Pensacola Private Pool Properties
65 properties available
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
$1,043 - $4,263 / per week
3
bedrooms
2
Full
8
guests
New Property!
Signature Amenities of this Coastal Retreat:* Direct Beachfront Access from Your Private Deck* Loaded Beach Garage – 7 Bikes, 4 Kayaks, SUP, Skimboards and More* Over a Dozen Chairs, 6 Umbrellas, Toys, Games, Tennis and Pickleball Gear* Premium Kitchen with All-Clad, Le Creuset and Top-Shelf Cookware* Outdoor Deck with Elevated, Custom Seating for
Stay and Play
Condo
$1,393 - $6,279 / per week
3
bedrooms
3
Full
9
guests
5
(42 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 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 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 - $11,263 / per week
5
bedrooms
4
Full
18
guests
4.9
(37 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 Upgraded Condo:* Direct Gulf-Front Location on the 6th Floor* 2025 Interior Upgrades with Stylish Coastal Décor* Complimentary Beach 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 posi
Awesome Tranquility
Condo
$1,043 - $4,263 / per week
2
bedrooms
2
Full
7
guests
5
(61 Reviews)
Signature Amenities of This Premier Condo:* Private Balcony with Seating for Sunrises and Sunsets* Stunning views of Santa Rosa Sound * 2 Designated Garage Parking Spots + Unlimited Outdoor Parking* Spa Portofino Access - Full-Service Spa + Indoor Olympic Pool* Resort Access to 5 Tennis Courts, Fitness Center, Pools and Restaurants* Professionally
Portofino 5-2005: Percy's Paradise
Condo
$833 - $3,150 / per week
2
bedrooms
2
Full, 1 Half
6
guests
New Property!
Signature Amenities of The Glass House:* Directly Across from the Gulf + Located on Santa Rosa Sound* Floor-to-Ceiling Sound Views from Living Area* Newly Added Bunk Room with 4 Twin Beds* Three Water-View Bedrooms + Private Master Suite* Open Kitchen + Dining with Gulf-Facing Windows* Ground-Level Patio + Walk-Out Sound Access* Community Boat Slip
The Glass House
House
$1,253 - $4,263 / per week
3
bedrooms
2
Full, 1 Half
10
guests
5
(37 Reviews)
Signature Amenities of This Updated Beach Retreat:* Direct Gulf-Front Condo with Panoramic Water Views* Includes Beach Chair Service (2 Chairs + Umbrella, Mar-Oct)* 4 Additional Beach Chairs + 2 Umbrellas in Unit for Guest Use* Fully Renovated with Stylish Coastal Décor (Updated Dec 2023)* 2 Gulf-Front Pools (1 Seasonally Heated), Hot Tub + Sauna*
Emerald Isle #507 The Jolly Roger
Condo
$1,323 - $4,963 / per week
2
bedrooms
2
Full
6
guests
4.9
(28 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* Easy B
Cloud Nine
House
$1,750 - $8,890 / per week
4
bedrooms
4
Full
18
guests
5
(18 Reviews)
Signature Amenities of This Luxury Estate:* Direct Beach Access + Expansive Gulf-Facing Decks* Private Pool with Sand Play Area, Lounge Seating + Gas Grill* Gourmet Chef’s Kitchen with Viking Appliances + 8-Burner Gas Stove* 2 Spacious Living Areas + Upstairs Wet Bar + Bonus Lounge Space* Elevator Access to All Living Levels (Fee Applies)* Event Fr
Beach Elite
House
$4,200 - $16,163 / per week
7
bedrooms
6
Full, 1 Half
26
guests
5
(33 Reviews)
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