Discover Your Perfect Five Points Vacation Homes

Best Vacation Homes in Five Points

New
16 Guests 6 Bedrooms 5 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $1,212/Night For 7 Nights US $8,484
10.0
Exceptional
(8 Reviews)
699.65 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $89/Night For 7 Nights US $624
9.0
Exceptional
(699 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Balcony/Terrace
  • Kitchen
  • Parking
US $176/Night For 7 Nights US $1,232
New
5 Guests 3 Bedrooms 1 Bathroom
Pet Friendly House
  • Pet Friendly
  • Air Conditioner
  • Internet
US $206/Night For 7 Nights US $1,441
10.0
Exceptional
(6 Reviews)
699.65 ft² 4 Guests 1 Bedroom 1 Bathroom
Free Cancellation Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $102/Night For 7 Nights US $711
New
1206 ft² 5 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $154/Night For 7 Nights US $1,080
10.0
Exceptional
(98 Reviews)
502 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $152/Night For 7 Nights US $1,066
10.0
Exceptional
(51 Reviews)
700 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $162/Night For 7 Nights US $1,137

Five Points Luxury Rentals

9.4
Exceptional
(6 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Kitchen
Unlock the Best Price
New
44 Guests 14 Bedrooms 15 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $5,885/Night For 7 Nights US $41,195
9.5
Exceptional
(2 Reviews)
721.18 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Parking
  • Air Conditioner
  • Internet
US $4,500/Night For 7 Nights US $31,500
1.0
Average
(1 Review)
5597.23 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Parking
  • Air Conditioner
  • Internet
US $4,500/Night For 7 Nights US $31,500
New
667.36 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Parking
  • Air Conditioner
  • Internet
US $4,500/Night For 7 Nights US $31,500
New
4500 ft² 24 Guests 8 Bedrooms 8 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $2,630/Night For 7 Nights US $18,407
New
20 Guests 6 Bedrooms 6 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $2,550/Night For 7 Nights US $17,851
New
1001.04 ft² 12 Guests 1 Bedroom 4 Bathrooms
Free Cancellation Apartment
  • Fireplace/Heating
  • Pool
  • Parking
US $1,819/Night For 7 Nights US $12,734

Five Points Pet Friendly Vacation Rentals

10.0
Exceptional
(43 Reviews)
502 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $156/Night For 7 Nights US $1,093
10.0
Exceptional
(6 Reviews)
602.78 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $87/Night For 7 Nights US $612
New
1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $290/Night For 7 Nights US $2,029
10.0
Exceptional
(39 Reviews)
800 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Condo
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $431/Night For 7 Nights US $3,017
10.0
Exceptional
(4 Reviews)
258.33 ft² 2 Guests 1 Bedroom 1 Bathroom
Apartment
  • Pet Friendly
  • Parking
  • Air Conditioner
US $91/Night For 7 Nights US $639
10.0
Exceptional
(17 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $137/Night For 7 Nights US $957
10.0
Exceptional
(9 Reviews)
1495 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $199/Night For 7 Nights US $1,390
10.0
Exceptional
(7 Reviews)
768 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $286/Night For 7 Nights US $2,000

Five Points Large Vacation Homes

10.0
Exceptional
(3 Reviews)
1200 ft² 10 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $225/Night For 7 Nights US $1,577
9.5
Exceptional
(18 Reviews)
699.65 ft² 3 Guests 5 Bedrooms 1 Bathroom
Pet Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $97/Night For 7 Nights US $679
10.0
Exceptional
(18 Reviews)
12 Guests 6 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $432/Night For 7 Nights US $3,027
8.1
Excellent
(22 Reviews)
20451.43 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Villa
  • Pet Friendly
  • Parking
  • Air Conditioner
US $218/Night For 7 Nights US $1,523
10.0
Exceptional
(13 Reviews)
2200 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $309/Night For 7 Nights US $2,160
10.0
Exceptional
(12 Reviews)
1496 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $246/Night For 7 Nights US $1,724
10.0
Exceptional
(7 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $279/Night For 7 Nights US $1,956
10.0
Exceptional
(6 Reviews)
1275 ft² 10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $235/Night For 7 Nights US $1,644

Why Choose Rent By Owner for your Five Points 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.

Best 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
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.

Average Temperature Daytime: 75°F - Nighttime: 55°F
autumn
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.

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

Off-Season Highlights

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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.

Average Temperature Daytime: 89°F - Nighttime: 73°F
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Winter (December to February)

Winter sees fewer visitors, offering a quieter experience with cooler temperatures, ideal for exploring the region without the crowds.

Average Temperature Daytime: 62°F - Nighttime: 45°F

Weekly Weather Forecast for Five Points

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.

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.
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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.
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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?

2. How many vacation rentals have private pools in Five Points?

There are 15 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 2026 is over 1246 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?

Cancellation policies vary by property. To understand the specific terms, please review the listing details or contact the property owner directly before confirming your reservation.

6. How do I know if my stay in a vacation rental in the area is secure and reliable?

Each property listing includes host reviews and ratings, which can help you assess reliability. Additionally, bookings are handled through a trusted platform that offers secure payment options for your peace of mind.

7. Are there any specific check-in or check-out times I should be aware of when staying here?

Check-in and check-out times differ by property. Details are typically included in the listing description, or you can confirm directly with the owner for a smooth arrival and departure.

8. What amenities are usually available in vacation rentals in this destination?

The amenities offered vary among properties, but common features include Wi-Fi, parking, kitchens, and laundry facilities. For specific amenities, please refer to the individual listing or contact the property owner.

9. How can I get assistance if I encounter issues during my stay in this region?

Support is available through the booking platform's customer service team. You can also reach out directly to the property owner for any concerns during your stay in this area.

Five Points Top Rated Vacation Rentals

10.0
Exceptional
(18 Reviews)
700 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $129/Night For 7 Nights US $904
10.0
Exceptional
(12 Reviews)
450 ft² 3 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
US $146/Night For 7 Nights US $1,023
10.0
Exceptional
(5 Reviews)
8 Guests 3 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
US $226/Night For 7 Nights US $1,581
10.0
Exceptional
(4 Reviews)
900 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $372/Night For 7 Nights US $2,604
10.0
Exceptional
(2 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Balcony/Terrace
  • Kitchen
US $257/Night For 7 Nights US $1,796
10.0
Exceptional
(2 Reviews)
1603.82 ft² 8 Guests 1 Bedroom 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Pool
US $225/Night For 7 Nights US $1,575
10.0
Exceptional
(2 Reviews)
900 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $190/Night For 7 Nights US $1,333
10.0
Exceptional
(2 Reviews)
700 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $174/Night For 7 Nights US $1,220