St. Augustine South holiday lettings

We found 4,208 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:1 Jan - 8 Jan

Private kitchen
Property grounds
Interior
Pool
Wonderful
(7 reviews)

Beachside Cottage steps from the Ocean and Pool

St. Augustine

12% off
£2,286
for 7 nights, 1 home
£327 per night
includes taxes & fees
Beachside Cottage steps from the Ocean and Pool
Private kitchen
Exterior
Interior
Living area
Exceptional
(8 reviews)

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

St. Augustine

8% off
£2,706
for 7 nights, 1 home
£387 per night
includes taxes & fees
4BR Heated Pool & Walk to Beach - Double Master w Bonus Loft - Amazing Sunsets!
Games room
A true backyard dream escape with all the fun amenities
Pool
Pool
Exceptional
(10 reviews)

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

St. Augustine

7% off
£2,436
for 7 nights, 1 home
£348 per night
includes taxes & fees
Backyard Paradise / Pool, Fire Pit, Games, & Kayaks on Canal Front near Beach
View of ocean from master bedroom
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
£1,659
for 7 nights, 1 apartment
£237 per night
includes taxes & fees
2 Bdrm Ocean view just steps away from Crescent Beach
Property grounds
Property grounds
Living area
Dining
Exceptional
(9 reviews)

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

St. Augustine

5% off
£1,343
for 7 nights, 1 home
£192 per night
includes taxes & fees
Fall & Holiday Deals! NEWLY Remodeled Oceanside Townhouse!!! Pets Pools Bikes!
Dining
Living area
Living area
Interior
Exceptional
(30 reviews)

St Augustine Beach Condo steps from the beach!

St. Augustine

7% off
£1,386
for 7 nights, 1 apartment
£198 per night
includes taxes & fees
St Augustine Beach Condo steps from the beach!
Interior
Pool
Living area
Property grounds
Exceptional
(7 reviews)

Sandy Sea Turtle Pet-Friendly Condo w/ Ocean Views

St. Augustine

13% off
£1,461
for 7 nights, 1 apartment
£209 per night
includes taxes & fees
Sandy Sea Turtle Pet-Friendly Condo w/ Ocean Views
Living area
Living area
Interior
Room
Exceptional
(31 reviews)

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

St. Augustine

8% off
£3,233
for 7 nights, 1 home
£462 per night
includes taxes & fees
New! Sunrise Beach House in Vilano Beach! 10 seconds to beach and pool.
Private kitchen
beach goes on for miles!
Off your private balcony, you can see the quiet pool & awe inspiring ocean view.
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
£1,478
for 7 nights, 1 apartment
£211 per night
includes taxes & fees
Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach
Property grounds
Terrace/patio
Living area
Property grounds
Exceptional
(96 reviews)

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

St. Augustine

8% off
£1,697
for 7 nights, 1 apartment
£242 per night
includes taxes & fees
Oceanview Condo: Beach Access, Pool, Pet-Friendly - 15min to Downtown!
Living area
Pool
Exterior
Private pool, fire pit, outdoor dining and private fenced backyard !
Exceptional
(25 reviews)

Private heated pool retreat ! Walk to downtown historic district

St. Augustine

8% off
£2,868
for 7 nights, 1 home
£410 per night
includes taxes & fees
Private heated pool retreat ! Walk to downtown historic district
Room
Private kitchen
Interior
Terrace/patio
Exceptional
(20 reviews)

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

St. Augustine

8% off
£1,462
for 7 nights, 1 home
£209 per night
includes taxes & fees
Brand new 2-bedroom house in lovely St. Augustine with AC
Interior
Beach
Dining
Living area
Wonderful
(20 reviews)

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

St. Augustine

7% off
£1,375
for 7 nights, 1 home
£196 per night
includes taxes & fees
PET-FRIENDLY BEACH HOUSE WITH HOT TUB JUST FIVE MIN WALK FROM BEACH ACCESS !
Dining
Room
Exterior detail
Interior
Exceptional
(79 reviews)

Luxe Lemon Loft in Historic Downtown St Aug

St. Augustine

8% off
£1,086
for 7 nights, 1 home
£155 per night
includes taxes & fees
Luxe Lemon Loft in Historic Downtown St Aug
Living area
Property grounds
Beach
Interior
Exceptional
(53 reviews)

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

St. Augustine

8% off
£4,748
for 7 nights, 1 home
£678 per night
includes taxes & fees
PARADISE OCEAN HOUSE! BEACHFRONT AT ITS FINEST! Newly Renovated!
 Remodeled
Living area
Pool
Bright and Shinny!
Exceptional
(136 reviews)

St Augustine Beach Ocean Village Club

St. Augustine

6% off
£1,162
for 7 nights, 1 apartment
£166 per night
includes taxes & fees
St Augustine Beach Ocean Village Club
Outdoor dining
Kitchen and living room
Table and chairs
Outdoor grass area for dogs and outdoor show
Exceptional
(212 reviews)

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

St. Augustine

8% off
£1,254
for 7 nights, 1 apartment
£179 per night
includes taxes & fees
1ST STREET RETREAT UPDATED DOG FRIENDLY APARTMENT WITH FENCED IN YARD!!
Private kitchen
Property grounds
Property grounds
Interior
Excellent
(17 reviews)

Coquina A202: Seaside Oasis Beach front Condo

St. Augustine

7% off
£1,025
for 7 nights, 1 apartment
£146 per night
includes taxes & fees
Coquina A202: Seaside Oasis Beach front Condo
Dining Room Table
Back Porch. Lounging Area.
Full Kitchen. Fridge. Dual Coffee Maker. Dish Washer. Oven/Stove. Microwave.
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
£2,270
for 7 nights, 1 home
£324 per night
includes taxes & fees
Walk to Downtown St. Augustine-Fenced Yard+Fire Pit-Perfect for Night of Lights
Soaking Pool and Deck
Kitchenette
Living Room - Controll Room
Living Room - Controll Room
Exceptional
(21 reviews)

Historic Recording Studio | Walk to Old Town

St. Augustine

8% off
£1,827
for 7 nights, 1 home
£261 per night
includes taxes & fees
Historic Recording Studio | Walk to Old Town
Dining
Living area
Exterior
Pool
Wonderful
(62 reviews)

Beautiful Condo steps away from Beach

St. Augustine

7% off
£1,211
for 7 nights, 1 apartment
£173 per night
includes taxes & fees
Beautiful Condo steps away from Beach
Exterior detail
Property grounds
Exterior
Interior
Exceptional
(30 reviews)

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

St. Augustine

8% off
£2,124
for 7 nights, 1 apartment
£303 per night
includes taxes & fees
St. Augustine Condo, Sleeps 6, Steps to Old Town
Pool with adjoining clubhouse is peaceful, clean, private
View of our complex & unit from beach boardwalk (gated)
View of our unit from beach boardwalk 
(Our unit- L bldg top R side) L of water
Open kitchen to dining, easy to use for full time cooking
Exceptional
(141 reviews)

Relaxing Ocean View Getaway: Sea Winds Beach Condo.

St. Augustine

5% off
£1,506
for 7 nights, 1 apartment
£215 per night
includes taxes & fees
Relaxing Ocean View Getaway: Sea Winds Beach Condo.
Private kitchen
Living area
Property grounds
Exterior
Exceptional
(32 reviews)

Walk to Night’s of Light’s Downtown Beach and Amphitheater Nearby

St. Augustine

8% off
£1,137
for 7 nights, 1 apartment
£162 per night
includes taxes & fees
Walk to Night’s of Light’s Downtown Beach and Amphitheater Nearby
  • 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.

More holiday ideas