Pensacola Private Pool Properties


Properties Available 63 properties available
Signature Amenities of This Scenic Beach Home:* Located in Gated Santa Rosa Villa Estates* Pet-Friendly with Approval (Fees Apply)* Gulf and Sound Views from Multiple Balconies* Private Community Pool + Dock with Fishing Access* Chef’s Kitchen with Granite Counters + Custom Cabinets* Primary Suite with Spa Bath + Balcony + Walk-In Closet* Outdoor S
Hot HOT 34
Calle Bonita
House Pet Friendly
$1,463 - $6,587 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 13 guests
Rating 4.8 (8 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 34
Beach Please
House
$903 - $4,263 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
 New Property!
Signature Amenities of The Great Escape: * Prime location on Ariola Drive with stunning Gulf views* Private pool with optional heating* Direct access to Cowley Park’s playground, track, and sports courts* Spacious one-level layout designed for large groups* Every bedroom has an en-suite bathroom and flat-screen TV* Optional elevator access for conv
Hot HOT 25
The Great Escape
House
$4,200 - $17,430 / per week
Bedrooms 6 bedrooms
Bathrooms 6 Full, 1 Half
Guests 22 guests
Rating 5 (26 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
Hot HOT 33
Skyview Penthouse
Condo
$1,533 - $5,516 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 4.9 (26 Reviews)
Signature Amenities of this Coastal Retreat:* Spacious 5BR/7BA Home (Sleeps 20) - Over 3,700 Sq Ft* Private Pool + Hot Tub + Poolside Tiki Bar Lounge* Private Dock with Boat Lift + 45 Feet of Canal Frontage* Gulf + Intracoastal Views from Expansive Decks & Lunar Balcony* Event Friendly - Host Up to 50 Guests with Approval* Golf Cart Rental + Be
Hot HOT 33
Guitars and Tiki Bars
House
$2,863 - $14,063 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 2 Half
Guests 20 guests
Rating 5 (8 Reviews)
Signature Amenities of this Gulf-Front Townhome:* Direct Walk-Out Access to the Gulf* Large Patio, Balcony off Living Room & Master Suite* Chef’s Kitchen with Granite Counters & Stainless Appliances* Private Garage with Gulf-Facing Access* Updated Interior with New Paint, Carpet, Furniture & Bedding* Beach Chairs & Umbrellas Provide
Hot HOT 25
Beach Baby
Condo Pet Friendly
$1,463 - $5,523 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 10 guests
Rating 4.9 (36 Reviews)
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
Hot HOT 17
Bare Feet Retreat
House
$2,163 - $11,753 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 14 guests
Rating 5 (35 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
Hot HOT 18
The Surf Shack
House Pet Friendly
$973 - $5,523 / per week
Bedrooms 1 bedrooms
Bathrooms 1 Full, 1 Half
Guests 6 guests
Rating 5 (45 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
Hot HOT 19
Stay and Play
Condo
$1,393 - $5,992 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 9 guests
Rating 5 (42 Reviews)
Signature Amenities of This Spacious Coastal Home:* Prime Location on Ariola Drive - Steps to the Gulf* Private Pool + Expansive Deck with Outdoor Dining + Loungers* 7 Bedrooms + Bunk Room - Sleeps Large Families and Groups* Gulf Views from Oversized Covered Porch + Deck* Cowley Park Directly Behind Home – Playground, Courts + Track* Event Friendly
Hot HOT 13
Beach Dreams
House
$3,563 - $14,763 / per week
Bedrooms 7 bedrooms
Bathrooms 5 Full, 2 Half
Guests 22 guests
Rating 5 (34 Reviews)
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
Hot HOT 27
Sit Back and Relax
Condo
$1,463 - $5,376 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (32 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
Hot HOT 54
Surf and City
House Pet Friendly
$2,800 - $13,293 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 1 Half
Guests 14 guests
Rating 4.9 (49 Reviews)

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