Pensacola Private Pool Properties
64 properties available
Signature Amenities of this Ground-Floor Condo:* Ground-Floor Walkout to Beach, Just Steps to the Sand!* Complimentary Beach Service (2 Chairs + Umbrella, Mar–Oct)* Fully Renovated with High-End Finishes and Stylish Coastal Décor* Access to Large Community Pool (Seasonally Heated)* 9-Foot Ceilings for an Airy, Open Feel* Professionally Managed* Thi
The Driftwood Condo
Condo
$1,043 - $4,109 / per week
2
bedrooms
2
Full
6
guests
4.9
(17 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 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
$2,303 - $11,263 / per week
5
bedrooms
4
Full
18
guests
4.9
(37 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
Sit Back and Relax
Condo
$1,463 - $5,376 / per week
3
bedrooms
3
Full
8
guests
5
(32 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
The Great Escape
House
$3,031 - $17,430 / per week
6
bedrooms
6
Full, 1 Half
22
guests
5
(26 Reviews)
Signature Amenities of this Gulf-Front Townhome:* Direct Walk-Out Access to the Gulf* Large Patio, Balcony off Living Room & Master Suite* Chef’s Kitchen with Granite Counters & Stainless Appliances* Private Garage with Gulf-Facing Access* Updated Interior with New Paint, Carpet, Furniture & Bedding* Beach Chairs & Umbrellas Provide
Beach Baby
Condo
$1,463 - $5,523 / per week
3
bedrooms
3
Full
10
guests
4.9
(36 Reviews)
Signature Amenities of this Impressive Condo:* Gulf-Front Condo with Direct Beach Walkover Access* Complimentary Beach Chair Service (2 Chairs + Umbrella, Mar–Oct) ***Beach service that is included does not guarantee any position/location of chairs-the service provider may charge additional fees for priority position/location if available and Gulf
Fleur De Sel
Condo
$840 - $3,878 / per week
2
bedrooms
2
Full
6
guests
5
(44 Reviews)
Signature Amenities of This Luxe Gulf-View Estate:* Rooftop Deck with Gulf Views + Game Room* Private 36-Foot Pool + Optional Heat* Elevator Access to All Floors* Gourmet Kitchen with Double Refrigerators* Two Living Rooms + Two Laundry Rooms* Professionally Designed Interiors* Quick Walk to the Beach Access Point* Ample Parking - Ideal for Reunion
Sealation!
House
$4,375 - $21,161 / per week
8
bedrooms
10
Full
30
guests
4.9
(40 Reviews)
Signature Amenities of Palm Tree Paradise:* Elevated Private Pool + Hot Tub with Gulf + Sound Views* Over 5,200 Sq. Ft. of Luxury Living Across 3 Floors* Game Room with Pool Table + Wet Bar* Event Friendly with Gulf-Front Tent Space (with Approval)* Elevator Access (Optional: $150/stay; waived for elderly/disabled)* Chef’s Kitchen + Two Refrigerato
Palm Tree Paradise
House
$4,200 - $19,796 / per week
8
bedrooms
8
Full, 2 Half
32
guests
5
(4 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)
Signature Amenities of this Elevated Beach Retreat:* 4BR/4BA Direct Gulf-Front Estate/plus bonus area bunk beds– Sleeps 18* Private Dune Walkover to Sugar-White Sands* Expansive Gulf-Front Infinity-Style Pool (Heat Optional)* Open-Concept Great Room with Floor-to-Ceiling Gulf Views* Gourmet Kitchen with Oversized Island & Premium Appliances* Tw
The Salt Life
House
$3,213 - $17,668 / per week
5
bedrooms
4
Full
18
guests
5
(19 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 - $17,703 / per week
8
bedrooms
7
Full, 2 Half
26
guests
5
(9 Reviews)
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