Pensacola Private Pool Properties
69 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* Easy B
Cloud Nine
House
$1,400 - $8,687 / per week
4
bedrooms
4
Full
18
guests
4.9
(20 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
$1,519 - $6,993 / per week
4
bedrooms
3
Full
12
guests
5
(8 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
4.9
(12 Reviews)
Signature Amenities of this Elevated Escape:* Complimentary Platinum Beach Service (Mar–Oct)* Includes 2 Chairs, Umbrella, Table and 1 Hour Kayak or Paddleboard Use Daily* Unobstructed Western Sunset Views and Floor-to-Ceiling Windows* 2023 Renovation - Expanded Chef’s Kitchen and Beverage Fridge* Professionally Decorated with Tranquil Coastal Styl
Star of the Sea
Condo
$1,323 - $5,803 / per week
3
bedrooms
3
Full
8
guests
5
(53 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 - $12,488 / per week
5
bedrooms
4
Full
18
guests
4.9
(41 Reviews)
Signature Amenities of this Impressive Home:* Short Walk to the Beach – Just 4–5 Minutes to the Gulf* Access to Large Community Pool* Pet Friendly with Approval* Intracoastal Waterway Access – Ideal for Kayaking & Paddleboarding* Multiple Decks & Porches for Outdoor Relaxation* Fully Stocked Kitchen with Open-Concept Living* Beach Gear Incl
Dip Your Toes
House
$1,449 - $5,068 / per week
3
bedrooms
3
Full
12
guests
5
(13 Reviews)
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 - $14,182 / per week
6
bedrooms
5
Full
22
guests
5
(40 Reviews)
Signature Amenities of Tuscan Sun:* Gulf views from multiple rooms and decks* Elevator access to all levels* Private 18’ x 12’ pool with optional heat* Game room with pool table, wet bar, and queen sleeper sofa* Sleeps up to 18 with bunk space and flexible sleeping zones* Directly across from beach access with unobstructed Gulf views* Event-friendl
Tuscan Sun
House
$3,563 - $17,759 / per week
6
bedrooms
6
Full, 1 Half
18
guests
5
(33 Reviews)
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
$3,843 - $18,536 / per week
8
bedrooms
7
Full, 2 Half
26
guests
5
(13 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 - $20,587 / per week
8
bedrooms
8
Full, 2 Half
32
guests
5
(9 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* Golf Cart Available for Rent (6-Seater)* 7 Bedrooms + Bunk Room - Sleeps Large Families and Groups* Gulf Views from Oversized Covered Porch + Deck* Cowley Park Directly Behind Home – P
Beach Dreams
House
$3,563 - $15,897 / per week
7
bedrooms
5
Full, 2 Half
22
guests
5
(39 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
Beach Baby
Condo
$1,463 - $5,551 / per week
3
bedrooms
3
Full
10
guests
4.9
(39 Reviews)
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