Pensacola Private Pool Properties


Properties Available 65 properties available
Signature Amenities of This Updated Beach Retreat:* Direct Gulf-Front Condo with Panoramic Water Views* Includes Beach Chair Service (2 Chairs + Umbrella, Mar-Oct)* 4 Additional Beach Chairs + 2 Umbrellas in Unit for Guest Use* Fully Renovated with Stylish Coastal Décor (Updated Dec 2023)* 2 Gulf-Front Pools (1 Seasonally Heated), Hot Tub + Sauna*
Hot HOT 25
Emerald Isle #507 The Jolly Roger
Condo
$1,253 - $4,963 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (28 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 16
Regency Cabanas A1
Townhouse Pet Friendly
$1,764 - $7,063 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 12 guests
 New Property!
Signature Amenities of this Beachfront Retreat:* Gulf-Front 3BR/3BA Condo with Floor-to-Ceiling Views* Complimentary Platinum Beach Service (Mar–Oct)* Handicapped-Accessible Balcony, Master Bath, Pool, and Beach Walkover* Designer Decor with Custom Furnishings and Porcelain Plank Floors* Gourmet Kitchen with Induction Cooktop, Concrete Counters &am
Hot HOT 20
Sunscape
Condo
$1,400 - $6,363 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (47 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 36
Beach Baby
Condo Pet Friendly
$1,820 - $6,363 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 10 guests
Rating 4.9 (35 Reviews)
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
Hot HOT 24
Let's Do Sunset
House Pet Friendly
$2,513 - $13,363 / per week
Bedrooms 5 bedrooms
Bathrooms 4 Full, 1 Half
Guests 17 guests
Rating 5 (21 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 27
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 Coastal Retreat:* Spacious 5BR/7BA Home (Sleeps 20) - Over 3,700 Sq Ft* Private Pool + Hot Tub + Poolside Tiki Bar Lounge* Elevator Access to All Levels (Fee Waived for Mobility Needs)* Private Dock with Boat Lift + 45 Feet of Canal Frontage* Gulf + Intracoastal Views from Expansive Decks & Lunar Balcony* Event Frien
Hot HOT 108
Guitars and Tiki Bars
House
$2,646 - $12,803 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 2 Half
Guests 20 guests
Rating 5 (8 Reviews)
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
Hot HOT 37
Beach Front Beauty
House Pet Friendly
$2,513 - $11,963 / per week
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 14 guests
Rating 5 (27 Reviews)
Signature Amenities of this Canal Front Oasis:* 5BR/7BA Canal front Home - Sleeps 20 Guests* Private Pool + Spacious Decks + Gulf Horizon Views* 4 King Suites with En-Suite Bathrooms + Custom Bunk Room* Elevator Access to All Floors (Fee Waived for Mobility Needs)* Seawall with Boat Tie-Downs & Canal Ladder for Water Access* Game Zone with Ping
Hot HOT 25
Here and Now
House
$2,779 - $13,363 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 2 Half
Guests 20 guests
Rating 5 (9 Reviews)
Signature Amenities of Palm Tree Paradise:* Elevated Private Pool + Hot Tub with Gulf + Sound Views* Over 5,200 Sq. Ft. of Luxury Living Across 3 Floors* Game Room with Pool Table + Wet Bar* Event Friendly with Gulf-Front Tent Space (with Approval)* Elevator Access (Optional: $150/stay; waived for elderly/disabled)* Chef’s Kitchen + Two Refrigerato
Hot HOT 22
Palm Tree Paradise
House
$4,403 - $21,000 / per week
Bedrooms 8 bedrooms
Bathrooms 8 Full, 2 Half
Guests 32 guests
Rating 5 (4 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 25
Sit Back and Relax
Condo
$1,764 - $5,663 / 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 29
Surf and City
House Pet Friendly
$2,618 - $12,663 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 1 Half
Guests 14 guests
Rating 4.9 (45 Reviews)

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