What are the top rated Cottage 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 Cottage Rentals in Old Town: <a href="/property/driftwood-cottage-by-the-sea/HA-321999645" class="class="static-page-link"">Driftwood Cottage by the Sea</a> <a href="/property/wicked-easy-walk-downtown-16-carrera-st-enjoy-one-house-living/HA-121258200" class="class="static-page-link"">“Wicked Easy” walk downtown - 16 Carrera St - Enjoy one house living</a> <a href="/property/historic-gem-modern-comfort-within-walking-distance-to-town/HA-3214231741" class="class="static-page-link"">Historic Gem, Modern Comfort within walking distance to Town.</a> <a href="/property/charming-1-bedroom-cottage-in-historic-downtown-st-augustine/HA-3214511791" class="class="static-page-link"">Charming 1-bedroom cottage in historic downtown St. Augustine</a> <a href="/property/flagler-cottage-in-historic-downtown-includes-off-street-parking-for-2-cars/HA-3213445652" class="class="static-page-link"">Flagler Cottage: In Historic Downtown : Includes off-street parking for 2 Cars.</a> <a href="/property/walk-everywhere-upgraded-historic-cottage-circa-1883/HA-3213450394" class="class="static-page-link"">Walk Everywhere! Upgraded Historic Cottage - circa 1883</a> <a href="/property/pleasant-2-bedroom-cottage-amazing-back-yard-pet-friendly-in-st-augustine/HA-3214798793" class="class="static-page-link"">Pleasant 2-bedroom cottage, Amazing back yard, Pet Friendly in St. Augustine</a> <a href="/property/coastal-cottage-near-winery/HA-3214739830" class="class="static-page-link"">Coastal Cottage near Winery</a> <a href="/property/cobalt-cottage-history-at-your-doorstep/BC-10670998" class="class="static-page-link"">Cobalt Cottage History at your doorstep</a> <a href="/property/cottage-on-iconic-magnolia-ave-walk-to-attractions/HA-14820234837" class="class="static-page-link"">Cottage on Iconic Magnolia Ave-Walk to Attractions!</a>

How much does it cost to rent a cottage in Old Town?

The average cost for a cottage rental in Old Town is $317 per night. Surfsidevacationrental has a wide list of great cottages near Old Town that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Old Town that allow pets?

Yes, here are the top cottage rentals in Old Town that allow you to bring your pet: Boathouse Cottage, Historic District, Private Pier, 1 Block to Trolley & Fort St Augustine Cottage about 1 5 Mi to Historic Dtwn Cozy Casita by Distinctive Beach Rentals Adorable cottage central to everything <a href="/all/usa/florida/st-augustine/old-town" class="class="static-page-link"">See all pet-friendly vacation rentals in Old Town on Surfsidevacationrental</a>

Do you have any rental cottages in Old Town that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Old Town to find one that works for you.

Are there quality cottages in Old Town that have indoor swimming pools?

As of 2026, the data from Surfsidevacationrental shows that there are Over 137 private swimming pools or cottages with indoor pools in the Old Town area along with other great amenities.

Old Town Cottage Rentals By Owner

Boathouse Cottage, Historic District, Private Pier, 1 Block to Trolley & Fort

From US $545

10.0 (177 Reviews)

Cottage

Boathouse Cottage, Historic District, Private Pier, 1 Block to Trolley & Fort

Air Conditioner
Parking
Pet Friendly

Old Town Cottage Rentals & Holiday Homes

Find the best cottages in Old Town - We found 137 exact matches

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