Pensacola Private Pool Properties
68 properties available
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 - $18,536 / per week
8
bedrooms
7
Full, 2 Half
26
guests
5
(11 Reviews)
Signature Amenities of this Gulf Front Condo:* 450 feet of direct beachfront access* Three Gulf-side swimming pools (one heated during winter months)* Three hot tubs* Private beach walkover* Fitness center* Outdoor grills* On-site security* Rare Covered Parking spot included* Professionally ManagedEscape to paradise and revive your spirit with the
Summerwind Resort #1502
Condo
$833 - $4,039 / per week
3
bedrooms
2
Full
6
guests
New Property!
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
$1,253 - $6,405 / per week
4
bedrooms
3
Full
14
guests
4.9
(40 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 Coastal Retreat:* Waterfront Home with Dock and Private Boat Lift* Expansive 15x30ft Private Pool (Heated Option Available)* Oversized Rear Deck, Front Balcony, and Stunning Lunar Deck Views* Garage Lounge with Bar, TV, Ping Pong, & Giant Connect Four* Golf Cart Available for Rent (6-Seater)* Kayaks, Life Vests, Beac
Blue Chair
House
$2,513 - $13,174 / per week
5
bedrooms
5
Full, 2 Half
18
guests
5
(25 Reviews)
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
$1,253 - $5,992 / per week
3
bedrooms
3
Full
9
guests
5
(46 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
$2,569 - $12,551 / per week
4
bedrooms
4
Full
14
guests
5
(65 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 - $16,870 / per week
7
bedrooms
6
Full, 1 Half
26
guests
5
(36 Reviews)
Signature Amenities of OWB Beach House:* Short walk to the sugar-white sands of Pensacola Beach* Expansive decking surrounding the home (1,300+ sq. ft.)* Complimentary bikes for guest use* Game Room with ping pong table, darts, card table TV, Bunks + Lounge Space* Private pool with fenced backyard* Grill and spacious outdoor area for relaxing and d
OWB Beach House
House
$2,163 - $9,373 / per week
5
bedrooms
3
Full
17
guests
New Property!
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
$2,002 - $13,265 / per week
5
bedrooms
4
Full, 1 Half
17
guests
5
(26 Reviews)
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
$2,282 - $12,754 / per week
5
bedrooms
4
Full
18
guests
4.9
(19 Reviews)
Signature Amenities of this Coastal Retreat:* Penthouse-Level 3BR/3BA End Unit (18th Floor)* Complimentary Beach Chair Service (2 Chairs + Umbrella, Mar–Oct)* Stunning Views of Gulf, Island Coastline, and Sound/Bay* Over 1,950 Sq Ft with Open Floor Plan and Updated Kitchen* All Bedrooms Feature Ensuite Bathrooms* Gulf-Front Balcony + Breakfast Nook
Skyview Penthouse
Condo
$1,533 - $5,663 / per week
3
bedrooms
3
Full
8
guests
4.9
(29 Reviews)
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