Pensacola Private Pool Properties
64 properties available
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
Beach Dreams
House
$3,563 - $14,763 / per week
7
bedrooms
5
Full, 2 Half
22
guests
5
(34 Reviews)
Signature Amenities of Tuscan Sun:* Gulf views from multiple rooms and decks* Elevator access to all levels* Private 18’ x 12’ pool with optional heat* Game room with pool table, wet bar, and queen sleeper sofa* Sleeps up to 18 with bunk space and flexible sleeping zones* Directly across from beach access with unobstructed Gulf views* Event-friendl
Tuscan Sun
House
$3,563 - $16,968 / per week
6
bedrooms
6
Full, 1 Half
18
guests
5
(25 Reviews)
Signature Amenities of this Ground-Floor Condo:* Ground-Floor Walkout to Beach, Just Steps to the Sand!* Complimentary Beach Service (2 Chairs + Umbrella, Mar–Oct)* Fully Renovated with High-End Finishes and Stylish Coastal Décor* Access to Large Community Pool (Seasonally Heated)* 9-Foot Ceilings for an Airy, Open Feel* Professionally Managed* Thi
The Driftwood Condo
Condo
$1,043 - $4,109 / per week
2
bedrooms
2
Full
6
guests
4.9
(17 Reviews)
Signature Amenities of this Canal Front Oasis:* 5BR/7BA Canal front Home - Sleeps 20 Guests* Private Pool + Spacious Decks + Gulf Horizon Views* 4 King Suites with En-Suite Bathrooms + Custom Bunk Room* Seawall with Boat Tie-Downs & Canal Ladder for Water Access* Game Zone with Ping Pong Table + Oversized Connect Four* Golf Cart Rental + Kayaks
Here and Now
House
$2,863 - $12,663 / per week
5
bedrooms
5
Full, 2 Half
20
guests
5
(10 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 & Restaurants* Professionall
Portofino 2-708
Condo
$693 - $3,696 / per week
2
bedrooms
2
Full, 1 Half
6
guests
5
(1 Reviews)
Signature Amenities of This Resort-Style Home:* Unobstructed Gulf Views - Steps to County Beach Access* Private Lagoon-Style Pool + Tiki Bar + Lounge Seating* Game Room with Pool Table, Ping Pong, Foosball and Basketball Game* 6 Bedrooms + Bonus Loft Area - Sleeps Large Groups Comfortably* Fully Equipped Kitchen + Upstairs Kitchenette + Smart TVs i
Anne's Island Girl
House
$3,563 - $14,763 / per week
6
bedrooms
4
Full
22
guests
5
(31 Reviews)
Signature Amenities of This Luxury Estate:* Direct Beach Access + Expansive Gulf-Facing Decks* Private Pool with Sand Play Area, Lounge Seating + Gas Grill* Gourmet Chef’s Kitchen with Viking Appliances + 8-Burner Gas Stove* 2 Spacious Living Areas + Upstairs Wet Bar + Bonus Lounge Space* Elevator Access to All Living Levels (Fee Applies)* Event Fr
Beach Elite
House
$4,200 - $16,163 / per week
7
bedrooms
6
Full, 1 Half
26
guests
5
(34 Reviews)
Signature Amenities of this Coastal Retreat:* Direct Beachfront Access from Your Private Deck* Loaded Beach Garage – 7 Bikes, 4 Kayaks, SUP, Skimboards and More* Over a Dozen Chairs, 6 Umbrellas, Toys, Games, Tennis and Pickleball Gear* Premium Kitchen with All-Clad, Le Creuset and Top-Shelf Cookware* Outdoor Deck with Elevated, Custom Seating for
Stay and Play
Condo
$1,253 - $5,992 / per week
3
bedrooms
3
Full
9
guests
5
(42 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
No Shoes
House
$4,200 - $23,961 / per week
9
bedrooms
9
Full, 2 Half
30
guests
5
(31 Reviews)
Signature Amenities of Palm Palace:* Brand-New Ground Floor Game Room + Living Space (Added 2025)* Private Pool with Optional Heat + Polywood Lounge Seating* Chef’s Designer Kitchen + Spacious Open Living Area* Elevator Access to All Living Levels* Just a 3-Minute Walk to the Gulf + Steps from the Sound* Game Room: Pool Table, Foosball, Kitchenette
Palm Palace
House
$2,723 - $12,159 / per week
6
bedrooms
5
Full, 1 Half
34
guests
5
(16 Reviews)
Signature Amenities of Island Sunrise:* Direct Gulf-Front Views + Expansive Balcony* Complimentary Beach Service (2 Chairs + Umbrella, Mar–Oct)* Bonus Beach Gear: 4 Extra Chairs + 2 Umbrellas Provided* Recently Renovated with Stylish Coastal Decor* Chef’s Kitchen with Upgraded Appliances + Mixer* Light-Blocking Custom Drapes + Wall-Mounted Smart TV
Island Sunrise
Condo
$1,323 - $4,865 / per week
3
bedrooms
3
Full
8
guests
5
(58 Reviews)
Signature Amenities of Baywatch Unit G9:* Gulf Views/Sound side Views* Wheelchair Accessible* Free Wi-Fi + Parking (limit 2 vehicles)* 3 Kayaks (2 singles, 1 double)* Outdoor Pool* Private Fishing Pier* Outdoor Amenities Including Charcoal Grills, Picnic Tables and a Fire Pit* Washer & Dryer in Condo* Elevator* Professionally Managed*This prope
Baywatch G9
Condo
$483 - $3,703 / per week
2
bedrooms
2
Full
7
guests
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