Discover Your Ideal Red Barn Theatre Vacation Rental in Key West, Florida for a Memorable Getaway
Discover Your Perfect Red Barn Theatre Vacation Homes
Best Vacation Homes in Red Barn Theatre
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- Accessibility
- Air Conditioner
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- Air Conditioner
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- Pet Friendly
- Pool
- Accessibility
- Security/Safety
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- Pet Friendly
- Pool
- Air Conditioner
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- Pool
- Security/Safety
- Child Friendly
- Internet
- Air Conditioner
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- Pet Friendly
Why Choose Rent By Owner for your Red Barn Theatre Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Red Barn Theatre Vacation Rentals
Where are the best neighborhoods to stay in Red Barn Theatre?
When choosing a neighborhood to stay near Red Barn Theatre in Key West, Florida, you’ll find a variety of charming areas that offer unique experiences. Whether you prefer the lively energy of downtown Key West with its vibrant nightlife and historic streets, or the quieter, more relaxed neighborhoods just moments away from the theater, there are options to suit every preference. Each area provides easy access to local attractions, beautiful waterfront views, and the distinctive island atmosphere that makes Key West so special. Consider your desired pace and style of vacation as you explore these nearby neighborhoods for your perfect stay.
Key West Historic District
Within walking distance of your stay, the Key West Historic District offers charming streets and vibrant culture, making it an ideal area to explore the rich history and lively atmosphere of this destination.
View 2950+ Rentals in Key West Historic DistrictOld Town
Stay in Old Town to enjoy the heart of the region's historic charm, where colorful architecture and quaint streets create a captivating backdrop for your vacation experience.
View 2865+ Rentals in Old TownSunset Key
For a tranquil escape, Sunset Key provides a serene setting just steps from the mainland, perfect for relaxing evenings and stunning sunsets during your visit.
View 3214+ Rentals in Sunset KeyDowntown
The downtown area is filled with lively shops, restaurants, and entertainment options, offering a central location for those wanting easy access to the region's vibrant local scene.
View 1283+ Rentals in DowntownUptown - Upper Duval
Uptown, including Upper Duval, presents a more relaxed neighborhood with charming spots to explore away from the busier tourist areas, yet still close to key attractions.
View 890+ Rentals in Uptown - Upper DuvalBahama Village
Experience the vibrant spirit of Bahama Village, known for its colorful culture, local eateries, and a welcoming community atmosphere just a short trip from your accommodation.
View 107+ Rentals in Bahama VillageHistoric Seaport
The Historic Seaport offers scenic views and maritime activities, providing a peaceful setting where you can enjoy the region’s nautical heritage.
View 463+ Rentals in Historic SeaportNew Town
Conveniently located, New Town combines residential charm with nearby essentials, making it suitable for travelers seeking a quiet neighborhood with easy access to the area's amenities.
View 126+ Rentals in New TownBest Times to Visit Red Barn Theatre
When should you plan your Vacation Rentals stay?
Determining the ideal time to visit here ensures you can enjoy its vibrant atmosphere and pleasant weather, making your stay in this destination truly memorable.
Peak Season Highlights
Spring (March to May)
During this time, the region experiences warm weather ideal for exploring and outdoor activities at Red Barn Theatre. This season attracts many visitors, making it perfect for enjoying lively events and cultural performances.
Winter (December to February)
The cooler winter months bring pleasant temperatures, attracting those seeking a mild climate here. Expect vibrant local scenes and a bustling atmosphere at your vacation rental in this popular season.
Off-Season Highlights
Summer (June to August)
Though the summer can be hot and humid, fewer visitors choose this period, offering you more tranquility and better deals on vacation rentals at this destination. It's a great time for those who prefer a quieter experience.
Fall (September to November)
As the region transitions into fall, the weather cools slightly, and crowds diminish. You can enjoy a peaceful getaway with fewer tourists around during these months, often with attractive rates on vacation rentals.
Weekly Weather Forecast for Red Barn Theatre
How to Book Your Red Barn Theatre Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Red Barn Theatre
Common Vacation Rentals Amenities
What amenities can you expect?
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 a private outdoor swimming pool to cool off under the warm Florida sun.
- Relax in a shaded patio area equipped with comfortable seating for outdoor dining or lounging.
- Take advantage of a fully equipped grilling station for preparing delicious meals outside.
- Stroll through beautifully landscaped gardens that add to the serene atmosphere of your stay.
- Make use of outdoor shower facilities to rinse off after a day at nearby beaches or water activities.
- Benefit from designated parking spaces that make accessing your rental easy and convenient.
- Utilize outdoor lighting to enjoy evening gatherings in a safe and welcoming environment.
Top Attractions Around Red Barn Theatre
What attractions are nearby?
While staying nearby, you can enjoy a variety of activities such as exploring local art galleries, relaxing on scenic beaches, or experiencing the vibrant nightlife that makes this destination truly special.

Family Activities
- Visit the Key West Butterfly and Nature Conservatory: Enjoy an enchanting experience as your family explores lush gardens filled with vibrant butterflies and exotic birds, right here in the local area.
- Discover the Key West Shipwreck Museum: Dive into the region's maritime history through engaging exhibits and interactive displays that captivate visitors of all ages.
- Explore Fort Zachary Taylor State Park: Relax on scenic beaches, go for a family picnic, or take a guided tour of the historic fort within this popular destination close to the vacation rentals.
- Take a Conch Tour Train Adventure: Embark on a fun, narrated ride around the area’s key attractions and learn about the region’s unique culture and history in a family-friendly way.
Adult Activities
- Live Theater Performances: Immerse yourself in captivating productions at the Red Barn Theatre, experiencing local talent and engaging storytelling right here in the region.
- Art Exhibitions and Workshops: Enhance your visit with art classes and exhibitions hosted locally, offering a creative escape amidst this area's vibrant cultural scene.
- Special Events and Festivals: Participate in seasonal festivals and special gatherings that celebrate the area's unique traditions and lively community spirit.
- Music and Nightlife Experiences: Enjoy live music nights and charming local venues where you can unwind and soak up the regional atmosphere during your stay.
Red Barn Theatre Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Take advantage of the nearby eateries and fresh seafood to enjoy authentic flavors that capture the essence of this island destination.
- Visit Popular Attractions: Make sure to plan visits to well-known spots in the area for a memorable experience, while allowing flexibility to relax at your private vacation rental.
- Discover the Neighborhood: Walk around the neighborhood surrounding your rental to find hidden gems and immerse yourself in the local culture and vibe.
- Plan Water Activities: Engage in water-based adventures such as snorkeling or kayaking to fully appreciate the beautiful coastal surroundings here.
Transportation Options
- Rental Cars: You can opt for rental car services to explore the area at your own pace, with many providers conveniently available near local transportation hubs.
- Public Transit: The bus system offers an affordable and reliable way to navigate here, connecting key points of interest within the region efficiently.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft provide convenient door-to-door transportation, ideal for short trips or when traveling with luggage.
- Bicycle Rentals: For a more leisurely experience, bicycle rentals are widely accessible here, allowing you to enjoy the scenic views and warm climate at your own pace.
Local Customs Options
- Gulf Coast Hospitality: Locals here value friendly and welcoming interactions, reflecting the region’s laid-back coastal vibe.
- Celebration of Art and Music: The area embraces its vibrant arts scene through frequent local festivals and open-air performances that you can enjoy during your stay.
- Respect for Historic Preservation: Preserving the charming architecture and historic landmarks is a priority, so courteous behavior toward cultural sites is appreciated.
- Relaxed Cape Custom: A casual attitude towards dress and daily routines embodies the relaxed lifestyle that many visitors find appealing in this destination.
Frequently Asked Questions About Red Barn Theatre?
1. What are the top vacation rentals in Red Barn Theatre?
There are a lot of options in Red Barn Theatre. If you plan on staying in the Red Barn Theatre area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Red Barn Theatre:
- Almond Tree Inn Hotel - Adults Only
- Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
- Bright & Modern Condo—7 MinWalk to the Beach! Pool, Bikes & 2 Furnished Porches!
- ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
- PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest
- Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
- LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
- Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
- Perfect Location, nPrivate Heated Pool,nPristine Luxury Home!
- Hidden away near the Southernmost Point, Louisa's Hideaway is it!
2. How many Rentbyowner vacation rentals are available in Red Barn Theatre?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 3563 in the Red Barn Theatre 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 Red Barn Theatre.
3. What is the cancellation policy for booking a vacation rental in this area?
4. Are there any additional fees I should be aware of when booking a vacation rental here?
5. How do I verify the availability of a vacation rental in this region?
6. What amenities can I expect at a vacation rental in this destination?
7. What is the process for checking in and out of my vacation rental in this part of Florida?
Best Vacation Homes in Red Barn Theatre
- Pet Friendly
- Security/Safety
- Child Friendly
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- Parking
- Pet Friendly
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- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Balcony/Terrace
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- Pool
- Private Pool
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- Bedding/Linens
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV