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 190 properties available
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
Hot HOT 15
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 Tristan Towers 14D: *Santa Rosa Soundfront*King Suite has Balcony Access*The Gulf of Mexico is just across the street*Lighted Tennis Courts-Olympic size Pool*Pier on Sound-Grills and Picnic Tables*Walk to Peg Leg Pete’s*Just 2 miles to the Pensacola Beach Boardwalk*Professionally ManagedTristan Towers 14D is a two bedroom, two b
Tristan Towers unit 14D
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (89 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
Hot HOT 15
Regency Towers 405 West
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (73 Reviews)
Top Reasons to Book Beachview 107:* Fantastic Location*3-minute walk to the beach* Dog Friendly (Additional Fee - See details below)* Family Friendly with Beach Essentials* Cable, Smart TVs, and WiFi* Pool, Tennis Court, Pickleball Court, and Community Grill* Short Drive To Navarre Beach Fishing Pier * Professionally Managed; 24/7 Service*This prop
Beachview 107
Condo Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (21 Reviews)
Top Reasons to Book Santa Rosa Dunes 321: * Across the Street from the Gulf of Mexico * Beautiful Sound View from the Balcony* Peddle Boat and 1 Kayak Available * 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 AVA
Hot HOT 11
Santa Rosa Dunes 321
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (1 Reviews)
Top Reasons to Book Sea Haven:* Sound Views from Private Second-Floor Balcony* Gated By The Sea Community with Pool + Hot Tub* Walk to Sound and Gulf Beaches* Backyard Firepit with Sandy Seating Area* Spa-Style Primary Suite with Private Balcony* Gourmet Kitchen with Granite Island* Professionally Managed; 24/7Welcome to Sea Haven, a beautifully ap
Sea Haven
House
Bedrooms 4 bedrooms
Bathrooms 3 Full, 1 Half
Guests 8 guests
Rating 5 (6 Reviews)
Top Reasons to Book Sailor's Cove:* Short walk to the Gulf of Mexico Public Beach Access #38C* Community Pool* Canal Views* Outdoor Shower* Open and Spacious Living Room* Complimentary Cable Television* Professionally Managed; 24/7 This stunning coastal home is the perfect place for a family vacation! This is a 4-bedroom, 3-bathroom home that can a
Sailor's Cove
House
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 10 guests
Rating 5 (9 Reviews)
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
Santa Rosa Dunes 1063
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full, 1 Half
Guests 6 guests
Rating 5 (59 Reviews)
Top Reasons to Book Emerald Isle 206: * Beautiful Beachfront Condo * Floor to Ceiling Beach Views * 2 Beachfront Pools (1 Seasonally Heated) * Hot Tub- Sauna- Fitness Center w/Gulf Views * Walk to Red Fish Blue Fish and Casino Beach pier * Less than a mile to the Pensacola Beach Boardwalk* Unit is right off the stair access * Professionally Manag
Emerald Isle unit 206
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (16 Reviews)
Top Reasons to Book South Harbour 12E:* Gulf Views to the South, Sound Views to the East, Bay Views to the West* Updated Furnishing * Communal Pool and Fitness Center* Conveniently Located in the Heart of Pensacola Beach* Gated Community* Professionally Managed; 24/7Welcome to South Harbour 12E of Pensacola Beach! This is a 2 bedroom, 2 bathroom co
South Harbour 12E
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (52 Reviews)
Reasons to Book This Property: * Cozy, Coastal Studio-Style Condo * Direct Sound Views * Private Fishing Pier + Gazebo Seating Overlooking Bay* Shared Community Pool * Professionally Managed; 24/7 Service*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions. **We LOVE Snowbirds! Low Monthly Winter Rates*Kick back and
Hot HOT 14
Sunset Harbor Palms 1-204
Studio
Bathrooms 1 Full
Guests 4 guests
 New Property!
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 Indoor (seasonally heated) Pool * Professionally Managed; 24/7*PORTOFINO ISLAND MANAGEMENT NOW REQUIRES A
Portofino Island Resort 1-2002
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (23 Reviews)

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