Discover Your Perfect Old Town Vacation Homes

Best Vacation Homes in Old Town

House
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like-icon10.0
Exceptional
(36 Reviews)
1 Bedroom 1 Bath 4 Guests 419 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£131/Night 7 Nights - £914
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 13 Guests 1786.81 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
£316/Night 7 Nights - £2,212
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Cottage
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£289/Night 7 Nights - £2,021
Cottage
Map-icon
like-icon10.0
Exceptional
(29 Reviews)
2 Bedrooms 2 Baths 4 Guests 1000 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
£153/Night 7 Nights - £1,068
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1205.56 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
£321/Night 7 Nights - £2,247
House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£134/Night 7 Nights - £935
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
2 Bedrooms 2 Baths 5 Guests 1098 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£342/Night 7 Nights - £2,391
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 6 Guests 1500 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£164/Night 7 Nights - £1,149

Old Town Luxury Rentals

House
Map-icon
like-icon8.8
Fabulous
(6 Reviews)
2 Bedrooms 1 Bath 9 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£380/Night 7 Nights - £2,660
Cabin
Map-icon
like-icon9.8
Exceptional
(19 Reviews)
3 Bedrooms 2 Baths 10 Guests 1500 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£343/Night 7 Nights - £2,400
House
Map-icon
like-icon10.0
Exceptional
(24 Reviews)
3 Bedrooms 2 Baths 8 Guests 1200 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£328/Night 7 Nights - £2,293
House
Map-icon
like-icon10.0
Exceptional
(58 Reviews)
3 Bedrooms 2 Baths 9 Guests 1335 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£322/Night 7 Nights - £2,251
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 13 Guests 1787 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£316/Night 7 Nights - £2,214
House
Map-icon
2 Bedrooms 2 Baths 6 Guests 845 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£291/Night 7 Nights - £2,037
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£265/Night 7 Nights - £1,855
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House
Map-icon
3 Bedrooms 2 Baths 6 Guests 1302.43 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£262/Night 7 Nights - £1,833

Old Town Pet Friendly Vacation Rentals

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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 6 Guests 1743.75 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
£240/Night 7 Nights - £1,681
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 6 Guests 1256 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£111/Night 7 Nights - £779
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House
Map-icon
3 Bedrooms 3 Baths 7 Guests 1280.91 ft²
  • View
    View
  • Internet
    Internet
More amenities
£232/Night 7 Nights - £1,625
Cabin
Map-icon
like-icon9.8
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
£105/Night 7 Nights - £736
House
Map-icon
like-icon9.4
Exceptional
(106 Reviews)
2 Bedrooms 1 Bath 4 Guests 900 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£110/Night 7 Nights - £770
Cabin
Map-icon
like-icon9.4
Exceptional
(11 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£90/Night 7 Nights - £632
Cabin
Map-icon
like-icon9.2
Exceptional
(10 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£105/Night 7 Nights - £736
House
Map-icon
like-icon8.6
Fabulous
(13 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
£163/Night 7 Nights - £1,143

Old Town Large Vacation Homes

House
Map-icon
like-icon9.8
Exceptional
(17 Reviews)
4 Bedrooms 3 Baths 12 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
£169/Night 7 Nights - £1,182
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
10 Bedrooms 10 Baths 27 Guests 1788 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
£1,080/Night 7 Nights - £7,557
House
Map-icon
like-icon9.6
Exceptional
(70 Reviews)
4 Bedrooms 4 Baths 13 Guests 2500 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
£509/Night 7 Nights - £3,564
House
Map-icon
4 Bedrooms 2 Baths 10 Guests 1456 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£347/Night 7 Nights - £2,428
House
Map-icon
7 Bedrooms 7 Baths 20 Guests 1788 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
£815/Night 7 Nights - £5,706
House
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
4 Bedrooms 3 Baths 10 Guests 2250 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£293/Night 7 Nights - £2,051
House
Map-icon
like-icon4.8
Average
(63 Reviews)
4 Bedrooms 4 Baths 13 Guests 2500 ft²
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
£316/Night 7 Nights - £2,214
House
Map-icon
like-icon4.8
Average
(62 Reviews)
4 Bedrooms 4 Baths 13 Guests 2500 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
£345/Night 7 Nights - £2,417

Why Choose Rent By Owner for your Old Town Vacation Rental Homes?

What makes our Vacation 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 Vacation Rentals stay?

Choosing the optimal time to vacation here can enhance your experience, as seasonal patterns and local events in this destination often influence the best periods for booking your ideal vacation rentals within the region.

Peak Season Highlights

spring
Spring (March to May)

During spring, the weather here becomes pleasantly warm, making it an ideal time to explore the area's outdoor attractions and enjoy comfortable temperatures throughout the day.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn offers mild weather and fewer crowds, providing a more relaxed experience while still experiencing the vibrant local atmosphere in this destination.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Summer (June to August)

Summertime in the region can be hot and humid, but it also means fewer visitors, which may lead to more affordable accommodation options for your stay.

Average Temperature Daytime: 85°F to 93°F - Nighttime: 70°F to 75°F
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Winter (December to February)

During winter, temperatures tend to be cooler and the area experiences less tourist activity, offering a peaceful retreat with lower prices on vacation rentals.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

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 a private outdoor dining area for alfresco meals amid the scenic surroundings.
  • Make the most of shared or private pools to relax and cool off during your stay.
  • Explore nearby walking or biking paths for outdoor adventures in the region.
  • Take advantage of lush gardens or landscaped yards that provide a peaceful retreat.
  • Utilize outdoor grilling facilities perfect for barbecue gatherings with family or friends.
  • Relax on a spacious patio or veranda that offers a comfortable space to unwind outside.
  • Benefit from shaded areas or pergolas designed for enjoying the fresh air comfortably.
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Family Activities

  • Old Town Heritage Museum: Discover the rich history of the area through engaging exhibits and interactive displays that appeal to children and adults alike.
  • St. Augustine Pirate & Treasure Museum: Experience a fun-filled adventure with family-friendly pirate exhibits and immersive storytelling in this popular attraction within the region.
  • Fountain of Youth Archaeological Park: Explore the legendary site and enjoy walking tours, gardens, and educational programs suited for visitors of all ages in the historic area.
  • Flagler College Historic District: Take a leisurely stroll around the stunning architecture and picturesque campus, offering picturesque photo opportunities and cultural insights for the whole family.
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Adult Activities

  • Historical Walking Tours: Explore the area's rich heritage through guided or self-guided walking tours that reveal its unique architecture and stories.
  • Art Galleries and Studios: Discover local talent and vibrant art scenes by visiting galleries and studios nestled within the historic district.
  • Dining Experiences: Indulge in a variety of culinary delights at restaurants offering regional flavors, perfect for a leisurely meal after sightseeing.
  • Nightlife and Entertainment: Enjoy live music, cozy lounges, and entertainment venues that showcase the lively spirit of this destination after sunset.

Other Places to Stay in Old Town, FL

Old Town Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take the time to enjoy the authentic flavors and unique eateries that showcase the culinary charm of this historic destination.
  • Visit Popular Attractions Early: Arrive at well-known sites early in the day to avoid crowds and make the most of your sightseeing experience.
  • Plan Comfortable Transportation: Arrange reliable transportation options within the area to easily access all the must-see spots during your stay.
  • Stay Near Key Locations: Choose vacation rentals strategically located close to main attractions and amenities for convenience and an enhanced visit.

Transportation Options

  • Local Bus Services: You can easily rely on the area's local bus network for affordable and convenient transportation around Old Town and nearby attractions.
  • Taxi and Rideshare Options: Taxis and rideshare services like Uber provide quick, door-to-door travel, ideal for exploring this destination at your own pace.
  • Car Rentals: Renting a vehicle allows you to explore beyond the immediate vicinity of your vacation rental comfortably and on your schedule.
  • Bicycle Rentals: Embrace the region's scenic streets by renting a bike, giving you an eco-friendly way to discover this part of Florida at your leisure.

Local Customs Options

  • Respect for Local Art and Crafts: Visitors often observe a deep appreciation for handcrafted items, reflecting the area's rich cultural heritage.
  • Traditional Fishing Practices: Engaging with local fishing customs provides insight into the region’s historic livelihoods near here.
  • Community Celebrations: Participating in annual festivals showcases the area's vibrant social traditions and communal spirit.
  • Preservation of Historic Architecture: The dedication to maintaining old buildings highlights a strong sense of local pride and history.

Frequently Asked Questions About Old Town?

2. Which vacation homes in Old Town are best for families?

If you are looking for a family-friendly vacation home in Old Town, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Town:

3. How many Rentbyowner vacation rentals are available in Old Town?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 112 in the Old Town area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Old Town. 

4. What is the cancellation policy for vacation rentals in Old Town, Florida?

Cancellation policies vary by listing, so it’s best to review the specific terms outlined in each property’s details before booking. Contact the owner directly if you need further clarification or assistance.

5. Are pets allowed in vacation rentals in this area?

Pet policies differ between properties, with some welcoming furry friends and others not. Be sure to check each listing’s pet policy section or contact the property owner for confirmation.

6. How do I secure a reservation for a vacation rental in Old Town, Florida?

Reservations are made through the listing platform, where you'll find detailed instructions on booking procedures. You can also reach out to the property owner if you have any special requests or questions.

7. What amenities can I expect in vacation rentals here?

Amenities vary depending on the property, but many rentals offer features suited for comfort and convenience. Review each listing’s amenities section carefully, or contact the owner to inquire about specific needs.

8. What should I know about parking options for vacation rentals in this destination?

Parking arrangements are listed in each property’s details. Some rentals provide private parking, while others may rely on street parking. Always check the parking policies before completing your reservation.

Old Town Top Rated Vacation Rentals

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Hotel
Map-icon
like-icon7.5
Very Good
(47 Reviews)
5 Baths 282.01 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£147/Night 7 Nights - £1,029
Hotel
Map-icon
like-icon7.4
Very Good
(120 Reviews)
1 Bath
  • Parking
    Parking
  • Pool
    Pool
More amenities
£171/Night 7 Nights - £1,195
House
Map-icon
1 Bedroom 1 Bath 3 Guests
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£57/Night 7 Nights - £397