Pensacola Private Pool Properties
64 properties available
Signature Amenities of this Renovated Townhome:* Direct Walkout to the Gulf of Mexico* Fully Renovated 3BR/3BA Townhome* Private Garage with Beach Chairs & Kayak for Guest Use* Multiple Outdoor Spaces - Deck, Patio, and 2 Balconies* Chef’s Kitchen with Granite Counters and Stainless Appliances* Open Concept Living Area with Queen Sleeper Sofa*
Bikini Bottom
Condo
$1,463 - $5,873 / per week
3
bedrooms
3
Full
10
guests
5
(27 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
$3,780 - $16,163 / per week
7
bedrooms
6
Full, 1 Half
26
guests
5
(34 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
$2,135 - $12,362 / per week
5
bedrooms
5
Full, 2 Half
18
guests
5
(21 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
$2,674 - $12,873 / per week
7
bedrooms
4
Full
24
guests
5
(43 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
$2,436 - $14,763 / per week
7
bedrooms
4
Full, 1 Half
25
guests
5
(43 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
Beach Please
House
$763 - $4,263 / per week
3
bedrooms
2
Full
8
guests
New Property!
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
Bare Feet Retreat
House
$1,841 - $11,949 / per week
4
bedrooms
3
Full
14
guests
5
(36 Reviews)
Signature Amenities of Let’s Do Sunset:* Direct Sound Front with Private 200+ Ft Dock* Gulf Access – 5-Minute Walk to White Sand Beaches* Breathtaking Sunset Views from Expansive Deck* Calm Waters Ideal for Kayaking, Swimming & Fishing* Deepwater Anchorage + Built-In Swim Ladder* Chef’s Kitchen + Open Concept Living Room* Elevator Access to All
Let's Do Sunset
House
$1,575 - $12,677 / per week
5
bedrooms
4
Full, 1 Half
17
guests
5
(22 Reviews)
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
$3,458 - $17,878 / per week
8
bedrooms
7
Full, 2 Half
26
guests
5
(9 Reviews)
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
$3,031 - $14,763 / per week
6
bedrooms
6
Full
22
guests
4.9
(50 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 My Island Pad:* Direct Beachfront on 100 Feet of Private Shoreline* Two Gulf-Front King Suites with Ensuite Baths* Expansive Full-Width Beachfront Deck* Open Concept Living with Cathedral Ceilings* Fully Equipped Kitchen with Bar Seating* Outdoor Grill + Stunning Gulf Views* Located on Famed Ariola Drive* Pet-Friendly with Ap
My Island Pad
House
$2,513 - $11,991 / per week
4
bedrooms
4
Full
14
guests
5
(59 Reviews)
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