Pensacola Private Pool Properties
71 properties available
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
$3,528 - $17,563 / per week
6
bedrooms
6
Full
22
guests
4.9
(56 Reviews)
56
Signature Amenities of this Private Gulf Retreat:* Gulf-View Luxury Home – Sleeps 18* One of the Largest Private Pools on Pensacola Beach* Rooftop Deck with 360° Views * Chef’s Kitchen with Oversized Island + Double Refrigerators* Soaring Ceilings + Wall of Windows for Natural Light* Dedicated Beach Access – 50 Yards to Sand* Luggage/Accessibility
Fathom Resort
House
$2,142 - $13,363 / per week
5
bedrooms
4
Full
18
guests
4.9
(30 Reviews)
30
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
$2,142 - $12,579 / per week
5
bedrooms
5
Full, 2 Half
20
guests
4.9
(36 Reviews)
36
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
$2,772 - $17,563 / per week
7
bedrooms
6
Full
33
guests
4.9
(21 Reviews)
21
Signature Amenities of this Beachview Condo:* Professionally Re-Decorated in 2023 – Fresh and Stylish* Ground-Floor Location – Easy Access to Pool and Beach* Spacious Open Living, Dining and Kitchen Area* Pet Friendly with Approval (Limit 2, Fee Applies)* Tennis Courts, Pool and Grass Area Just Outside the Door* Large Flat-Screen TVs in Living Room
Beach on a Budget
Condo
$966 - $4,963 / per week
2
bedrooms
2
Full
6
guests
4.9
(58 Reviews)
58
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
$2,142 - $14,063 / per week
4
bedrooms
3
Full
14
guests
5
(42 Reviews)
42
Signature Amenities of this Impressive Condo:* Gulf-Front Condo with Direct Beach Walkover Access* Complimentary Beach Chair 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 position/location if available and Gulf
Fleur De Sel
Condo
$756 - $4,025 / per week
2
bedrooms
2
Full
6
guests
5
(56 Reviews)
56
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
$3,598 - $19,194 / per week
8
bedrooms
7
Full, 2 Half
26
guests
5
(16 Reviews)
16
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
$1,386 - $9,415 / per week
4
bedrooms
4
Full
18
guests
4.9
(23 Reviews)
23
Signature Amenities of This Updated Beachfront Gem:* Gulf-Front Home with Private Walkway to the Sand* Fully Renovated in 2025 – Preserved Coastal Charm* Expansive Covered Porch with Gulf Views + Dining & Porch Swing* Top-Floor Gulf-View Suite with Private Deck + Kitchenette* Spacious Living Area with 3 Sofas + Queen Sleeper* Open-Concept Kitch
Bare Feet Retreat
House
$2,142 - $13,153 / per week
4
bedrooms
3
Full
14
guests
5
(44 Reviews)
44
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
$2,142 - $11,963 / per week
4
bedrooms
4
Full
16
guests
5
(35 Reviews)
35
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
$1,239 - $6,944 / per week
4
bedrooms
3
Full
14
guests
4.9
(43 Reviews)
43
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