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.


Properties Available 194 properties available
Top Reasons to Book Santa Rosa Towers 803: *Huge Balcony with Gulf Views *Spacious Interior is 1600 s.f. -Balcony is 252 s.f.*Recently Renovated Interior *Steps to the Gulf of Mexico- just across the street *Gated with Huge Pool *Tennis Courts *Walk to Peg Leg Pete’s *Just 2 miles to the Pensacola Beach Boardwalk *Professionally ManagedSanta Rosa
Santa Rosa Towers unit 803
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 7 guests
Rating 4.9 (37 Reviews)
****THIS UNIT UNRENTABLE UNTIL FURTHER NOTICE DUE TO RECENT HURRICANE DAMAGE********DUE TO DAMAGE FROM HURRICANE ISAIAS ALL BALCONIES ON ALL UNITS ARE CLOSED UNTIL FURTHER NOTICE.****Top Reasons to Book Portofino Penthouse 3-2102: * Spacious Penthouse* Unobstructed Pensacola Beach views* Steps Away from White Sandy Beaches * Gulf, Sound or Pool Vie
Hot HOT 13
Portofino Island Resort Penthouse 3-2102
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (53 Reviews)
****DUE TO DAMAGE FROM HURRICANE ISAIAS ALL BALCONIES ON ALL UNITS ARE CLOSED UNTIL FURTHER NOTICE.****Top Reasons to Book Portofino 1-2002: * Steps Away from White Sandy Beaches * Sound Views From Every Room* Spa Portofino, Tennis, and Fitness Center Onsite * Complimentary Garage Covered Parking Spot * Luxury High Rise * Gulf Front Pool and an Ind
Portofino Island Resort 1-2002
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (24 Reviews)
Top Reasons to Book Starboard Village 121: * Beach Front Corner Unit * Two Beachfront Balconies* Chef's Kitchen with High-End Appliances* Low-Density Complex * The Gulf of Mexico is steps away * Walk to Peg Leg Pete’s seafood restaurant * Just 2 miles to the Pensacola Beach Boardwalk* In-Unit Washer and Dryer * Professionally Managed Starboard Vil
Starboard Village 121
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (16 Reviews)
****THIS UNIT UNRENTABLE UNTIL FURTHER NOTICE DUE TO RECENT HURRICANE DAMAGE********DUE TO DAMAGE FROM HURRICANE ISAIAS ALL BALCONIES ON ALL UNITS ARE CLOSED UNTIL FURTHER NOTICE.****Top Reasons To Book Portofino Island Resort 5-603: * Beautiful Intracoastal Views Of Gulf * Luxury High Rise * Steps Away From White Sand Beaches * Gulf Front Pool and
Portofino Island Resort 5-603
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 4.9 (42 Reviews)
Top Reasons to Book Santa Rosa Dunes 1062: *Sweeping Views of the Sound *Gorgeous Decor *Community Pool, Tennis, Pickleball and Fishing Pier *Steps to the Gulf of Mexico- it's just across the street *Walk to Peg Leg Pete’s *Just 2 miles to the Pensacola Beach Boardwalk *Professionally Managed Santa Rosa Dunes 1062 is a beautifully updated one bed
Santa Rosa Dunes 1062
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full, 1 Half
Guests 2 guests
Rating 5 (99 Reviews)
Top Reasons to Book Sundunes 163 * Gulf-Front Balcony with Jaw-Dropping Views – sunrise coffee, sunset vibes* Steps from Navarre Beach’s Sugar-White Sand – beach days on easy mode* Community Pool – because options matter* Super Family-Friendly Layout – cozy, comfortable, and functional* Recently Updated Based on Guest Feedback – thoughtful improvem
Sundunes 163
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (27 Reviews)
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
Hot HOT 16
Regency Towers 808 W
Condo Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
 New Property!
Top Reasons to Book This Condo:* Beautiful Gulf Front Views* Steps Away from the Navarre Fishing Pier * Walking Distance to Sea Turtle Reserve* Complex Pool and Hot Tub * Great Complex with Elevators* TWO VEHICLE LIMIT PER UNIT NO TRAILERS* Professionally Managed; 24/7* MAXIMUM 14 DAY STAYWelcome to Summerwind Center 504, your perfect beachfro
Summerwind Center 504
Condo
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 6 guests
Rating 5 (5 Reviews)
Top Reasons to Book Sundunes 111:* STEPS to the Beach – walk straight from the complex to the sand in minutes* Stunning Gulf Views from the living area and balcony* Private Gulf-Front Balcony perfect for sunrise coffee or sunset cocktails* Beachfront Complex with pool and grilling area* Professionally Managed with 24/7 Guest SupportSundunes 111 is
Sundunes 111
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (54 Reviews)
Top Reasons to Book Villas on the Gulf J7: *Partial Gulf View from the Balcony * Steps Away From The Beach * Complex Pool and Clubhouse * Feed the Ducks in the Lagoon with Fountain!* Two Electric Vehicle Charging Stations * Just 3 miles to the Pensacola Beach Boardwalk * Only 2.7 miles to the Pensacola Beach Park East Snorkeling Reefs * Professiona
Villas on the Gulf unit J7
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (76 Reviews)
Top Reasons To Book Baywatch F9: * Stunning Sound Views* The Gulf of Mexico is just across the street * Community Pool, Bayside Beach, and Community Dock* Reserved Covered Parking (2 Spaces)* Walk to Peg Leg Pete’s * Just 2 miles to the Pensacola Beach Boardwalk * Professionally Managed; 24/7**Beginning in May 2025, Baywatch rental units are under
Baywatch F9
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (12 Reviews)

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