St. Augustine South holiday lettings

We found 4,219 holiday rentals — enter your dates for availability
Discover a selection of 29 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:25 Dec - 1 Jan

Property grounds
Interior
Room
Interior
Exceptional
(32 reviews)

"Seaglass Cottage" - Direct Oceanfront, Vilano beach access near St. Augustine

St. Augustine

8% off
£3,096
for 7 nights, 1 home
£442 per night
includes taxes & fees
"Seaglass Cottage" - Direct Oceanfront, Vilano beach access near St. Augustine
Terrace/patio
Pool
Living area
Living area
Exceptional
(10 reviews)

Backyard Paradise / Pool, Fire Pit, Games, & Kayaks on Canal Front near Beach

St. Augustine

8% off
£4,744
for 7 nights, 1 home
£678 per night
includes taxes & fees
Backyard Paradise / Pool, Fire Pit, Games, & Kayaks on Canal Front near Beach
Private kitchen
Interior
Interior
Pool
Exceptional
(65 reviews)

Beach Condo Newly Renovated

St. Augustine

7% off
£1,953
for 7 nights, 1 apartment
£279 per night
includes taxes & fees
Beach Condo Newly Renovated
Leather recliner and sofa with full-sized sofa bed with a 4-inch foam mattress
Sunrise on your private patio...aaaaaahhhhhh.
Heated Saltwater Pool overlooking the ocean.
Enjoy your ocean view from your cozy, air-conditioned, living space.
Exceptional
(304 reviews)

St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool

St. Augustine

8% off
£1,146
for 7 nights, 1 apartment
£164 per night
includes taxes & fees
St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool
Exterior
Night time View of deck
Living Room
kitchen
Exceptional
(144 reviews)

Sunburst Cottage Beachside

St. Augustine

7% off
£1,419
for 7 nights, 1 home
£203 per night
includes taxes & fees
Sunburst Cottage Beachside
Dining
Property grounds
Property grounds
Living area
Exceptional
(9 reviews)

Fall & Holiday Deals! NEWLY Remodeled Oceanside Townhouse!!! Pets Pools Bikes!

St. Augustine

6% off
£2,022
for 7 nights, 1 home
£289 per night
includes taxes & fees
Fall & Holiday Deals! NEWLY Remodeled Oceanside Townhouse!!! Pets Pools Bikes!
Dining
Beach
Living area
Interior
Wonderful
(19 reviews)

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

St. Augustine

8% off
£2,219
for 7 nights, 1 home
£317 per night
includes taxes & fees
PET-FRIENDLY BEACH HOUSE WITH HOT TUB JUST FIVE MIN WALK FROM BEACH ACCESS !
Master Bedroom Closet.
Back Porch. Lounging Area.
Full Kitchen. Fridge. Dual Coffee Maker. Dish Washer. Oven/Stove. Microwave.
Dining Room Table
Exceptional
(37 reviews)

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

St. Augustine

8% off
£4,237
for 7 nights, 1 home
£605 per night
includes taxes & fees
Walk to Downtown St. Augustine-Fenced Yard+Fire Pit-Perfect for Night of Lights
Terrace/patio
Exterior detail
Private kitchen
Interior
Exceptional
(29 reviews)

Calm Neighborhood Coastal Cottage - Minutes to Historic Downtown and Beaches

St. Augustine

12% off
£2,970
for 7 nights, 1 home
£424 per night
includes taxes & fees
Calm Neighborhood Coastal Cottage - Minutes to Historic Downtown and Beaches
Property grounds
Living area
Dining
Living area
Exceptional
(29 reviews)

St Augustine Beach Condo steps from the beach!

St. Augustine

8% off
£2,027
for 7 nights, 1 apartment
£290 per night
includes taxes & fees
St Augustine Beach Condo steps from the beach!
Living area features plenty of seating surrounded by artwork of St. Augustine.
Beach
Room
Enjoy the amazing 180-degree ocean view that stretches on for miles and miles.
Exceptional
(116 reviews)

Private Ocean Front Balcony with Unbeatable Top Floor View & Heated Pool

St. Augustine

8% off
£1,510
for 7 nights, 1 apartment
£216 per night
includes taxes & fees
Private Ocean Front Balcony with Unbeatable Top Floor View & Heated Pool
Living area
Terrace/patio
Private kitchen
Property grounds
Exceptional
(94 reviews)

Ocean View Condo - Private Beach Access + Pool - 15min to Downtown!

St. Augustine

8% off
£2,219
for 7 nights, 1 apartment
£317 per night
includes taxes & fees
Ocean View Condo - Private Beach Access + Pool - 15min to Downtown!
Living area
Interior
Dining
Interior
Exceptional
(11 reviews)

Pleasant 2-bedroom cottage, Amazing back yard, Pet Friendly in St. Augustine

St. Augustine

7% off
£1,293
for 7 nights, 1 cottage
£185 per night
includes taxes & fees
Pleasant 2-bedroom cottage, Amazing back yard, Pet Friendly in St. Augustine
Welcome in!
We love Ocean Villas!
Pool #2 -heated in winter
Proximity to the Atlantic Ocean and beach entry pool
Exceptional
(82 reviews)

Florida Daydreamin!—close to downtown & oceanviews

St. Augustine

8% off
£2,140
for 7 nights, 1 apartment
£306 per night
includes taxes & fees
Florida Daydreamin!—close to downtown & oceanviews
Off your private balcony, you can see the quiet pool & awe inspiring ocean view.
beach goes on for miles!
Location, location, location! Steps to beach & pool. Amazing views!
The intracoastal waterway right off of downtown St. Augustine.
Exceptional
(64 reviews)

Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach

St. Augustine

8% off
£1,743
for 7 nights, 1 apartment
£249 per night
includes taxes & fees
Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach
Interior
Private kitchen
Living area
Property grounds
Exceptional
(95 reviews)

Newly Remodeled Oceanfront Condo: 2 Bed, 2 Bath, w/a Beautiful View of the Ocean

St. Augustine

7% off
£1,176
for 7 nights, 1 apartment
£168 per night
includes taxes & fees
Newly Remodeled Oceanfront Condo: 2 Bed, 2 Bath, w/a Beautiful View of the Ocean
Perfect way to relax after a day at the beach. Sitting area also has a smart TV
Beach
Outdoor spa tub
Interior
Exceptional
(14 reviews)

Hot Tub~Vilano Beach Serene Walk~parking~2 ACs

St. Augustine

8% off
£2,186
for 7 nights, 1 home
£312 per night
includes taxes & fees
Hot Tub~Vilano Beach Serene Walk~parking~2 ACs
Pool
Private kitchen
Exterior
Dining
Exceptional
(7 reviews)

Private Pool Steps to Beach Walk to Restaurants

St. Augustine

8% off
£3,927
for 7 nights, 1 home
£561 per night
includes taxes & fees
Private Pool Steps to Beach Walk to Restaurants
Chef-Friendly Kitchen & Cozy Living Room View: flat-top range, updated appliances, and stylish lighting create the perfect space to cook, dine, and gather.
Beautiful zero-entry oceanfront pool surrounded by palm trees, lounge chairs, and sweeping shoreline views, offering a true resort-style experience.
Bright Open-Concept Living Area beautifully updated space with modern décor, abundant natural light, and seamless flow perfect for gathering and entertaining.
Enjoy an airy, modern living area with updated furnishings, coastal accents, and an inviting layout perfect for lounging with family and friends.
Exceptional
(21 reviews)

Resort Condo w/Beach Access, Balcony, Lagoon Pool

St. Augustine

6% off
£3,404
for 7 nights, 1 apartment
£486 per night
includes taxes & fees
Resort Condo w/Beach Access, Balcony, Lagoon Pool
Private kitchen
Property grounds
Interior
Living area
Excellent
(17 reviews)

Coquina A202: Seaside Oasis Beach front Condo

St. Augustine

7% off
£1,316
for 7 nights, 1 apartment
£188 per night
includes taxes & fees
Coquina A202: Seaside Oasis Beach front Condo
Interior
Property grounds
Private kitchen
Pool
Exceptional
(17 reviews)

Renovated 2-bedroom condo in charming Crescent Beach, St. Augustine, FL

St. Augustine

8% off
£2,209
for 7 nights, 1 apartment
£316 per night
includes taxes & fees
Renovated 2-bedroom condo in charming Crescent Beach, St. Augustine, FL
Room
Private kitchen
Interior
Terrace/patio
Exceptional
(19 reviews)

Brand new 2-bedroom house in lovely St. Augustine with AC

St. Augustine

8% off
£1,450
for 7 nights, 1 home
£207 per night
includes taxes & fees
Brand new 2-bedroom house in lovely St. Augustine with AC
Open-concept living space with a flat-screen TV, center table.
Entertainment center with a flat-screen TV and decorative shelving.
Dining area with a wooden table set for four, perfect for meals and gatherings.
Clean and functional sink area, perfect for meal prep and easy cleanup.
Exceptional
(8 reviews)

Balcony Beach View | Steps to Beach | Pools | Hot Tubs | Pickleball | Short Walk to Local Restaurants

St. Augustine

9% off
£3,014
for 7 nights, 1 apartment
£431 per night
includes taxes & fees
Balcony Beach View | Steps to Beach | Pools | Hot Tubs | Pickleball | Short Walk to Local Restaurants
Interior
Property grounds
Room
Exterior detail
Exceptional
(30 reviews)

St. Augustine Condo, Sleeps 6, Steps to Old Town

St. Augustine

8% off
£3,353
for 7 nights, 1 apartment
£479 per night
includes taxes & fees
St. Augustine Condo, Sleeps 6, Steps to Old Town
  • 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, 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 St Augustine South?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in St Augustine 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 St Augustine South holiday house rentals?
You can find great discounts on house rentals in St Augustine 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 St Augustine South holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 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 St Augustine South?
A long-stay holiday rental 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 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 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.
How early should I book a St Augustine South holiday rental?
Book your St Augustine 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 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.
Can I change or cancel my St Augustine South home rental booking on Vrbo?
To find St Augustine 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 St Augustine 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.

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