Pensacola Private Pool Properties
70 properties available
Signature Amenities of This Spacious Gulf Retreat:* Ariola Drive Location with Unrestricted Gulf Views* Steps to Beach Access – Just Across the Driveway* Private Pool with Optional Heat ($80/day)* Expansive Gulf-Side Deck with Dining + Lounge Space* Two Living Areas – Perfect for Multi-Family Groups* Fully Updated Kitchen with Custom Cabinets + Isl
Beach Getaway
House
$2,800 - $17,563 / per week
6
bedrooms
5
Full
22
guests
5
(43 Reviews)
Signature Amenities of The Surf Shack:* Gulf views from the deck + just 30 steps to the sand* Budget-friendly single-family home - great alternative to condos!* Pet-friendly (with approval) * Two decks (one shaded, one with views)* Loft-style sleeping area with half bath* Ideal for Mardi Gras parade route access* Walkable to beach, restaurants, an
The Surf Shack
House
$966 - $6,923 / per week
1
bedrooms
1
Full, 1 Half
6
guests
5
(63 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
Peachy Queen
House
$2,835 - $13,867 / per week
5
bedrooms
5
Full, 2 Half
20
guests
4.9
(34 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, + Lounge Space* Private pool with fenced backyard* Grill and spacious outdoor area for relaxing and dining*
OWB Beach House
House
$2,163 - $14,063 / per week
5
bedrooms
3
Full
15
guests
New Property!
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
$2,513 - $13,363 / per week
4
bedrooms
4
Full
14
guests
5
(74 Reviews)
Signature Amenities of This Stunning Beachfront Home:* Direct Gulf-Front Home, Walk Straight to the Sand* Pet Friendly with Approval (Limit 2, Fee Applies)* Wraparound Main-Level Deck with Gulf Views + Grill* Expansive Ground-Level Event Deck, Ideal for Reunions or Weddings* Multiple Balconies* Two Living Areas - Main-Level Great Room + Downstairs
The Shore House
House
$2,443 - $13,363 / per week
5
bedrooms
4
Full
18
guests
4.9
(42 Reviews)
Signature Amenities of this Renovated Townhome:* Direct Walkout to the Gulf of Mexico* Fully Renovated 3BR/3BA Townhome* Private Garage with Beach Chairs & Kayak for Guest Use* Multiple Outdoor Spaces - Deck, Patio, and 2 Balconies* Chef’s Kitchen with Granite Counters and Stainless Appliances* Open Concept Living Area with Queen Sleeper Sofa*
Bikini Bottom
Condo
$1,463 - $6,839 / per week
3
bedrooms
3
Full
10
guests
5
(35 Reviews)
Signature Amenities of South Harbor 3C:* Waterfront Balcony Overlooking Little Sabine Bay* Deep Water Boat Slip Included* 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 wate
South Harbor unit 3C
Condo
$903 - $8,190 / per week
2
bedrooms
2
Full
6
guests
New Property!
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
Let's Do Sunset
House
$1,960 - $14,063 / per week
5
bedrooms
4
Full, 1 Half
17
guests
5
(29 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
$2,142 - $10,563 / per week
4
bedrooms
4
Full
14
guests
5
(38 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
Palm Tree Paradise
House
$4,200 - $23,800 / per week
8
bedrooms
8
Full, 2 Half
32
guests
5
(13 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
$3,528 - $17,941 / per week
6
bedrooms
5
Full, 2 Half
20
guests
5
(29 Reviews)
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