Summer is about having fun in the sun and fun in the water. Whether that’s cooling off by dipping your toes in the water or racing down a towering water slide into a pool. A swimming pool is a whole lot of fun for the family, and you can find some excellent ones around Pensacola, Florida.
Pensacola Beach is also home to some amazing vacation rentals and condos through Premier Island Management Group. After a day in the pool, dry off and enjoy the ocean views from your stunning vacation rental on Pensacola Beach.
Where Are The Best Pools And Vacation Rentals Near Pensacola, Florida
Don’t leave your swimsuit behind when you visit Pensacola Beach, Florida. These are some of the most popular vacation rentals with pools and resort pools near Pensacola Beach.
The Overlook
The Overlook is the ultimate waterfront getaway. Newly renovated, this custom-built home features three bedrooms, three full baths, and two half baths, all styled with designer finishes and upscale comfort. Soak up Soundside living from every angle—whether you’re floating in the private heated saltwater pool, unwinding by one of two firepits, or launching a paddleboard from the deepwater dock just steps away. Inside, bright open spaces flow seamlessly onto wraparound balconies, marble floors gleam under natural light, and luxurious touches like a gourmet kitchen, spacious living areas, and a stunning primary suite ensure every moment feels special. Just five minutes from Pensacola Beach, this is the perfect place to relax, reconnect, and create unforgettable memories.
High Life
Not only is this a great vacation rental with a pool, but it’s also Pensacola Beach's most unique home—specifically, the third floor, which features two main glass walls that open entirely to a custom-built pool. The pool deck also features an outdoor bar, bathroom, shower, and a large sectional sofa. This home has four bedrooms, each with a bathroom. It’s also easy to get around inside with an elevator that goes to all levels of the house.
Home Away from Home
If you're looking for seclusion in your vacation rental while swimming in your pool, then Home Away From Home is worth considering. This vacation rental can accommodate up to 12 people with five bedrooms and three full bathrooms. The living room opens onto a covered porch area that leads directly to the pool. The pool has a large deck area and an artistic paver design.
Baywatch
For those bringing lots of friends and family to enjoy the pool and sun, you need to check out Baywatch. It features eight bedrooms and eight bathrooms, accommodating up to 30 guests. The back deck and pool are accessible from the dining and living areas. If the pool is full, you are close enough to the beach to see it from the house.
Sol Mate
Sol Mate offers a variety of options for those who want to explore the numerous waterways in the Pensacola Beach area. You will be a minute from Pensacola Beach and the Santa Rosa Sound. If that’s not enough, there's also a sparkling private pool. Outside of this vacation rental is a private pool, a covered picnic area with a grill, and ample lounging space. Inside, you will find three bedrooms and three bathrooms, accommodating up to 10 guests.
Portofino Island Resort
If you rent one of the many fantastic vacation rentals in Portofino Island Resort, then you need to lounge in their pool. Enjoy the poolside Starbucks coffee bar. The pool area offers ample seating for lounging and relaxing. There is also ample shade from trees and umbrellas. The resort offers two heated, multi-tiered infinity pools and one heated indoor pool.
Find A Pool Near Your Vacation Rental Or Condo
A pool is nearby when you book directly with Premier Island Management Group. For those staying at Portofino Island Resort, you have one of the best pools in the area on-site.
We offer vacation homes along Pensacola Beach with ample privacy and space. Our Pensacola Beach homes offer private pools, Gulf-front views, complimentary wireless internet, and more. Contact us to learn more—book by calling 866-976-7530 or info@premierisland.com.
