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 Portofino 3-1209: * Steps Away from White Sandy Beaches * Water Views From Every Room* Closest Tower to the Beach Walkway* Best Views of the Beach Looking Down the Island* Spa Portofino, Tennis, and Fitness Center Onsite * Complimentary Garage Covered Parking Spot * Luxury High Rise * Gulf Front Pool and an Indoor (seasonally he
Portofino Island Resort 3-1209
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (11 Reviews)
Top Reasons to Book Regency Towers 405 West:* Beach Front Balcony* The Beach is Steps Away * Master Suite has Panoramic Views* Beachside Pool and Picnic Area* Located on the Seasonal Trolley Route* Just 3 miles to the Pensacola Beach Boardwalk * Only 2.7 miles to the Pensacola Beach Park East Snorkeling Reefs* Professionally Managed; 24/7 Regency T
Regency Towers 405 West
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (73 Reviews)
Top Reasons to Book South Harbour 4E:* Gulf Views to the South, Sound Views to the East, Bay Views to the West* Complex Pool and Fitness Center* Conveniently Located in the Heart of Pensacola Beach* Quiet Gated Community* Professionally Managed; 24/7Welcome to South Harbour 4E of Pensacola Beach! This is a 2 bedroom, 2 bathroom overlooking the beau
South Harbour 4E
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (38 Reviews)
Top Reasons to Book Villas on the Gulf J10: * Partial Gulf View from the Balcony * Steps to 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 * Professionally
Villas on the Gulf unit J10
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (11 Reviews)
Top Reasons to Book Portofino 2-1508: * Modern Decor and Furnishings* Steps Away from White Sandy Beaches * Luxury Gulf Views* Spa Portofino, Tennis, and Fitness Center Onsite * Wonderfully Maintained Luxury High Rise * * Resort Style Exterior and Interior Pools (indoor pool is seasonally heated) * Professionally Managed; 24/7*Portofino Island Man
Portofino Island Resort 2-1508
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
 New Property!
Top Reasons to Book Villas on the Gulf A1: * Just steps to the beach! * Complex Pool and Clubhouse * Just 3 miles to the Pensacola Beach Boardwalk* Two Electric Vehicle Charging Stations * Only 2.7 miles to the Pensacola Beach Park East Snorkeling Reefs * Professionally Managed Escape to paradise at Villas on the Gulf A1! This coastal themed two-be
Villas on the Gulf unit A1
Condo
Bedrooms 2 bedrooms
Bathrooms 1 Full, 1 Half
Guests 6 guests
Rating 5 (9 Reviews)
Top Reasons to Book Portofino 1-809: * Beautiful Intracoastal Views of Gulf * Luxury High Rise Resort* Steps Away from White Sand Beaches * Outdoor Pool and an Indoor (seasonally heated) Pool * Access to the Lifestyle Center Pool Deck * Spa Portofino, Tennis and Fitness Center Onsite * Two Electric Car Charging Stations* Onsite Dining and Shoppin
Portofino Island Resort 1- 809
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (38 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)
Top Reasons to Book Beachview 102:* 1st Floor Condo - Only Feet Away From Community Pool* Only 1 Level Living Space (Two Steps Into Complex)* STEPS to the Beach - Fantastic Location* Pool, Tennis Court, and Pickleball Court * Community Charcoal Grills* Cable, Smart TVs, and WiFi* Dog Friendly Unit *ONLY one dog up to 25 lbs is permitted this weight
Beachview 102 - Flaming Sunrise
Condo Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (92 Reviews)
Top Reasons to Book The Salty Pelican:* Boardwalk Sound Access Just Steps Away* Pet Friendly — Up to 2 Pets (Fees Apply)* Community Pool* Spacious 3-Story Home with Coastal Character* Primary Suite with Soaking Tub + Walk-In Shower* Fireplace + Multiple Balconies* Boat Ramp Steps Away — Perfect for Boating + Jet Skis* Snowbird Friendly — Low Monthl
The Salty Pelican
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 Full, 1 Half
Guests 10 guests
Rating 5 (11 Reviews)
Top Reasons To Stay at Summerwind West1203:* Sweeping Gulf Front Views* Multiple Pools and Hot Tubs* Spacious and Beautifully Maintained Complex* Next Door to the Navarre Beach Fishing Pier*MAXIMUM TWO VEHICLES PER UNIT NO TRIALERS* Professionally Managed; 24/7 Service*This property is NOT AVAILABLE for rent to those under the age of 25. No Excep
Summerwind West 1203
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (28 Reviews)
Top Reasons to Book Portofino 2-1101: * Steps Away from White Sandy Beaches * Water Views From Every Room* Luxury High Rise with Upscale Decor * Functional Remote Workspace * Complimentary Garage Covered Parking Spot * Gulf Front Pool and an Indoor (seasonally heated) Pool *Portofino/Premier Island Management requires a $75 check in fee and a daily
Hot HOT 14
Portofino Island Resort 2-1101
Condo
Bedrooms 3 bedrooms
Bathrooms 3 Full, 1 Half
Guests 8 guests
 New Property!

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