Old Town Luxury Rental
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Pool
- Air Conditioner
- Internet
US $4,500/Night
For 7 Nights US $31,500
20 Guests
10 Bedrooms
9 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $4,282/Night
For 7 Nights US $29,971
10763.91 ft²
28 Guests
6 Bedrooms
6 Bathrooms
Free Cancellation
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $4,186/Night
For 7 Nights US $29,300
6000 ft²
14 Guests
6 Bedrooms
6 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $2,460/Night
For 7 Nights US $17,220
1272 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $2,233/Night
For 7 Nights US $15,632
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $2,184/Night
For 7 Nights US $15,290
3400 ft²
16 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $2,150/Night
For 7 Nights US $15,050
4800 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Fireplace/Heating
- Pool
US $2,072/Night
For 7 Nights US $14,502
16 Guests
5 Bedrooms
6 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $1,913/Night
For 7 Nights US $13,391
3738 ft²
14 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,889/Night
For 7 Nights US $13,223
3000 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $1,874/Night
For 7 Nights US $13,120
3700 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,845/Night
For 7 Nights US $12,917
Why Choose Rent By Owner for your Old Town Luxury Rental?
What makes our Luxury Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Old Town Luxury Rental
Where are the best neighborhoods to stay in Old Town?
When choosing a neighborhood to stay in Old Town, St. Augustine, Florida, you will enjoy the charm of historic streets and proximity to cultural landmarks. The area offers a refined atmosphere perfect for experiencing authentic southern hospitality while enjoying access to boutique shops and fine dining. For a truly memorable visit, consider staying in a carefully selected luxury rental within this inviting community.
St. Augustine Historic District
In this historic district, you can enjoy the charm of early American architecture and walk through cobblestone streets that echo the region’s rich past, making it an ideal choice for those seeking an authentic experience in the area.
View 1383+ Rentals in St. Augustine Historic DistrictDowntown Historic District
The vibrant atmosphere of this downtown neighborhood offers a perfect blend of history and modern amenities, ensuring a luxurious stay amid the region’s most captivating sights and cultural attractions.
View 1828+ Rentals in Downtown Historic DistrictLincolnville
Here, you’ll find a culturally rich enclave that celebrates local heritage while providing serene settings for your long-term or short-term luxury accommodations in the city.
View 445+ Rentals in LincolnvilleBest Times to Visit Old Town
When should you plan your Luxury Rental stay?
Timing your visit to this charming area can greatly enhance your experience, as the region offers seasonal variations that influence weather and local events, making certain periods more ideal for enjoying your luxury rentals in Old Town, St. Augustine, Florida.
Peak Season Highlights
Spring (March to May)
During the spring months, the area experiences a vibrant atmosphere with pleasant weather that is ideal for exploring historic sites and enjoying outdoor activities. This season attracts visitors seeking a lively yet comfortable climate, making it perfect for booking luxury rentals here.
Average Temperature Daytime: 75°F - Nighttime: 55°F
Fall (September to November)
Autumn brings cooler temperatures and fewer crowds, offering a more relaxed experience while still enjoying the region’s scenic beauty. It’s an excellent time to reserve high-end accommodations when the weather remains mild and inviting.
Average Temperature Daytime: 73°F - Nighttime: Fifty°F
Off-Season Highlights
Summer (June to August)
In the summer, the area sees increased visitation due to warm weather and various events. While popular, this season can be ideal for those seeking intimate luxury accommodations at potentially better rates during peak times.
Average Temperature Daytime: 88°F - Nighttime: 72°F
Winter (December to February)
The winter months tend to be quieter with cooler temperatures, providing a peaceful setting for a luxurious retreat. Visiting during this off-peak season often comes with the advantage of more availability and attractive deals on high-end properties.
Average Temperature Daytime: 62°F - Nighttime: 45°F
Weekly Weather Forecast for Old Town
How to Book Your Old Town Luxury Rental
What's our booking process?
Our platform allows you to browse a curated selection of luxury rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Old Town
Common Luxury Rental Amenities
What amenities can you expect?
Our Luxury Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 seating areas perfect for relaxing and taking in the scenic views of the region.
- Take advantage of fully equipped outdoor kitchens or barbecue grills to host memorable gatherings.
- Benefit from lush landscaped gardens and tranquil courtyards that enhance your outdoor experience.
- Make use of outdoor pools or hot tubs available in select properties for ultimate relaxation.
- Discover spacious patios or verandas designed for enjoying the warm climate of this destination.
- Utilize designated parking spaces with easy access to nearby outdoor attractions.
- Experience pet-friendly outdoor amenities that allow your furry companions to enjoy the area too.
Top Attractions Around Old Town
What attractions are nearby?
Nearby, you can explore a variety of engaging activities that showcase the rich history, vibrant culture, and scenic beauty of this destination, making your stay in Old Town, St. Augustine truly memorable.
Family Activities
- Historic Walking Tour Explore the charming streets and architecture of this area on a guided walking tour tailored for families, offering an engaging way to learn about its rich history.
- Old Town Trolley Tours Hop aboard a family-friendly trolley that conveniently takes you around the region's most iconic landmarks, making sightseeing effortless and enjoyable for all ages.
- Castillo de San Marcos Visit the famous fortress that offers interactive exhibits and scenic vistas, providing an educational and fun experience for children and adults alike.
- Beachfront Activities Spend quality time together at nearby beaches with activities such as sandcastle building, swimming, and relaxing by the water in this coastal destination.
Adult Activities
- Historic Walking Tour Explore the charming streets and architecture of this destination on a guided or self-guided tour, immersing yourself in its rich past.
- Fine Dining Experiences Indulge in world-class cuisine at upscale restaurants that offer a blend of local flavors and sophisticated atmospheres.
- Art Galleries and Studios Discover the thriving art scene by visiting renowned galleries showcasing both local and regional artists within the region.
- Date Night Cruises Enjoy a romantic evening aboard a scenic cruise through nearby waterways, offering breathtaking views and a memorable experience here.
Other Places to Stay in Old Town, FL
Spanish Military Hospital Museum
The Oldest Store Museum
Amiro Art and Found
Florida Lost Tribes Museum
Segui-Kirby Smith House
St. Augustine Municipal Marina
Bayfront Carpet Golf
Ximenez-Fatio House Museum
Aviles Street
Moultrie Creek Studios
Father O'Reilly House Museum
Old Town Travel Tips
How Can You Make the Most of Your Stay?
- Explore Historic Landmarks: Take time to visit the renowned historic landmarks in this area to fully appreciate its rich cultural heritage and architecture.
- Book in Advance: Secure your luxury rentals early to ensure availability and access to the most sought-after properties during peak seasons.
- Experience Local Cuisine: Indulge in authentic flavors by dining at local eateries, offering a taste of the region’s culinary traditions.
- Plan Scenic Walks: Wander through the charming streets and waterfront areas to soak in the picturesque scenery and vibrant atmosphere of this destination.
Transportation Options
- Walking Tours Exploring on foot allows you to immerse yourself in the charming streets and historic sites of this destination, making it ideal for those seeking a leisurely way to experience the area.
- Golf Cart Rentals A popular transportation choice here, golf carts offer an eco-friendly and convenient way to navigate through the charming neighborhoods and scenic pathways.
- Public Trolley Services These trolley services provide guided tours and easy access to key attractions, offering a comfortable and informative way to explore the region without worrying about parking or navigation.
- Private Chauffeur Services For ultimate comfort and personalized experiences, chauffeur services are available, allowing you to relax and enjoy the sights of this historic city in style.
Local Customs Options
- Greetings and Courtesies: Visitors often observe a warm and respectful approach to interactions, reflecting the area's deep-rooted Southern hospitality.
- Historic Dress and Attire: When exploring this destination's historic sites, dressing modestly and appropriately for the setting is appreciated and enhances your experience.
- Respect for Heritage Sites: It is customary to honor local traditions and avoid activities that may disturb or damage the area's significant historic landmarks.
- Local Dining Etiquette: During meals at local establishments, expressing gratitude with polite gestures and following customary dining manners contribute to a courteous visit.
Old Town Luxury Rental Frequently Asked Questions
1. What are the top Luxury Rentals in Old Town?
There are a lot of options in Old Town. If you plan on staying in the Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Luxury Rentals in Old Town:
- HARBOR ISLAND - A GEM IN THE HISTORIC DISTRICT.
- Downtown Garden Home in the Center of the Historic District with free parking
- MARINA SUNSETS - SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT
- A WOW! Pristine, private oceanfront. Luxury 7 unit boutique bldg. St Aug close
- C1, Perfect location in city center with balcony, near beaches, free parking!
- Oceanfront Luxury Next To St Augustine Center - Quiet Vilano Beach, Dogs Welcome
- C2 Perfect location in historic city center, near beaches, patio, free parking!
- C6, Romantic apartment in city center, Flagler location, near beaches, parking!
- Walk to EVERYTHING Downtown within minutes. Shotgun House in Lincolnville.
- Dog-friendly renovated downtown apt FREE BIKES
2. How many Luxury Rentals are available in Old Town?
Currently, the total number of properties listed by RBO in 2026 is over 2855 in the Old Town area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Luxury Rentals in Old Town.
3. What is the cancellation policy for luxury rentals in this area?
Cancellation policies can vary depending on the specific property you select. It is recommended to review the cancellation terms listed in the property details or contact the owner directly for precise information.
4. How do I confirm my booking and what are the payment options?
Booking confirmation is typically received after completing the reservation process through the platform, which offers secure payment methods. For detailed instructions and available payment options, please refer to the listing or reach out to the property owner.
5. Are there any specific house rules or amenities I should be aware of?
Each luxury rental has its own set of house rules and amenities outlined in the listing. To ensure a smooth stay, it’s advisable to review these details carefully or contact the owner for clarification.
6. What is the check-in and check-out process for these properties?
Check-in and check-out procedures are generally specified in the property listing. You can also communicate directly with the owner for personalized instructions or any special arrangements.
7. Is there nearby parking available for guests staying at luxury rentals?
Parking availability varies by property; some offer designated spots while others may require street parking. Details are provided in the listing description, or you can inquire with the owner to confirm parking options.
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- Oceanfront
- Fireplace/Heating
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11 ft²
24 Guests
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2497.23 ft²
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1302.43 ft²
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- Private Pool
- Oceanfront
- Hot Tub
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2900 ft²
12 Guests
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- Oceanfront
- Fireplace/Heating
- Ocean View
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