Pensacola Private Pool Properties


Properties Available 68 properties available
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 - $5,663 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (32 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
Hot HOT 86
The Great Escape
House
$3,563 - $17,353 / per week
Bedrooms 6 bedrooms
Bathrooms 6 Full, 1 Half
Guests 22 guests
Rating 5 (26 Reviews)
Signature Amenities of this Beach Retreat:* Direct Gulf-Front Views from the 13th Floor* Newly Renovated 3BR/3BA Condo* Sectional Sofa with Queen Sleeper * Complimentary Beach Service (2 Chairs + Umbrella, Mar–Oct)* Spacious Gulf-Front Balcony with Dining Table & Loungers* Updated Kitchen with New Appliances & Dining for 8* Large Resort-Sty
Hot HOT 19
Sea Turtle Escape
Condo
$1,323 - $5,572 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (33 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
Hot HOT 16
Island Sunrise
Condo
$1,323 - $4,970 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (60 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
Hot HOT 10
Regency Cabanas A1
Townhouse Pet Friendly
$1,463 - $6,993 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 12 guests
Rating 5 (4 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
Hot HOT 43
Awesome Tranquility
Condo
$1,043 - $3,990 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 7 guests
Rating 5 (67 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
Hot HOT 20
My Island Pad
House Pet Friendly
$2,513 - $12,551 / per week
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 14 guests
Rating 5 (64 Reviews)
Signature Amenities of @DEEbeach in Palm Beach Club:* Gulf-View Balcony + Direct Beach Access* Newly Renovated with Coastal Décor + Vaulted Ceilings* Sonos Sound System + 65” Smart TV* Workstation with Desk + Monitor for Remote Work* Peloton Bike for At-Home Workouts* Fully Equipped Kitchen + Wet Bar with Wine Fridge* 6 Beach Chairs, 2 Umbrellas, W
Hot HOT 14
Palm Beach Club #230 - @DEEbeach
Condo
$1,043 - $4,893 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (31 Reviews)
Signature Amenities of Beach Please:* Walkable, Quiet Neighborhood * Steps to County-Managed Beach Access* Minutes from Boardwalk Dining, Gulf Islands National Seashore + Fort Pickens* Professionally Managed* This property is not available to adults under the age of 25. *Welcome to Beach Please, your perfect home base for a relaxing Gulf Coast geta
Hot HOT 17
Beach Please
House
$763 - $4,263 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (1 Reviews)
Signature Amenities of 802 Largo Beach House:* Short walk to the sugar-white sands of Pensacola Beach* Private fenced-in pool with optional heat* Grill and spacious outdoor area for relaxing and dining* Full outside kitchen * Woodburning outdoor fireplace * Pet friendly with approval (200 dollar pet fee - under 25 lbs. non shedding only)* Located n
Hot HOT 29
Largo 802
House Pet Friendly
$1,813 - $16,051 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 12 guests
 New Property!
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
Hot HOT 29
Sky High
House Pet Friendly
$3,843 - $18,536 / per week
Bedrooms 8 bedrooms
Bathrooms 7 Full, 2 Half
Guests 26 guests
Rating 5 (10 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
Hot HOT 20
Beach Getaway
House Pet Friendly
$2,800 - $14,182 / per week
Bedrooms 6 bedrooms
Bathrooms 5 Full
Guests 22 guests
Rating 5 (35 Reviews)

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