Homes with Pools


Properties Available 49 properties available
Signature Amenities of this Private Gulf Retreat:* Gulf-View Luxury Home – Sleeps 18* One of the Largest Private Pools on Pensacola Beach* Rooftop Deck with 360° Views * Chef’s Kitchen with Oversized Island + Double Refrigerators* Soaring Ceilings + Wall of Windows for Natural Light* Dedicated Beach Access – 50 Yards to Sand* Luggage/Accessibility
Hot HOT 40
Fathom Resort
House Pet Friendly
$2,240 - $13,363 / per week
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 18 guests
Rating 4.9 (25 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
Hot HOT 43
Peachy Queen
House Pet Friendly
$2,835 - $13,027 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 2 Half
Guests 20 guests
Rating 4.9 (32 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
Hot HOT 26
Castle de Playa
House
$3,563 - $17,563 / per week
Bedrooms 6 bedrooms
Bathrooms 6 Full
Guests 22 guests
Rating 4.9 (55 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
Hot HOT 23
The Sunshine Gulfside
House
$3,143 - $14,063 / per week
Bedrooms 7 bedrooms
Bathrooms 4 Full
Guests 24 guests
Rating 5 (48 Reviews)
Signature Amenities of this Upgraded Condo:* Direct Gulf-Front Location on the 6th Floor* 2025 Interior Upgrades with Stylish Coastal Décor* Complimentary Beach Service (2 Chairs + Umbrella, Mar–Oct) ***Beach service that is included does not guarantee any position/location of chairs-the service provider may charge additional fees for priority posi
Hot HOT 23
Awesome Tranquility
Condo
$1,043 - $4,326 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 7 guests
Rating 5 (77 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
Hot HOT 19
Skyview Penthouse
Condo
$1,533 - $6,335 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 4.9 (32 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
Hot HOT 20
Tuscan Sun
House
$3,563 - $18,396 / per week
Bedrooms 6 bedrooms
Bathrooms 6 Full, 1 Half
Guests 18 guests
Rating 5 (34 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
Hot HOT 27
Beach Getaway
House Pet Friendly
$2,800 - $17,563 / per week
Bedrooms 6 bedrooms
Bathrooms 5 Full
Guests 22 guests
Rating 5 (42 Reviews)
Signature Amenities of Island Sunrise:* Direct Gulf-Front Views + Expansive Balcony* Complimentary Beach Service (2 Chairs + Umbrella, Mar–Oct)* Bonus Beach Gear: 4 Extra Chairs + 2 Umbrellas Provided* Recently Renovated with Stylish Coastal Decor* Chef’s Kitchen with Upgraded Appliances + Mixer* Light-Blocking Custom Drapes + Wall-Mounted Smart TV
Hot HOT 12
Island Sunrise
Condo
$1,323 - $5,579 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (65 Reviews)
Signature Amenities of this Beachfront Retreat:* Direct Gulf-Front Views from 6th Floor Balcony* Complimentary Beach Chair Service (2 Chairs + Umbrella, Mar–Oct)* Over 1,800 Sq Ft of Renovated Interior Space* Open-Concept Living Area with Floor-to-Ceiling Windows* Master Suite with Sitting Area & Oversized Walk-In Shower* Mini-Suite with Privat
Hot HOT 33
Sit Back and Relax
Condo
$1,463 - $6,440 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (35 Reviews)
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
Hot HOT 61
Cloud Nine
House Pet Friendly
$1,400 - $9,415 / per week
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 18 guests
Rating 4.9 (22 Reviews)
Signature Amenities of Palm Palace:* Brand-New Ground Floor Game Room + Living Space (Added 2025)* Private Pool with Optional Heat + Polywood Lounge Seating* Chef's Designer Kitchen + Spacious Open Living Area* Elevator Access to All Living Levels (Fee Applies)* Just a 3-Minute Walk to the Gulf + Steps from the Sound* Game Room: Pool Table, Foosbal
Hot HOT 25
Palm Palace
House Pet Friendly
$2,723 - $13,524 / per week
Bedrooms 6 bedrooms
Bathrooms 5 Full, 1 Half
Guests 34 guests
Rating 5 (22 Reviews)

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