Discover Your Perfect Callahan Vacation Homes

Best Vacation Homes in Callahan

Apartment
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like-icon10.0
Exceptional
(10 Reviews)
1 Bedroom 1 Bath 4 Guests 737 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $181/Night 7 Nights - US $1,266
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House
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like-icon9.0
Exceptional
(2 Reviews)
5 Bedrooms 3 Baths 14 Guests 2701.74 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $218/Night 7 Nights - US $1,528
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Apartment
Map-icon
1 Bedroom 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $685/Night 7 Nights - US $4,795
Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $184/Night 7 Nights - US $1,290
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House
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5 Bedrooms 3 Baths 10 Guests 3024.66 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $352/Night 7 Nights - US $2,464
House
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like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests 800 ft²
US $208/Night 7 Nights - US $1,458
House
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like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 3 Guests 358 ft²
  • Child Friendly
    Child Friendly
US $133/Night 7 Nights - US $928
Cabin
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $182/Night 7 Nights - US $1,274

Callahan Luxury Rentals

New
Other
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4 Bedrooms 3 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $836/Night 7 Nights - US $5,855
House
Map-icon
like-icon9.8
Exceptional
(16 Reviews)
7 Bedrooms 4 Baths 20 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $803/Night 7 Nights - US $5,618
New
Apartment
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2 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $611/Night 7 Nights - US $4,275
Apartment
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3 Bedrooms 2 Baths 8 Guests 1245 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $610/Night 7 Nights - US $4,269
Apartment
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 711 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $496/Night 7 Nights - US $3,471
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 4 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $474/Night 7 Nights - US $3,319
Apartment
Map-icon
3 Bedrooms 2 Baths 8 Guests 1264 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $355/Night 7 Nights - US $2,483
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 3 Baths 10 Guests 3019 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $243/Night 7 Nights - US $1,704

Callahan Pet Friendly Vacation Rentals

New
Apartment
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1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $172/Night 7 Nights - US $1,206
Apartment
Map-icon
1 Bedroom 1 Bath 4 Guests 699.65 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $144/Night 7 Nights - US $1,008
star-icons-4
Hotel
Map-icon
like-icon8.4
Excellent
(1718 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $129/Night 7 Nights - US $906
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $196/Night 7 Nights - US $1,369
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Hotel
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like-icon8.6
Fabulous
(425 Reviews)
1 Bath 306.18 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $130/Night 7 Nights - US $909
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $217/Night 7 Nights - US $1,520
House
Map-icon
like-icon2.0
Average
(1 Review)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $222/Night 7 Nights - US $1,552
New
Apartment
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2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $213/Night 7 Nights - US $1,494

Callahan Large Vacation Homes

Villa
Map-icon
like-icon4.5
Average
(2 Reviews)
4 Bedrooms 3 Baths
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $449/Night 7 Nights - US $3,143
House
Map-icon
5 Bedrooms 4 Baths
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $946/Night 7 Nights - US $6,624
Villa
Map-icon
like-icon2.0
Average
(3 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $61/Night 7 Nights - US $430
Villa
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like-icon2.0
Average
(1 Review)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $57/Night 7 Nights - US $396
Villa
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1 Bedroom 1 Bath
  • Air Conditioner
    Air Conditioner
  • Child Friendly
    Child Friendly
US $120/Night 7 Nights - US $840
Cottage
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
5 Bedrooms 3 Baths 18 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $674/Night 7 Nights - US $4,719
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 10 Guests 1600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $180/Night 7 Nights - US $1,260
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 10 Guests 3019 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $402/Night 7 Nights - US $2,814

Discover & compare premier experiences around Jacksonville

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Callahan 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 Callahan

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation in this destination ensures you experience its local charm at its best, allowing you to enjoy the region's pleasant weather and vibrant atmosphere when booking your ideal vacation rentals.

Peak Season Highlights

spring
Spring (March to May)

Enjoy pleasant weather and blooming scenery, making it an ideal time to explore this destination's natural beauty and outdoor activities.

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

Experience milder temperatures and fewer crowds, perfect for a relaxed getaway while taking advantage of excellent travel deals.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Off-Season Highlights

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Summer (June to August)

While the region experiences hotter temperatures, this is a quieter time to enjoy more affordable vacation rentals and less crowded attractions.

Average Temperature Daytime: 90°F - Nighttime: 70°F
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Winter (December to February)

During the cooler months, you can find tranquil settings and enticing rates, making it a peaceful time to visit this location.

Average Temperature Daytime: 60°F - Nighttime: 40°F

Weekly Weather Forecast for Callahan

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 outdoor dining areas where you can savor meals amidst the natural surroundings of the region.
  • Relax by a private or shared swimming pool, perfect for cooling off during warm Florida days.
  • Take advantage of spacious patios or decks for entertaining family and friends outdoors.
  • Explore landscaped gardens or yard spaces that provide a peaceful retreat in this destination.
  • Make use of covered porches or verandas to unwind while enjoying the fresh air.
  • Utilize outdoor grilling stations to prepare delicious meals using local ingredients.
  • Experience outdoor recreation areas such as sports courts or activity zones, ideal for active guests.
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Family Activities

  • Callahan Nature Trail: Explore this scenic trail that offers family-friendly hiking and wildlife viewing opportunities in a peaceful setting.
  • Fort Caroline National Memorial: Discover the history of early exploration in North Florida while enjoying educational exhibits and outdoor picnic spots.
  • Wildlife Refuge Tours: Participate in guided tours at nearby refuges to observe local bird species and native flora, perfect for nature-loving families.
  • Community Parks and Playgrounds: Spend quality time at local parks with playgrounds, open fields, and picnic areas ideal for picnicking and outdoor recreation.
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Adult Activities

  • Fishing at the St. Marys River: Enjoy a relaxing day casting your line in the nearby river, renowned for its excellent freshwater fishing opportunities.
  • Exploring local parks: Discover the natural beauty of area parks that offer scenic trails and tranquil spots perfect for picnicking and outdoor recreation.
  • Visiting historical sites: Dive into the region’s rich history by exploring storied landmarks that highlight the area's cultural heritage.
  • Golfing experiences: Play a round of golf at nearby courses designed to provide a challenging yet enjoyable experience amid serene surroundings.

Other Places to Stay in Callahan, FL

Callahan Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoor Activities: Take advantage of the region's natural beauty by visiting nearby parks and outdoor spaces to enjoy activities such as hiking, fishing, or picnicking.
  • Plan Your Travel During Off-Peak Seasons: Visiting during less busy times can offer a more relaxed experience and better availability for your preferred vacation rentals in the area.
  • Discover Authentic Local Cuisine: Savor regional flavors by dining at local eateries or preparing fresh ingredients from area markets in your vacation rental kitchen.
  • Stay Close to Key Attractions: Choose a centrally located property to maximize your time exploring the region’s scenic spots and cultural sites without lengthy commutes.

Transportation Options

  • Callahan Transportation Services: Explore local shuttle and taxi options that provide convenient access to various points within the area and surrounding attractions.
  • Regional Bus Lines: Utilize regional bus services connecting here to major cities and transportation hubs in northeastern Florida, offering budget-friendly travel options.
  • Rental Car Agencies: Choose from several car rental providers nearby for flexible, self-paced exploration of the region at your own convenience.
  • Proximity to Jacksonville International Airport: Easily reach this major airport just a short drive away, providing domestic and international flight options for your trip.

Local Customs Options

  • Southern Hospitality: Visitors often experience the warm and welcoming attitude that embodies the region's friendly community spirit.
  • Participating in local events like seasonal festivals reflects the area's rich tradition of community gatherings and cultural festivities.
  • Respect for Nature: The natural surroundings here promote a strong appreciation for outdoor customs, including conservation efforts and outdoor recreation etiquette.
  • Historical Acknowledgment: Appreciating the area's history through local museums and historical markers enhances your understanding of this destination’s roots.

Callahan Vacation Rental Frequently Asked Questions

2. Which vacation homes in Callahan are best for families?

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

3. How many Rentbyowner vacation rentals are available in Callahan?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 91 in the Callahan 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 Callahan. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property. It is recommended to carefully review the specific listing details or contact the property owner directly to understand the terms and any applicable fees for your desired dates.

5. Are there any additional fees I should be aware of when booking vacation rentals here?

Additional fees such as cleaning, service charges, or taxes may apply and are specified in each listing. Be sure to read the detailed description or reach out to the host for clarity before confirming your reservation.

6. How do I know if a vacation rental is available for my travel dates?

Availability is shown on each listing's calendar page. For precise information, you can inquire directly with the property owner to confirm availability on your preferred travel dates.

7. Can I get a late check-in or early check-out in this destination?

Late check-in or early check-out options depend on the individual property. Contact the host ahead of time to discuss your arrival or departure times and see if they can accommodate your request.

8. What amenities are typically included in vacation rentals in this region?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. For specific amenities, refer to the listing description or contact the host directly to ensure your needs are met.

Callahan Top Rated Vacation Rentals

House
Map-icon
like-icon9.8
Exceptional
(115 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $198/Night 7 Nights - US $1,389
Hotel
Map-icon
like-icon9.0
Exceptional
(1007 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $111/Night 7 Nights - US $776
Hotel
Map-icon
like-icon8.6
Fabulous
(798 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $131/Night 7 Nights - US $914
Hotel
Map-icon
like-icon8.2
Excellent
(710 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $100/Night 7 Nights - US $697
Hotel
Map-icon
like-icon8.2
Excellent
(253 Reviews)
1 Bath 3358.34 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $184/Night 7 Nights - US $1,285
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Hotel
Map-icon
like-icon8.2
Excellent
(232 Reviews)
6 Baths 290.63 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $111/Night 7 Nights - US $777
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Hotel
Map-icon
like-icon8.1
Excellent
(708 Reviews)
1 Bath 477.75 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $123/Night 7 Nights - US $864
Hotel
Map-icon
like-icon7.6
Very Good
(1199 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $88/Night 7 Nights - US $619