Old City South holiday homes
We found 416 holiday rentals — enter your dates for availability
Discover a selection of 11 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:21 Nov - 28 Nov
Image gallery for Pet-Friendly w/ Porch, Parking & Near Old Town

9.6 out of 10 rating
Exceptional
(23 reviews)
Pet-Friendly w/ Porch, Parking & Near Old Town
St. Augustine, FL
7% off
Price is NZ$5,240
NZ$749 nightly
Includes taxes & fees
Image gallery for Pet-Friendly | Yard | BBQ | Near Historic District

9.4 out of 10 rating
Exceptional
(13 reviews)
Pet-Friendly | Yard | BBQ | Near Historic District
St. Augustine, FL
7% off
Price is NZ$3,134
NZ$448 nightly
Includes taxes & fees
Image gallery for Historic District, Pets OK, Free Parking, Porch

10 out of 10 rating
Exceptional
(10 reviews)
Historic District, Pets OK, Free Parking, Porch
St. Augustine, FL
8% off
Price is NZ$5,133
NZ$733 nightly
Includes taxes & fees
Image gallery for Downtown St Augustine Historic Home. Pet-Friendly! Check our extended stay rates

9.2 out of 10 rating
Wonderful
(5 reviews)
Downtown St Augustine Historic Home. Pet-Friendly! Check our extended stay rates
St. Augustine, FL
16% off
Price is NZ$4,287
NZ$612 nightly
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

The Carriage Cottage – Historic Charm in the Heart of St. Augustine
Sleeps 8 · 3 bedrooms · 2 bathrooms
10 out of 10
exceptional
(2 reviews)

Lake front cottage in St. Augustine
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.8 out of 10
exceptional
(33 reviews)

Lakeside Retreat |Private Pool| 8min walk Downtown
Sleeps 8 · 3 bedrooms · 2 bathrooms
10 out of 10
exceptional
(35 reviews)

Charming Home and Cottage in Downtown St Augustine for 14
Sleeps 14 · 7 bedrooms · 4 bathrooms
9.8 out of 10
exceptional
(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