Discover Your Perfect Westside Vacation Homes

Westside Pet Friendly Vacation Rentals

7.8 (576 Reviews)
Hotel
Red Roof Inn Baldwin
  • Air Conditioner
  • Parking
  • Pet Friendly
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Westside Large Vacation Homes

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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.

Popular Areas for Westside Vacation Rentals

Where are the best neighborhoods to stay in Westside?

When selecting a neighborhood to stay in Westside, Jacksonville, Florida, you'll find a variety of options that cater to different preferences and lifestyles. The Westside offers convenient access to key attractions and amenities, making it an ideal location for exploring the broader Jacksonville area. Whether you're seeking a quiet, residential community or a lively neighborhood with local charm, staying within this region ensures you experience the authentic vibe of Jacksonville. Booking your vacation rental in Westside allows for a seamless and reliable experience, giving you peace of mind as you enjoy your trip to this vibrant part of Florida.

Riverside

Situated along the scenic St. Johns River, this neighborhood offers a charming blend of historic architecture and vibrant cultural scenes, making it an ideal spot to find comfortable vacation rentals in Jacksonville. Its walkable streets and local eateries provide a welcoming atmosphere for visitors exploring the region.

View 100+ Rentals in Riverside

OakLeaf Plantation

Known for its family-friendly environment and lush green spaces, this area features spacious properties that are perfect for those seeking a relaxing stay outside the city center. Enjoy easy access to local parks and amenities while staying in convenient vacation rentals here.

View 43+ Rentals in OakLeaf Plantation

Avondale

This historic neighborhood boasts tree-lined streets and charming boutiques, making it a popular choice for travelers looking for stylish vacation rentals with a cozy neighborhood feel. Here, you'll find a mix of classic architecture and modern comforts, all within reach of the area's notable attractions.

View 38+ Rentals in Avondale

Cedar Hills

Offering peaceful suburban living moments from the region's key destinations, this neighborhood provides a variety of comfortable vacation rental options suited for families and groups alike. Its quiet streets and community parks enhance the relaxing experience during your stay.

View 241+ Rentals in Cedar Hills

Oak Hill

Nestled close to natural areas and waterways, this neighborhood is ideal for travelers interested in outdoor activities and scenic views. Vacation rentals here offer a tranquil retreat while providing convenient access to the region’s outdoor pursuits.

View 192+ Rentals in Oak Hill

Hyde Park

Known for its historic charm and vibrant local scene, this area offers a range of vacation rentals that combine comfort with proximity to shopping, dining, and entertainment options. It’s a fantastic base for experiencing the lively side of the region.

View 383+ Rentals in Hyde Park

Wesconnett

This family-oriented neighborhood features affordable vacation rentals set among well-maintained neighborhoods, offering a convenient location for exploring the area's attractions. Its welcoming community atmosphere makes it an appealing choice for visitors seeking a home-away-from-home experience.

View 190+ Rentals in Wesconnett

Lakeshore South

With close proximity to natural lakes and recreational areas, this neighborhood provides serene surroundings and comfortable vacation rentals suited for nature lovers. Here, you can enjoy a peaceful escape while remaining connected to the broader region’s highlights.

View 38+ Rentals in Lakeshore South

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

How to Book Your Westside Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Westside

More Top-Rated Vacation Rentals in Westside Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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.

Top Attractions Around Westside

What attractions are nearby?

In this vibrant area, you can enjoy nearby outdoor recreational activities, explore local parks, or discover charming cafes and shopping venues—all conveniently close to your vacation rental in Westside, Jacksonville, Florida.

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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.

Other Places to Stay in Westside, FL

Bettes Park
Bettes Park Vacation Rentals
Fairfax
Fairfax Vacation Rentals
Museum of Southern History
Museum of Southern History Vacation Rentals
Lakeside Park
Lakeside Park Vacation Rentals
Fishweir Park
Fishweir Park Vacation Rentals
Boone Park
Boone Park Vacation Rentals
Hyde Park
Hyde Park Vacation Rentals
Cedar Hills
Cedar Hills Vacation Rentals
Oak Hill
Oak Hill Vacation Rentals
Wesconnett
Wesconnett Vacation Rentals
Avondale
Avondale Vacation Rentals
Lakeshore South
Lakeshore South Vacation Rentals
More Places to Stay Near Westside

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.

Frequently Asked Questions About Westside?

1. What are the top vacation rentals in Westside?

There are a lot of options in Westside. If you plan on staying in the Westside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Westside:

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 355 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

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