St Gallery should align with your desire for vibrant energy and artistic engagement during peak season or a more tranquil experience in the shoulder season.
Are there any remote work vacation rentals in White St Gallery?
In the White St Gallery area of Florida, there are several vacation rentals that cater to remote workers. These properties typically offer amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable work areas, making it easy to maintain productivity while enjoying a change of scenery. Many rentals also feature additional comforts like fully equipped kitchens for preparing meals and spacious living areas where you can unwind after work.The surrounding neighborhood provides a vibrant setting with local cafés and parks, great for taking breaks or enjoying a quick stroll. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a White St Gallery vacation rental?
Book your White St Gallery vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in White St Gallery, Florida, United States of America?
In White St Gallery, Florida, visitors can enjoy a variety of attractions that highlight the local culture and natural beauty. The area is known for its vibrant arts scene, with the White Street Gallery itself showcasing works from local artists and serving as a hub for art enthusiasts. Nearby, the charming neighborhoods of Key West feature historic architecture, colorful conch houses, and lively streets filled with shops, cafes, and galleries.Visitors can explore the Ernest Hemingway Home and Museum, where the famous author lived, and take a stroll through the beautiful gardens. The nearby Key West Butterfly and Nature Conservatory offers a serene experience with hundreds of butterflies in a tropical setting. For those seeking outdoor activities, the surrounding area boasts stunning beaches like Smathers Beach and Fort Zachary Taylor State Park, great for sunbathing, swimming, and picnicking.Additionally, the lively option of Duval Street, lined with bars, restaurants, and shops, provides ample entertainment options for both day and night.
Can I change or cancel my White St Gallery home rental booking on Vrbo?
To find White St Gallery vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the White St Gallery vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.
Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.
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