Downtown Historic District Cottage Rentals

8.0
Excellent
(2 Reviews)
672 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $309/Night For 7 Nights US $2,161
10.0
Exceptional
(10 Reviews)
1097.92 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Parking
  • Air Conditioner
US $144/Night For 7 Nights US $1,008
8.6
Fabulous
(4 Reviews)
1 Bedroom 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $68/Night For 7 Nights US $475
10.0
Exceptional
(179 Reviews)
1545 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $506/Night For 7 Nights US $3,545
10.0
Exceptional
(3 Reviews)
764.24 ft² 5 Guests 2 Bedrooms 1 Bathroom
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
US $243/Night For 7 Nights US $1,703
10.0
Exceptional
(129 Reviews)
551 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $263/Night For 7 Nights US $1,841
10.0
Exceptional
(1 Review)
2303.48 ft² 11 Guests 4 Bedrooms 3 Bathrooms
House
  • Spa
  • Fireplace/Heating
  • View
US $788/Night For 7 Nights US $5,514
10.0
Exceptional
(118 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Kitchen
  • Parking
US $276/Night For 7 Nights US $1,935
10.0
Exceptional
(1 Review)
764.24 ft² 5 Guests 2 Bedrooms 1 Bathroom
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
US $243/Night For 7 Nights US $1,703
10.0
Exceptional
(70 Reviews)
850 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $311/Night For 7 Nights US $2,175
10.0
Exceptional
(1 Review)
1001.04 ft² 6 Guests 1 Bedroom 1 Bathroom
House
  • Fireplace/Heating
  • View
  • Pet Friendly
US $336/Night For 7 Nights US $2,352
10.0
Exceptional
(65 Reviews)
650 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $226/Night For 7 Nights US $1,579

Why Choose Rent By Owner for your Downtown Historic District Cottage Rentals?

What makes our Cottage 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 Downtown Historic District

When should you plan your Cottage Rentals stay?

Choosing the ideal time to visit this charming area can enhance your experience, with spring and fall offering mild weather and fewer crowds, making it perfect for exploring local history and relaxing in cozy cottages during your stay.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences warm weather perfect for exploring historic sites and enjoying outdoor activities.

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

Autumn offers mild temperatures and less crowded streets, creating an ideal atmosphere for relaxed sightseeing and staying in charming cottages.

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

Off-Season Highlights

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Summer (June to August)

In summer, the region tends to be hot and humid with fewer visitors, providing a peaceful retreat for your stay.

Average Temperature Daytime: 88°F - Nighttime: 72°F
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Winter (December to February)

Winter months are cooler and quieter, making it a cozy time to experience the historic district without the peak season crowds.

Average Temperature Daytime: 62°F - Nighttime: 45°F

Weekly Weather Forecast for Downtown Historic District

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 outdoor dining areas perfect for savoring local cuisine under the palm trees.
  • Take advantage of private patios or decks to relax and unwind after exploring the historic streets.
  • Utilize communal courtyards or gardens that showcase the region’s lush, southern landscape.
  • Make the most of outdoor seating arrangements to watch the sunset over nearby waterways.
  • Benefit from access to outdoor grilling stations for preparing delicious meals in the fresh air.
  • Find secure parking options with designated outdoor spaces close to your cottage.
  • Explore nearby walking paths or shaded lounging areas that offer a peaceful retreat within the area’s charming surroundings.
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Family Activities

  • Historic Walking Tours Embark on a guided or self-guided tour through the charming streets, discovering historic landmarks and learning about this area’s rich past.
  • Visiting the St. Augustine Pirate & Treasure Museum Enjoy an interactive experience tailored for families, exploring pirate artifacts and engaging exhibits in the heart of this destination.
  • Exploring Castillo de San Marcos Tour the nation’s oldest masonry fort, offering fascinating history lessons and scenic views that appeal to visitors of all ages.
  • Enjoying the Colonial Quarter Step back in time at this living history museum, where you can participate in hands-on activities and witness traditional crafts unfold.
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Adult Activities

  • Historic Walking Tours: Explore the area on guided or self-guided tours to discover the charming architecture and rich history of this destination.
  • Visit Local Art Galleries: Immerse yourself in the vibrant arts scene by browsing unique galleries that showcase regional talent and creativity.
  • Dine at Fine Restaurants: Enjoy the diverse culinary offerings in the region, perfect for indulging in local flavors and fresh seafood.
  • Relax in Civil War-Era Parks: Take a leisurely stroll or unwind in beautifully preserved parks that offer a peaceful retreat within the historic district.

Other Places to Stay in Downtown Historic District, FL

Castillo de San Marcos
St. Augustine Pirate and Treasure Museum
Cathedral Basilica of St. Augustine
Wolf's Museum of Mystery
Oldest Wooden School House
St. Augustine National Cemetery
Government House
St. Augustine Historic District

Downtown Historic District Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Reserve your cottages early to secure the best options and experience seamless access to Downtown Historic District's charming surroundings.
  • Explore on Foot: Take advantage of the area's walkable streets to fully immerse yourself in its historic charm and discover hidden gems nearby.
  • Visit During Off-Peak Hours: Arrive early or later in the day to enjoy popular attractions with fewer crowds, enhancing your overall experience here.
  • Embrace Local Cuisine and Culture: Dine at local eateries and participate in community events to get an authentic taste of this region’s rich history and vibrant atmosphere.

Transportation Options

  • Downtown St. Augustine Trolley Tours: This guided trolley service offers a convenient way to explore the historic district and its charming surroundings without the hassle of driving.
  • Taxi Services: Reliable taxi options are readily available within the area, providing direct transportation for quick and flexible travel around the region.
  • Bicycle Rentals: For an eco-friendly and leisurely experience, rental shops in the vicinity supply bicycles perfect for cruising through the scenic streets and nearby attractions.
  • Public Transit: The local bus system connects key points of interest efficiently, making it easy to navigate without needing a personal vehicle during your stay.

Local Customs Options

  • Greetings and Personal Space: In this charming destination, locals often greet visitors warmly with a friendly nod or a smile, reflecting the area's welcoming spirit.
  • Respect for Historic Sites: Maintaining reverence for the region’s historic architecture and landmarks is key, so it’s customary to avoid touching or leaning on delicate structures.
  • Dining Etiquette: When enjoying local cuisine, expect casual yet polite interactions, with a preference for sharing dishes family-style during communal meals.
  • Festivals and Celebrations: Participating in traditional festivals may involve dressing in period attire or joining in folk dances, exemplifying the area's rich cultural heritage.

Downtown Historic District Cottage Rentals Frequently Asked Questions

2. How many Cottages are available in Downtown Historic District?

Currently, the total number of properties listed by RBO in 2026 is over 146 in the Downtown Historic District area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Downtown Historic District. 

3. What is the cancellation policy for cottages in the Downtown Historic District?

The cancellation policies vary depending on the specific listing. Please review the individual cottage’s cancellation terms on the booking page or contact the property owner directly for detailed information.

4. How do I know if a cottage is available for my travel dates?

To check availability, enter your desired dates on the listing page. If the cottage is available, it will be shown as open; otherwise, alternative options may be suggested. For confirmation, reaching out to the host can provide clarity.

5. Are there any specific check-in and check-out times for cottages here?

Check-in and check-out times are set by each property owner. Details are typically provided in the listing description or upon booking. Contacting the owner directly ensures you have the most accurate information for your stay.

6. Is there a minimum stay requirement when booking a cottage in this district?

Minimum stay requirements vary by property. You can find this information in the rental details section of each listing or by contacting the owner directly before making your reservation.

7. What amenities are included with cottages in the area?

Amenities differ between properties, but common features include Wi-Fi, kitchen facilities, and outdoor spaces. To see the full list of amenities for a specific cottage, check the listing details or reach out directly to the owner for clarification.

More Rentals You May Like Near Downtown Historic District

10.0
Exceptional
(1 Review)
979.52 ft² 6 Guests 3 Bedrooms 2 Bathrooms
House
  • Parking
  • Internet
  • Child Friendly
US $313/Night For 7 Nights US $2,191
10.0
Exceptional
(40 Reviews)
1521 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cottage
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $298/Night For 7 Nights US $2,087
10.0
Exceptional
(40 Reviews)
832 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $220/Night For 7 Nights US $1,543
10.0
Exceptional
(35 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $173/Night For 7 Nights US $1,210
10.0
Exceptional
(27 Reviews)
500 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $160/Night For 7 Nights US $1,123
10.0
Exceptional
(24 Reviews)
1615 ft² 7 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cottage
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $249/Night For 7 Nights US $1,741
10.0
Exceptional
(12 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $227/Night For 7 Nights US $1,587
10.0
Exceptional
(11 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $300/Night For 7 Nights US $2,100
10.0
Exceptional
(4 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $344/Night For 7 Nights US $2,407
10.0
Exceptional
(4 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $300/Night For 7 Nights US $2,101
10.0
Exceptional
(3 Reviews)
700 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $208/Night For 7 Nights US $1,457
10.0
Exceptional
(3 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $176/Night For 7 Nights US $1,231