Pensacola Private Pool Properties
69 properties available
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
$2,821 - $13,412 / per week
5
bedrooms
5
Full, 1 Half
14
guests
4.9
(56 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 - $20,587 / per week
8
bedrooms
8
Full, 2 Half
32
guests
5
(9 Reviews)
Signature Amenities of This Spacious Gulf Retreat:* Ariola Drive Location with Unrestricted Gulf Views* Steps to Beach Access – Just Across the Driveway* Private Pool with Optional Heat ($80/day)* Expansive Gulf-Side Deck with Dining + Lounge Space* Two Living Areas – Perfect for Multi-Family Groups* Fully Updated Kitchen with Custom Cabinets + Isl
Beach Getaway
House
$2,800 - $14,182 / per week
6
bedrooms
5
Full
22
guests
5
(39 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
$1,519 - $6,993 / per week
4
bedrooms
3
Full
12
guests
5
(7 Reviews)
Signature Amenities of Sandcastle:* Direct Gulf-Front Location with 4 Private Balconies* 3,000+ Sq. Ft of Designer Living Space + 6-Car Garage* Viking Chef’s Kitchen with Double Ovens, Ice Maker, and Warming Drawer* Luxury Spa-Style Master Suite with Soaking Tub + Steam Room* Sonos Sound System Throughout + Smart TVs in Every Room* Private Elevator
Sandcastle
House
$2,443 - $11,830 / per week
4
bedrooms
3
Full
12
guests
5
(60 Reviews)
Signature Amenities of this Beachfront Stunner:* Direct Beachfront with Private Walkway* Oversized Gulf-Front Decks + Panoramic Gulf & Sound Views* Private Swim Spa Overlooking the Water* Luxury Chef’s Kitchen + Executive Design Throughout* Game Room with Pool Table, TV, Bunks + Lounge Space* Elevator Access to All Levels* High-End Furnishings
Dixie Queen
House
$4,200 - $23,590 / per week
6
bedrooms
6
Full
30
guests
5
(43 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 - $5,943 / per week
3
bedrooms
3
Full
8
guests
5
(32 Reviews)
Signature Amenities of The Beach House:* Large private pool with patio seating, grill, and tropical landscaping* Golf Cart Available for Rent (6-Seater)* Deeded beach access just steps away on scenic Ariola Drive* Fully renovated interior with new furnishings, décor, and upgraded kitchen* Custom-built bunk room + separate in-law suite with private
The Beach House
House
$3,031 - $14,952 / per week
7
bedrooms
4
Full, 1 Half
25
guests
5
(47 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
(72 Reviews)
Signature Amenities of Baywatch Unit G9:* Gulf Views/Sound side Views* Wheelchair Accessible* Free Wi-Fi + Parking (limit 2 vehicles)* 3 Kayaks (2 singles, 1 double)* Outdoor Pool* Private Fishing Pier* Outdoor Amenities Including Charcoal Grills, Picnic Tables and a Fire Pit* Washer & Dryer in Condo* Elevator* Professionally Managed*This prope
Baywatch G9
Condo
$623 - $3,353 / per week
2
bedrooms
2
Full
7
guests
5
(8 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 - $12,488 / per week
5
bedrooms
4
Full
18
guests
4.9
(41 Reviews)
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
$3,563 - $17,353 / per week
6
bedrooms
6
Full, 1 Half
22
guests
5
(28 Reviews)
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