Clearwater Beach vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Clearwater Beach

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Clearwater Beach vacation rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

C$ 118 - C$ 1,374C$ 1,374 - C$ 2,629C$ 2,629 - C$ 3,883C$ 3,883 - C$ 5,138C$ 5,138+ per night

Property Types

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Clearwater Beach

Show all
Beachtrail Lodging - Clearwater Beach - Bathroom
Beachtrail Lodging
Clearwater Beach, FL, United States
9.3Wonderful(243)
Parking
Free Wi-Fi
Pet friendly
C$ 341+
Check availability
Tropical Breeze - Clearwater Beach - Bedroom
Tropical Breeze
Clearwater Beach, FL, United States
8.6Very good(251)
Parking
Free Wi-Fi
Pool
C$ 176+
Check availability
Studio On The Beach - Heated Pool - Self Check-in - Clearwater Beach - Pool
Studio On The Beach - Heated Pool - Self Check-in
Clearwater Beach, FL, United States
7.8Good(33)
C$ 150+
Check availability
Bay Watch #6 - Weekly Beach Rental - Clearwater Beach - Balcony
Bay Watch #6 - Weekly Beach Rental
Clearwater Beach, FL, United States
8.3Very good(15)
C$ 154+
Check availability
The Seashell Suite with Private Balcony and Walk to Beach - Clearwater Beach - Bedroom
The Seashell Suite with Private Balcony and Walk to Beach
Clearwater Beach, FL, United States
8.4Very good(16)
Parking
Free Wi-Fi
Pool
C$ 208+
Check availability
Blue Water Beachside Villa 1 - Clearwater Beach - Beach
Blue Water Beachside Villa 1
Clearwater Beach, FL, United States
7.0Good(20)
Parking
Free Wi-Fi
C$ 217+
Check availability
Beachcomber Beach House | Steps to The Sand! - Clearwater Beach - Beach
Beachcomber Beach House | Steps to The Sand!
Clearwater Beach, FL, United States
9.1Wonderful(42)
C$ 367+
Check availability
Resort Condo with Beach Access in Indian Shores! - Clearwater Beach
Resort Condo with Beach Access in Indian Shores!
Clearwater Beach, FL, United States
9.6Wonderful(58)
Free Wi-Fi
Spa
C$ 195+
Check availability
2 Bedroom Beachside Suite - Clearwater Beach - Beach
2 Bedroom Beachside Suite
Clearwater Beach, FL, United States
9.1Wonderful(19)
Parking
Free Wi-Fi
C$ 583+
Check availability
Walk to Beach Condo with Deck in Indian Shores - Clearwater Beach
Walk to Beach Condo with Deck in Indian Shores
Clearwater Beach, FL, United States
9.4Wonderful(24)
Free Wi-Fi
C$ 341+
Check availability
Blue Water Beachside Villa 6 - Clearwater Beach
Blue Water Beachside Villa 6
Clearwater Beach, FL, United States
7.8Good(29)
Parking
Free Wi-Fi
C$ 212+
Check availability
Blue Water Beachside villa 2 - Clearwater Beach
Blue Water Beachside villa 2
Clearwater Beach, FL, United States
8.6Very good(18)
Parking
Free Wi-Fi
C$ 237+
Check availability
Holiday Villas II On The Beach W/Intercoastal View - Clearwater Beach
Holiday Villas II On The Beach W/Intercoastal View
Clearwater Beach, FL, United States
8.7Very good(25)
Parking
Free Wi-Fi
Pool
C$ 351+
Check availability
Barefoot Beach E116 - Clearwater Beach
Barefoot Beach E116
Clearwater Beach, FL, United States
8.6Very good(6)
Pool
C$ 1,302+
Check availability
By the Beach Rentals - Clearwater Beach
By the Beach Rentals
Clearwater Beach, FL, United States
8.9Very good(87)
Parking
Free Wi-Fi
Pool
C$ 259+
Check availability
Monaco Vacation Rentals - Clearwater Beach
Monaco Vacation Rentals
Clearwater Beach, FL, United States
8.7Very good(236)
Parking
Free Wi-Fi
Pool
C$ 278+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Clearwater Beach

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Clearwater Beach with confidence.

Which month has the cheapest vacation rental rates in Clearwater Beach?

Vacation rentals are cheapest in Clearwater Beach in November, with average rates of C$ 299. In comparison, August is the most expensive month, with prices at C$ 971.

What is the cheapest day of the week to book a vacation rental in Clearwater Beach?

Sunday offers the lowest rates in Clearwater Beach, with an average nightly price of C$ 410. The highest prices are found on Thursday, with average rates at C$ 602.

How early should you book a vacation rental in Clearwater Beach?

Book at least 53 days before your stay begins to get the best price for your Clearwater Beach vacation rental.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

September
June
C$ 389
C$ 254
Cheapest month to stay with an average 31% drop in price.
Most expensive month to stay with an average 109% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Clearwater Beach holiday rental deals

  • Beachfront, pet friendly, pool, air-conditioned, and kitchen/kitchenette are the most popular vacation rental property amenities in Clearwater Beach
  • Vacation rentals in Clearwater Beach are around 27% more expensive than hotels on average. Search here to compare prices for all accommodation types in Clearwater Beach.
  • The best vacation rental properties in Clearwater Beach are Walk to Beaches and Gulf Indian Rocks Beach Duplex! (9.7, 21 reviews), Resort Condo with Beach Access in Indian Shores! (9.6, 58), and Indian Rocks Beach Unit - Steps from the Shoreline (9.5, 56), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Clearwater Beach, you should consider visiting during the low season. The cheapest vacation homes in Clearwater Beach can be found in September and August.
  • The cheapest night for renting a vacation home in Clearwater Beach is Thursday. In contrast, the most expensive is Monday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Clearwater Beach for 4 days.

FAQs when booking a vacation home in Clearwater Beach

  • What types of vacation rentals are available in Clearwater Beach?

    There are loads of different property types that you can make your vacation home in Clearwater Beach. You’ll find apartments, bungalows, condos, cottages, guest houses, houses, homestays, lodges and villas.

  • Are there any pet-friendly vacation rentals in Clearwater Beach?

    There are a number of dog and pet-friendly Clearwater Beach vacation rentals, with around 9% allowing you to bring your pet along with you.

  • How much is a vacation rental in Clearwater Beach for tonight?

    In the last 72 hours, users have found Clearwater Beach vacation rentals for tonight for as low as C$ 272. Search here for similar prices

  • How can I find vacation rentals near me in Clearwater Beach?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Clearwater Beach?

Our map will help you find the perfect place to stay in Clearwater Beach by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Clearwater Beach

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.