St. Augustine South holiday lettings

We found 4,203 holiday rentals — enter your dates for availability
Discover a selection of 27 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

Interior
Property grounds
Exterior
Beach
Exceptional
(53 reviews)

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

St. Augustine

8% off
£4,152
for 7 nights, 1 home
£593 per night
includes taxes & fees
PARADISE OCEAN HOUSE! BEACHFRONT AT ITS FINEST! Newly Renovated!
Room
Exterior
Private kitchen
Interior
Exceptional
(8 reviews)

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

St. Augustine

8% off
£2,714
for 7 nights, 1 home
£388 per night
includes taxes & fees
4BR Heated Pool & Walk to Beach - Double Master w Bonus Loft - Amazing Sunsets!
Living area
Interior
Interior
Pool
Exceptional
(65 reviews)

Beach Condo Newly Renovated

St. Augustine

7% off
£1,833
for 7 nights, 1 apartment
£262 per night
includes taxes & fees
Beach Condo Newly Renovated
Private kitchen
Property grounds
Interior
Pool
Wonderful
(7 reviews)

Beachside Cottage steps from the Ocean and Pool

St. Augustine

12% off
£2,288
for 7 nights, 1 home
£327 per night
includes taxes & fees
Beachside Cottage steps from the Ocean and Pool
Our dining room🍕🍔🌮🌭🥗❗️
Our open kitchen with dishwasher and microwave🐳❗️
Cheers🍷🐟🐳👍❗️
We named our condo “Spare Time” because that says it ALL👙🏊‍♀️☀️🍷🌅🐳👍❗️
Exceptional
(179 reviews)

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

St. Augustine

7% off
£1,112
for 7 nights, 1 apartment
£159 per night
includes taxes & fees
Beautiful Summerhouse Condo Ocean & Intracoastal Views 3 Min Walk to the Beach!
Living area
Property grounds
Dining
Private kitchen
Exceptional
(9 reviews)

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

St. Augustine

5% off
£1,618
for 7 nights, 1 home
£231 per night
includes taxes & fees
Fall & Holiday Deals! NEWLY Remodeled Oceanside Townhouse!!! Pets Pools Bikes!
Living area
Beach
Interior
Dining
Wonderful
(19 reviews)

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

St. Augustine

7% off
£1,397
for 7 nights, 1 home
£200 per night
includes taxes & fees
PET-FRIENDLY BEACH HOUSE WITH HOT TUB JUST FIVE MIN WALK FROM BEACH ACCESS !
Terrace/patio
Pool
Private kitchen
Living area
Exceptional
(10 reviews)

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

St. Augustine

7% off
£2,449
for 7 nights, 1 home
£350 per night
includes taxes & fees
Backyard Paradise / Pool, Fire Pit, Games, & Kayaks on Canal Front near Beach
Dining
Living area
Property grounds
Interior
Exceptional
(30 reviews)

St Augustine Beach Condo steps from the beach!

St. Augustine

8% off
£1,411
for 7 nights, 1 apartment
£202 per night
includes taxes & fees
St Augustine Beach Condo steps from the beach!
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
£2,318
for 7 nights, 1 home
£331 per night
includes taxes & fees
Walk to Downtown St. Augustine-Fenced Yard+Fire Pit-Perfect for Night of Lights
Proximity to the Atlantic Ocean and beach entry pool
We love Ocean Villas!
Welcome in!
Room
Exceptional
(82 reviews)

Florida Daydreamin!—close to downtown & oceanviews

St. Augustine

8% off
£1,610
for 7 nights, 1 apartment
£230 per night
includes taxes & fees
Florida Daydreamin!—close to downtown & oceanviews
Property grounds
Terrace/patio
Property grounds
Living area
Exceptional
(95 reviews)

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

St. Augustine

8% off
£1,676
for 7 nights, 1 apartment
£239 per night
includes taxes & fees
Oceanview Condo: Beach Access, Pool, Pet-Friendly - 15min to Downtown!
Exterior detail
Room
Interior
Dining
Exceptional
(77 reviews)

Luxe Lemon Loft in Historic Downtown St Aug

St. Augustine

8% off
£1,087
for 7 nights, 1 home
£155 per night
includes taxes & fees
Luxe Lemon Loft in Historic Downtown St Aug
Living area
Pool
Private pool, fire pit, outdoor dining and private fenced backyard !
Exterior
Exceptional
(25 reviews)

Private heated pool retreat ! Walk to downtown historic district

St. Augustine

8% off
£2,872
for 7 nights, 1 home
£410 per night
includes taxes & fees
Private heated pool retreat ! Walk to downtown historic district
Location, location, location! Steps to beach & pool. Amazing views!
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
£1,479
for 7 nights, 1 apartment
£211 per night
includes taxes & fees
Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach
Terrace/patio
Private kitchen
Living area
Room
Exceptional
(20 reviews)

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

St. Augustine

8% off
£1,463
for 7 nights, 1 home
£209 per night
includes taxes & fees
Brand new 2-bedroom house in lovely St. Augustine with AC
Exterior detail
Interior
Interior
Interior
Wonderful
(478 reviews)

The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking

St. Augustine

8% off
£735
for 7 nights, 1 cottage
£105 per night
includes taxes & fees
The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking
Newly Renovated - Everything New - Ceiling Fans in each room
1 Bedroom 1 Bath with Sleeper Sofa - Paneled Office + Desk in Bedroom
Smart TV and Wifi - Antique Bicycle Console
Gorgeous Grand Old Oak in front of 28 Saragossa built in 1885
Exceptional
(57 reviews)

💲Grand Oak - Renovated 1885 Queen Anne - 1 Block Stroll to Historic DT - Beach only 3 Mi💲

St. Augustine

8% off
£1,191
for 7 nights, 1 home
£170 per night
includes taxes & fees
💲Grand Oak - Renovated 1885 Queen Anne - 1 Block Stroll to Historic DT - Beach only 3 Mi💲
Outdoor grass area for dogs and outdoor show
Kitchen and living room
Table and chairs
Outdoor dining
Exceptional
(212 reviews)

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

St. Augustine

8% off
£1,255
for 7 nights, 1 apartment
£179 per night
includes taxes & fees
1ST STREET RETREAT UPDATED DOG FRIENDLY APARTMENT WITH FENCED IN YARD!!
Private kitchen
Living area
Room
Living area
Exceptional
(31 reviews)

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

St. Augustine

8% off
£3,237
for 7 nights, 1 home
£462 per night
includes taxes & fees
New! Sunrise Beach House in Vilano Beach! 10 seconds to beach and pool.
Interior
Property grounds
Exterior
Room
Exceptional
(30 reviews)

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

St. Augustine

8% off
£2,143
for 7 nights, 1 apartment
£306 per night
includes taxes & fees
St. Augustine Condo, Sleeps 6, Steps to Old Town
Living area
Pool
Property grounds
Exterior
Exceptional
(7 reviews)

Sandy Sea Turtle Pet-Friendly Condo w/ Ocean Views

St. Augustine

13% off
£1,482
for 7 nights, 1 apartment
£212 per night
includes taxes & fees
Sandy Sea Turtle Pet-Friendly Condo w/ Ocean Views
View of ocean from master bedroom
Living room
Breakfast counter next to kitnchen
View of heated pool from screened-in patio
Exceptional
(39 reviews)

2 Bdrm Ocean view just steps away from Crescent Beach

St. Augustine

8% off
£1,661
for 7 nights, 1 apartment
£237 per night
includes taxes & fees
2 Bdrm Ocean view just steps away from Crescent Beach
Exterior
Living area
Property grounds
Private kitchen
Exceptional
(32 reviews)

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

St. Augustine

8% off
£1,139
for 7 nights, 1 apartment
£163 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.

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