Discover Your Perfect Westside Vacation Homes

Best Vacation Homes in Westside

New
6 Guests 2 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R3,670/Night For 7 Nights R25,682
10.0
Exceptional
(20 Reviews)
5381.95 ft² 2 Guests 1 Bedroom 1 Bathroom
Apartment
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R1,288/Night For 7 Nights R9,026
New
1 Bedroom 1 Bathroom
Couples Retreat House
  • Pet Friendly
  • Parking
  • Internet
R14,129/Night For 7 Nights R98,903
New
5 Guests 3 Bedrooms 1 Bathroom
Pet Friendly House
  • Pet Friendly
  • Air Conditioner
  • Internet
R3,466/Night For 7 Nights R24,267
10.0
Exceptional
(9 Reviews)
495.14 ft² 4 Guests 1 Bedroom 1 Bathroom
House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R1,641/Night For 7 Nights R11,485
New
1206 ft² 5 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R2,599/Night For 7 Nights R18,188
New
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R1,643/Night For 7 Nights R11,502
10.0
Exceptional
(41 Reviews)
600 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R2,638/Night For 7 Nights R18,457

Westside Luxury Rentals

9.5
Exceptional
(2 Reviews)
721.18 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Parking
  • Air Conditioner
  • Internet
R75,782/Night For 7 Nights R530,471
1.0
Average
(1 Review)
5597.23 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Parking
  • Air Conditioner
  • Internet
R75,782/Night For 7 Nights R530,471
New
667.36 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Parking
  • Air Conditioner
  • Internet
R75,782/Night For 7 Nights R530,471
New
10763.91 ft² 13 Guests 3 Bedrooms 2 Bathrooms
House
  • Hot Tub
  • Pool
  • Pet Friendly
R28,157/Night For 7 Nights R197,099
New
2368.06 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Free Cancellation House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R12,140/Night For 7 Nights R84,976
New
2497.23 ft² 14 Guests 1 Bedroom 3 Bathrooms
Free Cancellation House
  • Parking
R12,052/Night For 7 Nights R84,370
New
1 Bedroom 1 Bathroom
Couples Retreat House
  • Pool
  • Internet
  • Child Friendly
R11,116/Night For 7 Nights R77,819
8.0
Excellent
(1 Review)
1970 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R10,302/Night For 7 Nights R72,110

Westside Pet Friendly Vacation Rentals

10.0
Exceptional
(17 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R2,224/Night For 7 Nights R15,560
10.0
Exceptional
(1 Review)
290.63 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Pet Friendly
  • Parking
  • Air Conditioner
R1,824/Night For 7 Nights R12,765
7.8
Very Good
(603 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Breakfast
  • Pet Friendly
R1,567/Night For 7 Nights R10,963
10.0
Exceptional
(7 Reviews)
825 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,211/Night For 7 Nights R22,482
10.0
Exceptional
(1 Review)
8072.93 ft² 4 Guests 1 Bedroom 1 Bathroom
House
  • Pet Friendly
  • Parking
  • Air Conditioner
R825/Night For 7 Nights R5,776
10.0
Exceptional
(6 Reviews)
16146 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,024/Night For 7 Nights R28,174
10.0
Exceptional
(6 Reviews)
840 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R2,526/Night For 7 Nights R17,682
10.0
Exceptional
(3 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R2,829/Night For 7 Nights R19,804

Westside Large Vacation Homes

10.0
Exceptional
(45 Reviews)
2000 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R7,350/Night For 7 Nights R51,447
10.0
Exceptional
(1 Review)
21527.82 ft² 12 Guests 5 Bedrooms 2 Bathrooms
House
  • Balcony/Terrace
  • Kitchen
  • Parking
R3,705/Night For 7 Nights R25,934
10.0
Exceptional
(13 Reviews)
1770 ft² 13 Guests 1 Bedroom 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R8,004/Night For 7 Nights R56,028
10.0
Exceptional
(1 Review)
1797.57 ft² 17 Guests 1 Bedroom 2 Bathrooms
House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R2,463/Night For 7 Nights R17,245
10.0
Exceptional
(10 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R7,267/Night For 7 Nights R50,875
10.0
Exceptional
(4 Reviews)
2100 ft² 15 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R6,563/Night For 7 Nights R45,940
10.0
Exceptional
(4 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R3,425/Night For 7 Nights R23,981
10.0
Exceptional
(4 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R3,425/Night For 7 Nights R23,981

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.

Frequently Asked Questions About 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 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

10.0
Exceptional
(12 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Fireplace/Heating
  • Pool
R5,660/Night For 7 Nights R39,625
10.0
Exceptional
(12 Reviews)
450 ft² 3 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
R2,461/Night For 7 Nights R17,228
10.0
Exceptional
(1 Review)
8 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
R7,741/Night For 7 Nights R54,192
10.0
Exceptional
(1 Review)
2482 ft² 7 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R4,906/Night For 7 Nights R34,337
10.0
Exceptional
(1 Review)
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R3,959/Night For 7 Nights R27,719
9.8
Exceptional
(87 Reviews)
500 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Fireplace/Heating
  • Pool
  • Ocean View
R1,739/Night For 7 Nights R12,176
9.8
Exceptional
(35 Reviews)
2200 ft² 8 Guests 3 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Pool
R2,899/Night For 7 Nights R20,293
9.8
Exceptional
(9 Reviews)
2097 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Fireplace/Heating
  • Pool
R4,427/Night For 7 Nights R30,986