Discover Your Perfect vacation rentals in Five Points, Jacksonville for an unforgettable stay
Discover Your Perfect Five Points Vacation Homes
Best Vacation Homes in Five Points
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Five Points Luxury Rentals
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Five Points Pet Friendly Vacation Rentals
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Five Points Large Vacation Homes
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Why Choose Rent By Owner for your Five Points Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Five Points Vacation Rentals
Where are the best neighborhoods to stay in Five Points?
Discover the vibrant atmosphere of Five Points, Jacksonville, Florida, when choosing your neighborhood to stay in. This dynamic area offers a unique blend of local culture and urban charm, making it an ideal location for those seeking an authentic experience in Jacksonville. Whether you're exploring local dining, boutique shops, or enjoying the lively nightlife, staying in Five Points places you at the heart of it all. When booking your vacation rentals in this neighborhood, you'll enjoy convenient access to some of the city's most popular spots while benefiting from a reliable and seamless booking process. Make your visit memorable by selecting a comfortable stay in this energetic Jacksonville neighborhood.
Downtown Jacksonville
In this vibrant part of the city, you'll find a dynamic atmosphere perfect for exploring urban attractions and enjoying convenient access to key amenities. Staying here offers a strategic base for discovering the region's lively culture and business scene.
View 243+ Rentals in Downtown JacksonvilleRiverside
Known for its charming streets and historic charm, this neighborhood provides a relaxing retreat with easy access to local eateries and scenic views. It's an ideal choice for those seeking a blend of tranquility and proximity to the area's attractions.
View 108+ Rentals in RiversideBest Times to Visit Five Points
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience with the area's vibrant atmosphere and pleasant weather, making it an ideal destination for booking vacation rentals in Jacksonville’s bustling region.
Peak Season Highlights
Spring (March to May)
During spring, you can enjoy mild temperatures and vibrant local events that make this time ideal for exploring the area’s attractions around Jacksonville.
Fall (September to November)
Fall offers pleasant weather and fewer crowds, providing a perfect setting for discovering the region's outdoor amenities at a relaxed pace.
Off-Season Highlights
Summer (June to August)
Summer tends to be busier with travelers seeking warmer weather, making it an excellent time for those who enjoy lively local atmospheres and longer daylight hours.
Winter (December to February)
Winter sees fewer visitors, offering a quieter experience with cooler temperatures, ideal for exploring the region without the crowds.
Weekly Weather Forecast for Five Points
How to Book Your Five Points Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Five Points
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 outdoor seating areas to relax and unwind amidst the vibrant surroundings of Five Points.
- Make the most of private patios or decks for outdoor dining and entertaining during your stay.
- Take advantage of community gardens or green spaces available nearby for peaceful strolls or picnics.
- Benefit from outdoor grills or barbecue stations perfect for cooking up a meal in the fresh air.
- Utilize on-site swimming pools, ideal for cooling off after exploring the lively neighborhood.
- Access beautifully landscaped yards or courtyards that enhance the outdoor experience here.
- Explore nearby parks or outdoor recreational facilities that are frequently included as amenities for guest convenience.
Top Attractions Around Five Points
What attractions are nearby?
In this vibrant area, you can enjoy a variety of nearby activities such as exploring local eateries, discovering unique shops, and experiencing lively entertainment options that capture the essence of Jacksonville's dynamic culture.

Family Activities
- Jacksonville Zoo and Gardens: Immerse your family in a day of animal encounters and lush gardens at this popular attraction in the region.
- Friendship Fountain Park: Enjoy a relaxing afternoon watching the stunning fountain display, perfect for picnics and family photos in this scenic area.
- The Cummer Museum of Art & Gardens: Introduce your children to art and history while exploring beautiful gardens right here in the city.
- Main Street Bridge Adventure: Discover an exciting walk across this iconic bridge with panoramic views that make for memorable family outings.
Adult Activities
- Dining and Nightlife Exploration: Indulge in the vibrant restaurants and lively bars that define the area's thriving nightlife scene.
- Art Gallery Visits: Experience the local culture by exploring contemporary art galleries showcasing regional talent and creativity.
- Craft Beer Tour: Taste a variety of craft beers at the popular breweries nestled within the region’s eclectic neighborhood.
- Live Music Venues: Enjoy live performances at intimate venues that host a diverse lineup of talented musicians, perfect for a night out.
Other Places to Stay in Five Points, FL
Five Points Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Eateries: Take advantage of the region’s diverse dining options to enjoy authentic flavors and support local businesses during your stay.
- Visit Neighborhood Events: Check out community happenings in this area to experience the vibrant local culture and meet fellow travelers.
- Plan Outdoor Activities: Utilize the nearby parks and recreational areas for outdoor pursuits that allow you to relax and enjoy the region’s natural beauty.
- Discover Unique Shops: Stroll through local boutiques and markets to find distinctive souvenirs and immerse yourself in the area’s charming atmosphere.
Transportation Options
- Jacksonville Transportation Authority (JTA) Buses: You can conveniently explore the area using the local bus system, which offers reliable routes connecting popular neighborhoods and essential destinations.
- Rideshare Services: Rideshare options like Uber and Lyft provide a flexible way to get around here, especially when visiting nearby restaurants, shops, or entertainment venues.
- Rental Cars: Renting a car gives you the freedom to explore this region at your own pace, with several rental agencies available close to your vacation rental.
- Biking and Scooters: For short trips within this destination, bike rentals and electric scooters are an eco-friendly and fun alternative for navigating the vibrant local scene.
Local Customs Options
- Southern Hospitality:** Expect warm welcomes and friendly interactions that are characteristic of this region’s welcoming culture.
- Local Art Celebrations:** Participating in community art festivals offers an authentic glimpse into the area's vibrant creative scene.
- Gospel Music Traditions:** Experience soulful performances at local churches, highlighting the region's rich musical heritage.
- Food Customs:** Enjoy southern-inspired dishes that reflect the area’s culinary history, often served during neighborhood gatherings.
Frequently Asked Questions About Five Points?
1. What are the top vacation rentals in Five Points?
There are a lot of options in Five Points. If you plan on staying in the Five Points area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Five Points:
- Cozy Treetop Hideaway
- Sugar Magnolia House-Romantic Historic Home
- Adorable Condo - 2 blocks from San Marco Square!
- Artsy Cozy Garden Retreat
- Luxury Avondale Guest House, Walk to Shops
- Avonly Place Convenient Historic Hideaway
- Spencer's Place Historic, Comfy Getaway
- Super fun home with bikes on the best street in Riverside!
- “Historic 3BR Porch Home 5 Min to Downtown Jax & Jags Stadium Pet-Friendly
- Super fun house with bikes, arcade games, & a BARn!
2. How many vacation rentals have private pools in Five Points?
There are 11 vacation rentals with private pools near Five Points. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Five Points are best for families?
If you are looking for a family-friendly vacation home in Five Points, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Five Points:
4. How many Rentbyowner vacation rentals are available in Five Points?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1088 in the Five Points 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 Five Points.
5. What is the cancellation policy for booking vacation rentals in Five Points, Jacksonville?
6. How do I know if my stay in a vacation rental in the area is secure and reliable?
7. Are there any specific check-in or check-out times I should be aware of when staying here?
8. What amenities are usually available in vacation rentals in this destination?
9. How can I get assistance if I encounter issues during my stay in this region?
Five Points Top Rated Vacation Rentals
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- Pet Friendly