Old City South holiday homes
We found 408 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:12 Sept - 19 Sept
Image gallery for “Wicked Easy” walk downtown - Enjoy 6 rms one house living - on site parking.

10 out of 10 rating
Exceptional
(143 reviews)
“Wicked Easy” walk downtown - Enjoy 6 rms one house living - on site parking.
St. Augustine, FL
11% off
Price is NZ$3,426
NZ$489 per night
includes taxes & fees
Image gallery for Cozy Guest Apartment in the ♥️ of Historic St Aug with Free Parking

10 out of 10 rating
Exceptional
(22 reviews)
Cozy Guest Apartment in the ♥️ of Historic St Aug with Free Parking
St. Augustine, FL
8% off
Price is NZ$2,647
NZ$378 per night
includes taxes & fees
Image gallery for Casa del Sol - new garden home for 6 guests 3Q B&B

10 out of 10 rating
Exceptional
(81 reviews)
Casa del Sol - new garden home for 6 guests 3Q B&B
St. Augustine, FL
8% off
Price is NZ$3,607
NZ$515 per night
includes taxes & fees
Image gallery for Delightful Cottage in Historic Downtown St. Augustine Florida

10 out of 10 rating
Exceptional
(78 reviews)
Delightful Cottage in Historic Downtown St. Augustine Florida
St. Augustine, FL
8% off
Price is NZ$3,155
NZ$451 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Find properties near top attractions in Old City South
Map Attractions
St. Augustine Municipal Marina
Find the best place to stay - Old City South

“Steeped in History” Exquisite 1919 Craftsman
Sleeps 6 · 3 bedrooms · 3 bathrooms
10 out of 10
exceptional
(67 reviews)

Charming Cottage In St. Augustine Historic District
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.8 out of 10
exceptional
(147 reviews)

Brand New Home, Downtown Historic District, Game Room, Private Fenced Yard, $300 in Free Tickets
Sleeps 6 · 2 bedrooms · 2+ bathrooms
10 out of 10
exceptional
(5 reviews)

Cozy Stay: Sunroom, Fenced Backyard, Pet-Friendly
Sleeps 6 · 3 bedrooms · 1 bathroom
8.2 out of 10
very good
(10 reviews)
- 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, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value