Discover Your Perfect Clearwater Beach Vacation Homes

Best Vacation Homes in Clearwater Beach

10.0
Exceptional
(1 Review)
9 Guests 3 Bedrooms 3 Bathrooms
Group Friendly Condo
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R10,471/Night For 7 Nights R73,301
10.0
Exceptional
(5 Reviews)
1851.39 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Private Beach
  • Oceanfront
  • Hot Tub
R6,783/Night For 7 Nights R47,484
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat Condo
R5,460/Night For 7 Nights R38,217
New
4000 ft² 20 Guests 7 Bedrooms 9 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
R44,782/Night For 7 Nights R313,470
10.0
Exceptional
(4 Reviews)
1808.34 ft² 8 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • View
R6,983/Night For 7 Nights R48,884
New
220 ft² 14 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R19,567/Night For 7 Nights R136,968
New
6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Pool
  • Ocean View
R6,924/Night For 7 Nights R48,467
New
4 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Oceanfront
  • Pool
  • Ocean View
R5,773/Night For 7 Nights R40,417

Clearwater Beach Luxury Rentals

New
1 Bedroom 1 Bathroom
Ocean View House
  • Ocean View
  • Balcony/Terrace
  • View
R143,385/Night For 7 Nights R1,003,694
New
6522.93 ft² 28 Guests 12 Bedrooms 13 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
R76,600/Night For 7 Nights R536,206
New
1 Bedroom 1 Bathroom
Ocean View House
  • Ocean View
  • Balcony/Terrace
  • View
R74,497/Night For 7 Nights R521,472
New
6522.93 ft² 28 Guests 12 Bedrooms 13 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
R62,977/Night For 7 Nights R440,838
New
4294.8 ft² 19 Guests 1 Bedroom 7 Bathrooms
House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R61,694/Night For 7 Nights R431,855
New
495.14 ft² 30 Guests 10 Bedrooms 9 Bathrooms
Free Cancellation House
  • Private Beach
  • Oceanfront
  • Fireplace/Heating
R58,317/Night For 7 Nights R408,221
New
4294.8 ft² 18 Guests 6 Bedrooms 6 Bathrooms
House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R54,928/Night For 7 Nights R384,488
New
4294.8 ft² 18 Guests 6 Bedrooms 6 Bathrooms
House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R54,928/Night For 7 Nights R384,488

Clearwater Beach Pet Friendly Vacation Rentals

10.0
Exceptional
(152 Reviews)
475 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R5,926/Night For 7 Nights R41,484
10.0
Exceptional
(3 Reviews)
914.93 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R5,333/Night For 7 Nights R37,334
10.0
Exceptional
(2 Reviews)
16 Guests 6 Bedrooms 7 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
R34,964/Night For 7 Nights R244,753
10.0
Exceptional
(122 Reviews)
1100 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R9,697/Night For 7 Nights R67,884
10.0
Exceptional
(2 Reviews)
2551.05 ft² 8 Guests 3 Bedrooms 3 Bathrooms
House
  • Oceanfront
  • Pool
  • Ocean View
R10,467/Night For 7 Nights R73,267
10.0
Exceptional
(17 Reviews)
1460 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R3,577/Night For 7 Nights R25,034
10.0
Exceptional
(16 Reviews)
1964 ft² 6 Guests 2 Bedrooms 3 Bathrooms
Ocean View Condo
  • Private Pool
  • Hot Tub
  • Spa
R9,438/Night For 7 Nights R66,067
10.0
Exceptional
(13 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R3,874/Night For 7 Nights R27,117

Clearwater Beach Large Vacation Homes

10.0
Exceptional
(9 Reviews)
2500 ft² 6 Guests 1 Bedroom 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
R11,508/Night For 7 Nights R80,568
10.0
Exceptional
(2 Reviews)
1797.57 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
R8,783/Night For 7 Nights R61,484
9.8
Exceptional
(17 Reviews)
1400 ft² 10 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R8,217/Night For 7 Nights R57,517
10.0
Exceptional
(1 Review)
1367.02 ft² 10 Guests 3 Bedrooms 1 Bathroom
Apartment
  • Oceanfront
  • Fireplace/Heating
  • Pool
R9,217/Night For 7 Nights R64,517
New
18 Guests 1 Bedroom 4 Bathrooms
Ocean View Apartment
  • Oceanfront
  • Ocean View
  • View
R26,398/Night For 7 Nights R184,785
New
2513 ft² 10 Guests 2 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
R8,344/Night For 7 Nights R58,401
10.0
Exceptional
(177 Reviews)
2700 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
R13,359/Night For 7 Nights R93,518
10.0
Exceptional
(174 Reviews)
2009 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Pool
R12,081/Night For 7 Nights R84,568

Why Choose Rent By Owner for your Clearwater Beach 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 Beach

When should you plan your Vacation Rentals stay?

Choosing the right time to visit is essential for making the most of your stay in this popular beach destination, where understanding the local climate and seasonal trends can help you secure the best vacation rentals for a memorable experience by the sea.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences warm temperatures and lively activities, making it an ideal time to enjoy the beaches and outdoor attractions. Expect higher demand for vacation rentals as visitors flock here to escape colder climates.

Average Temperature Daytime: 78°F - 85°F - Nighttime: 60°F - 70°F
summer
Summer (June to August)

The peak summer months bring hot weather and a bustling atmosphere, perfect for sunbathing and water sports. Vacation rentals tend to book quickly, so planning ahead ensures you get the best options in this popular season.

Average Temperature Daytime: - Nighttime:

Off-Season Highlights

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Fall (September to November)

As the crowds thin out, fall offers tranquil beaches and more affordable vacation rental options. The region still enjoys warm days, making it a comfortable time to relax without the peak season crowds.

Average Temperature Daytime: - Nighttime:
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Winter (December to February)

Compared to the busy warmer months, winter is quieter with milder temperatures. It's an excellent opportunity to find secluded vacation rentals and experience the area's serene beauty away from the peak season rush.

Average Temperature Daytime: - Nighttime:

Weekly Weather Forecast for Clearwater Beach

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 access to private or communal outdoor pools with scenic views of the region’s beautiful coastline.
  • Relax on spacious balconies or patios that overlook the pristine beaches and sparkling waters.
  • Take advantage of outdoor grilling areas to prepare delicious meals while enjoying the fresh sea air.
  • Utilize well-maintained lawns or gardens perfect for outdoor activities or simply soaking up the sun.
  • Participate in water sports equipment rentals, such as kayaks or paddleboards, right at your doorstep.
  • Benefit from convenient outdoor shower facilities to rinse off after a day at the beach.
  • Gain easy access to nearby outdoor recreational spaces, ideal for jogging, picnics, or beach volleyball.
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Family Activities

  • Visit Clearwater Marine Aquarium: Discover marine life conservation and meet friendly dolphins at this family favorite attraction here.
  • Enjoy the sugar-white sands at Clearwater Beach: Relax, swim, or build sandcastles on the soft beaches that make this destination a perfect seaside retreat for families.
  • Experience Pier 60 Daily Festival: Participate in lively street performances, shop for souvenirs, or watch the stunning sunset from the iconic pier.
  • Play at Sand Key Park: Spend quality time exploring nature trails, picnicking with loved ones, or playing on the spacious sandy shores here.
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Adult Activities

  • Sunset Dolphin Watching Tours: Embark on an unforgettable boat tour to see playful dolphins and enjoy breathtaking sunsets over the Gulf of Mexico, a favorite activity here for nature enthusiasts.
  • Water Sports and Jet Skiing: Rent jet skis or try paddleboarding along the scenic shoreline for an active adventure that lets you explore the region's vibrant marine life.
  • Beachfront Dining Experiences: Indulge in fresh seafood and local cuisine at waterfront restaurants, where you can savor the flavors of the region while enjoying stunning views.
  • Relaxing Spa Treatments: Treat yourself to rejuvenating spa services offered at many resorts nearby, perfect for unwinding after a day exploring this popular destination.

Clearwater Beach Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Book your vacation rentals early to secure the best options and enjoy a stress-free stay in this popular beach destination.
  • Explore Local Dining: Take advantage of the nearby restaurants to savor fresh seafood and regional cuisine that highlight the area's coastal charm.
  • Enjoy Water Activities: Make the most of your visit by participating in water-based pursuits like paddleboarding or jet skiing right from your rental location.
  • Discover Hidden Gems: Venture beyond the main attractions to explore quieter beaches, local parks, and scenic spots that showcase the region's natural beauty.

Transportation Options

  • Rental Car Services: Conveniently explore the area and its surrounding attractions with rental cars available nearby, offering flexibility for your stay.
  • Public Transportation: Local bus routes provide an economical way to get around this coastal destination without the hassle of parking.
  • Taxis and Rideshare Options: Reliable taxis and rideshare services like Uber and Lyft are readily available for quick trips within the region.
  • Bike Rentals: Enjoy scenic views and fresh sea breezes by renting bikes, a popular eco-friendly transportation choice here near the coast.

Local Customs Options

  • Beach Etiquette: Sharing the pristine sands responsibly and respecting local wildlife enhance your experience along this popular shoreline.
  • Fishing Customs: Casting lines in designated areas is a common practice here, reflecting the area's rich maritime traditions.
  • Seafood Consumption: Enjoying fresh local seafood is integral to the region's culinary culture, with many establishments emphasizing sustainability.
  • Festival Celebrations: Participating in seasonal events and festivals highlights the community spirit that makes this destination unique.

Frequently Asked Questions About Clearwater Beach?

2. How many vacation rentals have private pools in Clearwater Beach?

There are 238 vacation rentals with private pools near Clearwater Beach. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Clearwater Beach are best for families?

If you are looking for a family-friendly vacation home in Clearwater Beach, 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 Beach:

4. How many Rentbyowner vacation rentals are available in Clearwater Beach?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 2506 in the Clearwater Beach 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 Beach. 

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

Cancellation policies vary by listing, so it's important to review the specific terms on each property’s page or contact the owner directly for detailed information.

6. How do I securely book a vacation rental in this region?

You can confidently reserve through the platform's secure booking system by following the steps outlined on the listing, which ensures your personal and payment details are protected.

7. Are there any specific check-in or check-out procedures I should be aware of?

Each property may have its own check-in and check-out instructions, so please refer to the details provided in the listing or contact the host for clarification before your arrival.

8. What amenities are typically available at vacation homes in this area?

Most listings feature amenities such as a fully equipped kitchen, Wi-Fi, parking, and access to outdoor spaces, though it’s best to confirm the exact amenities on the property’s page.

9. How do I find a pet-friendly vacation rental in this scenic destination?

Look for listings that specify pet-friendly options when browsing, and review the host’s policies regarding pets to ensure a smooth stay with your furry companion.

Clearwater Beach Top Rated Vacation Rentals

10.0
Exceptional
(316 Reviews)
2048 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Pool
  • Balcony/Terrace
  • Kitchen
R12,185/Night For 7 Nights R85,301
10.0
Exceptional
(308 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Kitchen
R3,240/Night For 7 Nights R22,684
10.0
Exceptional
(302 Reviews)
950 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Pool
R7,536/Night For 7 Nights R52,751
10.0
Exceptional
(299 Reviews)
912 ft² 1 Bathroom
Ocean View Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
R11,244/Night For 7 Nights R78,701
10.0
Exceptional
(191 Reviews)
2200 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R9,339/Night For 7 Nights R65,367
10.0
Exceptional
(189 Reviews)
1500 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Pool
R10,358/Night For 7 Nights R72,517
10.0
Exceptional
(178 Reviews)
2400 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
R10,045/Night For 7 Nights R70,317
10.0
Exceptional
(162 Reviews)
2551 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Pool
  • Ocean View
R13,126/Night For 7 Nights R91,884