Pensacola Private Pool Properties


Properties Available 65 properties available
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
Hot HOT 15
SeaEsta
House Pet Friendly
$1,890 - $6,503 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 14 guests
Rating 5 (38 Reviews)
Signature Amenities of This Premier Condo:* Gulf-Front Condo with Stunning 180° Views * Fully Renovated Kitchen + Professionally Designed Coastal Interiors* Closest Access to the Beach + Trolley to Resort Amenities* Private Balcony with Seating for Gulf Sunrises and Sunsets* 2 Designated Garage Parking Spots + Unlimited Outdoor Parking* Spa Portof
Portofino 1-701: Seventh Heaven
Condo
$1,890 - $8,463 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full, 1 Half
Guests 8 guests
Rating 5 (48 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 13
Skyview Penthouse
Condo
$1,764 - $5,663 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 4.9 (26 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
Hot HOT 19
The Beach House
House
$3,150 - $13,363 / per week
Bedrooms 7 bedrooms
Bathrooms 4 Full, 1 Half
Guests 25 guests
Rating 5 (43 Reviews)
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
Hot HOT 14
Peachy Queen
House Pet Friendly
$2,646 - $12,600 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 2 Half
Guests 20 guests
Rating 5 (24 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
$3,465 - $13,363 / per week
Bedrooms 7 bedrooms
Bathrooms 5 Full, 2 Half
Guests 22 guests
Rating 5 (33 Reviews)
Signature Amenities of this Luxurious Condo:* Stunning 11th Floor Gulf-Front Views* Complimentary Platinum Beach Service (Mar–Oct)* Modern Kitchen with Single-Level Countertops and Open Concept Design* Seasonally Heated Pool + Two Hot Tubs* Updated Beach Walkover – Wheelchair & Stroller Accessible* Spacious Sun Deck + Covered Lanai + Charcoal G
Hot HOT 10
Island Fantasea
Condo
$1,673 - $4,963 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (1 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 17
My Island Pad
House
$2,520 - $11,963 / per week
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 14 guests
Rating 5 (59 Reviews)
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
Hot HOT 39
Cloud Nine
House Pet Friendly
$1,883 - $9,163 / per week
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 18 guests
Rating 5 (18 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 12
Regency Cabanas A1
Townhouse Pet Friendly
$1,764 - $7,063 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 12 guests
Rating 5 (1 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
Hot HOT 20
Blue Chair
House Pet Friendly
$2,513 - $12,663 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 2 Half
Guests 18 guests
Rating 5 (20 Reviews)
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
Hot HOT 20
Tranquility
House Pet Friendly
$3,150 - $13,363 / per week
Bedrooms 7 bedrooms
Bathrooms 6 Full
Guests 33 guests
Rating 5 (13 Reviews)

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