Discover Your Perfect Clearwater Vacation Homes

Best Vacation Homes in Clearwater

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9.4 (5 Reviews)
House
  • Pet Friendly
  • Pool
  • Wheelchair Accessible

Clearwater Luxury Rentals

Clearwater Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Clearwater 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 Clearwater

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can greatly enhance your experience, so consider planning your stay during the most favorable seasons when the weather and local events align to create a memorable getaway in this charming region.

Peak Season Highlights

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Summer (June to August)

During the warm summer months, you’ll experience ideal weather for enjoying the region's outdoor activities and beaches. This is the busiest time when vacation rentals are in high demand.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: about 65°F (18°C)
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Fall (September to November)

Early fall offers pleasant temperatures and fewer crowds, making it a popular period for travelers seeking a more relaxed experience while still enjoying the area's natural beauty.

Average Temperature Daytime: varies from 70°F to 80°F (21°C to 27°C) - Nighttime: around 55°F (13°C)

Off-Season Highlights

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Winter (December to February)

The winter months see a slowdown in visitors, providing a quieter environment perfect for those looking to avoid the busy season. The weather remains mild compared to northern destinations.

Average Temperature Daytime: around 50°F (10°C) - Nighttime: about 40°F (4°C)
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Spring (March to May)

In early spring, the area begins to bloom with fewer tourists, offering a peaceful setting for your getaway while still enjoying comfortable weather.

Average Temperature Daytime: ranging from 60°F to 70°F (16°C to 21°C) - Nighttime: around 45°F (7°C)

Weekly Weather Forecast for Clearwater

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 fully equipped barbecue area for memorable cookouts.
  • Take advantage of spacious patios or decks perfect for relaxing and entertaining.
  • Make the most of scenic views from private balconies or verandas overlooking the region.
  • Benefit from access to well-maintained swimming pools for refreshing dips during your stay.
  • Stretch out in landscaped gardens or green spaces designed for outdoor leisure.
  • Utilize dedicated parking areas with outdoor lighting for convenient arrivals and departures.
  • Explore nearby walking or biking trails that showcase the natural beauty of this destination.
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Family Activities

  • Visit the Delaware Seashore State Park: Enjoy a family day exploring the expansive beaches and natural beauty that make this area a top outdoor destination for all ages.
  • Discover the North Beach Boardwalk: Stroll along the scenic boardwalk, where you can find charming shops, casual eateries, and fun activities suitable for every family member.
  • Enjoy the Ocean City Beach: Relax on the soft sands and build unforgettable memories with swimming, sunbathing, and beach games at one of the region’s most popular spots.
  • Explore the Assateague Island National Seashore: Experience wildlife viewing and nature walks on this protected island, offering adventures perfect for curious kids and nature-loving families.
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Adult Activities

  • Relax at the Frankford Beach and enjoy the tranquil coastal scenery: This activity offers a peaceful escape where you can unwind and soak up the sun along the region's picturesque shoreline.
  • Discover local history at the Delaware Agricultural Museum and Village: Dive into the area's rich farming heritage through engaging exhibits and historical displays perfect for an enriching day out.
  • Explore the scenic trails of Trap Pond State Park: The park provides opportunities for hiking, birdwatching, and enjoying the natural beauty that surrounds this destination.
  • Savor gourmet cuisine at local eateries in the heart of the area: Indulge in delicious regional specialties at restaurants renowned for their fresh ingredients and inviting atmosphere.

Clearwater Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take advantage of the region's charming spots to get a true taste of the area's unique character while staying in your vacation rentals.
  • Plan Outdoor Activities: Make the most of the pleasant climate by engaging in outdoor pursuits like beach walks or exploring nearby parks, all easily accessible from your accommodation.
  • Sample Regional Cuisine: Dive into the local culinary scene by visiting nearby eateries, enhancing your stay with authentic flavors exclusive to this destination.
  • Utilize Convenient Transportation: Use local transit options or rental services to navigate the area smoothly and access popular sites with ease during your visit.

Transportation Options

  • Florida's Central Florida Transit System: This regional bus service offers convenient transportation options to explore the local area and visit nearby attractions with ease.
  • Local Taxi Services: Reliable taxi companies operate throughout here, providing quick and direct transportation for your travel needs within the region.
  • Rental Car Agencies: Major rental car providers are available in the area, giving you the flexibility to explore at your own pace and visit destinations beyond this destination.
  • Private Shuttle Services: Pre-arranged shuttle options serve travelers looking for comfortable and hassle-free transfers between airports, accommodations, and local sites.

Local Customs Options

  • Southern Hospitality: Visitors often notice the warm and welcoming attitude that reflects the region's tradition of Southern hospitality, making your stay here feel like a true coastal retreat.
  • When enjoying local dining experiences, it’s customary to appreciate the area’s fresh seafood with respectful dining manners that highlight the region’s culinary heritage.
  • The community tends to start their day early, so experiencing sunrise activities or local markets in the morning will help you embrace the area's relaxed pace.
  • Participating in seasonal festivals or local events offers an authentic look into the regional customs and a chance to connect with friendly residents during your stay here.

Frequently Asked Questions About Clearwater?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 37 in the Clearwater 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 Clearwater. 

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

Cancellation policies vary by property. To find specific details, please review the listing’s cancellation terms or contact the property owner directly before booking.

5. Are there any additional fees I should be aware of when booking a rental in this region?

Additional fees such as cleaning fees, service charges, or taxes are often specified in the listing. Check the property details or reach out to the owner for clarity on all costs involved.

6. How do I confirm my reservation and what is required upon arrival?

Reservations are confirmed once you complete the booking process and receive confirmation from the host. Arrival requirements, including check-in instructions, are provided by the property owner and should be reviewed prior to your stay.

7. Can I make special requests or request additional amenities during my stay?

Special requests or additional amenities can typically be arranged by contacting the host before your arrival. Be sure to communicate your needs early to ensure their availability.

8. What should I do if I need to cancel or modify my booking in this destination?

To cancel or modify your reservation, consult the listing’s cancellation and modification policies. Contact the property owner directly if you require assistance or have specific circumstances.