Discover Your Perfect St. Augustine South Vacation Homes

Best Vacation Homes in St. Augustine South

House
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 10 Guests 17717 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R6,301/Night 7 Nights - R44,117
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House
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like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 6 Guests 1259.38 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
R2,966/Night 7 Nights - R20,761
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House
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1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R11,002/Night 7 Nights - R77,005
House
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like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 2 Baths 4 Guests 1500 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R1,441/Night 7 Nights - R10,092
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House
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 8 Guests 1560.77 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R5,391/Night 7 Nights - R37,739
House
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like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 2 Baths 6 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R3,445/Night 7 Nights - R24,119
House
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like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 4 Guests 1200 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R3,877/Night 7 Nights - R27,138
House
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like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R3,845/Night 7 Nights - R26,918

St. Augustine South Luxury Rentals

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House
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1 Bedroom 2 Baths 8 Guests 1560.77 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R13,839/Night 7 Nights - R96,867
House
Map-icon
like-icon9.4
Exceptional
(135 Reviews)
4 Bedrooms 2 Baths 11 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R11,609/Night 7 Nights - R81,262
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House
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests 1980.56 ft²
  • Pool
    Pool
  • Pet Friendly
    Pet Friendly
More amenities
R8,829/Night 7 Nights - R61,808
House
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
R8,079/Night 7 Nights - R56,550
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House
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3 Bedrooms 2 Baths 6 Guests 1345.49 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R7,707/Night 7 Nights - R53,954
House
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests 1976 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R7,512/Night 7 Nights - R52,581
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House
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3 Bedrooms 2 Baths 6 Guests 1076.39 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R7,477/Night 7 Nights - R52,343
House
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
4 Bedrooms 3 Baths 8 Guests 2200 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R7,424/Night 7 Nights - R51,970

St. Augustine South Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(37 Reviews)
4 Bedrooms 2 Baths 8 Guests 1488 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R6,865/Night 7 Nights - R48,052
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House
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like-icon9.3
Exceptional
(13 Reviews)
3 Bedrooms 2 Baths 7 Guests 1097.92 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
R2,595/Night 7 Nights - R18,166
House
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3 Bedrooms 2 Baths 8 Guests 1558 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R9,524/Night 7 Nights - R66,676
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 6 Guests 1132 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
R3,110/Night 7 Nights - R21,779
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House
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like-icon8.2
Excellent
(7 Reviews)
3 Bedrooms 2 Baths 8 Guests 1506.95 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R6,094/Night 7 Nights - R42,658
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 9 Guests 1700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R5,060/Night 7 Nights - R35,416
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 7 Guests 1248 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R3,602/Night 7 Nights - R25,205
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 1 Bath 6 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R7,395/Night 7 Nights - R51,766

St. Augustine South Large Vacation Homes

House
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like-icon7.6
Very Good
(5 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R5,597/Night 7 Nights - R39,181
House
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1 Bedroom 2 Baths 11 Guests 10.76 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R5,326/Night 7 Nights - R37,281
House
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4 Bedrooms 2 Baths 13 Guests 2193 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
R4,766/Night 7 Nights - R33,363
House
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
3 Bedrooms 3 Baths 10 Guests 2800 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R6,114/Night 7 Nights - R42,794
House
Map-icon
like-icon8.0
Excellent
(3 Reviews)
3 Bedrooms 2 Baths 10 Guests 1446 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R6,391/Night 7 Nights - R44,744

Why Choose Rent By Owner for your St. Augustine South Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit St. Augustine South

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the best seasons for enjoying the region’s warm weather and scenic beauty often align with mild weather periods that suit outdoor activities and relaxation alike.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences warm weather and lively outdoor activities, making it an ideal time for exploring while enjoying comfortable temperatures.

Average Temperature Daytime: 75°F to 82°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

In fall, you will find pleasant temperatures and fewer crowds, allowing for a more relaxed experience when booking here during this season.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Summer (June to August)

Summer months tend to be hot and humid, which can mean lower rental prices and less competition for accommodations here in the region.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 70°F to 75°F
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Winter (December to February)

In winter, cooler weather and fewer tourists make it easier to secure ideal vacation rentals in this destination at more affordable rates.

Average Temperature Daytime: 60°F to 68°F - Nighttime: 45°F to 55°F

Weekly Weather Forecast for St. Augustine South

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor seating area perfect for relaxing after a day of exploring
  • Take advantage of a fully equipped barbecue grill for outdoor dining experiences
  • Make the most of a spacious patio or deck ideal for entertaining friends and family
  • Benefit from a screened lanai to enjoy fresh air without concerns about insects
  • Relax in a lush, landscaped yard that offers privacy and a touch of nature
  • Utilize outdoor storage for beach gear and recreational equipment
  • Access nearby community pools or outdoor sports facilities available in the area
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Family Activities

  • St. Augustine South Beach: Enjoy a relaxing day on the sandy shores, perfect for building sandcastles, soaking up the sun, or taking a refreshing swim in the Atlantic Ocean.
  • The Florida School of Traditional Midwifery and Birth Center: Explore educational tours that provide insight into local health practices and family-friendly community events in this welcoming area.
  • Fort Mose Historic State Park: Discover historical significance through ranger-led tours and outdoor activities that immerse your family in the region's rich history.
  • Flagler College Campus Tour: Experience a cultural visit by strolling through the stunning campus, admiring architecture, and participating in guided stories about the area's educational heritage.
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Adult Activities

  • Historic District Tours: Experience the charm of this destination’s storied past through guided or self-guided explorations of its renowned historic district.
  • Beachfront Relaxation: Unwind along the pristine shores nearby and enjoy a rejuvenating day of sunbathing, swimming, or simply soaking in the coastal scenery.
  • Golfing Adventures: Play a round at one of the region’s scenic golf courses, perfect for both casual players and seasoned enthusiasts seeking picturesque fairways.
  • Boating and Water Activities: Explore the local waterways by renting a boat or trying kayaking to discover the area's natural beauty from a different perspective.

St. Augustine South Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Beaches: Take advantage of the area's beautiful shoreline by visiting nearby beaches to enjoy sunbathing, swimming, and relaxing seaside strolls right from your vacation rental.
  • Discover Hidden Gems: Ask your host or research to find secluded spots and unique local attractions that are off the beaten path, offering an authentic experience here.
  • Plan Convenient Dining: Opt for restaurants and cafes close to your stay in the region to savor fresh seafood and regional flavors without lengthy travel times.
  • Utilize Local Transportation: Use available transportation options or rental bikes to easily explore the area’s scenic neighborhoods and historic sites, maximizing your time here.

Transportation Options

  • Personal Vehicle: Renting or using your own car provides the most flexibility to explore the area and access its scenic spots comfortably.
  • Public Transportation: Local bus services offer an affordable way to navigate around here without the need for a private vehicle.
  • Taxis and Rideshare Services: Companies like Uber and Lyft operate in this region, providing convenient door-to-door transportation options.
  • Bicycle Rentals: Considering the area's scenic routes, renting a bicycle can be an enjoyable and eco-friendly way to see the sights.

Local Customs Options

  • Gullah Influence: You’ll notice the area's deep-rooted Gullah culture, which influences local traditions, crafts, and cuisine that reflect the region's rich African-American heritage.
  • Historic Preservation: Respect for history is paramount here, so you should observe local customs by appreciating the well-preserved historical sites and engaging thoughtfully with the community’s cultural landmarks.
  • Community Celebrations: Participating in neighborhood festivals and events is common, showcasing the area's lively spirit and fostering a sense of camaraderie among residents and visitors alike.
  • Southern Hospitality: Embrace the warm and welcoming attitude typical of this destination, where courteous interactions and friendly gestures are part of everyday life for locals and guests alike.

Frequently Asked Questions About St. Augustine South?

2. How many vacation rentals have private pools in St. Augustine South?

3. Which vacation homes in St. Augustine South are best for families?

If you are looking for a family-friendly vacation home in St. Augustine South, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in St. Augustine South:

4. How many Rentbyowner vacation rentals are available in St. Augustine South?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 80 in the St. Augustine South area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in St. Augustine South. 

5. What is the cancellation policy for booking a vacation rental in this area?

Cancellation policies vary by property, so it's best to review the specific listing details or contact the property owner directly to understand the terms applicable to your reservation.

6. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or local taxes may apply. You can find detailed fee information in the listing description or by reaching out to the property owner.

7. How do I secure my reservation for a vacation rental in this destination?

Reservations are typically confirmed through the booking platform or directly with the property owner. Be sure to follow the listed booking instructions and confirm all payment details to secure your stay.

8. Is it possible to modify or cancel my booking after confirmation?

Modifications or cancellations depend on the property's policies. Check the specific listing’s cancellation and modification terms or contact the owner for assistance.

9. What amenities are included in the vacation rentals here?

Amenities vary between properties but often include essentials like Wi-Fi, parking, and kitchen facilities. Confirm the available amenities during the booking process or consult the listing details.

St. Augustine South Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
3 Bedrooms 2 Baths 6 Guests 1348 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R5,830/Night 7 Nights - R40,809
Hotel
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
2 Baths
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R6,285/Night 7 Nights - R43,998
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R5,185/Night 7 Nights - R36,298
House
Map-icon
like-icon9.8
Exceptional
(13 Reviews)
3 Bedrooms 2 Baths 8 Guests 1500 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R4,936/Night 7 Nights - R34,551
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
3 Bedrooms 2 Baths 6 Guests 1348 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R5,853/Night 7 Nights - R40,979
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 6 Guests 1564 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R5,620/Night 7 Nights - R39,351
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 8 Guests 2500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R3,596/Night 7 Nights - R25,171
House
Map-icon
like-icon9.8
Exceptional
(59 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R4,497/Night 7 Nights - R31,481