Best Clearwater Beach rentals with pool - St. Petersburg - Clearwater for 2025

Explore Clearwater Beach rentals with pools

Beach Vacation! Near Clearwater Beach, Pool, Bar, Free Buffet Breakfast

Sleeps 4 · 1 bedroom · 1 bathroom

Top rated rentals with pools - Clearwater Beach

Watch for dolphins as you relax poolside in our heated pool!

Premier Host

The perfect VRBO Condo

This is definitely the best Condo to stay at in Clearwater The unit was immaculate Anything we could think of needing was already there The owner, Bryan, was totally available for any questions and stopped by shortly after we arrived to make sure all was ok The view was great and location perfect The unit unquestionably deserves a "10" TMC Utica, NY.

Theodore C.

Stayed Nov 2024

A Gem

A very comfortable condo with all you need Views stunning And peaceful

Susan B.

Stayed Sept 2019

Find spaces that suit your style

House

Condo/Apartment

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in Clearwater Beach?

Check out our 5,154 holiday rentals with a pool and start planning your Clearwater Beach trip. Whether you want to stay in Island Estate, Diamond Isle, Clearwater Point or another well-known area, you'll find the ideal poolside property on Vrbo.

How much does it cost to stay in a holiday rental with a pool in Clearwater Beach?

A range of factors will influence the price of a holiday rental with a pool in Clearwater Beach, such as property size and when and how long you're staying. All you need to do is enter your travel dates and any preferences to find a house where you can have a splashing great time.

When is the best time to book a holiday rental with a pool in Clearwater Beach?

January is when the majority of Vrbo guests book a holiday rental with a pool in Clearwater Beach, which is located in Clearwater-St. Pete Beaches. The average temperature ranges from 14ºC (57ºF) to 19ºC (66ºF) during this time of year.

What holiday rentals with a pool in Clearwater Beach have nice views?

Vrbo has some superb holiday rentals with a pool in Clearwater Beach, including houses with beach views. Before and after seeing the sights, relax by taking a swim and gaze at scenes that are an attraction in themselves.

Are there holiday rentals with a private pool in Clearwater Beach?

Day or night, go for a swim whenever you please when you book a holiday rental with a private pool in Clearwater Beach. To search for Vrbo properties that'll add an extra layer of fun to your trip, use our "Private pool" filter.

What are the top things to do in Clearwater Beach?

Get your Clearwater Beach getaway off to a great start with a visit to popular attractions like Clearwater Marine Aquarium, Pier 60 Park and Sand Key Park. Stay in a Vrbo holiday home rental with the family and then explore this destination's wonders together.

Why should I book my holiday rental with a pool with Vrbo?

Whether you're travelling as a couple or with your besties, staying at a holiday rental with a pool brings a new level of fun and relaxation to your escape. And with our flexible cancellation policies, if you have to change plans, you'll receive a full refund as long as you cancel within the time frame set by the property owner. On top of all that, our One Key™ loyalty programme lets you earn OneKeyCash™* on all eligible bookings on Vrbo. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.