Discover Your Perfect Callaway Vacation Homes

Best Vacation Homes in Callaway

Callaway Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Callaway 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 Callaway

When should you plan your Vacation Rentals stay?

Choosing the ideal time to vacation in this destination ensures you experience the region’s best weather, activities, and amenities, making your stay truly memorable and perfectly tailored to your preferences.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the region experiences its warmest weather, making it ideal for enjoying outdoor activities and the beach. This is the most popular time to visit for those seeking lively events and vibrant coastal scenery.

Average Temperature Daytime: high 80s to low 90s °F - Nighttime: mid 70s °F
spring
Spring Break and Early Fall (March to May, September to October)

These shoulder seasons see a surge of visitors looking to escape colder climates or enjoy mild weather, offering a perfect balance of warm days and fewer crowds than peak summer months.

Average Temperature Daytime: mid 70s to mid 80s °F - Nighttime: mid 60s to high 70s °F

Off-Season Highlights

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Late Fall and Winter (November to February)

The cooler months see fewer visitors, providing a quieter and more relaxed environment for travelers seeking tranquility and budget-friendly options in the area.

Average Temperature Daytime: mid 50s to mid 60s °F - Nighttime: high 40s to mid 50s °F
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Early Spring (late February to early March)

Before the busy spring break period, this time offers milder weather and less crowded accommodations, suitable for travelers preferring a peaceful retreat in this coastal region.

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

Weekly Weather Forecast for Callaway

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 grilling with a private barbecue area to make the most of warm weather evenings.
  • Relax by a sparkling swimming pool that offers a refreshing escape during your stay.
  • Take advantage of nearby beach access for sunbathing, swimming, and water activities.
  • Experience outdoor dining spaces perfect for enjoying meals while soaking in the regional scenery.
  • Make use of spacious patios or decks ideal for unwinding after a day exploring this coastal destination.
  • Explore landscaped gardens or green areas surrounding your rental for peaceful outdoor strolls.
  • If available, utilize outdoor sports courts or recreational facilities provided on-site for active leisure.
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Family Activities

  • St. Andrews State Park: You can enjoy a day outdoors exploring pristine beaches, nature trails, and wildlife viewing within this popular state park nearby.
  • Pirate Ship Tours: Embark on a family-friendly pirate ship cruise that offers entertaining entertainment and sightseeing along the beautiful waters here.
  • Gulf World Marine Park: Discover interactive exhibits and marine shows that make learning about sea life fun for everyone in the region.
  • Water Planet: Spend a refreshing day at this water park featuring slides and pools that ensure endless fun for families staying in this destination.
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Adult Activities

  • Golfing at Signal Hill Golf Course: Enjoy a day on the lush greens of this popular golf course, perfect for adults seeking a relaxing yet active experience in the area.
  • Pier Park Entertainment and Shopping: Spend your afternoon exploring shops, dining at local eateries, or catching live entertainment just minutes from your vacation rental in this vibrant destination.
  • Relaxing Spa Experiences: Indulge in rejuvenating treatments at nearby spas that cater to adults looking for wellness and relaxation during their stay here.
  • Fishing Charters along the Gulf Coast: Embark on a fishing adventure with local charters offering inshore and offshore excursions, ideal for those wanting to experience the region's abundant marine life.

Other Places to Stay in Callaway, FL

Callaway Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Ahead: Take advantage of this area's beautiful surroundings by scheduling outdoor activities early to enjoy the pleasant weather and avoid peak times.
  • Choose the Right Vacation Rentals: Opt for properties close to key attractions and amenities in the region to maximize your comfort and convenience during your stay.
  • Explore Local Dining Options: Savor the region’s fresh seafood and regional cuisine at nearby restaurants to experience the local flavor fully.
  • Make Use of Local Transportation: Utilize available transportation options or rent a vehicle to easily explore all corners of this destination without hassle.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers the most flexibility to explore the region at your own pace, especially when staying in nearby vacation rentals.
  • Shuttle Services: Local shuttle services provide convenient transportation within the area, making it easy to reach beaches, shopping centers, and dining options from your vacation rental.
  • Taxis and Rideshare: Taxis and rideshare apps like Uber and Lyft are readily available for quick, reliable trips around this popular destination.
  • Bicycle Rentals: Biking is a great eco-friendly way to enjoy the scenic views here, with several bike rental shops offering bikes suitable for all ages near your vacation stay.

Local Customs Options

  • Southern Hospitality: Locals here take pride in their warm and welcoming demeanor, making visitors feel at home from the moment they arrive.
  • Seafood Traditions: Fresh seafood is a cornerstone of the area's culture, with many enjoying local fish fries and seafood festivals that celebrate the region’s coastal bounty.
  • Community Events: Participating in seasonal festivals and parades offers a glimpse into the region’s vibrant community spirit and local customs.
  • Respect for Nature: With its proximity to beaches and wildlife areas, residents actively participate in conservation efforts and outdoor traditions that preserve this destination’s natural beauty.

Callaway Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Callaway?

There are 7 vacation rentals with private pools near Callaway. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Callaway are best for families?

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

4. How many Rentbyowner vacation rentals are available in Callaway?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 165 in the Callaway 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 Callaway. 

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

The cancellation policy varies by individual property, so it is best to review the specific listing details or contact the host directly to understand the terms and any potential fees associated with cancellations.

6. How do I confirm my booking at a vacation rental here?

Booking confirmation typically occurs after completing the reservation process on the listing page. Be sure to check your email for confirmation details or contact the property owner if you need further verification.

7. Are there any additional fees I should be aware of when booking?

Additional fees such as cleaning, service charges, or taxes are often listed in the property details. For clarity, review the total cost summary during checkout or inquire with the owner about any extra charges.

8. Can I modify or cancel my reservation once booked?

Modifications or cancellations depend on the property's policies. You should review the specific rules outlined in the listing or get in touch with the host to discuss possible changes or cancellations.

9. What amenities are included in the vacation rentals in this region?

Amenities vary between properties, but you can find detailed information in each listing. If you have special requirements, contact the host beforehand to confirm availability and ensure a comfortable stay.