Naples vacation rentals with pools

We found 104 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 Naples vacation homes where you can dive in, cool off, and catch some sun.

Top-rated Naples rentals with pools

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

A Place in the Sun
3 Bed | 2 Bath | Sleeps 6

A Place in the Sun - Naples, FL

From $246
(excludes fees and taxes)
4.23 (35)
A Foot in the Shore
2 Bed | 2 Bath | Sleeps 4

A Foot in the Shore - Naples, FL

From $190
(excludes fees and taxes)
4.71 (28)
Vanderbilt Aqua Vista
4 Bed | 2 Bath | Sleeps 11 (8 Adults Max)

Vanderbilt Aqua Vista - Naples, FL

From $307
(excludes fees and taxes)
4.65 (60)
Park Shore Paradise
2 Bed | 2 Bath | Sleeps 5

Park Shore Paradise - Naples, FL

From $143
(excludes fees and taxes)
4.0 (27)

Explore All Vacation Rentals With Pools

Recent guest reviews

Love the resort tropical feel love walk-through the path on the property. The pool was wonderful. The unit was well equipped and clean I love staying on the lanai and looking at the tropical view. Could not ask for anything more.
m t. | Jul 2025
We truly enjoyed our stay at this beautiful home, complete with all the necessary amenities. We would stay here again.
Rene G. | Jul 2025
I stayed at Parkshore with a few friends for our girls trip and it was everything we hoped for and more! From the moment we arrived, the experience was seamless. The condo was spotless—so clean, fresh, and well-maintained, it felt like we were the first guests to ever stay there. Every detail was thoughtfully taken care of, making it instantly feel like a home away from home. The highlight of our trip had to be the pool—absolutely beautiful! The water was crystal clear clean and the area was peaceful and relaxing, perfect for lounging with a drink and catching up with friends. We spent hours there every day soaking up the sun. Parkshore offered the perfect mix of relaxation and fun. I honestly can’t wait to come back again.
helen p. | Jul 2025
The house was great! Would definitely rent from again. The location was 1.2 miles from the Delnor-Wiggins Pass State Park beach, a short drive or even a walk. The beach is better than Lovers Key State Park IMO. 100 steps from parked car to a perfect spot on a great beach. Lovers Key requires a much longer walk for the same quality beach. Not worth the extra 20 minute drive. Bedrooms and bathrooms were clean, beds were comfortable and the kitchen was well stocked. Pool was a perfect temperature for June. You wont be disappointed when you rent this house.
Peter L. | Jul 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.
USA > Florida > Naples > Pool