Pensacola Private Pool Properties
65 properties available
Signature Amenities of This Luxe Coastal Estate:* Gulf-View Luxury Home – Sleeps 22* Private Pool with Sundeck + Outdoor Shower* Elevator Access from Ground to 3rd Floor* Designer Interiors with Upscale Furnishings* Chef’s Kitchen + Indoor & Outdoor Dining* Covered Porches + Open-Air Rooftop Deck* Second-Floor Lounge with Wet Bar + Built-In Bun
Castle de Playa
House
$4,095 - $14,063 / per week
6
bedrooms
6
Full
22
guests
4.9
(50 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
$1,050 - $6,363 / per week
2
bedrooms
2
Full, 1 Half
6
guests
New Property!
Signature Amenities of Palm Tree Paradise:* Elevated Private Pool + Hot Tub with Gulf + Sound Views* Over 5,200 Sq. Ft. of Luxury Living Across 3 Floors* Game Room with Pool Table + Wet Bar* Event Friendly with Gulf-Front Tent Space (with Approval)* Elevator Access (Optional: $150/stay; waived for elderly/disabled)* Chef’s Kitchen + Two Refrigerato
Palm Tree Paradise
House
$4,403 - $21,000 / per week
8
bedrooms
8
Full, 2 Half
32
guests
5
(4 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
$4,284 - $21,063 / per week
6
bedrooms
6
Full
30
guests
5
(38 Reviews)
Signature Amenities of this Upgraded Condo:* Direct Gulf-Front Location on the 6th Floor* 2025 Interior Upgrades with Stylish Coastal Décor* Complimentary Beach Service (2 Chairs + Umbrella, Mar–Oct) ***Beach service that is included does not guarantee any position/location of chairs-the service provider may charge additional fees for priority posi
Awesome Tranquility
Condo
$1,260 - $5,663 / per week
2
bedrooms
2
Full
7
guests
5
(61 Reviews)
Signature Amenities of The Salt House:* Just steps from the beach with direct access to the sand* Crow’s nest with panoramic coastline views* Complimentary bikes, kayaks, surfboards, and beach gear* Pickleball net and private sand volleyball court* Recently renovated interior with stylish furnishings* Gas grill and spacious outdoor areas for relaxi
The Salt House
House
$1,883 - $6,363 / per week
3
bedrooms
2
Full
8
guests
5
(43 Reviews)
Signature Amenities of This Updated Beach Retreat:* Direct Gulf-Front Condo with Panoramic Water Views* Includes Beach Chair Service (2 Chairs + Umbrella, Mar-Oct)* 4 Additional Beach Chairs + 2 Umbrellas in Unit for Guest Use* Fully Renovated with Stylish Coastal Décor (Updated Dec 2023)* 2 Gulf-Front Pools (1 Seasonally Heated), Hot Tub + Sauna*
Emerald Isle #507 The Jolly Roger
Condo
$1,253 - $4,963 / per week
2
bedrooms
2
Full
6
guests
4.9
(28 Reviews)
Signature Amenities of The Beach House:* Large private pool with patio seating, grill, and tropical landscaping* Deeded beach access just steps away on scenic Ariola Drive* Fully renovated interior with new furnishings, décor, and upgraded kitchen* Custom-built bunk room + separate in-law suite with private entrance* Spacious layout perfect for lar
The Beach House
House
$3,150 - $13,363 / per week
7
bedrooms
4
Full, 1 Half
25
guests
5
(43 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 - $12,663 / per week
5
bedrooms
5
Full, 2 Half
18
guests
5
(20 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
$1,260 - $4,613 / per week
2
bedrooms
2
Full
6
guests
4.9
(17 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
$3,311 - $12,663 / per week
6
bedrooms
5
Full, 1 Half
34
guests
5
(13 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
$4,025 - $16,863 / per week
6
bedrooms
6
Full, 1 Half
18
guests
5
(23 Reviews)
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