Pensacola Private Pool Properties
69 properties available
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
My Island Pad
House
$2,583 - $12,999 / per week
4
bedrooms
4
Full
14
guests
5
(69 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
The Great Escape
House
$3,528 - $17,976 / per week
6
bedrooms
6
Full, 1 Half
22
guests
5
(29 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
Regency Cabanas A1
Townhouse
$1,540 - $6,993 / per week
4
bedrooms
3
Full
12
guests
5
(9 Reviews)
Signature Amenities of Sandcastle:* Direct Gulf-Front Location with 4 Private Balconies* 3,000+ Sq. Ft of Designer Living Space + 6-Car Garage* Viking Chef’s Kitchen with Double Ovens, Ice Maker, and Warming Drawer* Luxury Spa-Style Master Suite with Soaking Tub + Steam Room* Sonos Sound System Throughout + Smart TVs in Every Room* Private Elevator
Sandcastle
House
$2,443 - $12,250 / per week
4
bedrooms
3
Full
12
guests
5
(61 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
Surf and City
House
$2,800 - $13,895 / per week
5
bedrooms
5
Full, 1 Half
14
guests
4.9
(57 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
(35 Reviews)
Signature Amenities of This Luxe Gulf-View Estate:* Rooftop Deck with Gulf Views + Game Room* Private 36-Foot Pool + Optional Heat* Elevator Access to All Floors* Gourmet Kitchen with Double Refrigerators* Two Living Rooms + Two Laundry Rooms* Professionally Designed Interiors* Quick Walk to the Beach Access Point* Ample Parking - Ideal for Reunion
Sealation!
House
$3,983 - $22,939 / per week
8
bedrooms
10
Full
30
guests
4.9
(44 Reviews)
Signature Amenities in Palm Beach Club #206:* Sound-Front + Direct Beach Access* Smart TV’s* Fully Equipped Kitchen (including waffle maker, crock pot and Keurig) * Gated Community with Pool + Covered Parking* Professionally Managed* This property is not available to adults under the age of 25. *Best of the West – Palm Beach Club | Pensacola BeachE
Palm Beach Club #206
Condo
$1,043 - $6,293 / per week
2
bedrooms
2
Full
6
guests
5
(4 Reviews)
Signature Amenities of The Sunshine Gulfside:* Private backyard pool with shaded and sunny lounging areas and optional heat***Please note that the owner has installed exterior cameras*** Three distinct sleeping zones - perfect for multiple families* Spacious deck with Gulf views and al fresco dining space* Open concept living area with large kitche
The Sunshine Gulfside
House
$3,115 - $13,958 / per week
7
bedrooms
4
Full
24
guests
5
(48 Reviews)
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
Sunscape
Condo
$1,099 - $5,817 / per week
3
bedrooms
3
Full
8
guests
4.9
(51 Reviews)
Signature Amenities of OWB Beach House:* Short walk to the sugar-white sands of Pensacola Beach* Expansive decking surrounding the home (1,300+ sq. ft.)* Complimentary bikes for guest use* Game Room with ping pong table, darts, card table TV, Bunks + Lounge Space* Private pool with fenced backyard* Grill and spacious outdoor area for relaxing and d
OWB Beach House
House
$2,163 - $12,173 / per week
5
bedrooms
3
Full
17
guests
New Property!
Signature Amenities of this Beachfront Home:* Direct Gulf-Front Location with Private Beach Access* Two Gulf-Front Master Suites with Balcony Access* Multiple Gulf-Facing Decks + Covered Ground-Level Hangout Space* Fully Equipped Kitchen with Bar Seating & Dining for 12* Large Open Living Room with Smart TV* Washer/Dryer Conveniently Located on
Sea La Vie
House
$2,443 - $13,041 / per week
5
bedrooms
4
Full
16
guests
5
(38 Reviews)
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Florida Gulf Coast Getaways
All Rights Reserved.