Pensacola Private Pool Properties


Properties Available 65 properties available
Signature Amenities of The Great Escape: * Prime location on Ariola Drive with stunning Gulf views* Private pool with optional heating* Direct access to Cowley Park’s playground, track, and sports courts* Spacious one-level layout designed for large groups* Every bedroom has an en-suite bathroom and flat-screen TV* Optional elevator access for conv
Hot HOT 15
The Great Escape
House
$4,200 - $17,430 / per week
Bedrooms 6 bedrooms
Bathrooms 6 Full, 1 Half
Guests 22 guests
Rating 5 (25 Reviews)
Signature Amenities of This Premier Condo:* Private Balcony with Seating for Sunrises and Sunsets* Stunning views of Santa Rosa Sound * 2 Designated Garage Parking Spots + Unlimited Outdoor Parking* Spa Portofino Access - Full-Service Spa + Indoor Olympic Pool* Resort Access to 5 Tennis Courts, Fitness Center, Pools and Restaurants* Professionally
Hot HOT 12
Portofino 5-2005: Percy's Paradise
Condo
$833 - $3,150 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
 New Property!
Signature Amenities of Regency Cabanas A1:* Gated community for added privacy and peace of mind* Garage parking for convenience and security* Outdoor gas grill for the perfect BBQ night* Beach cart and washer/dryer provided* Resort-Style Amenities* 2 Outdoor Pools for a refreshing dip* Private dune walkover for quick + easy beach access* High-speed
Regency Cabanas A1
Townhouse Pet Friendly
$1,463 - $6,993 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 12 guests
Rating 5 (1 Reviews)
Signature Amenities of This Scenic Beach Home:* Located in Gated Santa Rosa Villa Estates* Pet-Friendly with Approval (Fees Apply)* Gulf and Sound Views from Multiple Balconies* Private Community Pool + Dock with Fishing Access* Chef’s Kitchen with Granite Counters + Custom Cabinets* Primary Suite with Spa Bath + Balcony + Walk-In Closet* Outdoor S
Hot HOT 15
Calle Bonita
House Pet Friendly
$1,463 - $6,363 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 13 guests
Rating 5 (7 Reviews)
Signature Amenities of This Spacious Coastal Home:* Prime Location on Ariola Drive - Steps to the Gulf* Private Pool + Expansive Deck with Outdoor Dining + Loungers* 7 Bedrooms + Bunk Room - Sleeps Large Families and Groups* Gulf Views from Oversized Covered Porch + Deck* Cowley Park Directly Behind Home – Playground, Courts + Track* Event Friendly
Hot HOT 32
Beach Dreams
House
$3,563 - $14,763 / per week
Bedrooms 7 bedrooms
Bathrooms 5 Full, 2 Half
Guests 22 guests
Rating 5 (33 Reviews)
Signature Amenities of Beach Please:* Walkable, Quiet Neighborhood * Steps to County-Managed Beach Access* Minutes from Boardwalk Dining, Gulf Islands National Seashore + Fort Pickens* Professionally Managed* This property is not available to adults under the age of 25. *Welcome to Beach Please, your perfect home base for a relaxing Gulf Coast geta
Hot HOT 21
Beach Please
House
$1,043 - $4,263 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
 New Property!
Signature Amenities of This Spacious Gulf Retreat:* Ariola Drive Location with Unrestricted Gulf Views* Steps to Beach Access – Just Across the Driveway* Private Pool with Optional Heat ($80/day)* Expansive Gulf-Side Deck with Dining + Lounge Space* Two Living Areas – Perfect for Multi-Family Groups* Fully Updated Kitchen with Custom Cabinets + Isl
Hot HOT 13
Beach Getaway
House Pet Friendly
$2,800 - $14,000 / per week
Bedrooms 6 bedrooms
Bathrooms 5 Full
Guests 22 guests
Rating 5 (31 Reviews)
Signature Amenities of this Gulf-Front Condo:* Direct Gulf-Front Views with Easy Beach Access* Recently Updated with New Flooring, Paint, Bedding and Décor* 6 Beach Chairs and 2 Umbrellas Provided Inside the Unit* Bright Open-Concept Living Space with Gulf Views* Fully Equipped Kitchen with Dining for the Whole Family* Large Balcony Overlooking the
Hot HOT 22
Coastal Breeze
Condo
$1,323 - $4,543 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 9 guests
Rating 5 (32 Reviews)
Signature Amenities of this Impressive Home:* Beachfront Location with Sweeping Gulf Views* Private Heated Pool with Lounge Seating* Spacious 9-Bedroom, 9.5-Bathroom Layout* Elevator Access to All Floors* Massive Chef’s Kitchen with Double Refrigerators and Ovens* Arcade-Style Game Room with Two Machines* Two Gulf-View Towers for Sunsets and Starga
Hot HOT 17
No Shoes
House Pet Friendly
$4,200 - $23,961 / per week
Bedrooms 9 bedrooms
Bathrooms 9 Full, 2 Half
Guests 30 guests
Rating 5 (30 Reviews)
Signature Amenities of Tranquility:* Brand-new game room with ping pong, foosball, and lounge space (added March 2025)* Sleeps up to 33 guests* Elevator access to all levels for convenience* Private 12’ x 26’ pool with optional heating* Direct beach access via private path * Outdoor shower, fenced backyard, and multiple decks* 2 wagons, 12 beach ch
Hot HOT 13
Tranquility
House Pet Friendly
$2,800 - $14,763 / per week
Bedrooms 7 bedrooms
Bathrooms 6 Full
Guests 33 guests
Rating 5 (14 Reviews)
Signature Amenities of This Updated Beachfront Gem:* Gulf-Front Home with Private Walkway to the Sand* Fully Renovated in 2025 – Preserved Coastal Charm* Expansive Covered Porch with Gulf Views + Dining & Porch Swing* Top-Floor Gulf-View Suite with Private Deck + Kitchenette* Spacious Living Area with 3 Sofas + Queen Sleeper* Open-Concept Kitch
Hot HOT 14
Bare Feet Retreat
House
$2,163 - $11,753 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 14 guests
Rating 5 (35 Reviews)
Signature Amenities of Surf and City:* Sleek Modern Design with Gulf and Island Views* Balcony Pool Overlooking Beach and Commercial District* Elevator Access to All Levels* Game Room with Pool Table and Built-In Bunks* High-End Kitchen with Stainless Steel Appliances* Walkable Location Near Dining, Shopping, and Boardwalk* Private Beach Access Jus
Hot HOT 22
Surf and City
House Pet Friendly
$2,800 - $13,293 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 1 Half
Guests 14 guests
Rating 4.9 (48 Reviews)

Tell us what you're looking for and someone will contact you with available options.

I agree