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

Exceptional
(32 reviews)
"Seaglass Cottage" - Direct Oceanfront, Vilano beach access near St. Augustine
St. Augustine
£3,096
for 7 nights, 1 home
£442 per night
includes taxes & fees

Exceptional
(10 reviews)
Backyard Paradise / Pool, Fire Pit, Games, & Kayaks on Canal Front near Beach
St. Augustine
£4,744
for 7 nights, 1 home
£678 per night
includes taxes & fees

Exceptional
(65 reviews)
Beach Condo Newly Renovated
St. Augustine
£1,953
for 7 nights, 1 apartment
£279 per night
includes taxes & fees

Exceptional
(304 reviews)
St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool
St. Augustine
£1,146
for 7 nights, 1 apartment
£164 per night
includes taxes & fees

Exceptional
(144 reviews)
Sunburst Cottage Beachside
St. Augustine
£1,419
for 7 nights, 1 home
£203 per night
includes taxes & fees

Exceptional
(9 reviews)
Fall & Holiday Deals! NEWLY Remodeled Oceanside Townhouse!!! Pets Pools Bikes!
St. Augustine
£2,022
for 7 nights, 1 home
£289 per night
includes taxes & fees

Wonderful
(19 reviews)
PET-FRIENDLY BEACH HOUSE WITH HOT TUB JUST FIVE MIN WALK FROM BEACH ACCESS !
St. Augustine
£2,219
for 7 nights, 1 home
£317 per night
includes taxes & fees

Exceptional
(37 reviews)
Walk to Downtown St. Augustine-Fenced Yard+Fire Pit-Perfect for Night of Lights
St. Augustine
£4,237
for 7 nights, 1 home
£605 per night
includes taxes & fees

Exceptional
(29 reviews)
Calm Neighborhood Coastal Cottage - Minutes to Historic Downtown and Beaches
St. Augustine
£2,970
for 7 nights, 1 home
£424 per night
includes taxes & fees

Exceptional
(29 reviews)
St Augustine Beach Condo steps from the beach!
St. Augustine
£2,027
for 7 nights, 1 apartment
£290 per night
includes taxes & fees

Exceptional
(116 reviews)
Private Ocean Front Balcony with Unbeatable Top Floor View & Heated Pool
St. Augustine
£1,510
for 7 nights, 1 apartment
£216 per night
includes taxes & fees

Exceptional
(94 reviews)
Ocean View Condo - Private Beach Access + Pool - 15min to Downtown!
St. Augustine
£2,219
for 7 nights, 1 apartment
£317 per night
includes taxes & fees

Exceptional
(11 reviews)
Pleasant 2-bedroom cottage, Amazing back yard, Pet Friendly in St. Augustine
St. Augustine
£1,293
for 7 nights, 1 cottage
£185 per night
includes taxes & fees

Exceptional
(82 reviews)
Florida Daydreamin!—close to downtown & oceanviews
St. Augustine
£2,140
for 7 nights, 1 apartment
£306 per night
includes taxes & fees

Exceptional
(64 reviews)
Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach
St. Augustine
£1,743
for 7 nights, 1 apartment
£249 per night
includes taxes & fees

Exceptional
(95 reviews)
Newly Remodeled Oceanfront Condo: 2 Bed, 2 Bath, w/a Beautiful View of the Ocean
St. Augustine
£1,176
for 7 nights, 1 apartment
£168 per night
includes taxes & fees

Exceptional
(14 reviews)
Hot Tub~Vilano Beach Serene Walk~parking~2 ACs
St. Augustine
£2,186
for 7 nights, 1 home
£312 per night
includes taxes & fees

Exceptional
(7 reviews)
Private Pool Steps to Beach Walk to Restaurants
St. Augustine
£3,927
for 7 nights, 1 home
£561 per night
includes taxes & fees

Exceptional
(21 reviews)
Resort Condo w/Beach Access, Balcony, Lagoon Pool
St. Augustine
£3,404
for 7 nights, 1 apartment
£486 per night
includes taxes & fees

Excellent
(17 reviews)
Coquina A202: Seaside Oasis Beach front Condo
St. Augustine
£1,316
for 7 nights, 1 apartment
£188 per night
includes taxes & fees

Exceptional
(17 reviews)
Renovated 2-bedroom condo in charming Crescent Beach, St. Augustine, FL
St. Augustine
£2,209
for 7 nights, 1 apartment
£316 per night
includes taxes & fees

Exceptional
(19 reviews)
Brand new 2-bedroom house in lovely St. Augustine with AC
St. Augustine
£1,450
for 7 nights, 1 home
£207 per night
includes taxes & fees

Exceptional
(8 reviews)
Balcony Beach View | Steps to Beach | Pools | Hot Tubs | Pickleball | Short Walk to Local Restaurants
St. Augustine
£3,014
for 7 nights, 1 apartment
£431 per night
includes taxes & fees

Exceptional
(30 reviews)
St. Augustine Condo, Sleeps 6, Steps to Old Town
St. Augustine
£3,353
for 7 nights, 1 apartment
£479 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - St. Augustine South

The Heron House - River View
Sleeps 6 · 2 bedrooms · 2 bathrooms

Family HEATED POOL mins to dt/ beaches/inlet, 2 boat drops, pets ok
Sleeps 8 · 4 bedrooms · 3 bathrooms

Coastal Heated Pool Home, 10 mins to the beach and downtown
Sleeps 8 · 3 bedrooms · 2 bathrooms

Dog-friendly home with fenced yard, patio, grill, & park across the street
Sleeps 6 · 3 bedrooms · 2 bathrooms

Private Heated Pool Oasis • 10 Min to Beach & Downtown
Sleeps 8 · 3 bedrooms · 2 bathrooms

Relax in the covered "Heart" Pool & hot tub, local dining, min DT and Beaches
Sleeps 8 · 3 bedrooms · 2 bathrooms
- 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, pools, gardens and more
- More for lessMore 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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