Discover Your Ideal New Town, Key West Vacation Rentals for an Unforgettable Florida Getaway
Discover Your Perfect New Town Vacation Homes
Best Vacation Homes in New Town
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New Town Luxury Rentals
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New Town Pet Friendly Vacation Rentals
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New Town Large Vacation Homes
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Why Choose Rent By Owner for your New Town Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for New Town Vacation Rentals
Where are the best neighborhoods to stay in New Town?
When planning your stay in Key West, Florida, exploring the neighborhoods within New Town offers a peaceful yet convenient base for your vacation. This area provides easy access to local dining, shopping, and outdoor activities, making it an ideal choice for those seeking a relaxed atmosphere with the comforts of nearby amenities. With charming streets and friendly communities, New Town is perfect for experiencing the authentic vibe of Key West while enjoying the privacy and comfort of quality vacation rentals. Whether you're looking for a cozy retreat or a spacious home-away-from-home, this neighborhood ensures a seamless and enjoyable stay in one of Florida’s most captivating destinations.
Midtown
Situated in the heart of this area, Midtown offers convenient access to local amenities and is ideal for travelers seeking a comfortable base. Here, you can enjoy a blend of tranquility and accessibility, making it a perfect choice for your stay.
View 366+ Rentals in MidtownBest Times to Visit New Town
When should you plan your Vacation Rentals stay?
Timing your visit to this charming destination can greatly enhance your experience, so consider the seasonal trends and local climate to find the perfect time for your stay here in the region.
Peak Season Highlights
Winter (December to April)
During the winter months, this destination experiences its peak season as visitors flock to enjoy the warm climate and vibrant local events.
Spring (March to May)
Spring attracts travelers seeking pleasant weather and lively festivals, making it a busy time for booking vacation rentals in the area.
Off-Season Highlights
Summer (June to August)
The summer months tend to be quieter, offering a more relaxed atmosphere with less crowds and attractive rental prices.
Fall (September to November)
Early fall sees fewer tourists, providing an ideal opportunity to enjoy the region’s natural beauty with more affordable accommodation options.
Weekly Weather Forecast for New Town
How to Book Your New Town Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in New Town
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 pool to relax under the Florida sun.
- Benefit from a well-maintained backyard or patio area for outdoor dining and entertaining.
- Take advantage of lush, landscaped gardens that add privacy and natural beauty to your stay.
- Access a covered porch or screened-in lanai perfect for enjoying the temperate climate year-round.
- Utilize outdoor grilling facilities to prepare meals with fresh local ingredients.
- Relax on comfortable outdoor furniture designed for lounging and soaking up the sunshine.
- Explore nearby walking trails or bike paths that showcase the scenic region surrounding your rental.
Top Attractions Around New Town
What attractions are nearby?
Enjoy a variety of outdoor activities and leisurely excursions just moments from here, making it easy to explore the vibrant local scene and natural beauty of this destination in Key West’s New Town area.

Family Activities
- Key West Butterfly & Nature Conservatory: You can enjoy a family-friendly stroll through lush gardens and experience the beauty of colorful butterflies and exotic birds native to the region.
- Fort Zachary Taylor Historic State Park: Here, you have the opportunity to explore historic fortifications and relax on sandy beaches perfect for swimming and picnicking with your loved ones.
- Smathers Beach: Spend a fun-filled day at this popular beach where you and your family can swim, build sandcastles, or simply enjoy the stunning ocean views in the area.
- The Key West Aquarium: This destination offers engaging marine exhibits and interactive touch tanks, making it an educational and entertaining experience for children and adults alike.
Adult Activities
- Explore the Key West Garden Club: Wander through lush gardens and tropical landscapes, perfect for a relaxing afternoon in this charming part of the region.
- Visit the Mel Fisher Maritime Museum: Discover fascinating maritime history and shipwreck artifacts that highlight this area's rich maritime heritage.
- Enjoy a sunset cruise: Experience breathtaking views of the Gulf of Mexico as you unwind on an evening boat tour along the coast here.
- Dine at local seafood restaurants: Savor fresh catch meals at popular eateries that showcase the vibrant culinary scene unique to this destination.
New Town Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining and Shops: Take advantage of the area’s local eateries and boutique shops to immerse yourself in the authentic flavors and culture of this destination.
- Plan Outdoor Activities: Schedule outdoor adventures like biking or walking tours to enjoy the scenic beauty and pleasant weather here.
- Discover Nearby Attractions: Use your vacation rental as a base to visit nearby points of interest that showcase the region’s unique charm and history.
- Book in Advance: Secure your stay early to access a wide selection of reliable vacation rentals and ensure a smooth, hassle-free experience during your visit.
Transportation Options
- Rental Cars: Renting a vehicle in this destination offers the flexibility to explore the area and beyond with ease, ideal for accessing popular attractions and scenic routes.
- Public Transit: Local buses provide an affordable and convenient way to navigate the region without the hassle of parking or driving yourself.
- Taxis and Rideshares: Taxis and rideshare services offer quick, reliable transportation for short trips around here, especially if you prefer to avoid driving.
- Bicycle Rentals: Biking is a popular and eco-friendly option to enjoy the sights of this area at a leisurely pace, perfect for exploring nearby neighborhoods and waterfront areas.
Local Customs Options
- Gullah Heritage Celebrations: You can experience the area's rich Gullah culture through local festivals that highlight traditional music, food, and storytelling unique to this region.
- Conch Throwing: Embracing maritime traditions, it’s common here for locals to participate in conch shell blowing contests during community gatherings.
- Seafood Dining Etiquette: Visitors often observe a relaxed yet respectful approach to enjoying fresh seafood, a staple of the area's coastal lifestyle.
- Festivals and Parades: Community events frequently showcase colorful parades and celebrations that honor the area's history and diverse cultural influences.
Frequently Asked Questions About New Town?
1. What are the top vacation rentals in New Town?
There are a lot of options in New Town. If you plan on staying in the New Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in New Town:
- November Special-Private Home- Sun-filled Pool- Neighborhood Water Inlet
- Single Family Home, 3 Bedroom, 2 Baths, Pool. Great Value!
- *Welcome To Poseidon's Paradise* Midtown Home & Incredible Pool *28 Nights Min
- SEA-NIC VIEW ~ 2 BR/2Ba Water-front views, Heated Pool Access and Dockage!
- Atlantic Paradise by Avantstay Great Location w/Balcony, Outdoor Dining & Shared Pool & Hot Tub!
- Double Lot Private Villa and Pool with Direct Boat Entry to Atlantic and Gulf.
- Private Paradise with Heated Waterfall Pool
- Uptown quiet cottage close to beaches, restaurant & shopping.
- Relaxing Double Queen, Fairfield Inn, Breakfast Included, Near Downtown Key West
- Margarita Villa-3 bedroom 3 bath home in prime location w/backyard pool oasis
2. How many vacation rentals have private pools in New Town?
There are 19 vacation rentals with private pools near New Town. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in New Town are best for families?
If you are looking for a family-friendly vacation home in New Town, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in New Town:
4. How many Rentbyowner vacation rentals are available in New Town?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 323 in the New Town 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 New Town.
5. What is the cancellation policy for vacation rentals in this area?
6. Are there any additional fees I should be aware of when booking here?
7. How do I secure my reservation for a vacation rental in this region?
8. What amenities are typically included in vacation rentals in this destination?
9. Is it possible to extend my stay at a vacation rental here, and what is the process?
New Town Top Rated Vacation Rentals
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