Pensacola Private Pool Properties
71 properties available
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
Guitars and Tiki Bars
House
$2,303 - $16,037 / per week
5
bedrooms
5
Full, 2 Half
20
guests
5
(16 Reviews)
16
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
The Sunshine Gulfside
House
$2,303 - $14,063 / per week
7
bedrooms
4
Full
24
guests
5
(49 Reviews)
49
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 Island Sunrise:* Direct Gulf-Front Views + Expansive Balcony* Complimentary Beach Service (2 Chairs + Umbrella, Mar–Oct)* Bonus Beach Gear: 4 Extra Chairs + 2 Umbrellas Provided* Recently Renovated with Stylish Coastal Decor* Chef’s Kitchen with Upgraded Appliances + Mixer* Light-Blocking Custom Drapes + Wall-Mounted Smart TV
Island Sunrise
Condo
$1,253 - $5,978 / per week
3
bedrooms
3
Full
8
guests
5
(75 Reviews)
75
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 - $20,181 / per week
8
bedrooms
7
Full, 2 Half
26
guests
5
(19 Reviews)
19
Signature Amenities of this Gulf-Front Condo:* Direct Gulf-Front Views with Easy Beach Access* Recently Updated with New Flooring, Paint, Bedding and Décor* 6 Beach Chairs and 2 Umbrellas Provided Inside the Unit* Bright Open-Concept Living Space with Gulf Views* Fully Equipped Kitchen with Dining for the Whole Family* Large Balcony Overlooking the
Coastal Breeze
Condo
$833 - $4,907 / per week
3
bedrooms
2
Full
9
guests
5
(42 Reviews)
42
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
Sea La Vie
House
$2,163 - $12,663 / per week
5
bedrooms
4
Full
16
guests
5
(45 Reviews)
45
Signature Amenities of Palm Palace:* Brand-New Ground Floor Game Room + Living Space (Added 2025)* Private Pool with Optional Heat + Polywood Lounge Seating* Chef's Designer Kitchen + Spacious Open Living Area* Elevator Access to All Living Levels (Fee Applies)* Just a 3-Minute Walk to the Gulf + Steps from the Sound* Game Room: Pool Table, Foosbal
Palm Palace
House
$2,163 - $13,363 / per week
6
bedrooms
5
Full, 1 Half
34
guests
5
(25 Reviews)
25
Signature Amenities of This Scenic Beach Home:* Located in Gated Santa Rosa Villa Estates* Pet-Friendly with Approval nothing over 40lbs (Fees Apply)* Gulf and Sound Views from Multiple Balconies* Private Community Pool + Dock with Fishing Access* Chef’s Kitchen with Granite Counters + Custom Cabinets* Primary Suite with Spa Bath + Balcony + Walk-I
Calle Bonita
House
$1,190 - $9,163 / per week
4
bedrooms
3
Full
13
guests
4.9
(18 Reviews)
18
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
(34 Reviews)
34
Signature Amenities of This Gulf-Front Townhome Retreat* 3 Bedrooms | 3 Bathrooms | Sleeps 9* Direct Gulf-Front Location* Stunning Oceanfront and Ocean View Balconies* Optional 6-Seat Golf Cart Rental* Private Dune Walkover to Sugar-White Sand Beaches* Professionally Managed* This property is not available to adults under the age of 25. *Experience
Shell Of A Time
Townhouse
$2,100 - $9,072 / per week
3
bedrooms
3
Full
9
guests
New Property!
Signature Amenities of this Canal Front Oasis:* 5BR/7BA Canal front Home - Sleeps 20 Guests* Private Pool + Spacious Decks + Gulf Horizon Views* 4 King Suites with En-Suite Bathrooms + Custom Bunk Room* Seawall with Boat Tie-Downs & Canal Ladder for Water Access* Game Zone with Ping Pong Table + Oversized Connect Four* Golf Cart Rental + Kayaks
Here and Now
House
$2,163 - $14,000 / per week
5
bedrooms
5
Full, 2 Half
20
guests
5
(21 Reviews)
21
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