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Old Town Cottage Rentals

Cottage
Map-icon
like-icon10.0
Exceptional
(28 Reviews)
2 Bedrooms 2 Baths 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $205/Night 7 Nights - US $1,435
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House
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3 Bedrooms 3 Baths 7 Guests 1280.91 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
US $311/Night 7 Nights - US $2,179
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Cottage
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $387/Night 7 Nights - US $2,710
Cottage
Map-icon
like-icon9.4
Exceptional
(198 Reviews)
1 Bedroom 2 Baths 2 Guests 356 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $188/Night 7 Nights - US $1,317
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House
Map-icon
3 Bedrooms 3 Baths 7 Guests 1280.91 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $285/Night 7 Nights - US $1,997
Cottage
Map-icon
like-icon9.4
Exceptional
(45 Reviews)
3 Bedrooms 1 Bath 8 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $162/Night 7 Nights - US $1,133
Cottage
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like-icon9.4
Exceptional
(12 Reviews)
2 Bedrooms 2 Baths 6 Guests 720 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $140/Night 7 Nights - US $980
House
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like-icon10.0
Exceptional
(36 Reviews)
1 Bedroom 1 Bath 4 Guests 419 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $127/Night 7 Nights - US $890
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 13 Guests 1786.81 ft²
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
US $424/Night 7 Nights - US $2,966
Hotel
Map-icon
like-icon9.2
Exceptional
(379 Reviews)
1 Bath
  • Spa
    Spa
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $187/Night 7 Nights - US $1,309
House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $177/Night 7 Nights - US $1,236
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1205.56 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
US $430/Night 7 Nights - US $3,012

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Why Choose Rent By Owner for your Old Town 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 Old Town

When should you plan your Cottage Rentals stay?

To make the most of your stay, consider visiting during the shoulder seasons when the region offers favorable weather and fewer crowds, allowing you to enjoy the authentic charm of this destination while ensuring your perfect cottages remain available for booking.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences warm weather and pleasant conditions, making it an ideal time to explore your surroundings comfortably.

Average Temperature Daytime: around 75°F (24°C) - Nighttime: around 55°F (13°C)
autumn
Fall (September to November)

Fall offers cooler temperatures and fewer crowds, allowing you to enjoy a peaceful retreat while still experiencing the region's natural beauty.

Average Temperature Daytime: around 76°F (24°C) - Nighttime: around 60°F (16°C)

Off-Season Highlights

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Summer (June to August)

In summer, higher temperatures often lead to more humid conditions, but it’s also the time when the area becomes lively with various outdoor activities.

Average Temperature Daytime: around 88°F (31°C) - Nighttime: around 70°F (21°C)
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Winter (December to February)

During winter, the region experiences milder temperatures and less frequent rain, creating a cozy atmosphere for your stay.

Average Temperature Daytime: around 65°F (18°C) - Nighttime: around 45°F (7°C)

Weekly Weather Forecast for Old Town

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 access to a private outdoor patio or deck ideal for relaxing and outdoor dining.
  • Take advantage of lush garden areas or landscaped yards surrounding your cottage.
  • Make the most of outdoor grilling facilities to prepare meals in the fresh air.
  • Utilize designated parking spaces or garages for convenient outdoor storage.
  • Relax by a shared or private pool, perfect for cooling off during warm days.
  • Experience the charm of outdoor fire pits or fireplaces suitable for evening gatherings.
  • Benefit from easy access to nearby walking trails or scenic outdoor spaces in the area.
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Family Activities

  • St. Augustine Pirate & Treasure Museum: Discover fascinating pirate history and interactive exhibits that will engage the whole family in this captivating museum.
  • Ripley's Believe It or Not! Mysteries of the Unexplained: Explore oddities and curious artifacts that ignite curiosity and wonder for children and adults alike within this intriguing attraction.
  • Old Town Trolley Tours: Hop on a guided trolley tour to explore the historic streets and learn about the area's rich heritage in a fun, family-friendly way.
  • Fountain of Youth Archaeological Park: Experience the legendary site where myths come alive, offering outdoor exploration and educational opportunities for visitors of all ages.
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Adult Activities

  • Historic District Tours: Immerse yourself in the area's rich past by exploring the well-preserved streets and landmarks that showcase the region’s unique heritage.
  • Local Art Galleries: Discover the vibrant art scene through visits to contemporary galleries featuring works from local artists, perfect for cultural enthusiasts.
  • Riverfront Activities: Enjoy leisurely strolls or guided boat tours along the river, offering scenic views and a relaxing way to experience the region’s natural beauty.
  • Dining Experiences: Indulge in the diverse culinary offerings at restaurants that serve authentic regional flavors, providing a true taste of this destination’s cuisine.

Other Places to Stay in Old Town, FL

Bob's River Place

Old Town Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Ahead: Schedule your visits to local attractions and outdoor adventures to maximize your time and experience the best of what this area offers.
  • Choose a Prime Location: Select cottages that are centrally located or close to key sites to enjoy easy access and more leisure time during your stay.
  • Embrace Local Flavors: Take advantage of nearby dining options to savor regional cuisines and immerse yourself in the area's culinary culture.
  • Explore on Foot or Bike: Opt for accommodations within walking distance of popular spots, allowing you to discover hidden gems around every corner with ease.

Transportation Options

  • Rental Cars: Renting a car provides the most flexibility to explore the area at your own pace, with numerous local agencies offering convenient options near Old Town.
  • Trolley Services: The region features charming trolley services that offer an eco-friendly and scenic way to visit key spots within Old Town and its surroundings.
  • Public Buses: Public bus routes connect this destination with nearby neighborhoods, making it easy and affordable to get around without a personal vehicle.
  • Taxi and Rideshare: Taxis and rideshare services are readily available here, providing quick and reliable transportation directly to your cottage or preferred destinations.

Local Customs Options

  • Gullah Culture: Embrace the region's rich Gullah heritage through local storytelling and crafts that reflect the area's unique history.
  • Southern Hospitality: Experience warm welcomes and courteous gestures that are a hallmark of this welcoming destination.
  • Seafood Traditions: Enjoy the locally celebrated seafood cuisine, often prepared using time-honored recipes passed down through generations.
  • Community Festivals: Participate in lively events and festivals that showcase the area's vibrant local customs and cultural expressions.

Frequently Asked Questions About Old Town Rental Cottages

2. How many Cottages are available in Old Town?

Currently, the total number of properties listed by RBO in 2026 is over 7 in the Old Town area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Old Town. 

3. What is the cancellation policy for cottages in this area?

The cancellation policy varies by listing, so it’s important to review the specific terms outlined on the property’s detail page. For detailed information, please contact the property owner directly.

4. Are there any specific check-in and check-out times I should be aware of?

Check-in and check-out times are set by each cottage owner. Details are provided in the listing, and you can confirm these times with the host prior to your arrival.

5. How do I secure my booking for a cottage here?

Booking processes are managed directly through the listing platform, where you'll follow the instructions for confirmation. Contact the owner if you need assistance with your reservation.

6. Is there a minimum stay requirement for cottages in this region?

Minimum stay requirements vary depending on the property. Specific details are available within each listing, and you can inquire with the owner for clarification.

7. What amenities are typically included with the cottages in this destination?

Amenities differ from one property to another, but common features include Wi-Fi, parking, and kitchen facilities. To see what’s available, review the individual listing details or contact the owner directly.

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3 Bedrooms 2 Baths 5 Guests 1302.43 ft²
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US $127/Night 7 Nights - US $889
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    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
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US $144/Night 7 Nights - US $1,006
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3 Bedrooms 2 Baths 7 Guests 1679.17 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
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US $261/Night 7 Nights - US $1,825
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US $141/Night 7 Nights - US $987
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US $184/Night 7 Nights - US $1,287
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1 Bedroom 1 Bath 4 Guests
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US $121/Night 7 Nights - US $847
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Exceptional
(10 Reviews)
1 Bedroom 1 Bath 4 Guests
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US $141/Night 7 Nights - US $987

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