Pensacola Private Pool Properties


Properties Available 63 properties available
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
Hot HOT 52
Surf and City
House Pet Friendly
$2,800 - $13,293 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 1 Half
Guests 14 guests
Rating 4.9 (49 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 24
Sit Back and Relax
Condo
$1,463 - $5,376 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (32 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*
Hot HOT 14
Emerald Isle #507 The Jolly Roger
Condo
$1,323 - $4,963 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (28 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
Hot HOT 29
Tuscan Sun
House
$3,563 - $16,968 / per week
Bedrooms 6 bedrooms
Bathrooms 6 Full, 1 Half
Guests 18 guests
Rating 5 (25 Reviews)
Signature Amenities of this Elevated Retreat:* Expansive 4BR/4BA Home with Gulf and Sound Views* Wraparound Decks with Stunning Island Panoramas* Elevator Access to All Levels* Pet Friendly with Approval (Limit 2, Fee Applies)* Grand Top-Floor Living Area with Coastal Views* Fully Equipped Chef’s Kitchen * Community Pool Steps from the Home* Easy B
Hot HOT 146
Cloud Nine
House Pet Friendly
$1,750 - $8,939 / per week
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 18 guests
Rating 4.9 (19 Reviews)
Signature Amenities of The Surf Shack:* Gulf views from the deck + just 30 steps to the sand* Budget-friendly single-family home - great alternative to condos!* Pet-friendly (with approval) * Two decks (one shaded, one with views)* Loft-style sleeping area with half bath* Ideal for Mardi Gras parade route access* Walkable to beach, restaurants, an
Hot HOT 22
The Surf Shack
House Pet Friendly
$973 - $5,523 / per week
Bedrooms 1 bedrooms
Bathrooms 1 Full, 1 Half
Guests 6 guests
Rating 5 (45 Reviews)
Signature Amenities of this Impressive Home:* Beachfront Location with Sweeping Gulf Views* Private Heated Pool with Lounge Seating* Spacious 9-Bedroom, 9.5-Bathroom Layout* Elevator Access to All Floors* Massive Chef’s Kitchen with Double Refrigerators and Ovens* Arcade-Style Game Room with Two Machines* Two Gulf-View Towers for Sunsets and Starga
Hot HOT 93
No Shoes
House Pet Friendly
$4,200 - $23,961 / per week
Bedrooms 9 bedrooms
Bathrooms 9 Full, 2 Half
Guests 30 guests
Rating 5 (31 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
Hot HOT 28
Guitars and Tiki Bars
House
$2,863 - $14,063 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 2 Half
Guests 20 guests
Rating 5 (8 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 25
Let's Do Sunset
House Pet Friendly
$2,016 - $12,663 / per week
Bedrooms 5 bedrooms
Bathrooms 4 Full, 1 Half
Guests 17 guests
Rating 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
Hot HOT 34
Sky High
House Pet Friendly
$3,843 - $17,703 / per week
Bedrooms 8 bedrooms
Bathrooms 7 Full, 2 Half
Guests 26 guests
Rating 5 (9 Reviews)
Signature Amenities of The Great Escape: * Prime location on Ariola Drive with stunning Gulf views* Private pool with optional heating* Direct access to Cowley Park’s playground, track, and sports courts* Spacious one-level layout designed for large groups* Every bedroom has an en-suite bathroom and flat-screen TV* Optional elevator access for conv
Hot HOT 28
The Great Escape
House
$4,200 - $17,430 / per week
Bedrooms 6 bedrooms
Bathrooms 6 Full, 1 Half
Guests 22 guests
Rating 5 (26 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
Hot HOT 21
The Sunshine House
House Pet Friendly
$2,443 - $10,283 / per week
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 16 guests
Rating 5 (5 Reviews)

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