Discover Your Perfect St. Augustine Vacation Homes

St. Augustine Luxury Rentals

Why Choose Rent By Owner for your St. Augustine 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

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience, so consider planning your stay during the region's optimal seasons to enjoy ideal weather and local events when booking your vacation rentals here.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

This is when the region experiences its warmest weather, making it ideal for outdoor activities and exploring local attractions. The pleasant daytime temperatures and mild evenings create an inviting atmosphere for your stay.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F
autumn
Early Fall (September to October)

During this period, you can enjoy comfortable weather with vibrant seasonal colors. It’s a popular time for visitors seeking a peaceful retreat while experiencing the region's natural beauty at its peak.

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

Off-Season Highlights

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Winter (December to February)

The colder months bring fewer travelers, offering a quiet and cozy experience. You’ll find more availability and potentially better rates on vacation rentals during this time.

Average Temperature Daytime: 30°F - 45°F - Nighttime: 20°F - 30°F
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Early Spring (March to April)

Before the full bloom of the warmer seasons, this time provides a quieter atmosphere with less crowding. It’s perfect for those seeking solitude and budget-friendly options in this destination.

Average Temperature Daytime: 50°F - 60°F - Nighttime: 35°F - 45°F

Weekly Weather Forecast for St. Augustine

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 spacious outdoor areas perfect for relaxing or entertaining under the Illinois sun.
  • Take advantage of private patios or decks ideal for outdoor dining and morning coffee.
  • Make the most of lush gardens or landscaped yards that enhance your outdoor experience.
  • Utilize outdoor grilling stations to prepare meals while enjoying the fresh air.
  • Relax by a private or shared swimming pool, especially during warm summer days.
  • Benefit from access to outdoor recreational spaces such as walking trails or picnic areas.
  • Experience the convenience of covered porches or verandas for shaded outdoor lounging.
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Family Activities

  • Washington Square Mall: Explore this popular shopping destination in the area, offering a variety of stores and family-friendly dining options.
  • Edgewater Nature Preserve: Enjoy a day outdoors at this scenic preserve, perfect for family hikes, birdwatching, and picnicking near the region's natural beauty.
  • The Children's Museum: Engage your kids with interactive exhibits and educational activities designed to inspire curiosity right here in the local area.
  • St. Augustine Beach: Relax and have fun building sandcastles or swimming at this nearby beach, ideal for memorable family outings along the coast.
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Adult Activities

  • Historical Sightseeing Tours: Explore the rich history of this area by taking guided or self-guided tours of the local landmarks and heritage sites.
  • Gourmet Dining Experiences: Enjoy the region’s culinary scene by visiting local restaurants that showcase regional flavors and fresh ingredients.
  • Art Galleries and Cultural Centers: Discover contemporary and traditional art at the community’s galleries, offering a glimpse into the area's creative spirit.
  • Nature and Scenic Walks: Take in the natural beauty with scenic walks or bike rides along picturesque trails nearby, ideal for outdoor enthusiasts.

St. Augustine Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take the time to discover the area's unique landmarks and historical sites to enrich your stay in this charming destination.
  • Plan Your Activities: Schedule a variety of activities that highlight the region's natural beauty and cultural heritage for a memorable experience.
  • Connect with the Community: Engage with local events and eateries to get an authentic feel of the area during your visit.
  • Choose a Comfortable Property: Opt for well-rated vacation rentals that offer convenience and amenities tailored to your needs for a relaxing stay here.

Transportation Options

  • Personal Vehicle: Having your own car offers the most flexibility and convenience for exploring this destination and the surrounding region.
  • Public Transit: Local bus services provide an economical and eco-friendly way to get around here without the hassle of parking.
  • Taxis and Rideshare Services: Options like taxis and rideshare apps offer quick, reliable transportation for short trips within this area.
  • Bicycle Rentals: Renting a bicycle is an enjoyable way to experience the local scenery while maintaining a healthy and environmentally friendly mode of travel here.

Local Customs Options

  • Greeting Customs: When visiting local residents, a warm handshake or polite nod is customary to show respect and friendliness.
  • Dining Etiquette: It’s common to observe casual yet courteous table manners, especially during community gatherings or shared meals in this region.
  • Community Festivals: Participating in neighborhood festivals and local events demonstrates appreciation for the area's rich cultural traditions.
  • Historical Respect: Showing reverence towards historical sites and landmarks is appreciated, reflecting the region’s deep connection to its heritage.

Frequently Asked Questions About St. Augustine?

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

There are 1 vacation rentals with private pools near St. Augustine. Top-rated RBO homes that have access to a swimming pool include:

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

If you are looking for a family-friendly vacation home in St. Augustine, 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:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 39 in the St. Augustine 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. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the listing you choose. It’s best to review the specific terms outlined on the property page or contact the owner directly for detailed information.

6. How do I know if my booking in the region is secure?

All bookings are handled through trusted platforms that prioritize security. Make sure to verify the listing’s reviews and contact the host if you have any concerns before finalizing your reservation.

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

Additional fees such as cleaning, service charges, or taxes are typically listed on the property page. Always check the detailed pricing section or contact the host for clarification.

8. What amenities can I expect in a typical vacation rental in this destination?

Most properties offer essentials such as Wi-Fi, parking, and fully equipped kitchens. Specific amenities are detailed in each listing, so review those to ensure they meet your needs.

9. How far in advance should I book my stay in the region to secure the best options?

To get the widest selection and the best rates, it is recommended to book several months ahead, especially during peak travel seasons. Check individual listings for availability and recommended booking timelines.