Clearwater Beach holiday rentals

We found 119 holiday rentals — enter your dates for availability
Discover a selection of 59 homes and other holiday rentals in Clearwater Beach that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, including Wi-Fi and parking. At the end of the day, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Clearwater Beach

Showing deals for:11 Dec - 18 Dec

Lovely seating in pool area for morning coffee.
Living room, looking out toward Accabonac Harbor, water views.
Kitchen with Wolf stove, Sub Zero fridge, pass-through serving area to dining.
Guest house small private
outdoor seating area.
Exceptional
(7 reviews)

WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!

East Hampton

8% off
S$20,961
for 7 nights, 1 home
S$2,994 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
Dining area
Large pool heated pool
Exterior
Main living area
Exceptional
(20 reviews)

Charming, spacious 3 bedroom, 3 bath East Hampton Springs house

East Hampton

7% off
S$6,510
for 7 nights, 1 home
S$930 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Living area
Private kitchen
Terrace/patio
Living area
Exceptional
(10 reviews)

Springs Chic, Steps from private Gardiners Bay beach!

East Hampton

8% off
S$7,295
for 7 nights, 1 home
S$1,042 per night
includes taxes & fees
Springs Chic, Steps from private Gardiners Bay beach!
Living area
Terrace/patio
Living area
Interior
Exceptional
(12 reviews)

Large East Hampton house with heated pool and home gym - fully fenced

East Hampton

12% off
S$11,179
for 7 nights, 1 home
S$1,597 per night
includes taxes & fees
Large East Hampton house with heated pool and home gym - fully fenced
Living area
Dining
Private kitchen
Pool
Exceptional
(9 reviews)

Chic Modern Private Designer 1.5 Acre Private Oasis

East Hampton

25% off
S$39,243
for 7 nights, 1 home
S$5,606 per night
includes taxes & fees
Chic Modern Private Designer 1.5 Acre Private Oasis
Front of House
Kitchen and Dining Area
Springs General Store.  Closed now but returning next season.
Main Living Space
Exceptional
(22 reviews)

Clearwater Beach Retreat - Perfect Family Beach House That Sleeps Six

East Hampton

20% off
S$4,945
for 7 nights, 1 home
S$706 per night
includes taxes & fees
Clearwater Beach Retreat - Perfect Family Beach House That Sleeps Six

Frequently asked questions

What is the most popular type of holiday rental accommodation in Clearwater Beach?
Based on our research, houses are considered the most popular type of holiday property in Clearwater Beach. But as you know, everyone's idea of an awesome stay is bound to be different. Vrbo has holiday rentals with every size, shape and budget in mind, and we'll help you find the perfect fit.
How much does it cost to rent a holiday rental in Clearwater Beach?
The average price for a holiday home in Clearwater Beach is based on several factors, like property type, season and length of stay. Whether you're in search of a sprawling villa with a pool or a cosy cabin perfect for just you and the kids, just enter your dates of travel to see stays with terrific value.
How much does it cost to rent a beach house in Clearwater Beach?
When you travel and the style and size of the property will determine the cost of your beachside holiday rental. Put in your Clearwater Beach travel dates to view your options on Vrbo. Did someone just say "private pool"? Use the filters to choose the features and amenities you want.
Are there pet-friendly holiday rentals in Clearwater Beach?
There are, yes. Choose from 62 holiday homes that welcome pets in Clearwater Beach on Vrbo. Our furry kids need to get away from it all too, so simply use our search function for pet-friendly holiday rentals to find a perfect pad where your doggie can get in on the fun.
Can I rent a house with a pool in Clearwater Beach?
Pack your swimwear and pool noodle, because there are 39 houses with a private pool in Clearwater Beach. Kick back at one of these superb holiday rentals and every day can be a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Clearwater Beach?
The most popular rental amenities people prefer in Clearwater Beach include a water view, nearby museums and a barbecue grill. Whether you're hitting the road with your besties, family or even pets, Vrbo holiday properties provide the best amenities for chilling out with the people you love.
Are there large group holiday rentals in Clearwater Beach?
You can choose from seven properties in Clearwater Beach that can host 10 or more guests. Whether you're organising a family holiday or a celebration like a birthday, there's plenty of space to get your group together under the same roof.
Are there holiday rentals in Clearwater Beach that welcome kids?
Gather the whole crew for fun-filled adventures in Clearwater Beach at one of our 61 family-friendly holiday properties. Lots of these stays come with amenities that are ideally suited to trips with the little ones, including laundries, living rooms and private pools. Just click on the "Properties good for families" filter box and select your favourite.
What are the top attractions for families in Clearwater Beach?
Keeping the kids entertained during your Clearwater Beach holiday is a breeze with these family-friendly attractions:
  • Kaplan Meadows Sanctuary
  • Leiber Collection
  • Pollock-Krasner House and Study Centre
Can I find two-bedroom holiday rentals in Clearwater Beach?
You can pick from three two-bedroom properties in Clearwater Beach. Put the kids in the second room or maybe fill it with a couple of your best friends. There's ample space for whoever's lucky enough to be coming along for the ride.
Are there holiday rentals with WiFi in Clearwater Beach?
Clearwater Beach has 25 holiday rentals with WiFi, so you'll be able to stay connected while you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to posting pics on social media, these Vrbo homes will keep you online.
How can I find holiday rentals with air conditioning in Clearwater Beach?
Work out your travel dates and then use the filter tool to locate holiday rentals with ac in Clearwater Beach on Vrbo. With 58 air-conditioned properties on offer here, you can enjoy a cool and comfortable break.
How old do you have to be to rent a holiday rental in Clearwater Beach?
The minimum required age is generally 16, 18 or 21. It can vary from one property to another on Vrbo, so check the rules of your preferred Clearwater Beach holiday home before you book.
How long can I rent a holiday rental in Clearwater Beach for?
It really depends on the Clearwater Beach property. To view a list of options offering extended stays, just type your travel dates and guest number into Vrbo's search page. Look forward to having the entire place to yourself, along with the comforts of home like a fully-equipped kitchen, air conditioning and a backyard where the little ones can play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.