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  3. Chiefland
  4. Old Town
  5. Oceanfront Vacation Rentals

Old Town Oceanfront Vacation Rentals

10.0
Exceptional
(25 Reviews)
1000 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $154/Night For 7 Nights US $1,078
9.6
Exceptional
(8 Reviews)
1302.43 ft² 5 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $127/Night For 7 Nights US $889
10.0
Exceptional
(16 Reviews)
1500 ft² 7 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $253/Night For 7 Nights US $1,771
6.6
Good
(7 Reviews)
282.01 ft² 5 Bathrooms
Hotel
  • Oceanfront
  • Spa
  • Pool
US $197/Night For 7 Nights US $1,380
9.8
Exceptional
(15 Reviews)
12 Guests 4 Bedrooms 3 Bathrooms
Ocean View Other
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $226/Night For 7 Nights US $1,584
9.8
Exceptional
(18 Reviews)
1000 ft² 6 Guests 3 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $200/Night For 7 Nights US $1,400
New
1456 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $465/Night For 7 Nights US $3,255
5.0
Average
(15 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Spa
  • Fireplace/Heating
  • Ocean View
US $233/Night For 7 Nights US $1,631
10.0
Exceptional
(34 Reviews)
419 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $112/Night For 7 Nights US $781
10.0
Exceptional
(1 Review)
1194.79 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Parking
  • Internet
US $430/Night For 7 Nights US $3,012
10.0
Exceptional
(1 Review)
1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $390/Night For 7 Nights US $2,733
10.0
Exceptional
(16 Reviews)
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $161/Night For 7 Nights US $1,125

Why Choose Rent By Owner for your Old Town Oceanfront Vacation Rentals?

What makes our Oceanfront 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 Oceanfront Vacation Rentals stay?

Choosing the optimal time to visit this destination can enhance your experience and ensure you find the perfect oceanfront rentals, as weather patterns and seasonal events in the area influence the best periods for a relaxing getaway here.

Peak Season Highlights

spring
Spring (March - May)

During spring, you can enjoy mild temperatures with vibrant surroundings, making it an ideal time to experience the area's natural beauty and outdoor activities.

Average Temperature Daytime: 75°F - Nighttime: 60°F
winter
Winter Holidays (December - February)

The winter holidays bring cooler weather with fewer crowds, offering a peaceful retreat while still benefiting from pleasant oceanfront views.

Average Temperature Daytime: 68°F - Nighttime: 50°F

Off-Season Highlights

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Summer (June - August)

In summer, hotter temperatures and increased tourist activity make it a lively season, perfect for beachgoers seeking warm oceanfront experiences.

Average Temperature Daytime: 88°F - Nighttime: 70°F
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Fall (September - November)

During fall, the region experiences milder weather with fewer visitors, ideal for those looking for more relaxed oceanfront stays.

Average Temperature Daytime: 80°F - Nighttime: 58°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 patio or deck where you can relax and take in the ocean views.
  • Take advantage of outdoor dining areas perfect for meals with a scenic backdrop of the region’s coastal beauty.
  • Make use of well-maintained BBQ grills to prepare delicious meals while enjoying the fresh sea breeze.
  • Unwind in a spacious yard or garden area that offers ample space for outdoor activities or simply soaking up the sun.
  • Access nearby sandy beaches, providing the ideal spot for swimming, sunbathing, or beachcombing.
  • Utilize outdoor showers to rinse off after a day spent at the beach or exploring the area.
  • Benefit from on-site parking options dedicated to your convenience during your stay in this charming coastal destination.
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Family Activities

  • St. Augustine Pirate & Treasure Museum Dive into the region's rich maritime history with interactive exhibits that captivate children and adults alike, making it a fun educational experience for your family.
  • Old Town Trolley Tours Hop aboard a guided trolley tour to explore the area's historic landmarks and scenic streets, offering a convenient way for families to discover the destination’s charm.
  • Fountain of Youth Archaeological Park Discover the legendary fountain while exploring historic sites and gardens that provide both entertainment and insight into the area’s fascinating past.
  • Castillo de San Marcos National Monument Visit this iconic fortress to learn about the region’s colonial history through engaging tours and reenactments suitable for all ages.
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Adult Activities

  • Historic Walking Tours: Explore the charming streets and historic landmarks of this destination to immerse yourself in its rich local heritage.
  • Local Art Galleries: Visit the area's vibrant art scene by browsing galleries that showcase regional artists and unique pieces.
  • Fine Dining Experiences: Indulge in the region's culinary offerings at renowned restaurants that serve fresh, locally-sourced ingredients.
  • Nightlife & Entertainment: Enjoy the lively atmosphere through bars, live music venues, and entertainment options that highlight the area's vibrant culture.

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 Visit During Off-Peak Seasons: Scheduling your stay outside the busiest months allows you to enjoy a more relaxed atmosphere and better access to local attractions in the area.
  • Explore Local Dining Options: Take advantage of the region’s seafood and regional cuisine by trying nearby restaurants or seaside cafes for authentic flavors.
  • Make Use of Beachfront Activities: Take full advantage of the oceanfront setting by engaging in water sports, beachcombing, or simply relaxing on the sandy shores.
  • Choose a Prime Oceanfront Rental: Selecting well-located accommodations with direct access to the water ensures a more memorable and convenient experience during your stay in this destination.

Transportation Options

  • Personal Vehicles: Renting a car offers the flexibility to explore the area at your own pace, especially when staying in oceanfront rentals near Old Town's scenic sights.
  • Local Trolleys and Buses: Public transportation options like local trolleys and buses provide an affordable and convenient way to get around this destination and access nearby attractions.
  • Taxi and Rideshare Services: Taxis and rideshare options such as Uber or Lyft are available for quick, convenient trips within the region, ideal for spontaneous outings from your oceanfront rental.
  • Bicycle Rentals: Cycling is a popular way to enjoy the area's charm, offering an eco-friendly and leisurely means of exploring the neighborhood and its surroundings.

Local Customs Options

  • Gullah Culture: Embracing the area's rich Gullah heritage, locals often celebrate traditional storytelling, crafts, and cuisine that reflect their African American roots.
  • Sea Turtle Conservation: Respect for marine life is common, with community efforts focused on protecting nesting sites and supporting sustainable practices along the coast.
  • Local Seafood Traditions: Fresh seafood plays a central role in daily life here, with many enjoying local culinary customs like shrimping and fishing that are integral to the region's identity.
  • Festivals and Parades: Participating in vibrant festivals and parades showcases the area's lively spirit, highlighting its history, music, and cultural pride throughout the year.

Old Town Oceanfront Vacation Rentals Frequently Asked Questions

2. How many Oceanfront Rentals are available in Old Town?

Currently, the total number of properties listed by RBO in 2026 is over 8 in the Old Town area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Oceanfront Rentals in Old Town. 

3. What is the cancellation policy for oceanfront rentals in Old Town, Florida?

Cancellation policies vary depending on the individual owner or property listing. To understand the specific terms, please review the cancellation details on the listing or contact the property owner directly before booking.

4. Are there any additional fees or charges when booking oceanfront rentals in this area?

Additional fees such as cleaning fees, security deposits, or service charges are typically outlined in the listing. Review the detailed description and reach out to the owner if you have questions about extra costs.

5. How do I confirm my reservation for oceanfront accommodations in Old Town, Florida?

Reservations are confirmed once you complete the booking process on the site and receive a confirmation email from the owner or listing platform. Ensure all required information is provided for a smooth confirmation.

6. Is it possible to modify or cancel my booking for an oceanfront rental in the region?

Modification and cancellation options depend on the property's individual policies. Check the listing details or contact the owner directly if you need to make changes to your reservation.

7. What amenities are included in oceanfront rentals here, and how can I find out more?

Amenities vary by property. For specific features available during your stay, refer to the detailed listing description or contact the property owner to ensure your needs are met.

More Rentals You May Like Near Old Town

New
850.35 ft² 6 Guests 1 Bedroom 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Balcony/Terrace
  • Parking
US $223/Night For 7 Nights US $1,559
10.0
Exceptional
(8 Reviews)
1120 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $269/Night For 7 Nights US $1,882
9.8
Exceptional
(53 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $179/Night For 7 Nights US $1,255
9.8
Exceptional
(7 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Pet Friendly
  • Kitchen
  • Air Conditioner
US $141/Night For 7 Nights US $987
9.6
Exceptional
(4 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $119/Night For 7 Nights US $833
9.4
Exceptional
(96 Reviews)
900 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $105/Night For 7 Nights US $734
9.4
Exceptional
(11 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
US $121/Night For 7 Nights US $847
9.4
Exceptional
(9 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $141/Night For 7 Nights US $987
8.8
Fabulous
(6 Reviews)
9 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $506/Night For 7 Nights US $3,542
8.6
Fabulous
(4 Reviews)
200 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $92/Night For 7 Nights US $641
8.0
Excellent
(5 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $135/Night For 7 Nights US $942
New
845 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $388/Night For 7 Nights US $2,717