Discover Your Perfect White Street Gallery District Vacation Homes

Best Vacation Homes in White Street Gallery District

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White Street Gallery District Luxury Rentals

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White Street Gallery District Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your White Street Gallery District Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for White Street Gallery District Vacation Rentals

Where are the best neighborhoods to stay in White Street Gallery District?

Discover the charm of the White Street Gallery District in Key West, Florida, a vibrant neighborhood that offers an authentic local experience. This area is perfect for those seeking a blend of artistic flair and relaxed island living, making it an ideal choice for your next getaway. When you choose to stay in this part of Key West, you'll enjoy easy access to unique galleries, quaint streets, and the welcoming atmosphere that defines the community. Booking a vacation rental here ensures a comfortable and convenient stay, with amenities tailored to enhance your experience on this picturesque island. Embrace the laid-back vibe of Key West’s White Street Gallery District and create unforgettable memories during your visit.

Key West Historic District

This destination offers a rich history and charming architecture, making it an ideal area to explore from your vacation rental. Staying here puts you close to the region's most iconic cultural sites.

View 2922+ Rentals in Key West Historic District

Old Town

Known for its vibrant streets and lively atmosphere, Old Town provides convenient access to local shops and restaurants, perfect for travelers seeking an authentic Key West experience.

View 2835+ Rentals in Old Town

Midtown

Midtown is a great choice for those wanting a quieter stay while still being near the area's attractions, offering comfortable accommodations that blend seamlessly with the relaxed island vibe.

View 364+ Rentals in Midtown

Meadows

Located in a peaceful part of the region, Meadows provides a serene setting for your getaway, with easy access to parks and open spaces.

View 116+ Rentals in Meadows

The Meadows

This neighborhood features tranquil surroundings and charming residential streets, ideal for visitors looking to unwind within close proximity to Key West’s scenic beauty.

View 116+ Rentals in The Meadows

White St. Gallery

Situated in a vibrant arts scene, the White Street Gallery area offers a unique blend of creativity and comfort, making it a perfect base for exploring local art and culture.

View 29+ Rentals in White St. Gallery

Best Times to Visit White Street Gallery District

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as the area's vibrant atmosphere and pleasant weather vary throughout the year, making it essential to plan your stay accordingly for an unforgettable vacation in White Street Gallery District, Key West, Florida, USA.

Peak Season Highlights

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February to May

During these months, you can enjoy warm weather and lively events in this vibrant area, making it ideal for exploring the local art scene and waterfront attractions.

Average Temperature Daytime: 75-85°F - Nighttime: 65-75°F
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December to January

The holiday season draws visitors seeking mild winter escapes, offering pleasant temperatures and festive atmosphere throughout the region.

Average Temperature Daytime: 70-78°F - Nighttime: 60-68°F

Off-Season Highlights

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June to August

Summertime brings hotter days and increased humidity, but it remains a quieter period for those looking to enjoy more relaxed exploration without the crowds.

Average Temperature Daytime: 85-90°F - Nighttime: 75-80°F
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September to November

Fall offers cooler temperatures and fewer visitors, providing a peaceful atmosphere to experience the area's cultural and artistic offerings comfortably.

Average Temperature Daytime: 78-85°F - Nighttime: 68-75°F

Weekly Weather Forecast for White Street Gallery District

How to Book Your White Street Gallery District Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in White Street Gallery District

More Top-Rated Vacation Rentals in White Street Gallery District Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas perfect for relaxing and soaking up the sunny Florida weather.
  • Take advantage of private or shared pools to cool off during warm summer days.
  • Stroll through lush, landscaped gardens that add beauty and tranquility to your stay.
  • Make use of outdoor grilling stations to enjoy delicious meals al fresco with family or friends.
  • Relax on spacious patios or decks offering ideal spots for entertaining or unwinding.
  • Utilize bicycle racks or storage to explore the charming surroundings of the area conveniently.
  • Access outdoor showers for refreshing rinses after beach visits or water activities nearby.

Top Attractions Around White Street Gallery District

What attractions are nearby?

In the heart of this vibrant area, you can enjoy strolling through local galleries, exploring charming shops, and indulging in delicious dining options all within walking distance from your vacation rentals.

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Family Activities

  • Key West Lighthouse and Keeper's Quarters: Explore this historic lighthouse, offering family-friendly tours and breathtaking views of the surrounding maritime scenery.
  • The Ernest Hemingway Home and Museum: Visit this iconic residence where you can discover the literary legend’s life and see the famous six-toed cats that roamed the lush gardens.
  • South Beach: Relax and enjoy a day on the soft sands of South Beach, perfect for swimming, sunbathing, and soaking in the vibrant island atmosphere.
  • Fort Zachary Taylor Historic State Park: Discover the area's rich history while engaging in watersports or picnicking at this scenic beach park with historic fortifications.
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Adult Activities

  • Gallery Hopping Tours: Explore the vibrant art scene here by visiting local galleries that showcase stunning works from regional artists, offering a perfect way to immerse yourself in the area's creative spirit.
  • Art Walk Events: Attend scheduled art walks that often feature live demonstrations and special exhibitions, providing an engaging experience for adults seeking cultural enrichment in this artistic district.
  • Visit Boutique Art Shops: Discover unique handmade crafts and art pieces at boutique shops nestled within the neighborhood, ideal for collecting souvenirs or gifts during your stay.
  • Participate in Art Classes: Enroll in hands-on art classes or workshops hosted by local studios to enhance your artistic skills while enjoying the inspiring surroundings of this region.

Other Places to Stay in White Street Gallery District, FL

White St. Gallery
White St. Gallery Vacation Rentals
More Places to Stay Near White Street Gallery District

White Street Gallery District Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local art and culture: Take advantage of the area's vibrant art scene by visiting nearby galleries and murals to immerse yourself in the creative spirit of this destination.
  • Plan outdoor activities: Make the most of the pleasant climate with water-based adventures or relaxing strolls through scenic parks, all easily accessible from your rental.
  • Discover local dining options: Sample fresh seafood and regional specialties at neighborhood eateries that highlight the region’s culinary delights.
  • Stay centrally located: Choose a vacation rental close to key attractions to maximize your time exploring and minimize commute efforts during your trip here.

Transportation Options

  • Walkways and Bicycles: Exploring the area on foot or by bicycle allows you to enjoy the charming streets and vibrant art scene at your own pace in White Street Gallery District.
  • Public Transit: Local buses provide an affordable and convenient way to navigate the region, connecting you to key attractions nearby.
  • Rental Cars: Renting a vehicle offers flexibility for discovering more of this destination and its scenic surroundings at your convenience.
  • Taxis and Ride-Sharing Services: Reliable transportation options like taxis or ride-sharing apps ensure easy access around the local area without the need for parking or navigation concerns.

Local Customs Options

  • Respect for Art and Creativity: You’ll find that supporting local artists and respecting their work is a cherished custom in the area, making it a welcoming environment for those exploring the White Street Gallery District.
  • Eco-friendly Practices: The region encourages environmentally conscious habits, so you might notice local businesses and residents embracing sustainable practices during your stay.
  • Historic Preservation: Preserving the charming architecture and historic sites is a key tradition here, inviting you to appreciate and be mindful of the area's rich cultural heritage.
  • Casual Island Hospitality: Enjoy the relaxed, friendly attitude that characterizes local interactions, creating a warm and inviting atmosphere for visitors seeking authentic Key West experiences.

Frequently Asked Questions About White Street Gallery District?

1. What are the top vacation rentals in White Street Gallery District?

There are a lot of options in White Street Gallery District. If you plan on staying in the White Street Gallery District area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in White Street Gallery District:

2. How many vacation rentals have private pools in White Street Gallery District?

There are 6 vacation rentals with private pools near White Street Gallery District. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in White Street Gallery District are best for families?

If you are looking for a family-friendly vacation home in White Street Gallery District, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in White Street Gallery District:

4. How many Rentbyowner vacation rentals are available in White Street Gallery District?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 53 in the White Street Gallery District area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in White Street Gallery District. 

5. What is the cancellation policy for booking a vacation rental in this area?

Cancellation policies vary by property, so you should review the specific listing details or contact the owner directly to understand the terms before completing your booking.

6. How do I find the most suitable vacation rental in this region?

You can filter listings based on your preferences, such as size, amenities, and price range. Reading the property description and reviews will help ensure the rental meets your needs.

7. Are pets allowed in vacation rentals here?

Pet policies differ among properties, so it's essential to check each listing's pet instructions and reach out to the owner if you have specific questions about bringing your pet.

8. What amenities are typically included with vacation stays in this destination?

Most properties offer essential amenities like Wi-Fi, air conditioning, and kitchen facilities. For detailed information, please review the individual listing or contact the owner directly.

9. How do I secure my reservation in this popular area?

Reservations are confirmed once you complete the booking process and follow any owner-specific requirements. To ensure a smooth experience, read all the booking instructions on the listing carefully.

White Street Gallery District Top Rated Vacation Rentals

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