Pensacola Private Pool Properties
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
3
bedrooms
3
Full
8
guests
4.9
(38 Reviews)
38
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
The Shore House
House
$2,443 - $13,363 / per week
5
bedrooms
4
Full
18
guests
4.9
(43 Reviews)
43
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
The Great Escape
House
$2,653 - $18,263 / per week
6
bedrooms
6
Full, 1 Half
22
guests
5
(35 Reviews)
35
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
Cloud Nine
House
$1,253 - $9,093 / per week
4
bedrooms
4
Full
18
guests
4.9
(25 Reviews)
25
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
No Shoes
House
$3,500 - $24,563 / per week
9
bedrooms
9
Full, 2 Half
30
guests
5
(45 Reviews)
45
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
$2,163 - $13,363 / per week
5
bedrooms
5
Full, 2 Half
18
guests
5
(33 Reviews)
33
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
$2,163 - $13,153 / per week
4
bedrooms
3
Full
14
guests
5
(48 Reviews)
48
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
3
bedrooms
2
Full
6
guests
5
(8 Reviews)
8
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
$903 - $4,963 / per week
2
bedrooms
2
Full
6
guests
4.9
(59 Reviews)
59
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
$2,863 - $17,563 / per week
6
bedrooms
5
Full, 2 Half
20
guests
5
(30 Reviews)
30
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
3
bedrooms
2
Full
8
guests
5
(12 Reviews)
12
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
8
bedrooms
7
Full, 2 Half
26
guests
5
(19 Reviews)
19
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