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 192 properties available
Top Reasons to Book Portofino 4-1305: * Steps Away from White Sandy Beaches * Gulf Views From Every Room* Luxury High Rise with Upscale Decor * Extra hidden refrigerated cooling drawers* Functional Remote Workspace * Complimentary Garage Covered Parking Spot * Gulf Front Pool and an Indoor (seasonally heated) Pool *PORTOFINO ISLAND MANAGEMENT NOW R
Hot HOT 12
Portofino Island Resort 4-1305
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (61 Reviews)
Top Reasons to Starboard Village 521:* Stunning Beachfront Views* Steps Away from the Gulf of Mexico* Multiple Balconies* Complex Pool* Garage on the Ground Level w/1 Covered Space* Modern Updates* Walk to Peg Leg Pete’s seafood restaurant* Just 2 miles to the Pensacola Beach Boardwalk* Professionally Managed; 24/7Discover Starboard Village 521, a
Starboard Village 521
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (20 Reviews)
Top Reasons to Book Portofino 4-1802: * Steps Away from White Sandy Beaches * Gulf Views From Every Room* Luxury High Rise with Upscale Decor * Extra hidden refrigerated cooling drawers* Functional Remote Workspace * Complimentary Garage Covered Parking Spot * Gulf Front Pool and an Indoor (seasonally heated) Pool *This property is NOT AVAILABLE fo
Hot HOT 30
Portofino Island Resort 4-1802
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (6 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 16
Regency Towers 405 West
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (71 Reviews)
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
Hot HOT 18
Portofino Island Resort 1-1003
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (25 Reviews)
Top Reasons to Book LaBahia 224:* Gulf Views from Private Balcony* Nestled Between the Sound and the Gulf* Natural Light Throughout — Skylights + Large Windows* Community Pool + Sound Side Beach Access* In-Unit Washer/Dryer + Fully Stocked Kitchen* Seasonal Beach Trolley to Casino Beach* Less Than a Mile to Peg Leg Pete's* Professionally ManagedWel
LaBahia 224
Condo
Bedrooms 1 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (18 Reviews)
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)
Top Reasons to Book Villas on the Gulf H5:* Beach Front Complex - Just Steps to the Beach* Balcony with Pool Views* Complex Pool and Clubhouse*Covered Parking Spot*Walking Distance to Local Market * Two Electric Vehicle Charging Stations* Short Drive to Pensacola Beach Boardwalk and Snorkeling Reefs* Professionally Managed; 24/7 Service*This proper
Villas on the Gulf unit H5
Condo
Bedrooms 2 bedrooms
Bathrooms 1 Full, 1 Half
Guests 6 guests
Rating 5 (30 Reviews)
Top Reasons to Book Boardwalk F1: * Spacious Balcony with Sweeping Views of the Gulf * Community Pool and Beach on the Bay * The Gulf of Mexico is Across the Street* Walk to Peg Leg Pete’s * Just 2 miles to the Pensacola Beach Boardwalk * Professionally Managed Welcome to Boardwalk F1. This lovely two-bedroom, two and 1/2 bath unit sits directly on
Hot HOT 18
Boardwalk F1
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (4 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 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 1-1402: * 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
Hot HOT 15
Portofino Island Resort 1-1402
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (13 Reviews)

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