Pensacola Private Pool Properties
65 properties available
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
The Sunshine House
House
$2,443 - $10,283 / per week
4
bedrooms
4
Full
16
guests
5
(5 Reviews)
Signature Amenities of This Luxe Beach Home:* 5-Bedroom, 7-Bathroom Custom Build (Sleeps 20)* Private Pool with Optional Heat* Elevator Access to All Floors* Chef’s Kitchen with Wine Cooler & Island Seating* Unobstructed Views of Gulf & Sound* 4 Covered Porches + Poolside Patio with Grill* Bunk Rooms Ideal for Kids* Optional 6-Seat Golf Car
Peachy Queen
House
$2,863 - $12,131 / per week
5
bedrooms
5
Full, 2 Half
20
guests
5
(25 Reviews)
Signature Amenities of this Coastal Cottage:* 75 Feet from the Beach - No Roads to Cross* Pet Friendly with Approval (Limit 2, Fee Applies)* Renovated Interior with New Furniture & Decor* Open-Concept Living with Fireplace & Smart TV* Three-Tier Custom Bunk Room - Sleeps 4 Kids or Teens* Spacious Deck with Gas Grill + Downstairs Hangout Are
SeaEsta
House
$1,253 - $6,363 / per week
4
bedrooms
3
Full
14
guests
5
(38 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
Tuscan Sun
House
$3,563 - $16,968 / per week
6
bedrooms
6
Full, 1 Half
18
guests
5
(24 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
Blue Chair
House
$2,513 - $12,362 / per week
5
bedrooms
5
Full, 2 Half
18
guests
5
(21 Reviews)
Signature Amenities of this Renovated Townhome:* Direct Walkout to the Gulf of Mexico* Fully Renovated 3BR/3BA Townhome* Private Garage with Beach Chairs & Kayak for Guest Use* Multiple Outdoor Spaces - Deck, Patio, and 2 Balconies* Chef’s Kitchen with Granite Counters and Stainless Appliances* Open Concept Living Area with Queen Sleeper Sofa*
Bikini Bottom
Condo
$1,463 - $5,873 / per week
3
bedrooms
3
Full
10
guests
4.8
(28 Reviews)
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
Surf and City
House
$2,800 - $13,293 / per week
5
bedrooms
5
Full, 1 Half
14
guests
4.9
(48 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
$4,200 - $17,430 / per week
6
bedrooms
6
Full, 1 Half
22
guests
5
(25 Reviews)
Signature Amenities of This Luxe Coastal Estate:* Gulf-View Luxury Home – Sleeps 22* Private Pool with Sundeck + Outdoor Shower* Elevator Access from Ground to 3rd Floor* Designer Interiors with Upscale Furnishings* Chef’s Kitchen + Indoor & Outdoor Dining* Covered Porches + Open-Air Rooftop Deck* Second-Floor Lounge with Wet Bar + Built-In Bun
Castle de Playa
House
$3,563 - $14,763 / per week
6
bedrooms
6
Full
22
guests
4.9
(50 Reviews)
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 Tranquility:* Brand-new game room with ping pong, foosball, and lounge space (added March 2025)* Sleeps up to 33 guests* Elevator access to all levels for convenience* Private 12’ x 26’ pool with optional heating* Direct beach access via private path * Outdoor shower, fenced backyard, and multiple decks* 2 wagons, 12 beach ch
Tranquility
House
$2,800 - $14,763 / per week
7
bedrooms
6
Full
33
guests
5
(14 Reviews)
Signature Amenities of Regency Cabanas A1:* Gated community for added privacy and peace of mind* Garage parking for convenience and security* Outdoor gas grill for the perfect BBQ night* Beach cart and washer/dryer provided* Resort-Style Amenities* 2 Outdoor Pools for a refreshing dip* Private dune walkover for quick + easy beach access* High-speed
Regency Cabanas A1
Townhouse
$1,463 - $6,993 / per week
4
bedrooms
3
Full
12
guests
5
(1 Reviews)
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