Pensacola Private Pool Properties


Properties Available 71 properties available
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
$1,323 - $6,363 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 4.9 (38 Reviews)
Signature Amenities of This Stunning Beachfront Home:* Direct Gulf-Front Home, Walk Straight to the Sand* Pet Friendly with Approval (Limit 2, Fee Applies)* Wraparound Main-Level Deck with Gulf Views + Grill* Expansive Ground-Level Event Deck, Ideal for Reunions or Weddings* Multiple Balconies* Two Living Areas - Main-Level Great Room + Downstairs
Hot HOT 24
The Shore House
House Pet Friendly
$2,443 - $13,363 / per week
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 18 guests
Rating 4.9 (43 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 15
The Great Escape
House
$2,653 - $18,263 / per week
Bedrooms 6 bedrooms
Bathrooms 6 Full, 1 Half
Guests 22 guests
Rating 5 (35 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* Profes
Hot HOT 22
Cloud Nine
House Pet Friendly
$1,253 - $9,093 / per week
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 18 guests
Rating 4.9 (25 Reviews)
Signature Amenities of this Impressive Home:* Newly installed Putting Green * Beachfront Location with Sweeping Gulf Views* Back Yard Firepit * Private Heated Pool with Lounge Seating*Poolside bare with refrigerator and television * Spacious 9-Bedroom, 9.5-Bathroom Layout* Elevator Access to All Floors (additional fee applies-The fee can  be waived
Hot HOT 22
No Shoes
House Pet Friendly
$3,500 - $24,563 / per week
Bedrooms 9 bedrooms
Bathrooms 9 Full, 2 Half
Guests 30 guests
Rating 5 (45 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 16
Blue Chair
House Pet Friendly
$2,163 - $13,363 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 2 Half
Guests 18 guests
Rating 5 (33 Reviews)
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
Hot HOT 11
Bare Feet Retreat
House
$2,163 - $13,153 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 14 guests
Rating 5 (48 Reviews)
Signature Amenities of this Gulf Front Condo:* 450 feet of direct beachfront access* Three Gulf-side swimming pools (one heated during winter months)* Three hot tubs* Private beach walkover* Fitness center* Outdoor grills* On-site security* Rare Covered Parking spot included* Professionally ManagedEscape to paradise and revive your spirit with the
Summerwind Resort #1502
Condo
$833 - $4,676 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (8 Reviews)
Signature Amenities of this Beachview Condo:* Professionally Re-Decorated in 2023 – Fresh and Stylish* Ground-Floor Location – Easy Access to Pool and Beach* Spacious Open Living, Dining and Kitchen Area* Pet Friendly with Approval (Limit 2, Fee Applies)* Tennis Courts, Pool and Grass Area Just Outside the Door* Large Flat-Screen TVs in Living Room
Beach on a Budget
Condo Pet Friendly
$903 - $4,963 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (59 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 Pet Friendly
$2,863 - $17,563 / per week
Bedrooms 6 bedrooms
Bathrooms 5 Full, 2 Half
Guests 20 guests
Rating 5 (30 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
$693 - $7,063 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (12 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
$3,283 - $19,929 / per week
Bedrooms 8 bedrooms
Bathrooms 7 Full, 2 Half
Guests 26 guests
Rating 5 (19 Reviews)

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