Pensacola Private Pool Properties


Properties Available 70 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* Golf Cart Available for Rent (6-Seater)* 7 Bedrooms + Bunk Room - Sleeps Large Families and Groups* Gulf Views from Oversized Covered Porch + Deck* Cowley Park Directly Behind Home – P
Hot HOT 33
Beach Dreams
House
$3,563 - $17,563 / per week
Bedrooms 7 bedrooms
Bathrooms 5 Full, 2 Half
Guests 22 guests
Rating 5 (40 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
Hot HOT 40
Let's Do Sunset
House Pet Friendly
$1,995 - $14,063 / per week
Bedrooms 5 bedrooms
Bathrooms 4 Full, 1 Half
Guests 17 guests
Rating 5 (29 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
Hot HOT 29
The Great Escape
House
$3,528 - $18,263 / per week
Bedrooms 6 bedrooms
Bathrooms 6 Full, 1 Half
Guests 22 guests
Rating 5 (30 Reviews)
Signature Amenities of this Impressive Home:* Short Walk to the Beach – Just 4–5 Minutes to the Gulf* Access to Large Community Pool* Pet Friendly with Approval* Intracoastal Waterway Access – Ideal for Kayaking & Paddleboarding* Multiple Decks & Porches for Outdoor Relaxation* Fully Stocked Kitchen with Open-Concept Living* Beach Gear Incl
Hot HOT 28
Dip Your Toes
House Pet Friendly
$1,449 - $5,936 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 12 guests
Rating 5 (14 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
Hot HOT 188
Sit Back and Relax
Condo
$1,463 - $7,063 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (35 Reviews)
Signature Amenities of 802 Largo Beach House:* Short walk to the sugar-white sands of Pensacola Beach* Private fenced-in pool with optional heat* Grill and spacious outdoor area for relaxing and dining* Full outside kitchen * Woodburning outdoor fireplace * Pet friendly with approval (200 dollar pet fee - under 25 lbs. non shedding only)* Located n
Hot HOT 13
Largo 802
House Pet Friendly
$1,813 - $12,663 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 12 guests
Rating 5 (3 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
Hot HOT 64
Blue Chair
House Pet Friendly
$2,513 - $13,363 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 2 Half
Guests 18 guests
Rating 5 (29 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
Hot HOT 18
Sky High
House Pet Friendly
$3,843 - $21,063 / per week
Bedrooms 8 bedrooms
Bathrooms 7 Full, 2 Half
Guests 26 guests
Rating 5 (15 Reviews)
Signature Amenities of this Beachfront Home:* Direct Gulf-Front Location with Private Beach Access* Two Gulf-Front Master Suites with Balcony Access* Multiple Gulf-Facing Decks + Covered Ground-Level Hangout Space* Fully Equipped Kitchen with Bar Seating & Dining for 12* Large Open Living Room with Smart TV* Washer/Dryer Conveniently Located on
Hot HOT 30
Sea La Vie
House
$2,422 - $13,041 / per week
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 16 guests
Rating 5 (39 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
Hot HOT 34
My Island Pad
House Pet Friendly
$2,590 - $13,363 / per week
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 14 guests
Rating 5 (71 Reviews)
Signature Amenities of This Luxe Beach Home:* 5-Bedroom, 7-Bathroom Custom Build (Sleeps 20)* Private Pool with Optional Heat* Elevator Access to All Floors* Chef’s Kitchen with Wine Cooler & Island Seating* Unobstructed Views of Gulf & Sound* 4 Covered Porches + Poolside Patio with Grill* Bunk Rooms Ideal for Kids* Optional 6-Seat Golf Car
Hot HOT 32
Peachy Queen
House Pet Friendly
$2,835 - $14,063 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 2 Half
Guests 20 guests
Rating 4.9 (33 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
Hot HOT 36
The Sunshine Gulfside
House
$3,115 - $14,063 / per week
Bedrooms 7 bedrooms
Bathrooms 4 Full
Guests 24 guests
Rating 5 (49 Reviews)

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