Discover Your Perfect Westside Vacation Homes

Best Vacation Homes in Westside

New
House
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3 Bedrooms 1 Bath 5 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
US $352/Night 7 Nights - US $2,463
star-icons-4
Apartment
like-icon10.0
Exceptional
(20 Reviews)
1 Bedroom 1 Bath 2 Guests 5381.95 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $77/Night 7 Nights - US $536
House
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1 Bedroom 1 Bath
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $839/Night 7 Nights - US $5,873
House
Map-icon
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $183/Night 7 Nights - US $1,280
star-icons-3
House
like-icon10.0
Exceptional
(9 Reviews)
1 Bedroom 1 Bath 4 Guests 495.14 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $97/Night 7 Nights - US $682
New
Apartment
Map-icon
2 Bedrooms 1 Bath 5 Guests 1206 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $153/Night 7 Nights - US $1,071
New
Apartment
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2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $112/Night 7 Nights - US $787
House
Map-icon
like-icon10.0
Exceptional
(41 Reviews)
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $157/Night 7 Nights - US $1,096

Westside Luxury Rentals

star-icons-3
House
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like-icon9.5
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests 721.18 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $4,500/Night 7 Nights - US $31,500
star-icons-3
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests 667.36 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $4,500/Night 7 Nights - US $31,500
star-icons-3
Apartment
Map-icon
like-icon1.0
Average
(1 Review)
1 Bedroom 1 Bath 2 Guests 5597.23 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $4,500/Night 7 Nights - US $31,500
star-icons-4
House
3 Bedrooms 2 Baths 13 Guests 10763.91 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $1,672/Night 7 Nights - US $11,704
House
Map-icon
1 Bedroom 1 Bath
  • Pool
    Pool
  • Internet
    Internet
More amenities
US $803/Night 7 Nights - US $5,624
star-icons-3
House
Map-icon
5 Bedrooms 3 Baths 10 Guests 2368.06 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $721/Night 7 Nights - US $5,046
House
Map-icon
1 Bedroom 3 Baths 14 Guests 2497.23 ft²
  • Parking
    Parking
US $716/Night 7 Nights - US $5,010
House
Map-icon
like-icon8.0
Excellent
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1970 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $612/Night 7 Nights - US $4,282

Westside Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $132/Night 7 Nights - US $924
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 290.63 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $108/Night 7 Nights - US $758
Hotel
Map-icon
like-icon7.8
Very Good
(606 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
More amenities
US $93/Night 7 Nights - US $651
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 1 Bath 4 Guests 825 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $151/Night 7 Nights - US $1,054
House
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 4 Guests 8072.93 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $49/Night 7 Nights - US $343
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 3 Guests 840 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $144/Night 7 Nights - US $1,008
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $163/Night 7 Nights - US $1,143
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 2153 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $211/Night 7 Nights - US $1,475

Westside Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
4 Bedrooms 2 Baths 12 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $272/Night 7 Nights - US $1,907
star-icons-3
House
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 2 Baths 12 Guests 21527.82 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $220/Night 7 Nights - US $1,540
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
1 Bedroom 3 Baths 13 Guests 1770 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $509/Night 7 Nights - US $3,562
star-icons-3
House
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 2 Baths 17 Guests 1797.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $146/Night 7 Nights - US $1,024
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $272/Night 7 Nights - US $1,907
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $201/Night 7 Nights - US $1,405
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
5 Bedrooms 2 Baths 15 Guests 2100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $390/Night 7 Nights - US $2,728
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $203/Night 7 Nights - US $1,424

Discover & compare premier experiences around Westside

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Westside 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 Westside

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as seasonal weather patterns and local events in this area influence the best periods for a memorable getaway.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, this destination experiences pleasant weather that attracts visitors seeking comfortable and enjoyable stays in Jacksonville's Westside area. Expect higher demand for vacation rentals as travelers take advantage of the mild climate.

Average Temperature Daytime: 75°F - Nighttime: 55°F
summer
Summer (June to August)

The summer months bring warm, sunny days perfect for outdoor activities. This is a popular time for travelers to book vacation rentals here, taking advantage of the longer daylight hours and lively atmosphere.

Average Temperature Daytime: 88°F - Nighttime: 70°F

Off-Season Highlights

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Fall (September to November)

Autumn offers cooler temperatures and fewer crowds, making it an ideal season for those who prefer a quieter stay at your preferred vacation rentals. The region's moderate climate enhances the overall experience during these months.

Average Temperature Daytime: 78°F - Nighttime: 60°F
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Winter (December to February)

In winter, the area sees lower visitor numbers, providing a peaceful retreat with mild temperatures. This off-peak period allows you to enjoy a more relaxed and budget-friendly vacation experience in Jacksonville's Westside.

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

Weekly Weather Forecast for Westside

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 relaxing days by a private or shared outdoor pool, perfect for cooling off in the warm Florida sun.
  • Take advantage of spacious patios or decks ideal for outdoor dining and entertaining with friends or family.
  • Benefit from lush, landscaped gardens that provide a peaceful setting and beautiful scenery during your stay.
  • Make use of a fully equipped outdoor grilling area to prepare delicious meals using local ingredients.
  • Relax on comfortable lounge chairs while soaking up the sunshine and enjoying the fresh air.
  • Access outdoor recreational facilities such as tennis courts or walking trails available within the property grounds.
  • Experience the convenience of covered parking areas or carports designed for easy outdoor access and protection from the elements.
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Family Activities

  • Jacksonville Zoo and Gardens: Spend a delightful day exploring wildlife exhibits and lush gardens, perfect for family outings in this lively area.
  • Adventure Landing Jacksonville Beach: Enjoy thrilling water slides, amusement rides, and mini-golf, making it an ideal spot for family fun near your vacation rental.
  • Riverside/Avondale Historic District: Take a leisurely stroll through charming streets filled with historic architecture, boutique shops, and family-friendly eateries.
  • Timucuan Preserve: Discover nature trails, scenic views, and educational programs that allow your family to connect with the outdoors here in this beautiful regional park.
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Adult Activities

  • Golfing at the Jacksonville Golf and Country Club: Enjoy a day on the lush fairways of this premier golf course nestled in the area, perfect for both seasoned players and beginners seeking a relaxing outdoor activity.
  • Exploring the St. Johns River by Boat: Experience the scenic beauty of the region from the water, with boat rentals available for a tranquil cruise along the iconic St. Johns River.
  • Visiting the The Avenues Shopping Center: Shop at popular retail stores and dine at local eateries within this vibrant shopping destination, ideal for a leisurely day out.
  • Discovering nature at the Fort Family Park: Unwind amidst natural surroundings featuring walking trails and picnic areas, making it a great spot for outdoor recreation close to your vacation rental.

Westside Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the region's diverse culinary scene to experience authentic flavors and local favorites during your stay.
  • Utilize Public Transportation and Local Guides: Make your trip more convenient by familiarizing yourself with public transit routes and seeking advice from local guides to discover hidden gems.
  • Plan Outdoor Activities in Natural Settings: Leverage the area's parks and outdoor spaces for activities like walking, biking, or relaxing outdoors to truly enjoy the temperate Florida climate.
  • Choose Strategic Accommodation Locations: Select vacation rentals that are centrally located to key attractions and amenities, ensuring maximum comfort and accessibility throughout your visit.

Transportation Options

  • Jacksonville International Airport: You can conveniently access the area by flying into this major airport, which offers a variety of domestic flights and ground transportation options.
  • Public Bus Service: The local transit system provides reliable bus routes that connect key parts of the region, making it easy to explore without a car.
  • Taxi and Rideshare Services: Ridesharing companies and taxi services operate throughout the destination, offering flexible and quick transportation for your trips around here.
  • Rental Car Agencies: Numerous rental agencies are available nearby, allowing you to customize your travel plans and explore the region at your own pace.

Local Customs Options

  • Southern Hospitality: You will experience the warm and friendly greeting typical of locals in this region, reflecting its rich southern traditions.
  • Engaging in community festivals and local events is a cherished custom that offers insight into the area's vibrant culture.
  • Beach Etiquette: Respectful behaviors such as keeping the beaches clean and adhering to safety guidelines are valued here, ensuring a pleasant experience for all visitors.
  • Local Cuisine Appreciation: Tasting regional dishes like fresh seafood and other southern specialties is an integral part of immersing yourself in the area's culinary customs.

Westside Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Westside?

There are 14 vacation rentals with private pools near Westside. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Westside are best for families?

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

4. How many Rentbyowner vacation rentals are available in Westside?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 384 in the Westside 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 Westside. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it's important to review the specific terms outlined in each property’s details or contact the owner directly for clarification before booking.

6. How do I confirm the availability of a vacation rental in this region?

Availability is updated regularly by hosts; you can check real-time availability on the listing page or reach out to the owner to verify dates before completing your reservation.

7. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning fees, service charges, or taxes are typically disclosed during the booking process or detailed within the listing description. Always review these details carefully.

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

Most listings detail their amenities in the description, including essentials like Wi-Fi, parking, and kitchen facilities. To ensure the property meets your needs, read the full amenities list or contact the host directly.

9. How do I receive support if I encounter issues during my stay?

Support is available through the host or property manager. Contact information is provided in the listing, and the platform offers assistance should you need help resolving any concerns during your visit.

Westside Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $303/Night 7 Nights - US $2,119
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
1 Bedroom 1 Bath 3 Guests 450 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $146/Night 7 Nights - US $1,023
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $468/Night 7 Nights - US $3,277
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 7 Guests 2482 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $291/Night 7 Nights - US $2,039
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $233/Night 7 Nights - US $1,630
Apartment
Map-icon
like-icon9.8
Exceptional
(87 Reviews)
1 Bedroom 1 Bath 2 Guests 500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $107/Night 7 Nights - US $746
House
Map-icon
like-icon9.8
Exceptional
(35 Reviews)
3 Bedrooms 1 Bath 8 Guests 2200 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $172/Night 7 Nights - US $1,205
House
Map-icon
like-icon9.8
Exceptional
(10 Reviews)
4 Bedrooms 2 Baths 10 Guests 2097 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $333/Night 7 Nights - US $2,333