Pensacola Private Pool Properties
71 properties available
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* Profes
Cloud Nine
House
$1,253 - $9,093 / per week
4
bedrooms
4
Full
18
guests
4.9
(25 Reviews)
25
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
Guitars and Tiki Bars
House
$2,303 - $15,988 / per week
5
bedrooms
5
Full, 2 Half
20
guests
5
(16 Reviews)
16
Signature Amenities of South Harbor 3C:* Waterfront Balcony Overlooking Little Sabine Bay* Deep Water Boat Slip $125.00/night* Private Bayside Beach Access* Outdoor Pool + Fitness Center* Perfect Viewing Spot for Blue Angels Air Show* Across the Street from Pensacola Beach Pier* Professionally ManagedWelcome to South Harbor 3C, a stunning 3rd-floor
South Harbor unit 3C
Condo
$763 - $7,910 / per week
2
bedrooms
2
Full
6
guests
5
(5 Reviews)
5
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
$826 - $7,063 / per week
2
bedrooms
2
Full
6
guests
5
(20 Reviews)
20
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
$2,023 - $10,563 / per week
4
bedrooms
4
Full
14
guests
5
(41 Reviews)
41
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
$1,043 - $6,265 / per week
3
bedrooms
3
Full
8
guests
4.9
(64 Reviews)
64
Sky High is a brand-new, custom-built luxury home that redefines the vacation experience. Spanning four floors and connected by a private elevator, this architectural masterpiece combines modern elegance with ultimate comfort—all just steps from the emerald green waters and sugar-white sands of the Gulf Coast.Why You’ll Love Sky High:Panoramic Gulf
Sky High
House
$3,283 - $19,929 / per week
8
bedrooms
7
Full, 2 Half
26
guests
5
(18 Reviews)
18
Signature Amenities of This Gulf-Front Townhome Retreat* 3 Bedrooms | 3 Bathrooms | Sleeps 9* Direct Gulf-Front Location* Stunning Oceanfront and Ocean View Balconies* Optional 6-Seat Golf Cart Rental* Private Dune Walkover to Sugar-White Sand Beaches* Professionally Managed* This property is not available to adults under the age of 25. *Experience
Shell Of A Time
Townhouse
$2,100 - $9,163 / per week
3
bedrooms
3
Full
9
guests
New Property!
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
Beach Please
House
$693 - $7,063 / per week
3
bedrooms
2
Full
8
guests
5
(11 Reviews)
11
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
$1,953 - $13,363 / per week
4
bedrooms
4
Full
14
guests
5
(79 Reviews)
79
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
Palm Tree Paradise
House
$2,695 - $24,472 / per week
8
bedrooms
8
Full, 2 Half
30
guests
5
(15 Reviews)
15
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
$2,303 - $17,563 / per week
7
bedrooms
6
Full
33
guests
4.9
(24 Reviews)
24
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