Pensacola Private Pool Properties
64 properties available
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 - $4,151 / per week
2
bedrooms
2
Full
7
guests
5
(64 Reviews)
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
$1,323 - $4,963 / per week
3
bedrooms
3
Full
8
guests
5
(58 Reviews)
Signature Amenities of this Impressive Home:* Short Walk to the Beach – Just 4–5 Minutes to the Gulf* Access to Large Community Pool* Pet Friendly with Approval* Intracoastal Waterway Access – Ideal for Kayaking & Paddleboarding* Multiple Decks & Porches for Outdoor Relaxation* Fully Stocked Kitchen with Open-Concept Living* Beach Gear Incl
Dip Your Toes
House
$1,463 - $5,593 / per week
3
bedrooms
3
Full
12
guests
5
(12 Reviews)
Signature Amenities of This Updated Gulf-Front Home:* Direct Beachfront Location on Coveted Ariola Drive* Gulf-Facing Deck with Covered + Open-Air Seating* Renovated Interior with Fresh Coastal Decor + New Paint (2024)* Cathedral-Style Great Room with Floor-to-Ceiling Gulf Views* In-Home Washer/Dryer + Spacious Open Living Area* Professionally Mana
Beach Front Beauty
House
$2,163 - $12,803 / per week
4
bedrooms
3
Full
14
guests
5
(31 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
$3,031 - $14,763 / per week
6
bedrooms
6
Full
22
guests
4.9
(50 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
(50 Reviews)
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
$3,843 - $17,703 / per week
8
bedrooms
7
Full, 2 Half
26
guests
5
(9 Reviews)
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
$2,674 - $12,873 / per week
7
bedrooms
4
Full
24
guests
5
(43 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 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
$2,863 - $14,763 / per week
7
bedrooms
4
Full, 1 Half
25
guests
5
(44 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
$2,079 - $10,780 / per week
4
bedrooms
4
Full
16
guests
5
(6 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)
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