Clearwater rentals with pool

You can choose from 5,343 vacation rentals with a pool in Clearwater that have all the privacy, space and amenities you need for a splashing good time. Browse houses in sought-after neighborhoods such as Clearwater Point, Island Estate and Old Clearwater Bay.

Exactly where you stay, what time of year you travel and the length of your escape will determine the price of a vacation rental with a pool in Clearwater. Key in your travel dates on Vrbo, then pick the ideal one for you and prepare to make a splash.

If you want to enjoy Clearwater at a busy time, consider going in March. That’s when temperatures range from around 62ºF (17ºC) to 73ºF (23ºC), and when many guests secure their vacation rental with a pool in this destination. Of course, there are other great times to travel to this corner of St. Petersburg - Clearwater, so do some research into which month or season best suits your plans.

If your idea of the ideal escape involves poolside fun and picturesque scenery, you’ll find Clearwater vacation rentals with a pool that deliver just that. Book one with beach views and dive into a blissful vacation experience.

Select a vacation rental with a private pool in Clearwater and enjoy a morning swim or midnight soak — or whenever you’re in the mood! You can keep your kids entertained, and you won’t have to worry about sharing with other guests. Use our “Private pool” filter to discover your perfect vacation home.

Fun times in Clearwater await for the family when you book a vacation home rental with a pool. On top of exploring leading attractions like Clearwater Marine Aquarium, Pier 60 Park and Sand Key Park, you’ll be able to spend your downtime practicing cannonballs.

Whether you’re getting away as a couple or with a group of pals, staying at a vacation rental with a pool offers another level of relaxation and fun to your trip. And with our flexible cancellation policies, if you have to change plans, you’ll get a 100% refund as long as you cancel within the time frame specified by the property owner. On top of all that, our One Key™ loyalty program lets you collect OneKeyCash™* on all eligible bookings on Vrbo, Expedia and Hotels.com. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.