Pensacola Private Pool Properties
64 properties available
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
$1,463 - $6,993 / per week
4
bedrooms
3
Full
12
guests
5
(2 Reviews)
Signature Amenities of this Coastal Cottage:* 75 Feet from the Beach - No Roads to Cross* Pet Friendly with Approval (Limit 2, Fee Applies)* Renovated Interior with New Furniture & Decor* Open-Concept Living with Fireplace & Smart TV* Three-Tier Custom Bunk Room - Sleeps 4 Kids or Teens* Spacious Deck with Gas Grill + Downstairs Hangout Are
SeaEsta
House
$1,253 - $6,237 / per week
4
bedrooms
3
Full
14
guests
4.9
(39 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 - $19,796 / per week
8
bedrooms
8
Full, 2 Half
32
guests
5
(4 Reviews)
Signature Amenities of The Sunshine House:* Private pool with shaded lounge space + poolside bathroom* Direct beach access via private path to the shoreline* Gulf views from both floors and multiple decks* Event-friendly with romantic string-lit lower patio* Spacious chef’s kitchen with ice maker + trash chute* Sleeps up to 16 across two floors wit
The Sunshine House
House
$2,443 - $10,283 / per week
4
bedrooms
4
Full
16
guests
5
(5 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
$1,043 - $5,698 / per week
3
bedrooms
3
Full
8
guests
4.9
(50 Reviews)
Signature Amenities of @DEEbeach in Palm Beach Club:* Gulf-View Balcony + Direct Beach Access* Newly Renovated with Coastal Décor + Vaulted Ceilings* Sonos Sound System + 65” Smart TV* Workstation with Desk + Monitor for Remote Work* Peloton Bike for At-Home Workouts* Fully Equipped Kitchen + Wet Bar with Wine Fridge* 6 Beach Chairs, 2 Umbrellas, W
Palm Beach Club #230 - @DEEbeach
Condo
$1,253 - $4,893 / per week
2
bedrooms
2
Full
6
guests
5
(28 Reviews)
Signature Amenities of The Beach House:* Large private pool with patio seating, grill, and tropical landscaping* Deeded beach access just steps away on scenic Ariola Drive* Fully renovated interior with new furnishings, décor, and upgraded kitchen* Custom-built bunk room + separate in-law suite with private entrance* Spacious layout perfect for lar
The Beach House
House
$2,863 - $14,763 / per week
7
bedrooms
4
Full, 1 Half
25
guests
5
(43 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 Coastal Retreat:* Penthouse-Level 3BR/3BA End Unit (18th Floor)* Complimentary Beach Chair Service (2 Chairs + Umbrella, Mar–Oct)* Stunning Views of Gulf, Island Coastline, and Sound/Bay* Over 1,950 Sq Ft with Open Floor Plan and Updated Kitchen* All Bedrooms Feature Ensuite Bathrooms* Gulf-Front Balcony + Breakfast Nook
Skyview Penthouse
Condo
$1,533 - $5,516 / per week
3
bedrooms
3
Full
8
guests
4.9
(26 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 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
$2,863 - $14,063 / per week
5
bedrooms
5
Full, 2 Half
20
guests
5
(8 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 - $13,293 / per week
5
bedrooms
5
Full, 1 Half
14
guests
4.9
(49 Reviews)
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