Old Town Cottage Rentals
Cottage
10.0(183 Reviews)
2 Bedrooms
2 Baths
6 Guests
1545 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $438/Night
7 Nights - US $3,068
House
10.0(10 Reviews)
3 Bedrooms
2 Baths
8 Guests
1097.92 ft²
- Fireplace/Heating
Parking
Air Conditioner
Internet
US $144/Night
7 Nights - US $1,008
Cottage
8.6(4 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Fireplace/Heating
- Ocean View
View
US $68/Night
7 Nights - US $475
Cottage
10.0(159 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
US $264/Night
7 Nights - US $1,848
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
764.24 ft²
- Fireplace/Heating
Pool- View
Pet Friendly
US $281/Night
7 Nights - US $1,966
Cottage
10.0(139 Reviews)
2 Bedrooms
1 Bath
2 Guests
950 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $383/Night
7 Nights - US $2,682
House
10.0(1 Review)
4 Bedrooms
3 Baths
11 Guests
2303.48 ft²
Spa- Fireplace/Heating
- View
- Pet Friendly
US $788/Night
7 Nights - US $5,514
Cottage
10.0(134 Reviews)
1 Bedroom
1 Bath
2 Guests
551 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $177/Night
7 Nights - US $1,242
House
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
764.24 ft²
- Fireplace/Heating
- Pool
- View
- Pet Friendly
US $294/Night
7 Nights - US $2,055
Cottage
10.0(127 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $283/Night
7 Nights - US $1,983
House
10.0(1 Review)
1 Bedroom
1 Bath
6 Guests
1001.04 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $336/Night
7 Nights - US $2,352
Cottage
10.0(91 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $182/Night
7 Nights - US $1,271
Why Choose Rent By Owner for your Old Town Cottage Rentals?
What makes our Cottage Rentals 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.
Weekly Weather Forecast for Old Town
How to Book Your Old Town Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. 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 Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals 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
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 Cottage Rentals Frequently Asked Questions
1. What are the top Cottages 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 Cottages in Old Town:
- “Wicked Easy” walk downtown - 16 Carrera St - Enjoy one house living
- Charming 3BR/2BA Artisan Cottage, Heart of St. Augustine
- Splendor on the Lake, 1928 Cottage-Walk Everywhere
- Vilano Beach Cottage, 1/2 block to Surfside Beach. Historic Capo Cottage
- Flagler Cottage: In Historic Downtown : Includes off-street parking for 2 Cars.
- Charming cottage with AC in St. Augustine - 3 bedrooms available
- A Charming Uptown St Augustine Cottage
- Huge charming home - 5 min to historic downtown and beach! Quiet neighborhood.
- 1920's Cottage by the Coast — 5 minutes from downtown
- 4bed, 2bath on Iconic Magnolia Ave-walking distance to shops and restaurants!
2. How many Cottages are available in Old Town?
Currently, the total number of properties listed by RBO in 2026 is over 148 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.
More Rentals You May Like Near Old Town
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
979.52 ft²
- Parking
- Internet
Child Friendly
Wheelchair Accessible
US $313/Night
7 Nights - US $2,191
Cottage
10.0(74 Reviews)
2 Bedrooms
1 Bath
5 Guests
850 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $240/Night
7 Nights - US $1,678
Cottage
10.0(43 Reviews)
1 Bedroom
1 Bath
4 Guests
832 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $202/Night
7 Nights - US $1,415
Cottage
10.0(41 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $170/Night
7 Nights - US $1,191
Cottage
10.0(40 Reviews)
2 Bedrooms
2 Baths
6 Guests
1521 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $291/Night
7 Nights - US $2,037
Cottage
10.0(32 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $276/Night
7 Nights - US $1,931
Cottage
10.0(28 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $175/Night
7 Nights - US $1,223
Cottage
10.0(14 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $265/Night
7 Nights - US $1,858
Cottage
10.0(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $250/Night
7 Nights - US $1,748
Cottage
10.0(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $215/Night
7 Nights - US $1,507
Cottage
10.0(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $344/Night
7 Nights - US $2,407
Cottage
10.0(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $275/Night
7 Nights - US $1,927
