Pensacola Private Pool Properties
69 properties available
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 - $6,216 / per week
3
bedrooms
3
Full
9
guests
5
(47 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
Surf and City
House
$2,842 - $13,412 / per week
5
bedrooms
5
Full, 1 Half
14
guests
4.9
(56 Reviews)
Signature Amenities of this Coastal Retreat:* Waterfront Home with Dock and Private Boat Lift* Expansive 15x30ft Private Pool (Heated Option Available)* Oversized Rear Deck, Front Balcony, and Stunning Lunar Deck Views* Garage Lounge with Bar, TV, Ping Pong, & Giant Connect Four* Golf Cart Available for Rent (6-Seater)* Kayaks, Life Vests, Beac
Blue Chair
House
$2,513 - $12,845 / per week
5
bedrooms
5
Full, 2 Half
18
guests
5
(26 Reviews)
Signature Amenities of The Great Escape: * Prime location on Ariola Drive with stunning Gulf views*Fully Stocked Gourmet Kitchen* Every bedroom has an en-suite bathroom and flat-screen TV* Private pool with optional heating* Optional elevator access for convenience* Direct access to Cowley Park’s playground, track, and sports courts* Spacious one-l
The Great Escape
House
$3,563 - $17,353 / per week
6
bedrooms
6
Full, 1 Half
22
guests
5
(26 Reviews)
Signature Amenities of The Sunshine Gulfside:* Private backyard pool with shaded and sunny lounging areas and optional heat***Please note that the owner has installed exterior cameras*** Three distinct sleeping zones - perfect for multiple families* Spacious deck with Gulf views and al fresco dining space* Open concept living area with large kitche
The Sunshine Gulfside
House
$3,143 - $13,475 / per week
7
bedrooms
4
Full
24
guests
5
(47 Reviews)
Signature Amenities of this Beachfront Stunner:* Direct Beachfront with Private Walkway* Oversized Gulf-Front Decks + Panoramic Gulf & Sound Views* Private Swim Spa Overlooking the Water* Luxury Chef’s Kitchen + Executive Design Throughout* Game Room with Pool Table, TV, Bunks + Lounge Space* Elevator Access to All Levels* High-End Furnishings
Dixie Queen
House
$4,200 - $23,590 / per week
6
bedrooms
6
Full
30
guests
5
(42 Reviews)
Signature Amenities of The Sunshine House:* Private pool with shaded lounge space + poolside bathroom* Direct beach access via private path to the shoreline* Gulf views from both floors and multiple decks* Event-friendly with romantic string-lit lower patio* Spacious chef’s kitchen with ice maker + trash chute* Sleeps up to 16 across two floors wit
The Sunshine House
House
$2,443 - $11,284 / per week
4
bedrooms
4
Full
16
guests
5
(29 Reviews)
Signature Amenities of This Luxe Gulf-View Estate:* Rooftop Deck with Gulf Views + Game Room* Private 36-Foot Pool + Optional Heat* Elevator Access to All Floors* Gourmet Kitchen with Double Refrigerators* Two Living Rooms + Two Laundry Rooms* Professionally Designed Interiors* Quick Walk to the Beach Access Point* Ample Parking - Ideal for Reunion
Sealation!
House
$4,011 - $22,148 / per week
8
bedrooms
10
Full
30
guests
4.9
(44 Reviews)
Signature Amenities of this Luxury Home:* Gulf + Sound Views from Rooftop Deck* Private Heated Pool with Lounge Deck* Chef’s Kitchen + Butler’s Pantry with Beverage Station* Screened Outdoor Living Room with Fireplace* Game Room with Ping Pong, Foosball + Cornhole* Sleeps 20 with 6 Bedrooms + 2 Bonus Bunk Rooms* Dedicated Beach Access Just 2 Blocks
Destination Perfection
House
$3,563 - $17,318 / per week
6
bedrooms
5
Full, 2 Half
20
guests
5
(25 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
Beach Dreams
House
$3,563 - $14,966 / per week
7
bedrooms
5
Full, 2 Half
22
guests
5
(37 Reviews)
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
Beach Getaway
House
$2,800 - $14,182 / per week
6
bedrooms
5
Full
22
guests
5
(37 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
Tranquility
House
$2,800 - $14,966 / per week
7
bedrooms
6
Full
33
guests
4.9
(18 Reviews)
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