Discover Your Perfect Caloosa Vacation Homes

Caloosa Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Caloosa 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 Caloosa

When should you plan your Vacation Rentals stay?

Knowing the best time to visit here can help you make the most of your stay, whether you're seeking warm weather, off-peak rates, or seasonal events in this inviting destination.

Peak Season Highlights

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Winter (December to February)

During the winter months, you can enjoy mild weather and pleasant temperatures, making it an ideal time for outdoor activities in the area.

Average Temperature Daytime: Mid 70s°F - Nighttime: Low 50s°F
spring
Spring (March to May)

Spring offers warm, comfortable days perfect for exploring and relaxing at your vacation rentals while avoiding the peak tourist crowds.

Average Temperature Daytime: High 70s to mid 80s°F - Nighttime: Mid 50s to low 60s°F

Off-Season Highlights

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Summer (June to August)

Summer sees higher temperatures and humidity, making it a quieter period for those seeking a more relaxed experience at their accommodations.

Average Temperature Daytime: High 80s to low 90s°F - Nighttime: Mid 70s°F
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Fall (September to November)

In fall, the region experiences cooler weather and less tourist activity, providing a peaceful setting for your stay with comfortable daytime temperatures.

Average Temperature Daytime: Mid 70s to low 80s°F - Nighttime: Low 50s to mid 60s°F

Weekly Weather Forecast for Caloosa

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 lounging with a private patio or deck to relax and soak up the Florida sunshine.
  • Many properties feature a refreshing swimming pool for cooling off during warm days in the region.
  • Experience outdoor dining with a fully equipped barbecue area or outdoor kitchen setup.
  • Take advantage of landscaped gardens or lush yard spaces for leisurely strolls or activities.
  • Some rentals offer access to tennis courts or pickleball courts for active outdoor recreation.
  • Benefit from shaded areas such as pergolas or covered patios, perfect for relaxing outdoors.
  • Many properties include outdoor lighting to enjoy evening gatherings in the inviting ambiance of this destination.
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Family Activities

  • Sun City Center Community Park: Enjoy a family picnic or outdoor games at this popular local park offering plenty of open space and recreational facilities.
  • Little Manatee River State Park: Explore nature through scenic hiking trails, birdwatching, and peaceful waterways perfect for kayaking and canoeing here.
  • Jones Family Park: Spend quality time with the family in a relaxed setting featuring playgrounds, walking paths, and sports fields close to your vacation rental.
  • SouthShore Falls Splash Pad and Playground: Cool off and have fun at this nearby splash pad and playground, ideal for children to enjoy a day of water play while visiting this area.
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Adult Activities

  • Golfing at the local courses: Enjoy a relaxing day on the greens of nearby golf courses that offer scenic views and challenging play for all skill levels.
  • Exploring nature parks: Discover the region’s natural beauty through serene walks and wildlife viewing opportunities in the area's well-maintained parks.
  • Visiting community centers: Engage in various adult-focused activities, classes, or social events designed to foster community connection here.
  • Dining at local restaurants: Savor delicious cuisine at the area's diverse eateries, perfect for experiencing regional flavors during your stay.

Other Places to Stay in Caloosa, FL

Caloosa Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Recreation: Take advantage of the numerous golf courses, parks, and outdoor activities available nearby to immerse yourself in the region’s vibrant leisure scene.
  • Visit Community Events: Check out local events or seasonal festivals in the area to experience the authentic atmosphere and connect with residents.
  • Plan Convenient Excursions: Use your vacation rental as a central base for easy day trips to popular nearby destinations within the region.
  • Enjoy Comfort & Amenities: Select a well-equipped vacation rental that offers modern amenities to enhance your stay and provide a relaxing retreat after exploring the area.

Transportation Options

  • Personal Vehicle: Having your own car offers the most flexibility for exploring this area and accessing nearby amenities with ease.
  • Local Bus Service: Public transportation via bus provides a budget-friendly way to travel around the region without the hassle of parking.
  • Rideshare Services: Rideshare options like Uber and Lyft are widely available here, offering convenient transportation directly to your vacation rental or local attractions.
  • Taxis: Traditional taxi services are accessible in the region, providing a reliable means to navigate the area comfortably and efficiently.

Local Customs Options

  • Southern Hospitality: Expect a warm welcome and friendly greetings that embody the gracious spirit of this region, making your stay in Caloosa truly inviting.
  • Respect for Nature: Locals here value outdoor preservation and environmental friendliness, so be mindful of natural surroundings during your visit.
  • Community Events: Participating in local gatherings, such as neighborhood festivals or seasonal celebrations, allows you to experience the area's vibrant social customs firsthand.
  • Quiet Lifestyle: The region cherishes a peaceful atmosphere, encouraging visitors to enjoy a relaxed pace and respectful silence around residential areas.

Frequently Asked Questions About Caloosa?

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

There are 2 vacation rentals with private pools near Caloosa. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 89 in the Caloosa 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 Caloosa. 

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

Cancellation policies vary depending on the specific property listing. It’s best to review the cancellation terms outlined in the rental agreement or contact the property owner directly for detailed information.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits may apply and will be specified during the booking process or on the listing details. Always review the total cost before finalizing your reservation.

7. How do I confirm my booking and what is required upon check-in?

You can confirm your reservation through the booking platform by following the provided instructions. Check-in procedures, including any access codes or key arrangements, are typically communicated by the property owner prior to your arrival.

8. Can I modify or extend my stay at a vacation rental in this area?

Modifications or extensions depend on the property's availability and the owner's approval. It’s recommended to contact the host directly as soon as possible to discuss your plans.

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

Most listings include essential amenities such as Wi-Fi, parking, and kitchen facilities. For specific features like pools, laundry, or pet-friendly options, refer to the individual property details or contact the owner directly.