Pensacola Beach Vacation Rentals with a Private Pool
Make Your Own Splash Just Steps from the Sand
Skip the crowds and cool off on your own schedule with Pensacola Beach vacation rentals with a private pool. Whether you're after a quiet soak after a day on the sand or a backyard big enough for the whole group to play, a private pool turns any stay into an easy retreat. Many of our private house rentals come with fenced backyards, outdoor kitchens, and heated pools for cooler months, so mornings by the water and evenings on the patio are both part of the package.
Traveling with a dog? Several of our pool homes are also pet-friendly, so the whole family, four legs included, can enjoy the backyard. And if you'd rather stay right on the water, browse our waterfront rentals for homes and condos that pair a private or community pool with direct Sound or Gulf access. Not sure which pool home is right for your group? Check out 8 Pensacola Beach House Rentals with Private Pools for a hand-picked shortlist to add to your search.
192 properties available
Top Reasons to Book Regency Cabanas D3:* Amazing Pool Views * Garage Parking for One Vehicle with Two Additional Parking Spots* Ping Pong table and Beach Essentials available* Two Community Swimming Pools * 0.2 Miles to the only local market on Pensacola Beach* Short Distance to Pensacola Beach Boardwalk* Professionally Managed; 24/7Welcome to Rege
Top Reasons to Book Portofino 2-1902: * Recently Renovated - New Flooring and Furniture! - New Photos Coming Soon!!* Beautiful Intracoastal Gulf Views* Luxury High Rise * Steps Away From White Sand Beaches * Gulf Front Pool and an Indoor (seasonally heated) Pool * Access to the Lifestyle Center Pool Deck * Spa Portofino, Tennis and Fitness Center
Top Reasons to Book Portofino 1-1003: * Steps Away from White Sandy Beaches * Gulf Views* Spa Portofino, Tennis, and Fitness Center Onsite * Complimentary Garage Covered Parking Spot * Luxury High Rise * Gulf Front Pool and an Indoor (seasonally heated) Pool * Professionally Managed; 24/7*Portofino/Premier Island Management requires a $75 check in
Top Reasons to Book Santa Rosa Dunes 825: * Across the Street from the Gulf of Mexico * Modern and Comfortable * Beautiful Sound View from the Balcony * Communal Pool, Tennis, Pickleball and Fishing Pier * Walk to Peg Leg Pete’s * Just 2 miles to the Pensacola Beach Boardwalk * Professionally Managed; 24/7 Service*This property is NOT AVAILABLE for
Top Reasons to Book Santa Rosa Dunes 1063: * Stunning Aerial Views of the Santa Rosa Sound * Newly Renovated* Short Walk to Beach Access * Perfect for Families * Professionally Managed; 24/7Drink in the views at Santa Rosa Dunes 1063! This adorable 1BR/1.5BA condo features gorgeous sound views and upgrades throughout. This rental is equipped to sle
Top Reasons to Book This Condo: * 12th-floor penthouse with panoramic beach views* Direct beachfront—walk straight to the sand* Private balcony with stunning Gulf-front views* Zero gravity beds for unmatched comfort* Jacuzzi Tub for day-end relaxation* Seasonally Heated Complex Pool (November 1st - April 1st)* Family-friendly layout with spacious l
Top Reasons to Book Santa Rosa Dunes 721: * Across the Street from the Gulf of Mexico * Modern and Comfortable * Beautiful Sound View from the Balcony* Two King Suites * Communal Pool, Tennis, Pickleball and Fishing Pier * Walk to Peg Leg Pete’s * Just 2 miles to the Pensacola Beach Boardwalk * Professionally Managed; 24/7 Service*This property is
Top Reasons to Book Regency Towers 808 W:* Beach Front Balcony with Unobstructed Views* Boardwalk to the Beach is Steps Away* Each Bedroom has Ensuite Bath and Water Views* Pet Friendly ($100 Each / 2 Dogs 50lb Each Max)* Beachside Pool and In-Unit Laundry* Located on the Seasonal Trolley Route* Only 2.7 miles to the Pensacola Beach Park East Snork
Top Reasons to Book Baywatch G7: * Stunning Sound Front Views* The Gulf of Mexico is just across the street * No pets allowed no exceptions.* Community Pool, Bayside Beach, and Community Dock*Recently Renovated* Walk to Peg Leg Pete’s * Just 2 miles to the Pensacola Beach Boardwalk * Professionally Managed; 24/7 service.**Beginning in May 2025, Ba
Top Reasons to Book Baywatch C8: * Stunning Sound Front Views* The Gulf of Mexico is Just Across the Street* Balcony Access from Living Room and Master Bedroom * Community Pool, Bayside Beach, and Community Dock* Walk to Peg Leg Pete’s * Just 2 miles to the Pensacola Beach Boardwalk * Professionally Managed; 24/7 service.**Beginning in May 2025, B
Top Reasons To Book Santa Rosa Dunes 1061:* Two Private Balconies - Enjoy Gulf and Sound Views* One Covered Parking Spot Assigned to 1061* Steps to the Gulf of Mexico - Just Across the Street!* Community Pool, Tennis, Pickleball and Fishing Pier* Just 2 miles to the Pensacola Beach Boardwalk* Walk to Peg Leg Pete’s* Professionally Managed; 24/7Welc
Top Reasons to Stay at Summerwind Center 704:* Stunning Gulf-Front Views* Multiple Pools and Hot Tubs* Spacious and Beautifully Maintained Complex* Next Door to the Navarre Beach Fishing Pier* Great Surrounding Attractions* Professionally Managed; 24/7With stunning views of the Gulf of Mexico and a prime beachfront location, Summerwind Center 704 h
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