Pensacola Private Pool Properties
63 properties available
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
Tranquility
House
$2,800 - $14,763 / per week
7
bedrooms
6
Full
33
guests
4.9
(15 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
Beach Dreams
House
$3,563 - $14,763 / per week
7
bedrooms
5
Full, 2 Half
22
guests
5
(34 Reviews)
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
Calle Bonita
House
$1,463 - $6,587 / per week
4
bedrooms
3
Full
13
guests
4.8
(8 Reviews)
Signature Amenities of this Beachfront Townhome:* Direct Gulf-Front Location with Private Beach Access* Pet Friendly with Approval (Limit 2, Fee Applies)* Private Elevator to All Floors* Chef’s Kitchen with Granite Counters & Island Seating* Two Full Kitchens + Two Laundry Areas* Gulf-Front Master Suite with Private Balcony & Bunk Nook* Gro
Once Upon A Tide
House
$2,163 - $9,352 / per week
4
bedrooms
4
Full
14
guests
5
(32 Reviews)
Signature Amenities of This Luxe Coastal Estate:* Gulf-View Luxury Home – Sleeps 22* Private Pool with Sundeck + Outdoor Shower* Elevator Access from Ground to 3rd Floor* Designer Interiors with Upscale Furnishings* Chef’s Kitchen + Indoor & Outdoor Dining* Covered Porches + Open-Air Rooftop Deck* Second-Floor Lounge with Wet Bar + Built-In Bun
Castle de Playa
House
$3,563 - $14,763 / per week
6
bedrooms
6
Full
22
guests
4.9
(50 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
Awesome Tranquility
Condo
$1,043 - $4,193 / per week
2
bedrooms
2
Full
7
guests
5
(62 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
Sit Back and Relax
Condo
$1,463 - $5,376 / per week
3
bedrooms
3
Full
8
guests
5
(32 Reviews)
Signature Amenities of this Luxury Home:* Gulf + Sound Views from Rooftop Deck* Private Heated Pool with Lounge Deck* Chef’s Kitchen + Butler’s Pantry with Beverage Station* Screened Outdoor Living Room with Fireplace* Game Room with Ping Pong, Foosball + Cornhole* Sleeps 20 with 6 Bedrooms + 2 Bonus Bunk Rooms* Dedicated Beach Access Just 2 Blocks
Destination Perfection
House
$3,563 - $15,463 / per week
6
bedrooms
5
Full, 2 Half
20
guests
5
(22 Reviews)
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*
Emerald Isle #507 The Jolly Roger
Condo
$1,323 - $4,963 / per week
2
bedrooms
2
Full
6
guests
4.9
(28 Reviews)
Signature Amenities of this Impressive Condo:* Gulf-Front Condo with Direct Beach Walkover Access* Complimentary Beach Chair 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 position/location if available and Gulf
Fleur De Sel
Condo
$1,043 - $4,095 / per week
2
bedrooms
2
Full
6
guests
5
(44 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
$1,463 - $6,993 / per week
3
bedrooms
3
Full, 1 Half
8
guests
5
(48 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 - $16,163 / per week
7
bedrooms
6
Full, 1 Half
26
guests
5
(34 Reviews)
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