Lakeside holiday lettings

We found 27 holiday rentals — enter your dates for availability

Discover a selection of 14 homes and other holiday rentals in Lakeside 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 Wi-Fi and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Lakeside

Showing deals for:21 Nov - 28 Nov

Image gallery for ~Oak Tree Oasis_Sleeps 10_Extra Parking~

Living area
8.4 out of 10 rating
Very good
(7 reviews)

~Oak Tree Oasis_Sleeps 10_Extra Parking~

Orange Park, FL

8% off
Price is £2,124
£303 nightly
Includes taxes & fees
~Oak Tree Oasis_Sleeps 10_Extra Parking~

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Lakeside

Find out more about Lakeside

Transport to and around Lakeside

The nearest airport is in Jacksonville International Airport (JAX), located 25.5 mi (41.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Jacksonville, FL (CRG-Jacksonville Executive at Craig), which is 20.9 mi (33.7 km) away.

Frequently asked questions

What is the most popular type of holiday rental in Lakeside?
In Lakeside, holiday houses are the most popular type of rental, with about 13 available in the area. These homes typically offer spacious living arrangements, featuring multiple bedrooms and fully equipped kitchens, making them ideal for families or groups. Many of these properties also include outdoor spaces such as patios or gardens, providing a great setting for relaxation after a day of exploring the nearby attractions.
Are there any beach house rentals in Lakeside?
In Lakeside, Florida, there are several beach house rentals available, particularly appealing for those looking to enjoy the area's serene lakeside views. These properties typically boast spacious living areas, fully equipped kitchens, and outdoor decks or patios that allow guests to bask in the Florida sunshine while relaxing by the water. Many beach houses also come with amenities such as private gardens, BBQ facilities, and access to nearby recreational activities like fishing or kayaking.
How much does it cost to rent a holiday home in Lakeside?
Prices for holiday rentals in Lakeside 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 Lakeside 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 Lakeside holiday house rentals?
You can find great discounts on house rentals in Lakeside 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 Lakeside holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Lakeside 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 Lakeside?
A long-stay holiday rental in Lakeside 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 Lakeside for a holiday rental?
April is widely regarded as the best time to visit Lakeside, Florida, particularly for those seeking a holiday rental. This month marks the tail end of the peak season, which runs from February to April, and offers a delightful blend of warm weather and vibrant local activities. With temperatures averaging around 25°C, outdoor enthusiasts can fully enjoy the area's stunning lakes, parks, and nature trails.

During this peak season, Lakeside becomes a hub for visitors looking to partake in water sports, hiking, and sightseeing. The region's beautiful landscapes are superb for leisurely strolls and picnics by the water, allowing you to soak in the region's serene charm. The community often hosts events, creating a lively atmosphere that adds to the holiday experience.

For those considering a more budget-friendly option, November presents a wonderful opportunity to visit Lakeside. This month typically sees fewer crowds while still offering pleasant weather, making it ideal for relaxing walks and enjoying the local scenery without the hustle and bustle of peak tourist season.
Are there any remote work holiday rentals in Lakeside?
In Lakeside, Florida, there are several remote work-friendly holiday rentals available, with around 13 options to choose from. This charming area offers a peaceful retreat for those looking to blend work and leisure. Many of the rentals come equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated desk spaces, and comfortable desk chairs, allowing for productivity during your stay. Additionally, some properties may feature safes for securing valuables, providing peace of mind while you focus on your tasks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Lakeside holiday rental?
Book your Lakeside 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.
Can I change or cancel my Lakeside home rental booking on Vrbo?
To find Lakeside 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Lakeside 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.

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