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Clearwater vacation rentals

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Recommended by KAYAK

Best Clearwater vacation rentals

These are the best prices for Oct 17 - 18.
Beach getaway 4min walk to the beach, water views on every floor, boat dock, free parking - Clearwater Beach
Beach getaway 4min walk to the beach, water views on every floor, boat dock, free parking
Clearwater Beach, FL, United States
9.6Wonderful(30)
House
C$ 798+
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Coastal Clearwater Condo: Half Mile to Beach! - Clearwater Beach - Pool
Coastal Clearwater Condo: Half Mile to Beach!
Clearwater Beach, FL, United States
8.6Very good(59)
Condo
C$ 488+
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Beachtrail Lodging - Clearwater Beach - Balcony
Beachtrail Lodging
Clearwater Beach, FL, United States
9.4Wonderful(254)
Apartment
C$ 487+
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Bayside Penthouse-5min to Beach, Rest & Shops - Clearwater - Living room
Bayside Penthouse-5min to Beach, Rest & Shops
Clearwater, FL, United States
9.4Wonderful(27)
Condo
C$ 468+
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Spectacular sunsets await! - Indian Rocks Beach - Beach
Spectacular sunsets await!
Indian Rocks Beach, FL, United States
9.6Wonderful(65)
House
C$ 293+
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Updated - Dolphins - Mom Clean - Waterfront- Lux 4 Bedroom / 3 Bath (Unit #203) - Clearwater - Living room
Updated - Dolphins - Mom Clean - Waterfront- Lux 4 Bedroom / 3 Bath (Unit #203)
Clearwater, FL, United States
9.9Wonderful(68)
Condo
C$ 823+
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Harborview Grande 600 Your Luxurious Clearwater Beach Condo Vacation Retreat! - Clearwater Beach - Building
Harborview Grande 600 Your Luxurious Clearwater Beach Condo Vacation Retreat!
Clearwater Beach, FL, United States
10Wonderful(1)
Condo
C$ 389+
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Beachfront / Gulf Sunsets Condo - Clearwater - Living room
Beachfront / Gulf Sunsets Condo
Clearwater, FL, United States
9.8Wonderful(106)
Condo
C$ 666+
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Aqualea 504 - Clearwater Beach - Beach
Aqualea 504
Clearwater Beach, FL, United States
10Wonderful(1)
Condo
C$ 393+
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The Avalon Royal Tropical - Clearwater - Dining room
The Avalon Royal Tropical
Clearwater, FL, United States
9.8Wonderful(35)
Condo
C$ 306+
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'Sea Turtle Suite' Condo w/ Clearwater Beach Views - Clearwater - Outdoors view
'Sea Turtle Suite' Condo w/ Clearwater Beach Views
Clearwater, FL, United States
9.6Wonderful(52)
House
C$ 502+
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Avalon Paradise - Clearwater - Living room
Avalon Paradise
Clearwater, FL, United States
9.7Wonderful(32)
Condo
C$ 287+
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Beauty & the Beach: Less Than 100 Yards from Beach! Private Designer Home! - Indian Rocks Beach - Beach
Beauty & the Beach: Less Than 100 Yards from Beach! Private Designer Home!
Indian Rocks Beach, FL, United States
9.7Wonderful(28)
House
C$ 347+
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Monaco Vacation Rentals - Clearwater Beach
Monaco Vacation Rentals
Clearwater Beach, FL, United States
9.1Wonderful(292)
Apartment
C$ 272+
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440 West 607N 6th Floor 440 West Condo with Stunning Water View. 23148 - Clearwater Beach
440 West 607N 6th Floor 440 West Condo with Stunning Water View. 23148
Clearwater Beach, FL, United States
10Wonderful(1)
Condo
C$ 134+
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Coconut Beach House - Clearwater Beach
Coconut Beach House
Clearwater Beach, FL, United States
8.9Very good(46)
House
C$ 852+
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Booking Insights

KAYAK’s insights for vacation rentals in Clearwater

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

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

Thursday offers the lowest rates in Clearwater, with an average nightly price of C$ 269. The highest prices are found on Monday, with average rates at C$ 672.

How much is a vacation rental in Clearwater for tonight by property type?

The best deal for a vacation rental in Clearwater found by KAYAK users in the last 5 days was C$ 276 in a Homestay. House prices start at C$ 324.

How much is a vacation rental in Clearwater for this weekend by property type?

The best deal for a vacation rental in Clearwater found by KAYAK users for the upcoming weekend was C$ 111 in a House. Apartments prices start at C$ 176, Homestays at C$ 210, and Cottages at C$ 4,190.

How early should you book a vacation rental in Clearwater?

Book at least 50 days before your stay begins to get the best price for your Clearwater vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

April
January
C$ 215
Cheapest month to stay with an average 79% drop in price.
Most expensive month to stay with an average 89% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Clearwater holiday rental deals

  • Those interested in spending their trip relaxing on the beach can look for Clearwater vacation rentals that are near Clearwater Beach, such as the Tommy Bahama Condo Suite ~ Perfect Location ~ Paradise. This white sand beach is known for being a great place for both surfing and swimming.
  • Avid golfers will want to stay somewhere in the southwest of the city, as this will put you just a short driving distance from the Belleair Country Club and its golf course. The Pool Side Clearwater Beach Vacation Rental is a comfortable place to stay that offers free parking for guests.
  • If you want to do some hiking during your trip, it can be convenient to look for lodging that is near Honeymoon Island State Park, such as the Royal North Beach. This park has several trails to choose from and is known for its birdwatching opportunities. 
  • When visiting the area with a furry friend, it can be convenient to stay somewhere close to Enterprise Dog Park, which is in the northern part of the city. If you rent The Modern Monarch, Dunedins Hidden Gem, you will be less than a 15min drive from this green space.
  • Travelers that want to treat themselves to a bit of shopping can look for Clearwater vacation rentals that are in the southeast part of town, like the Appartement in Villa Escapade Clearwater. When you stay here, you’ll be close to the Clearwater Mall, which has a variety of local shops and boutiques to choose from.
  • Beachfront, pool, air-conditioned, kitchen/kitchenette, pet friendly, and wifi are the most popular vacation rental property amenities in Clearwater
  • Vacation rentals in Clearwater are around 139% cheaper than hotels on average. Search here to compare prices for all accommodation types in Clearwater.
  • The best vacation rental properties in Clearwater are Updated - Dolphins - Mom Clean - Waterfront- Lux 4 Bedroom / 3 Bath (Unit #203) (9.9, 68 reviews), Mahi on Madison: Close to Clearwater Beach w/Huge Fenced Yard & Private Hot Tub (9.9, 23), and Beachfront / Gulf Sunsets Condo (9.8, 106), based on ratings and reviews from real travelers.
  • Downtown is the neighborhood in Clearwater with the most affordable vacation rental properties (51 properties with an average price of C$ 218 per night). Chic renovated studio Apt, Cozy Haven 1bed 1bath, and Landing Furnished Apartments - Clearwater are the most popular rental properties in Downtown.
  • If you’re looking for a cheap vacation rental in Clearwater, you should consider visiting during the low season. The cheapest vacation homes in Clearwater can be found in April and March.
  • The cheapest night for renting a vacation home in Clearwater is Wednesday. In contrast, the most expensive is Tuesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Clearwater for 17 days.

FAQs when booking a vacation home in Clearwater

  • How much is a vacation rental for a week in Clearwater?

    The average price for a weekly Clearwater vacation rental found by KAYAK users in the last 2 weeks is C$ 1,603.

  • How much is a vacation rental for a month in Clearwater?

    The average price for a monthly Clearwater vacation rental found by KAYAK users in the last 2 weeks is C$ 6,870.

  • What types of vacation rentals are available in Clearwater?

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

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

    There are a number of dog and pet-friendly Clearwater vacation rentals, with around 20% allowing you to bring your pet along with you.

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

    In the last 72 hours, users have found Clearwater vacation rentals for tonight for as low as C$ 276. Search here for similar prices

  • How much is a vacation rental in Clearwater for this weekend?

    In the last 72 hours, users have found Clearwater vacation rentals for this weekend for as low as C$ 111 per night. Search here for similar prices

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

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

  • Where should I look for Clearwater vacation rentals to be a short distance from public transportation?

    If you would like to stay somewhere in the city that is close to public transportation, look for Clearwater house rentals that are downtown, like The Jewel Of Clearwater, Florida ~ More Than A Home Away From Home. There are several buses that run throughout this neighborhood, including lines 60, 61, and 76.

  • Which vacation rentals in Clearwater are family-friendly?

    Those that are visiting the city with their children may want to look for Clearwater vacation rentals that are close to Celebration Station, an amusement park that has rides and games for kids of all ages. This is a budget-friendly option that is less than a 10-min drive from the park.

  • What part of the city is best to stay in that is scenic?

    To stay in a part of Clearwater that is especially beautiful try to find lodging that is along Gulf Boulevard, as this road directly overlooks the water. It is a charming option that provides direct views of the ocean. If you have specific dates in mind, we recommend booking in advance to secure a good rate.

  • If I would like to be within walking distance of several dining options, where should I look for Clearwater vacation rentals?

    Many of the city’s popular dining options can be found near Missouri Avenue, including cuisines like American, Italian, and seafood. The is a convenient place to stay that is within a 5min walk of several restaurants. 

Where to stay in Clearwater?

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

More options for your stay in Clearwater