Old City South holiday homes

We found 416 holiday rentals — enter your dates for availability

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August 2025

September 2025

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

Technically the patio area is a shared with the upstairs neighbors, although they never seem to hang out there, you'll see them pass through. They're very chill and nice.

Exceptional

(23 reviews)

Pet-Friendly w/ Porch, Parking & Near Old Town

St. Augustine, FL

7% off

NZ$749 nightly

Includes taxes & fees

A luminous sitting area with plush seating that faces a large TV, providing a relaxing space to hang out

Exceptional

(13 reviews)

Pet-Friendly | Yard | BBQ | Near Historic District

St. Augustine, FL

7% off

NZ$448 nightly

Includes taxes & fees

Relaxing living room with a queen pull-out sofa bed for extra guests.

Exceptional

(10 reviews)

Historic District, Pets OK, Free Parking, Porch

St. Augustine, FL

8% off

NZ$733 nightly

Includes taxes & fees

Wonderful

(5 reviews)

Downtown St Augustine Historic Home. Pet-Friendly! Check our extended stay rates

St. Augustine, FL

16% off

NZ$612 nightly

Includes taxes & fees

Exceptional

(12 reviews)

3bedroom/2bath home with Private Pool! Downtown St Augustine, quiet and walkable

St. Augustine, FL

8% off

NZ$1,130 nightly

Includes taxes & fees

Exceptional

(22 reviews)

Island Oasis - Heated Pool - Located in the iconic Davis Shores neighborhood.

St. Augustine, FL

8% off

NZ$616 nightly

Includes taxes & fees

Enjoy this gorgeous private oasis! Lounge chairs and umbrella NOT provided. Non-heated pool. Jacuzzi IS heated!

Exceptional

(25 reviews)

Pool, Hot Tub, Walk to Ice Plant, Smart TVs, BBQ

St. Augustine, FL

9% off

NZ$945 nightly

Includes taxes & fees

Exceptional

(18 reviews)

Walk to Historic Downtown, 6 Minute Drive to Beach, Amphitheater 5 Minute Drive

St. Augustine, FL

12% off

NZ$340 nightly

Includes taxes & fees

The large pool is heated from April 15th through October 15th, but open all year

Exceptional

(164 reviews)

F3, Downtown St. Augustine, POOL, King bed, office, free onsite parking

St. Augustine, FL

11% off

NZ$373 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

St. Augustine Municipal Marina

Aviles Street

Gonzalez-Alvarez House

Ximenez-Fatio House Museum

The Oldest Store Museum

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

Lake front cottage in St. Augustine

Sleeps 8 · 3 bedrooms · 2 bathrooms

Under the sun or under the shade, your choice!

Lakeside Retreat |Private Pool| 8min walk Downtown

Sleeps 8 · 3 bedrooms · 2 bathrooms

Welcome to the main house! This home sleeps 10, and the cottage fits 4

Charming Home and Cottage in Downtown St Augustine for 14

Sleeps 14 · 7 bedrooms · 4 bathrooms

Have coffee and tea in the morning in your porch.

Exclusive Discount! Paradise In Morning Glory Waterfront Home: Pet Friendly

Sleeps 9 · 3 bedrooms · 2+ bathrooms

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, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Old City South?

The average price for a holiday home in Old City South can vary depending on factors including length of stay, property type and season. Whether you're thinking about a villa with space for extended family or an apartment for you and your other half, just enter your dates of travel to discover stays with exceptional value.

How much does it cost to rent a beach house in Old City South?

When you travel and the size and style of the property will help determine the cost of your beachside escape. Click on your Old City South travel dates to see all your options on Bookabach. Did someone just say "hot tub"? Use our filters to select the amenities and features you want in your beach house.

What are the top attractions for families in Old City South?

There are tons of exciting things to do and see with the family in Old City South, including:

St. Augustine Beach
Vilano Beach
St. Augustine Alligator Farm Zoological Park

How old do you have to be to rent a holiday home in Old City South?

You'll have to check with the Old City South holiday home you'd like on Bookabach as the minimum age differs. However, it's typically 16, 18 or 21.

How long can I rent a holiday home in Old City South for?

How long you can rent a holiday home in Old City South is down to the property. Simply enter your selected travel dates to display a list of options offering extended stays. With many amenities like washing machines and air conditioning, as well as some offering weekly or monthly discounts, you're sure to discover the perfect place to call your home away from home in Old City South.