Pensacola Private Pool Properties
64 properties available
Sky High is a brand-new, custom-built luxury home that redefines the vacation experience. Spanning four floors and connected by a private elevator, this architectural masterpiece combines modern elegance with ultimate comfort—all just steps from the emerald green waters and sugar-white sands of the Gulf Coast.Why You’ll Love Sky High:Panoramic Gulf
Sky High
House
$3,843 - $18,067 / per week
8
bedrooms
7
Full, 2 Half
26
guests
5
(9 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
Coastal Breeze
Condo
$973 - $4,438 / per week
3
bedrooms
2
Full
9
guests
5
(32 Reviews)
Signature Amenities of this Coastal Retreat:* Penthouse-Level 3BR/3BA End Unit (18th Floor)* Complimentary Beach Chair Service (2 Chairs + Umbrella, Mar–Oct)* Stunning Views of Gulf, Island Coastline, and Sound/Bay* Over 1,950 Sq Ft with Open Floor Plan and Updated Kitchen* All Bedrooms Feature Ensuite Bathrooms* Gulf-Front Balcony + Breakfast Nook
Skyview Penthouse
Condo
$1,533 - $5,530 / per week
3
bedrooms
3
Full
8
guests
4.9
(26 Reviews)
Signature Amenities of this Coastal Retreat:* Spacious 5BR/7BA Home (Sleeps 20) - Over 3,700 Sq Ft* Private Pool + Hot Tub + Poolside Tiki Bar Lounge* Private Dock with Boat Lift + 45 Feet of Canal Frontage* Gulf + Intracoastal Views from Expansive Decks & Lunar Balcony* Event Friendly - Host Up to 50 Guests with Approval* Golf Cart Rental + Be
Guitars and Tiki Bars
House
$2,863 - $14,063 / per week
5
bedrooms
5
Full, 2 Half
20
guests
5
(8 Reviews)
Signature Amenities of this Beachfront Retreat:* Direct Gulf-Front Views from 6th Floor Balcony* Complimentary Beach Chair Service (2 Chairs + Umbrella, Mar–Oct)* Over 1,800 Sq Ft of Renovated Interior Space* Open-Concept Living Area with Floor-to-Ceiling Windows* Master Suite with Sitting Area & Oversized Walk-In Shower* Mini-Suite with Privat
Sit Back and Relax
Condo
$1,463 - $5,376 / per week
3
bedrooms
3
Full
8
guests
5
(32 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 - $14,763 / per week
7
bedrooms
6
Full
33
guests
4.9
(15 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
Calle Bonita
House
$1,463 - $6,587 / per week
4
bedrooms
3
Full
13
guests
4.8
(8 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 - $14,763 / per week
7
bedrooms
5
Full, 2 Half
22
guests
5
(34 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 - $15,743 / per week
6
bedrooms
5
Full, 2 Half
20
guests
5
(22 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
New Property!
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
$4,053 - $22,540 / per week
6
bedrooms
6
Full
30
guests
5
(40 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 - $12,873 / per week
7
bedrooms
4
Full
24
guests
5
(43 Reviews)
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