Westside vacation rentals

We found 242 vacation rentals — enter your dates for availability

Discover a selection of 137 homes, 50 apartments, and other vacation rentals in Westside that are perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as a hot tub and a washer and dryer. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.

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Find out more about Westside

Why visit Westside

  • Family-Friendly Atmosphere: Westside offers a welcoming environment perfect for families, with spacious homes and parks.
  • Urban Charm: Discover vibrant neighborhoods along Wilson Blvd, showcasing friendly locals and lively vibes.
  • Diverse Accommodations: Choose from cozy vacation homes, modern condos, and apartments to suit your needs.
  • Outdoor Adventures: Enjoy urban parks and marinas for recreational activities and relaxation.
  • Historic Attractions: Explore the area's rich history with nearby colleges and universities adding to the cultural experience.

Popular types of accommodation around Westside

Westside vacation rentals offer a variety of accommodations to suit every traveler's needs. From cozy houses to modern condos and apartments, you'll find the perfect spot to unwind. Popular options include Westside apartments in Jacksonville, rental homes, and single-family houses for rent. Whether you're traveling solo or with family, our diverse listings ensure you have a comfortable and enjoyable stay in this vibrant community.

  • Houses: The top choice for visitors to Westside, these homes offer spacious and comfortable accommodations for families or groups.
  • Condos: A popular option for travelers, condos provide modern amenities and often feature community facilities like pools and gyms.
  • Apartments: Ideal for those seeking convenience, apartments offer a home-like atmosphere with essential living spaces.
  • Cottages: These quaint and charming rentals provide a cozy retreat for a more intimate experience.
  • Caravan Parks: A unique choice for adventurous travelers, caravan parks offer spots for RVs and tents amidst nature.**

Top attractions in Westside

Westside, Jacksonville, offers a perfect blend of family-friendly, city-themed, and business-focused vacation experiences. Explore popular attractions such as urban parks, marinas, and historic colleges and universities. Whether you're seeking outdoor adventures or a vibrant city atmosphere, Westside caters to all types of travelers, making it an ideal destination for memorable excursions with loved ones or unique solo experiences.

  • Lakeside Park: A serene urban park in Westside, Lakeside Park is perfect for family outings. Enjoy the lush greenery, walking paths, and playgrounds, all while soaking in the vibrant city vibes.
  • Ortega Yacht Club Marina: Dive into adventure at Ortega Yacht Club Marina, where you can enjoy water activities and beach vibes. This marina is ideal for boating, fishing, and relaxing by the water.
  • Camp Milton: A nature reserve in Westside, Camp Milton offers friendly interactions and exciting excursions. Explore the rich history and diverse trails that make this reserve a hidden gem.

Things to do recommended for couples

Searching for a romantic getaway in Westside, Jacksonville? Explore the scenic beauty of the St. Johns River with a sunset cruise, or enjoy a cozy picnic at Riverside Park. Don't miss a charming dinner at a riverside restaurant for an unforgettable evening together.

Things to do recommended for families

Families visiting Westside, Jacksonville can explore the Jacksonville Equestrian Center for exciting sports activities, unwind at Westside Regional Park with its serene atmosphere, and enjoy the recreational opportunities at Stockton Park, perfect for relaxation and wellness.

Things to do recommended for groups

Groups visiting Westside, Jacksonville can enjoy a shopping spree at the Orange Park Mall, play a round of golf at Bent Creek Golf Course, and catch a show at the Strand Theater Site for a blend of entertainment, sports, and culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Westside

If you're traveling with a group, your family, bringing along pets, or planning an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Westside with a group: Think about how many bedrooms you require, along with amenities like a full kitchen or outdoor space for group gatherings. Luckily, Vrbo allows you to filter for these features and much more.
  • Traveling to Westside with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Westside: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Westside: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Westside

Westside, Jacksonville, offers a family-friendly atmosphere perfect for your vacation. Explore spacious family homes and enjoy the lively vibe along Wilson Blvd. Discover nearby neighborhoods that blend urban charm with friendly locals. Whether you're seeking outdoor living spaces or business-themed experiences, Westside has something for everyone. This trendy area promises a delightful mix of comfort and excitement for your travel adventure.

  • Jacksonville: Jacksonville is a bustling metropolis that serves as the heart of the Westside area. This vibrant city is known for its diverse attractions that cater to families, outdoor enthusiasts, and urban explorers alike. Visitors can enjoy beautiful beaches, a family-friendly beach atmosphere, and the excitement of local stadium events. Jacksonville also boasts numerous resort options and shopping centers, making it a perfect destination for a mix of relaxation and retail therapy. The city's extensive parks and outdoor spaces provide ample opportunities for recreational activities, ensuring a well-rounded travel experience.
  • OakLeaf Plantation: Located approximately 6 miles from Westside, OakLeaf Plantation is a charming neighborhood that combines suburban comfort with urban conveniences. This area is ideal for families and business travelers seeking a city-themed experience. OakLeaf Plantation features shopping malls and centers, as well as golf courses for those looking to enjoy a leisurely day outdoors. The neighborhood is also home to urban parks and a marina, making it a great spot for picnics and outdoor activities. With event conference venues nearby, it's a suitable location for both leisure and business trips.
  • Baldwin: Baldwin is a quaint village situated about 6 miles from Westside, offering a peaceful retreat for families and outdoor lovers. This community is perfect for those looking to immerse themselves in nature while still being close to urban amenities. Baldwin features shopping centers and malls, along with resorts for a more relaxed stay. Key attractions include a picturesque lake and urban parks where visitors can enjoy hiking, picnicking, and various outdoor activities. With its family-friendly atmosphere and charming local vibe, Baldwin presents an inviting option for a delightful getaway.

Best time to go to Westside

If you're planning a trip to Westside, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in March and June to July, while off-peak times, like August to September and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January55.9°F (13.3°C)Light RainMostly SunnyAverageSlightly Low
February59.9°F (15.5°C)Light RainMostly SunnyAverageSlightly Low
March64.4°F (18.0°C)Light RainMostly SunnySlightly HighAverage
April70.2°F (21.2°C)Light RainMostly SunnyAverageAverage
May75.7°F (24.3°C)Light RainMostly SunnyAverageAverage
June80.8°F (27.1°C)Light RainMostly SunnySlightly HighSlightly High
July82.4°F (28.0°C)Light RainMostly SunnySlightly HighSlightly High
August82.4°F (28.0°C)Light RainMostly SunnySlightly LowSlightly Low
September79.3°F (26.3°C)Light RainMostly SunnySlightly LowAverage
October72.9°F (22.7°C)Light RainMostly SunnyAverageAverage
November64.6°F (18.1°C)Light RainMostly SunnySlightly LowSlightly High
December60.1°F (15.6°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to support you in finding the perfect getaway.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient platform to plan new trips, pick up right where you left off, or easily view and organize your travel plans. You can find properties you've saved and booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Westside?
In Westside, vacation houses are the most popular type of rental accommodation, with around 113 available throughout the area. These houses often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many also include outdoor amenities such as private patios or gardens, great for enjoying the warm Florida weather. Additionally, there are about 35 apartments scattered around, providing a more compact option for travelers seeking convenience. For those looking for a great experience, several cottages, cabins, and mobile homes are also available, offering a variety of charming and cozy stays to suit different preferences.
Are there any beach house rentals in Westside?
In Westside, Florida, there are about 23 beach house vacation rentals available. These properties are typically located in picturesque neighborhoods close to the coastline, providing easy access to beautiful beaches and local attractions. Travelers can expect amenities such as multiple bedrooms, fully equipped kitchens, spacious living areas, and often outdoor decks or patios superb for enjoying the warm Florida weather. Many beach houses also feature private pools or hot tubs, making them ideal for relaxation after a day of sun and sand.
How much does it cost to rent a vacation home in Westside?
Prices for vacation rentals in Westside vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Westside to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Westside vacation house rentals?
You can find great discounts on house rentals in Westside on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Westside?
In Westside, popular vacation rental amenities cater to a variety of traveler needs. Most rentals feature fully equipped kitchens, allowing guests to prepare meals during their stay. Onsite parking is commonly available, making it convenient for those traveling with their own vehicles. Many properties also include coffee and tea makers, ensuring that guests can enjoy their morning beverages at their leisure. For pet owners, there are rentals where pets are permitted, providing a welcoming environment for furry companions. Additionally, outdoor spaces such as decks or patios are a common feature, allowing guests to relax and enjoy the pleasant Florida weather.
Can I find family house rentals in Westside?
In Westside, Florida, there are a variety of family-friendly house rentals available, totaling around 69 options. This area is superb for families looking to enjoy spacious rooms close to local attractions. Many of these homes feature large living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can play safely. Visitors can also expect amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay.

The locale is conveniently located near family-friendly activities, such as parks and recreational facilities, making it easy to plan fun outings.
Can I rent a vacation home with a pool or hot tub in Westside?
In Westside, Florida, there are plenty of vacation homes available for rent that feature both pools and hot tubs, with approximately 33 options for properties with pools and 11 with hot tubs. This area is known for its sunny weather and family-friendly atmosphere, making it a great choice for travelers seeking relaxation and fun.

You can expect various amenities in these rentals, including private pools, spacious outdoor areas for lounging, and well-equipped kitchens ideal for meal preparation. Many properties also offer hot tubs, superb for unwinding after a day of exploring the local attractions.
Are there any Westside vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Westside with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Westside?
Yes, you can book pet-friendly vacation rentals in Westside, Florida. This area offers a variety of options, with around 71 pet-friendly properties available. Vacation rentals typically feature amenities such as spacious yards for pets to roam, modern kitchens for convenient meal preparation, and comfortable living spaces designed for relaxation.

Westside is known for its proximity to several parks and outdoor spaces that are ideal for pet owners. Nearby, you'll find parks with walking trails and open areas, providing ample opportunities for exercise and playtime with your furry companions. The vibrant community also has pet-friendly cafes and shops, adding to the convenience for travelers with pets. See all pet-friendly rentals in Westside.
Can I find long-stay vacation rentals in Westside?
A long-stay vacation rental in Westside is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Westside for a vacation rental?
The most popular time to visit Westside is from February to April, when the area comes alive with vibrant activities and pleasant weather. This peak season attracts travelers seeking warmth and sunshine, making it an ideal time for outdoor adventures like hiking, biking, and exploring the picturesque landscapes. With temperatures hovering in the comfortable range of the mid-60s to mid-80s Fahrenheit, visitors can enjoy a variety of activities while basking in the beautiful Florida sunshine.

During these months, the local attractions also shine, with easy access to pristine beaches and nature trails. Whether it's a leisurely stroll along the shore or an exhilarating day spent kayaking, Westside offers something for every adventurer. The atmosphere is lively, filled with fellow travelers and locals who are eager to share the region's hidden gems.

For those looking to save a bit on their vacation, consider planning your trip in June. While this month marks the beginning of the low season, it still offers delightful experiences with fewer crowds. Visitors can enjoy serene moments by the beach and take advantage of lower rental rates, all while soaking in the beauty of Westside.

Ultimately, the best time for your vacation rental in Westside depends on whether you prefer the bustling energy of the peak season or the more relaxed vibe of the early summer.
Are there any remote work vacation rentals in Westside?
In Westside, Florida, there are numerous options for remote work vacation rentals, with about 145 available to choose from. Many of these accommodations are designed to cater to the needs of remote workers, featuring dedicated workspaces that often include desks, chairs, and printers. High-speed Wi-Fi is typically available throughout the properties, ensuring reliable connectivity for virtual meetings and work tasks.

Travelers can expect a variety of amenities, such as comfortable living areas for relaxation, fully equipped kitchens for convenient meal preparation, and sometimes outdoor spaces where one can unwind after a day of work. The Westside area itself offers a blend of suburban charm and accessibility to nearby parks and local attractions, providing a superb balance of work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Westside vacation rental?
Book your Westside vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Westside, Florida, United States of America?
In Westside, Florida, visitors can enjoy a variety of attractions that cater to different interests. The area is known for its outdoor recreational opportunities, particularly in parks like Westside Regional Park, which features walking trails, playgrounds, and picnic areas great for families. This park is a great spot for nature lovers and those looking to enjoy a relaxing day outdoors.

Nearby, the vibrant shopping and dining scene at Westside Plaza offers a range of options from casual eateries to more upscale restaurants, making it a popular destination for both locals and travelers. For those interested in cultural experiences, the proximity to the larger city of Fort Lauderdale allows for easy access to museums, art galleries, and historical sites.

Additionally, Westside's convenient location provides quick access to the beautiful beaches of the Atlantic Coast, where visitors can enjoy sunbathing, water sports, and scenic views.
Can I change or cancel my Westside home rental booking on Vrbo?
To find Westside vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Westside vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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