Westside holiday lettings
We found 221 holiday rentals — enter your dates for availability
Discover a selection of 129 homes, 41 apartments and other holiday rentals in Westside that are perfect for your trip. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as a hot tub and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
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Find properties near top attractions in Westside

Jacksonville Naval Air Station
More information about Jacksonville Naval Air Station. Opens in a new window.Find the best place to stay - Westside

Private Retreat at 10+ acre Romantic Spanish-Style Villa. Pet-friendly.
Sleeps 6 · 3 bedrooms · 2 bathrooms

StudioRes by Marriott Jacksonville Orange Park
Sleeps 2 · 1 bedroom

Cozy Timuquana Townhome Private Yard & Parking Family and Pet-friendly
Sleeps 6 · 2 bedrooms · 2 bathrooms

Stylish 3BR Pool & Hot Tub Home Near NAS Jax, Great for Extended Stays
Sleeps 9 · 3 bedrooms · 2 bathrooms

Cosmic Quarters, Whole House, Sleeps 6
Sleeps 6 · 3 bedrooms · 2+ bathrooms

A place that feels like home.
Sleeps 4 · 2 bedrooms · 1 bathroom
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
How much does it cost to rent a holiday home in Westside?
Prices for holiday 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 holiday 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.
Are there any Westside holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Westside with parking available—perfect for families or travellers 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 find long-stay holiday rentals in Westside?
A long-stay holiday rental in Westside is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Westside for a holiday rental?
February to April is the prime time to visit Westside, Florida, when the region comes alive with vibrant energy and outdoor activities. This peak season coincides with delightful weather, making it ideal for travellers. Expect pleasantly warm temperatures ranging from 15 to 25 degrees Celsius, great for exploring the stunning beaches and engaging in water sports.During this period, tourists flock to Westside to enjoy a variety of attractions, from hiking in the nearby nature reserves to soaking up the sun on the beautiful coastline. The bustling atmosphere adds to the excitement, as you can easily connect with fellow travellers while taking in the local culture and cuisine.For those considering a visit on a budget, June is a more economical option. Although it marks the start of the low season, you can still relish the warm weather and enjoy quieter beaches, providing a great backdrop for relaxation. This month is an excellent time for a more laid-back experience, allowing you to explore the area without the crowds.Ultimately, your choice of when to visit Westside should reflect your holiday preferences.
How early should I book a Westside holiday rental?
Book your Westside holiday 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 holiday 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 range of attractions that showcase the area's natural beauty and recreational opportunities. The nearby Westside Regional Park is a popular destination, offering walking trails, picnic areas, and a playground, making it ideal for families and outdoor enthusiasts.For those interested in exploring local culture, the vibrant community often hosts events and festivals throughout the year, providing insight into the area's diverse heritage.Additionally, the proximity to the Everglades National Park allows for great experiences such as airboat tours and wildlife viewing, adding to the allure of staying in this region.
Can I change or cancel my Westside home rental booking on Vrbo?
To find Westside holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.
Vrbo also offers support via live chat through our Help Centre, 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 organising 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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