Clearwater Beach vacation rentals with pools

We found 15 vacation rentals waiting for you.

Find your ultimate splash pad

From plunge pools for a quick dip to infinity pools with a view, here are the Clearwater Beach vacation homes where you can dive in, cool off, and catch some sun.

Top-rated Clearwater Beach rentals with pools

Our guests have spoken. Explore their favorite and top-rated homes in Clearwater Beach with refreshing pools, sun-splashed decks, and poolside seating.

Dockside Dream
2 Bed | 2 Bath | Sleeps 4

Dockside Dream - Clearwater Beach, FL

From $253
(excludes fees and taxes)
4.54 (41)
White Sands of Clearwater Beach - Pelican Pointe 322
0 Bed | 1 Bath | Sleeps 4

White Sands of Clearwater Beach - Pelican Pointe 322 - Clearwater Beach, FL

From $172
(excludes fees and taxes)
4.1 (50)
Crescent Beach Club I 12D
2 Bed | 2.5 Bath | Sleeps 4

Crescent Beach Club I 12D - Clearwater Beach, FL

From $371
(excludes fees and taxes)
4.58 (31)
Dolphin's Cove - Clearwater Beach, FL
3 Bed | 2 Bath | Sleeps 6

Dolphin's Cove - Clearwater Beach, FL - Clearwater Beach, FL

From $363
(excludes fees and taxes)
4.81 (58)

Explore All Vacation Rentals With Pools

Recent guest reviews

This unit was the nicest and cleanest unit that i have ever stayed t. Well equipped with everything i needed. Great location....very relaxing and beautiful view. I would definitely like to return there on my next visit to Clearwater if available.
CARMELITA, W. | Jun 2025
We had a fantastic stay at this Clearwater condo! The highlight was definitely the incredible view of the bay—we spotted dolphins almost every day from the balcony, which was such a treat. The location was perfect: just a quick 10-minute walk to the main beach and plenty of great restaurants nearby. The condo itself was spotless, with clean and comfortable furniture and beds that made it easy to relax. We also appreciated the beach equipment provided—it made our beach days so much easier. A nice surprise was finding cold drinks waiting for us in the fridge when we arrived—such a thoughtful touch! Highly recommend this place for a peaceful and enjoyable beach getaway. We’d absolutely stay here again!
Tara M. | Jun 2025
The views were unbelievable!
Matt L. | Jun 2025
Great location 5 min walk close to the restaurants . Be prepared to buy more detergent,garbage bags ,toilet paper, dish soap.They left only 3 garbage bags for 6 days stay which I think they should provide with more laundry detergent . Otherwise the place is nice have a beautiful view.
Nada T. | Jun 2025
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FAQ

Our vacation rentals offer both private and shared pools. Each property’s listing description will specify whether the pool offered is private or shared.

Every home is stocked with plenty of towels. However, the availability of pool towels varies by property.

Some pools are heated, and there may be an additional fee for this service. You can find more information about heating fees in the property description.

Yes, pool maintenance is included during your stay. We ensure that pools and hot tubs are regularly cleaned and maintained to provide an optimal experience. If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately.

Many of our properties include lounge chairs, umbrellas, or shaded areas by the pool, but this can vary. Check the property details and listing photos for specific details.

Generally, food and drinks are allowed by—but not in—the pool. However, to be safe, it’s best not to use glass or china in the pool area.

Pool toys, floaties, or inflatables are typically not provided. You may want to bring your own, if needed.

Some properties include a poolside grill or outdoor kitchen area, but this is not standard across all rentals. Check the property listing for details.

We have a good neighbor policy that includes quiet hours from 10 p.m. to 8 a.m. In addition, certain communities have noise policies in place. Unauthorized parties are not allowed, and excessive noise can lead to intervention and removal from a property.

If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately. Your local Vacasa team will work to resolve the problem as quickly as possible.

Not all pools are open all year round. Some pools—depending on the destination—are seasonal only. Read the listing description for specific operating times for the pool.

More ways to stay in Clearwater Beach

Dog-friendly
Hot tub
Internet
Electric vehicle charger
Lake view
Lakefront
Ocean view
Oceanfront

Nearby destinations

Gulf Coast
Florida Gulf Coast
Tampa Bay
Crescent Beach Club - Clearwater
Clearwater
Belleair Bluffs
Dunedin
Belleair Beach
USA > Florida > Clearwater Beach > Pool