St. Augustine South holiday homes

We found 4,218 holiday rentals — enter your dates for availability
Discover a selection of 28 homes and other holiday rentals in St. Augustine South that are perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as Wi-Fi and parking. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – St. Augustine South

Showing deals for:15 Jan - 22 Jan

The ultimate `more the merrier` home base.
Outdoor dining
From porch to Pacific—wait, Atlantic! Direct beach access for the ultimate Florida stay.
Private kitchen
Exceptional
(66 reviews)

Beach Therapy. Oceanfront Modern Luxe 5BR Home. Sleeps 12. St. Augustine

St. Augustine

7% off
NZ$14,249
for 7 nights, 1 home
NZ$2,036 per night
includes taxes & fees
Beach Therapy. Oceanfront Modern Luxe 5BR Home. Sleeps 12. St. Augustine
Updated kitchen with granite counter tops
Living room
View of heated pool from screened-in patio
Breakfast counter next to kitnchen
Exceptional
(39 reviews)

2 Bdrm Ocean view just steps away from Crescent Beach

St. Augustine

8% off
NZ$3,889
for 7 nights, 1 apartment
NZ$556 per night
includes taxes & fees
2 Bdrm Ocean view just steps away from Crescent Beach
Exterior
Terrace/patio
Dining
Room
Exceptional
(132 reviews)

Welcome to Villa Rosa! A 4 Bedroom 3 Bath Oceanfront Getaway

St. Augustine

8% off
NZ$7,409
for 7 nights, 1 home
NZ$1,058 per night
includes taxes & fees
Welcome to Villa Rosa! A 4 Bedroom 3 Bath Oceanfront Getaway
Private kitchen
Exterior
Living area
Room
Exceptional
(8 reviews)

4BR Heated Pool & Walk to Beach - Double Master w Bonus Loft - Amazing Sunsets!

St. Augustine

8% off
NZ$5,279
for 7 nights, 1 home
NZ$754 per night
includes taxes & fees
4BR Heated Pool & Walk to Beach - Double Master w Bonus Loft - Amazing Sunsets!
Kitchen and dining area also overlook the ocean. You won’t mind cooking.
Upper great room. Plenty of eating space with a great view
View of the house from the beach
Ocean facing lower level 2nd kitchen
Exceptional
(153 reviews)

Oceanfront Home- Casa Del Sol- Live the LIFE! 4 decks, beach gear, grill...

St. Augustine

27% off
NZ$7,115
for 7 nights, 1 home
NZ$1,016 per night
includes taxes & fees
Oceanfront Home- Casa Del Sol- Live the LIFE! 4 decks, beach gear, grill...
Interior
Living area
Living area
Property grounds
Exceptional
(30 reviews)

St Augustine Beach Condo steps from the beach!

St. Augustine

7% off
NZ$2,608
for 7 nights, 1 apartment
NZ$373 per night
includes taxes & fees
St Augustine Beach Condo steps from the beach!
Stairs to upstairs
Main Living with a view of the beach across the street
Oyster House
Dining with a ocean views
Exceptional
(82 reviews)

Spacious Home, Steps to the Beach w/ Marsh Views

St. Augustine

11% off
NZ$5,278
for 7 nights, 1 home
NZ$754 per night
includes taxes & fees
Spacious Home, Steps to the Beach w/ Marsh Views
Private kitchen
Living area
Living area
Interior
Exceptional
(32 reviews)

New! Sunrise Beach House in Vilano Beach! 10 seconds to beach and pool.

St. Augustine

8% off
NZ$7,302
for 7 nights, 1 home
NZ$1,043 per night
includes taxes & fees
New! Sunrise Beach House in Vilano Beach! 10 seconds to beach and pool.
Interior
Pool
Living area
Property grounds
Exceptional
(7 reviews)

Sandy Sea Turtle Pet-Friendly Condo w/ Ocean Views

St. Augustine

13% off
NZ$2,720
for 7 nights, 1 apartment
NZ$389 per night
includes taxes & fees
Sandy Sea Turtle Pet-Friendly Condo w/ Ocean Views
The intracoastal waterway right off of downtown St. Augustine.
beach goes on for miles!
Off your private balcony, you can see the quiet pool & awe inspiring ocean view.
Private kitchen
Exceptional
(64 reviews)

Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach

St. Augustine

8% off
NZ$3,059
for 7 nights, 1 apartment
NZ$437 per night
includes taxes & fees
Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach
Property grounds
Terrace/patio
Property grounds
Private kitchen
Exceptional
(96 reviews)

Oceanview Condo: Beach Access, Pool, Pet-Friendly - 15min to Downtown!

St. Augustine

8% off
NZ$3,700
for 7 nights, 1 apartment
NZ$529 per night
includes taxes & fees
Oceanview Condo: Beach Access, Pool, Pet-Friendly - 15min to Downtown!
Private kitchen
Room
Dining
Interior
Exceptional
(80 reviews)

Luxe Lemon Loft in Historic Downtown St Aug

St. Augustine

8% off
NZ$2,540
for 7 nights, 1 home
NZ$363 per night
includes taxes & fees
Luxe Lemon Loft in Historic Downtown St Aug
Fully stocked kitchen with coffee maker, microwave, toaster, blender and more
Screened in front porch perfect for morning coffee
Living area
Master bedroom with a brand new queen mattress and walk in closet
Exceptional
(35 reviews)

Outdoor Oasis in Historic St. Augustine

St. Augustine

8% off
NZ$3,115
for 7 nights, 1 home
NZ$445 per night
includes taxes & fees
Outdoor Oasis in Historic St. Augustine
Dining
Beach
Living area
Interior
Wonderful
(20 reviews)

PET-FRIENDLY BEACH HOUSE WITH HOT TUB JUST FIVE MIN WALK FROM BEACH ACCESS !

St. Augustine

7% off
NZ$2,501
for 7 nights, 1 home
NZ$357 per night
includes taxes & fees
PET-FRIENDLY BEACH HOUSE WITH HOT TUB JUST FIVE MIN WALK FROM BEACH ACCESS !
Interior
Property grounds
Beach
Living area
Exceptional
(53 reviews)

PARADISE OCEAN HOUSE! BEACHFRONT AT ITS FINEST! Newly Renovated!

St. Augustine

8% off
NZ$10,921
for 7 nights, 1 home
NZ$1,560 per night
includes taxes & fees
PARADISE OCEAN HOUSE! BEACHFRONT AT ITS FINEST! Newly Renovated!
Our great room🐳❗️
Our open kitchen with dishwasher and microwave🐳❗️
Cheers🍷🐟🐳👍❗️
We named our condo “Spare Time” because that says it ALL👙🏊‍♀️☀️🍷🌅🐳👍❗️
Exceptional
(180 reviews)

Beautiful Summerhouse Condo Ocean & Intracoastal Views 3 Min Walk to the Beach!

St. Augustine

7% off
NZ$2,526
for 7 nights, 1 apartment
NZ$361 per night
includes taxes & fees
Beautiful Summerhouse Condo Ocean & Intracoastal Views 3 Min Walk to the Beach!
 Remodeled
Living area
Pool
Bright and Shinny!
Exceptional
(136 reviews)

St Augustine Beach Ocean Village Club

St. Augustine

6% off
NZ$2,730
for 7 nights, 1 apartment
NZ$390 per night
includes taxes & fees
St Augustine Beach Ocean Village Club
Living area
Pool
Beach
Modern, airy living space and dining room with blue accents and clean design.
Exceptional
(8 reviews)

Nights of Lights Escape~Heated Pool~Near Vilano Beach

St. Augustine

7% off
NZ$1,990
for 7 nights, 1 home
NZ$284 per night
includes taxes & fees
Nights of Lights Escape~Heated Pool~Near Vilano Beach
Outdoor grass area for dogs and outdoor show
Kitchen and living room
Room
Outdoor dining
Exceptional
(213 reviews)

1ST STREET RETREAT UPDATED DOG FRIENDLY APARTMENT WITH FENCED IN YARD!!

St. Augustine

8% off
NZ$2,943
for 7 nights, 1 apartment
NZ$420 per night
includes taxes & fees
1ST STREET RETREAT UPDATED DOG FRIENDLY APARTMENT WITH FENCED IN YARD!!
Private kitchen
Property grounds
Living room with corner desk
upstairs bedroom
Exceptional
(17 reviews)

Beautiful and spacious retreat near Downtown

St. Augustine

8% off
NZ$2,741
for 7 nights, 1 home
NZ$392 per night
includes taxes & fees
Beautiful and spacious retreat near Downtown
Master Bedroom Closet.
Back Porch. Lounging Area.
Dining Room Table
Guest Bedroom #2. King Bed. Smart TV.
Exceptional
(37 reviews)

Walk to Downtown St. Augustine-Fenced Yard+Fire Pit-Perfect for Night of Lights

St. Augustine

8% off
NZ$4,128
for 7 nights, 1 home
NZ$590 per night
includes taxes & fees
Walk to Downtown St. Augustine-Fenced Yard+Fire Pit-Perfect for Night of Lights
Hallway
Kitchenette
Living Room - Controll Room
Soaking Pool and Deck
Exceptional
(21 reviews)

Historic Recording Studio | Walk to Old Town

St. Augustine

8% off
NZ$3,464
for 7 nights, 1 home
NZ$495 per night
includes taxes & fees
Historic Recording Studio | Walk to Old Town
Dining
Living area
Living area
Exterior
Wonderful
(62 reviews)

Beautiful Condo steps away from Beach

St. Augustine

7% off
NZ$2,835
for 7 nights, 1 apartment
NZ$405 per night
includes taxes & fees
Beautiful Condo steps away from Beach
Exterior
Property grounds
Living area
Interior
Exceptional
(73 reviews)

St Augustine Beach Condo just steps from the beach!

St. Augustine

7% off
NZ$2,631
for 7 nights, 1 apartment
NZ$376 per night
includes taxes & fees
St Augustine Beach Condo just steps from the beach!
  • 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

When is the best time to visit St Augustine South for a holiday rental?
The peak travel season in St Augustine South runs from May to July, with July being the most popular month for visitors. This vibrant period attracts holidaymakers eager to soak up the sun along the beautiful beaches and explore the rich history of the area. With warm temperatures averaging around 27 to 32 degrees Celsius, it's an ideal time for outdoor activities like swimming, kayaking, and enjoying the local festivals that celebrate the town's unique heritage.As temperatures rise, the lively option draws tourists to attractions such as the historic downtown, where cobblestone streets and charming shops invite leisurely strolls. Visitors can also indulge in fresh seafood at local restaurants while enjoying the coastal breeze.For those seeking a more budget-friendly experience, consider planning your visit in October. This month offers the benefit of fewer crowds and the opportunity to enjoy the pleasant weather, with temperatures ranging from 20 to 28 degrees Celsius. October is a lovely time to explore St Augustine South's scenic parks and enjoy peaceful beach walks, all while taking in the stunning autumn sunsets.Ultimately, your ideal time to visit St Augustine South will depend on whether you prefer the energetic vibe of the summer months or the tranquillity of the shoulder season in October.
What are the top attractions in St Augustine South, Florida, United States of America?
In St Augustine South, visitors can enjoy a blend of historical and natural attractions. The nearby historic district of St. Augustine is home to the renowned Castillo de San Marcos, a 17th-century fortress offering stunning views of the Matanzas Bay. Walking through the cobblestone streets, you can also explore the charming shops and restaurants that capture the essence of this ancient city.For those who enjoy nature, St. Augustine South is close to several beautiful beaches, such as St. Augustine Beach, where visitors can relax on the sandy shores or partake in water sports. The scenic Anastasia State Park, located just a short drive away, features hiking trails, birdwatching opportunities, and pristine beaches ideal for picnicking or fishing.Additionally, the area is known for its proximity to the tranquil waters of the Intracoastal Waterway, great for kayaking or paddleboarding.
Are all fees included in the St. Augustine South holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any St. Augustine South holiday homes with parking?
Bookabach offers a wide selection of holiday homes in St. Augustine 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 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.
Are there any discounts for St. Augustine South holiday homes?
You can find great discounts on holiday homes in St. Augustine South on Bookabach, 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.
Can I change or cancel my St. Augustine South holiday home booking on Bookabach?
To find St. Augustine South holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in St. Augustine South?
A long-stay holiday home in St. Augustine 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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 favourites, and build the perfect itinerary together.
How early should I book a St. Augustine South holiday home?
Book your St. Augustine South holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in St. Augustine South?
Prices for holiday homes in St. Augustine 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in St. Augustine South to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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