Southside holiday lettings

We found 209 holiday rentals — enter your dates for availability

Select from 257 houses, 159 apartments and other holiday rentals to find the perfect place for your stay in Southside. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, which might include parking and a garden. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Southside

Showing deals for:9 Jan - 16 Jan

Image gallery for San Marco Retreat - Perfect for families!

Living area
9.6 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

San Marco Retreat - Perfect for families!

Jacksonville, FL

6% off
Price is £1,340
for 7 nights, 1 home
£191 per night
includes taxes & fees
San Marco Retreat - Perfect for families!

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in Southside?
In Southside, holiday houses are the most popular type of rental, with around 239 available throughout the area. These spacious homes cater well to families or larger groups, featuring multiple bedrooms, fully equipped kitchens, and often outdoor spaces such as gardens or patios for relaxation. Additionally, there are approximately 124 apartments, which provide a more compact living option, typically including kitchenettes, comfortable lounges, and access to communal amenities like pools or gyms. For those seeking a great experience, several cottages and mobile homes can also be found, offering a different atmosphere while still ensuring comfort and essential amenities.
Are there any beach house rentals in Southside?
In Southside, Florida, there are approximately 234 beach house rentals available, suiting a variety of traveller needs. These properties are typically found in charming neighbourhoods close to the coastline, providing easy access to beautiful beaches and vibrant local attractions. Most beach houses come equipped with essential amenities such as fully stocked kitchens, spacious living areas, and outdoor patios or decks, great for soaking up the sun. Some may even feature private pools or hot tubs, enhancing the relaxing seaside experience.
How much does it cost to rent a holiday home in Southside?
Prices for holiday rentals in Southside 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 Southside 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 Southside holiday house rentals?
You can find great discounts on house rentals in Southside 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 Southside holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Southside 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 Southside?
A long-stay holiday rental in Southside 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 Southside for a holiday rental?
April is the most popular month to visit Southside, Florida, as it coincides with the peak season that runs from February to April. During this timeframe, travellers flock to the area to enjoy the warm, sunny weather typical of the region, with average temperatures reaching the low 20s Celsius. This is an ideal period for outdoor activities, such as strolling along the picturesque beaches, exploring local parks, or indulging in water sports.

The vibrant atmosphere during these months is marked by a variety of festivals and events, making it a fantastic time for travellers. The pleasant climate allows for comfortable sightseeing, whether you're visiting local attractions or simply soaking in the coastal scenery.

If you're looking for a more budget-friendly option, consider planning your visit in October. This month offers a quieter experience, superb for those who appreciate a more relaxed pace while still enjoying the lovely Florida weather. With fewer crowds, you'll have the opportunity to explore the area's natural beauty and perhaps discover hidden gems without the hustle and bustle of peak season.
Are there any remote work holiday rentals in Southside?
In Southside, Florida, there are numerous holiday rentals suitable for remote work, with approximately 334 options available. These properties cater to the needs of remote workers by offering essential amenities such as reliable Wi-Fi, dedicated desks, ergonomic chairs, and even office spaces in some rooms. Many rentals also include features like computer monitors and safes, ensuring a comfortable and secure work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Southside holiday rental?
Book your Southside 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 Southside home rental booking on Vrbo?
To find Southside 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 Southside 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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