Photo by Amber Palmer

Old City South holiday lettings

We found 481 holiday rentals — enter your dates for availability
Discover a selection of 12 homes and other holiday rentals in Old City South that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as air conditioning and Wi-Fi. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Old City South

Showing deals for:30 Oct - 6 Nov

Frequently asked questions

How much does it cost to rent a holiday home in Old City South?
Prices for holiday rentals in Old City South 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 Old City South 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 Old City South holiday house rentals?
You can find great discounts on house rentals in Old City South 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 Old City South holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Old City South 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 Old City South?
A long-stay holiday rental in Old City South 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 Old City South for a holiday rental?
The peak season for visiting Old City South falls between May and July, with July being the most popular month. This period attracts a vibrant crowd eager to explore the charming streets, indulge in local cuisine, and enjoy the warm, sunny weather. With temperatures typically ranging from the mid-teens to low 30s Celsius, it's a superb time for outdoor activities such as strolling along the waterfront or visiting nearby attractions.

Visitors during the peak months can experience firsthand the lively option, joining in on various festivals and events that celebrate the local culture. However, for those looking to strike a balance between enjoyable weather and quieter surroundings, consider planning your trip in October. This month offers a more relaxed experience, with fewer tourists and the chance to enjoy the area's natural beauty without the hustle and bustle.

Ultimately, the best time to book a holiday rental in Old City South depends on your preferences. If you thrive on the energy of a bustling summer crowd, June or July is ideal. Conversely, if you value a more tranquil getaway with pleasant weather, October would be a delightful choice.
How early should I book a Old City South holiday rental?
Book your Old City South 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 Old City South, Florida, United States of America?
In Old City South, visitors can experience firsthand the rich history and vibrant culture of the area. One of the key attractions is the historic district, where cobblestone streets are lined with charming shops, art galleries, and cafes, reflecting the area's historic past. The renowned St. Augustine Lighthouse, located a short distance away, offers stunning views and a glimpse into the region's maritime history.

Another highlight is the Castillo de San Marcos, a well-preserved fortress that provides insight into the area's military significance and offers guided tours. The nearby St. George Street is a pedestrian-friendly thoroughfare, superb for strolling and discovering local artisans and eateries. Additionally, the scenic waterfront along the Matanzas River features parks and walking paths, making it a lovely spot for relaxation and enjoying nature.
Can I change or cancel my Old City South home rental booking on Vrbo?
To find Old City South 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 Old City South 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.