Holiday rentals with a pool in Escambia County

4.97 out of 5 average rating, 187 reviews

The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.

Home in Navarre

East Bay Hideaway — A Private Waterfront Escape

Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

A clear view of the beachfront reveals soft white sand and gentle waves of the ocean. Beach chairs and umbrellas are positioned along the shore. Below, a swimming pool reflects bright blue skies, surrounded by a paved area and lush greenery.

4.88 out of 5 average rating, 138 reviews

Orange Beach Oasis | Beachfront w/Panoramic Views

Beachfront 3BR/2BA condo in Orange Beach with stunning Gulf views! Wake up to the sound of the waves and enjoy direct beach access just steps from your door. This spacious condo sleeps comfortably with 2 king beds, 2 single beds, and a pull-out sofa. The unit features a fully stocked kitchen, in-unit laundry room, and a private beach closet with beach essentials, making your stay easy and relaxing. Perfect for families or groups looking for comfort, convenience, and unbeatable beachfront views

4.91 out of 5 average rating, 135 reviews

Bay Watch: Charming Waterfront Home with 2 Kayaks!

Welcome to Bay Watch! You'll enjoy gorgeous views, coffee on the balconies & serene waters. This unit sits on a calm, shallow cove of Perdido Bay, providing the perfect place for families to relax, play, and paddle safely. This 3 bed/2.5 bath comfortably sleeps 6 and includes a full kitchen, laundry room, and 2 kayaks! Spend all day right here, isolated and tucked away from the hustle and bustle. Or take a short 5 minute drive to Perdido Key Beaches, restaurants, etc. Continue for more Details

A two-story home features a light blue exterior and a symmetrical design, framed by white columns on the porch. The landscaped front yard is neatly manicured, with low shrubbery and a brick pathway leading to the front door.

4.91 out of 5 average rating, 222 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

A living area features a large sectional sofa in a neutral tone, accompanied by accent chairs in deep blue. A circular coffee table sits in the center, with a television mounted on the wall. Floor-to-ceiling glass doors provide access to the outdoor balcony with sea views.

4.99 out of 5 average rating, 157 reviews

Bluewater 306 Direct Gulf Front, HUGE Wrap Balcony

Bring the whole family together in this beautifully designed & thoughfull laid out beachfront condo. Offering spectacular views, multiple generous living areas & comfort for every generation. With room to gather & space to unwind, this home is perfect for grandparents, parents & kids or friend groups to share unforgettable beach days to enjoy together without feeling crowded. With panoramic views from floor-to-ceiling windows, this spacious condo offers breathtaking scenery sunrise to sunset.

4.87 out of 5 average rating, 87 reviews

The exterior of a light blue townhome is depicted, featuring palm trees and a neatly landscaped yard. A one-car garage is visible beneath the elevated home, and a pathway leads to the entrance. Windows and a covered porch add to the inviting appearance.

Townhouse in Pensacola

Paradise in Perdido Key

Gorgeous townhome just minutes away from the beach! This home is located in Lost Key Golf & Beach Club with amenities galore. Enjoy access to the private beach club with a full service restaurant, pool and lounge service on the beach. Guests will also have access to the private pool, fitness center and tennis courts, which are just a few steps away. All rooms have Sling TV and both bedrooms feature private baths. Free shuttle to the beach is also available. Resort style living on Perdido Key!

5 out of 5 average rating, 138 reviews

Pool House Hidden Gem! Airbnb's FAV Home! TOP 5%!

Welcome to your quiet Pensacola getaway! The perfect home base for beach days, Blue Angels excitement, and relaxing evenings. Located in a peaceful neighborhood just minutes from Pensacola Beach, NAS Pensacola, and downtown, this clean and comfortable home is ideal for families, couples, military visitors, quick visits or longer stays. Whether you’re here for the sugar-white beaches, aviation events, or a laid-back escape, this home offers space, convenience, and comfort without the crowds.

A panoramic view of the beach and ocean is presented from the balcony. The water reflects light under a clear sky, while sandy beach stretches along the shoreline. Two bright blue Adirondack chairs are visible by a round table, offering a comfortable seating area for enjoying the surroundings.

4.96 out of 5 average rating, 247 reviews

Beachfront Luxury Condo with Stunning Views

In the heart of Orange Beach is this luxury condo with gorgeous views of the sugar white beaches & emerald waters. From the balcony you can watch the majestic sunrise or marvel at the dolphins playing. When a break from the beach is needed you can enjoy the many amenities onsite. Orange Beach offers activities for the whole family including restaurants & shopping. After a fun day prepare to make dinner in the well appointed kitchen, relax with the cheerful decor & comfortable sitting.

Superhost

Apartment in Pensacola Beach

4.92 out of 5 average rating, 146 reviews

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Welcome to The Diving Dolphin... a 2 bedroom/ 2 bathroom condo located in Emerald Isle Condominium complex~ Directly on Pensacola Beach! This beautiful condo is located on the 5th floor and overlooks the stunning waters of the Gulf of Mexico! Come on in and relax- this condo has it all! The condo has a capacity to comfortably sleep 6. We will send you a welcome packet with details about the complex, unit and area! ~COMPLIMENTARY BEACH CHAIR & UMBRELLA SET UP MARCH - OCTOBER!~

4.94 out of 5 average rating, 133 reviews

Poolside Family Retreat w/ Hot Tub & Game Room

PLEASE READ entire description to ensure accurate expectations. Relax while the kids play! Enjoy a private pool (seasonally heated), bubbling hot tub, and A/C game room packed with fun. Parents can unwind in the new massage chair or simply enjoy the peaceful backyard oasis. Centrally located—just 10 min to Downtown, 20 to Perdido Key, and 30 to Pensacola Beach—this family retreat blends relaxation, comfort, and connection for your perfect getaway!

4.94 out of 5 average rating, 116 reviews

Flat in Orange Beach

Stunning Beach View! Heated Pools! Family Friendly

DIRECT GULF FRONT! STUNNING VIEWS! Beachfront Harbour Place 412 is direct gulf front and perfect for families. 74 steps from the elevator to toes in the sand. Awesome heated indoor/outdoor pass-through pool & hot tub. Near shopping, restaurants, & attractions. Next to the Gulf State park. Spacious 2 bedroom 2 bath with everything guests may need: Loads of beach gear including beach chairs, Umbrellas, toys, & beach towels.

A modern dining area features a round table with light-colored tableware, surrounded by four white upholstered chairs. Behind the table, a stylish shelving unit displays decorative items against a marbled wall. Expansive glass doors provide a view of the ocean and allow natural light to flood the space.