Pensacola Private Pool Properties
68 properties available
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
(32 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 - $12,551 / per week
4
bedrooms
4
Full
14
guests
5
(64 Reviews)
Signature Amenities of Let’s Do Sunset:* Direct Sound Front with Private 200+ Ft Dock* Gulf Access – 5-Minute Walk to White Sand Beaches* Breathtaking Sunset Views from Expansive Deck* Calm Waters Ideal for Kayaking, Swimming & Fishing* Deepwater Anchorage + Built-In Swim Ladder* Chef’s Kitchen + Open Concept Living Room* Elevator Access to All
Let's Do Sunset
House
$1,750 - $13,265 / per week
5
bedrooms
4
Full, 1 Half
17
guests
5
(25 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
$637 - $3,913 / per week
2
bedrooms
2
Full, 1 Half
6
guests
5
(9 Reviews)
Signature Amenities of this Impressive Home:* Beachfront Location with Sweeping Gulf Views* Private Heated Pool with Lounge Seating* Spacious 9-Bedroom, 9.5-Bathroom Layout* Elevator Access to All Floors* Massive Chef’s Kitchen with Double Refrigerators and Ovens* Arcade-Style Game Room with Two Machines* Two Gulf-View Towers for Sunsets and Starga
No Shoes
House
$4,200 - $25,081 / per week
9
bedrooms
9
Full, 2 Half
30
guests
5
(36 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
(35 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
(22 Reviews)
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* Just a 3-Minute Walk to the Gulf + Steps from the Sound* Game Room: Pool Table, Foosball, Kitchenette
Palm Palace
House
$2,723 - $13,055 / per week
6
bedrooms
5
Full, 1 Half
34
guests
5
(20 Reviews)
Signature Amenities of This Soundfront Escape:* Sound front Setting with Stunning Water Views* Spacious 5-Bedroom, 4-Bathroom Layout + Bonus Room* Private Balconies off the Master Suite and Main Living Area* Custom Kitchen with Stainless Steel Appliances* Bunk Room with Four Queen Beds and a Chalkboard Wall* Multiple Living Areas Including a Ground
Sun Dancer
House
$1,463 - $6,839 / per week
5
bedrooms
3
Full
10
guests
5
(31 Reviews)
Signature Amenities of The Beach House:* Large private pool with patio seating, grill, and tropical landscaping* 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 entrance* Spacious layout perfect for lar
The Beach House
House
$2,877 - $14,952 / per week
7
bedrooms
4
Full, 1 Half
25
guests
5
(45 Reviews)
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 - $11,284 / per week
4
bedrooms
4
Full
16
guests
5
(8 Reviews)
Signature Amenities of The Surf Shack:* Gulf views from the deck + just 30 steps to the sand* Budget-friendly single-family home - great alternative to condos!* Pet-friendly (with approval) * Two decks (one shaded, one with views)* Loft-style sleeping area with half bath* Ideal for Mardi Gras parade route access* Walkable to beach, restaurants, an
The Surf Shack
House
$973 - $5,523 / per week
1
bedrooms
1
Full, 1 Half
6
guests
5
(55 Reviews)
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