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St. Augustine Luxury Rental

House
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like-icon9.0
Exceptional
(7 Reviews)
4 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R146,201/Night 7 Nights - R1,023,412
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House
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1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R99,040/Night 7 Nights - R693,279
House
like-icon10.0
Exceptional
(13 Reviews)
10 Bedrooms 9 Baths 20 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R69,417/Night 7 Nights - R485,928
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House
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6 Bedrooms 6 Baths 28 Guests 10763.91 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
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R68,441/Night 7 Nights - R479,093
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House
Map-icon
5 Bedrooms 5 Baths 10 Guests 2400.35 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R66,253/Night 7 Nights - R463,772
House
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4 Bedrooms 4 Baths 10 Guests
  • Pool
    Pool
  • Parking
    Parking
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R63,945/Night 7 Nights - R447,617
New
House
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1 Bedroom 8 Baths 22 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R60,314/Night 7 Nights - R422,191
House
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like-icon10.0
Exceptional
(6 Reviews)
14 Bedrooms 9 Baths 36 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R55,105/Night 7 Nights - R385,744
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 10 Guests 5223 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R52,054/Night 7 Nights - R364,373
House
Map-icon
like-icon10.0
Exceptional
(126 Reviews)
9 Bedrooms 9 Baths 22 Guests 5600 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R48,783/Night 7 Nights - R341,481
House
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1 Bedroom 7 Baths 12 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R48,114/Night 7 Nights - R336,804
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House
Map-icon
5 Bedrooms 7 Baths 15 Guests 4456.26 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R45,555/Night 7 Nights - R318,883

Why Choose Rent By Owner for your St. Augustine Luxury Rental?

What makes our Luxury Rental 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 Luxury Rental stay?

Choosing the optimal time to vacation in this destination ensures you experience its charming ambiance and favorable weather conditions, making it the perfect moment to indulge in luxury rentals here that align with your preferred travel season.

Peak Season Highlights

spring
Spring (March to May)

During spring, the region experiences warm weather and lively local events, making it an ideal time to enjoy outdoor activities and explore this historic destination.

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

Autumn offers cooler temperatures and fewer crowds, providing a more relaxed atmosphere for your stay in this charming locale.

Average Temperature Daytime: 70°F to 78°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Summer (June to August)

While summer is popular for beach activities, it also tends to be busier and more humid, offering a vibrant but bustling experience in this area.

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

The winter months see cooler weather with fewer tourists, perfect for those seeking a peaceful retreat while enjoying mild temperatures.

Average Temperature Daytime: 58°F to 65°F - Nighttime: 45°F to 50°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 private outdoor pools to relax and unwind in the sunshine.
  • Take advantage of spacious patios or decks perfect for dining or entertaining guests.
  • Make the most of lush landscaped gardens that add privacy and a touch of nature.
  • Relax in inviting hot tubs or spas, ideal after a day exploring local attractions.
  • Benefit from outdoor grilling stations to enjoy delicious meals al fresco.
  • Find comfort in shaded pergolas or gazebos, providing a cool retreat outdoors.
  • Savor panoramic views from elevated balconies or terraces overlooking the region's scenic beauty.
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Family Activities

  • Fort Mose Historic State Park Explore this significant site that offers engaging history lessons and outdoor activities perfect for family outings in the area.
  • St. Augustine Pirate & Treasure Museum Discover a fascinating collection of pirate artifacts and interactive exhibits that captivate children and adults alike.
  • St. Augustine Alligator Farm Zoological Park Visit this renowned zoo featuring diverse reptile exhibits and hands-on experiences suitable for all ages.
  • Old Town Trolley Tours Enjoy a guided sightseeing experience through the region’s historic streets, ideal for families wanting to explore here comfortably and conveniently.
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Adult Activities

  • Historic District Walking Tour: Stroll through the area's charming streets and discover its rich history and beautiful architecture.
  • Private Boat Excursion: Experience the region from the water with a luxurious boat tour tailored to your interests, offering scenic views and a relaxing atmosphere.
  • Cultural Museum Visits: Immerse yourself in local history and art by exploring renowned museums within this destination's cultural scene.
  • Gourmet Dining Experiences: Indulge in exquisite cuisine at top-tier restaurants that highlight the area's culinary craftsmanship.

Other Places to Stay in St. Augustine, FL

St. Johns County
Anastasia Island
Downtown Historic District
St. Augustine Historic District
St. Augustine Beach

St. Augustine Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visits During Off-Peak Seasons: To enjoy a more relaxed atmosphere and better availability of luxury rentals, consider visiting during the shoulder seasons when the area is less crowded.
  • Explore Local Historic Sites: Take time to immerse yourself in the rich history that defines this destination, ensuring your stay is both cultural and memorable.
  • Book in Advance: Secure your ideal luxury rental early to access exclusive properties and ensure a seamless experience amidst popular travel times.
  • Discover Unique Dining Experiences: Savor the region's renowned cuisine at local restaurants or private dining options available through your rental for a truly authentic visit.

Transportation Options

  • Rental Car Services Opt for convenient transportation with rental car companies that offer luxury vehicles, providing you with flexibility to explore the area's historic districts and scenic coastlines at your own pace.
  • Public Transit Enjoy an eco-friendly option through local bus systems designed to serve visitors and residents alike, making it easy to reach popular attractions in the region without hassle.
  • Taxi and Rideshare Services Access reliable transportation via licensed taxis or rideshare platforms, offering comfortable, direct trips between your luxury rental and key destinations around this charming city.
  • Bicycle Rentals Embrace a leisurely way to experience the area's quaint streets and waterfronts by renting bicycles, perfect for exploring here in an environmentally friendly manner.

Local Customs Options

  • Respect for Historic Sites: When visiting this destination, it’s important to honor the historic landmarks and architecture that reflect its rich cultural heritage, especially when exploring the area's renowned attractions.
  • Traditional Southern Hospitality: Expect warm and courteous interactions with locals, who take pride in their welcoming attitude and often offer friendly assistance during your stay here.
  • Local Art and Craftsmanship: Supporting regional artisans by engaging with local art galleries and craft shops is a cherished custom, helping you connect deeply with the area's creative spirit.
  • Festive Celebrations and Events: Participating in seasonal festivals and community events allows you to experience authentic customs and enjoy the lively culture of this charming region.

Frequently Asked Questions About St. Augustine Luxury Rentals

2. How many Luxury Rentals are available in St. Augustine?

Currently, the total number of properties listed by RBO in 2026 is over 9122 in the St. Augustine area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Luxury Rentals in St. Augustine. 

3. What is the cancellation policy for luxury rentals in this destination?

Cancellation policies vary depending on the specific property you book. It’s recommended to review the cancellation terms listed on the property details or contact the host directly to understand any applicable fees or restrictions.

4. Are there any requirements or deposits needed when booking a luxury rental here?

Most properties require a security deposit or a booking fee to secure your reservation. Details about deposits and payment methods are provided during the booking process or in the property's listing information.

5. What amenities can I expect in a high-end rental here?

Luxury rentals typically offer premium amenities such as private pools, gourmet kitchens, spacious living areas, and exclusive access to outdoor spaces. For exact features, please refer to the specific listing.

6. Is it possible to make special requests or customize my stay in these rentals?

Yes, many hosts are open to accommodating special requests such as early check-in, late check-out, or additional services. It’s best to communicate your needs directly with the host through the property's messaging platform.

7. How do I ensure my reservation is secure and reliable when booking high-end accommodations?

Booking through a reputable platform ensures your reservation's security. Always review the host's reviews and ratings, and follow the platform’s guidelines for safe communication and payment to guarantee a smooth experience.

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R41,158/Night 7 Nights - R288,110
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R40,804/Night 7 Nights - R285,625
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R37,768/Night 7 Nights - R264,368
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R37,511/Night 7 Nights - R262,569
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R37,474/Night 7 Nights - R262,324
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R36,890/Night 7 Nights - R258,236
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R36,514/Night 7 Nights - R255,604