Clearwater vacation rentals

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Best Clearwater vacation rentals

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$16 - $217$217 - $418$418 - $619$619 - $819$819+ per night

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Most recommended vacation rentals in Clearwater

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5 Mi to Beach Family-Friendly Home in Clearwater! - Clearwater - Living room
5 Mi to Beach Family-Friendly Home in Clearwater!
Clearwater, FL
7.7Good(9)
Free Wi-Fi
Pet friendly
$168+
Check availability
Bayside Condos 29 City and bay views 659 - Clearwater - Balcony
Bayside Condos 29 City and bay views 659
Clearwater, FL
8.4Very good(8)
$178+
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Clearwaters Gem, Prv Guest Suite 9 Minutes From The Beach - Clearwater - Dining room
Clearwaters Gem, Prv Guest Suite 9 Minutes From The Beach
Clearwater, FL
7.8Good(8)
Free Wi-Fi
$119+
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Elegant Cozy Oasis on a traffic free street - Clearwater - Living room
Elegant Cozy Oasis on a traffic free street
Clearwater, FL
7.9Good(32)
Parking
Free Wi-Fi
Pet friendly
$181+
Check availability
Family-Friendly Clearwater Home with Game Room! - Clearwater - Patio
Family-Friendly Clearwater Home with Game Room!
Clearwater, FL
9.7Wonderful(2)
Free Wi-Fi
$151+
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Welcome to our inviting King Suite in Clearwater - Clearwater - Pool
Welcome to our inviting King Suite in Clearwater
Clearwater, FL
7.2Good(5)
Free Wi-Fi
$156+
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Clearwater Beach Cottage 24.5 / Steps to the beach! - Clearwater - Beach
Clearwater Beach Cottage 24.5 / Steps to the beach!
Clearwater, FL
$238+
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Lovely 2-Bedrooms Central Clearwater Apartment - Clearwater - Beach
Lovely 2-Bedrooms Central Clearwater Apartment
Clearwater, FL
9.1Wonderful(11)
Parking
Free Wi-Fi
Pet friendly
$273+
Check availability
2q Beds Studio Apt With Shared Pool 08 - Clearwater
2q Beds Studio Apt With Shared Pool 08
Clearwater, FL
7.4Good(10)
Parking
Free Wi-Fi
Pet friendly
$133+
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Modern Condo with Pool 4 Mi to Clearwater Beach! - Clearwater
Modern Condo with Pool 4 Mi to Clearwater Beach!
Clearwater, FL
9.2Wonderful(9)
Free Wi-Fi
$170+
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1k Bed Studio Apt With Shared Pool 512 - Clearwater
1k Bed Studio Apt With Shared Pool 512
Clearwater, FL
8.2Very good(2)
Parking
Free Wi-Fi
Pet friendly
$154+
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Homestay - Close to the beach & downtown - Clearwater
Homestay - Close to the beach & downtown
Clearwater, FL
$46+
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2q Beds Studio Apt With Shared Pool 03 - Clearwater
2q Beds Studio Apt With Shared Pool 03
Clearwater, FL
8.3Very good(3)
Parking
Free Wi-Fi
Pet friendly
$151+
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Vista Beach - Clearwater
Vista Beach
Clearwater, FL
9.6Wonderful(10)
Parking
Free Wi-Fi
$115+
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2q Bed Studio Apt With Shared Pool 510 - Clearwater
2q Bed Studio Apt With Shared Pool 510
Clearwater, FL
8.2Very good(4)
Parking
Free Wi-Fi
Pool
Pet friendly
$146+
Check availability
1k Bed Studio Apt With Shared Pool 07 - Clearwater
1k Bed Studio Apt With Shared Pool 07
Clearwater, FL
7.1Good(9)
Parking
Free Wi-Fi
Pet friendly
$138+
Check availability
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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.

Which month has the cheapest vacation rental rates in Clearwater?

Vacation rentals are cheapest in Clearwater in November, with average rates of $126. In comparison, February is the most expensive month, with prices at $512.

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

Saturday offers the lowest rates in Clearwater, with an average nightly price of $213. The highest prices are found on Friday, with average rates at $670.

How early should you book a vacation rental in Clearwater?

Book at least 46 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)

Average price (weekend night)

November
February
$358
$441
Cheapest month to stay with an average 58% drop in price.
Most expensive month to stay with an average 69% 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 vacation 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, hot tub, kitchen/kitchenette, parking, pet friendly, and adults only are the most popular vacation rental property amenities in Clearwater
  • Vacation rentals in Clearwater are around 68% more expensive than hotels on average. Search here to compare prices for all accommodation types in Clearwater.
  • The best vacation rental properties in Clearwater are Driftwood Beach Suite - Walk to Clearwater Bch (9.4, 47 reviews), 2b1b Stylish Little House W Shared Pool 511 (8.5, 20), and Elegant Cozy Oasis on a traffic free street (7.9, 32), based on ratings and reviews from real travelers.
  • Downtown is the neighborhood in Clearwater with the most affordable vacation rental properties (33 properties with an average price of $218 per night). Kbm guest house, Clearwater C A R 4 Rent \n, and 5 Mins from Clearwater Beach, Free Wi-fi & TV 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 November and December.
  • The cheapest night for renting a vacation home in Clearwater is Saturday. In contrast, the most expensive is Friday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Clearwater for 11 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 $1,118.

  • 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 $4,791.

  • 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, bungalows, campgrounds, caravans, condos, cottages, houses, homestays and villas.

  • What are some of the most-loved vacation rentals available in Clearwater?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Pelican Pointe.

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

    There are a number of dog and pet-friendly Clearwater vacation rentals, with around 21% 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 $159. 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.

Everything you need to know for your stay in Clearwater

Clearwater vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Clearwater. Find cheap vacation homes to rent in Clearwater. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Clearwater that suits you best.

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