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Find rentals with pool near Wilson Beach

We found 86 rentals with pool — enter your dates for availability

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August 2025

14

September 2025

Explore Wilson Beach rentals with pools

Sopchoppy Vacation Rental | 3BR | 2BA | 1,700 Sq Ft | Steps Required for Entry

Breezy Home w/ Grills, Pool & Beach Access!

Sleeps 8 · 3 bedrooms · 2 bathrooms

Exterior

Dog-friendly getaway with central AC & a washer/dryer - walk to the beach

Sleeps 10 · 4 bedrooms · 2 bathrooms

Exterior

New dog-friendly home near beach & golf with pool, arcade game, decks, W/D, AC

Sleeps 10 · 3 bedrooms · 2+ bathrooms

Exterior

Gulf Views From Front Porch!! Pet-Friendly Cottage with Kayaks & Community Pool

Sleeps 6 · 2 bedrooms · 2 bathrooms

Top rated rentals with pools - Wilson Beach

Exterior

Premier Host

Stunning Beach Home

Perfect location to access the gulf beaches, big bend trails and wildlife area aswell as gas, groceries and restaurants. Stunning home, spotless, everything we needed was there. Relaxed in the comfort of the screened in porch with morning sunshine, listening to the birds. 5 stars all the way.

Alison

Stayed Mar 2025

Front exterior, bayside

Premier Host

Great Family Stay!

Big thing about this place was SPACE. We loved our stay at Josh's place, there was 20 of us of all ages and there was so many different spaces inside and out. We loved our stay and will defiantly be back!

Ben M.

Stayed Dec 2023

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