Holiday houses in Goulding

Large Mid-Century Home w/Bay View & Ancient Trees

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

Pensacola Lighthouse Retreat

The Pensacola Lighthouse Retreat is our second Airbnb in Pensacola. We enjoyed hosting so much that we bought a 1927 Tudor cottage in the East Hill area of Pensacola, renovated and decorated it with lighthouses from around the US featuring the Pensacola Lighthouse. The cottage is 1000 square feet with a modern floor plan in the living space with enough room for larger families or two families. Two bedrooms, one bath, and lots of outdoor space, including a shower will accommodate larger groups.

Welcome to Parrot Cottage.

This is a well maintained home built in the early 40's. 2 bedrooms, 1 bath with plenty of linens, a well stocked kitchen for cooking, and an area to relax outside. If you like ghost stories 👻 maybe the resident ghost will give you a treat! His favorite tricks include disappearing objects that you just set down, creating out of place smells, and fiddling with the lock box 🔒 On brand with the Parrot House units, you'll find the parrot theme tastefully included throughout. Duplex property.

BAY HOUSE-Private Beach & Sunsets on Pensacola Bay

Bay breezes 1.4 mi. to Pensacola's famous Palafox St. 9.7 mi. to Pensacola Beach. 3K sq. ft. mid-century property with private 110 ft sand beach on Pensacola Bay! The optional Bay Cottage has an adjacent 30 ft. beach. Close to restaurants & attractions. BAY VIEWS! 2 min. Watch the Blue Angels & America's Cup boat practice & dolphins play. 3 Kayaks, 2 bikes, beach toys, & life jackets are provided for fun in the bay. Watch fireworks from the beach many Friday nights. Close to EVERYTHING!

The Pensacola Retreat-Luxurious, pet-friendly home

Welcome to The Pensacola Retreat! This spacious 3-bedroom, 2.5-bath home features plush queen beds, an open living area, and a fully equipped kitchen. Located within walking distance of downtown Pensacola, you’ll enjoy easy access to local breweries, the Blue Wahoos Stadium, and Veo scooters for effortless transport. Steps away, a charming park offers a playground, water fountain, and nearby basketball area. Perfect for families or groups, this retreat blends comfort, convenience, and fun!

Pensacola Villa

Centrally-located Pensacola Villa. This charming 3BR/2.5BA single-family home is newly built and furnished and ready for your staycation or visit! We are close to everything. Explore historic Pensacola, our beautiful beaches, vibrant downtown area and the Naval Air Museum At NAS Pensacola, home if the Blue Angels. Our villa is dog-friendly with a fully fenced backyard perfect for families or groups! The Villa is 9.1 miles from Pensacola Beach and 2.1 milea from the Pensacola Bay Center.

New 2026 studio near NAS Pensacola & the beach

Stay in a brand-new 2026 studio with a sleek aviation-inspired theme that nods to Pensacola's flying heritage. This spotless, entire-home studio features a king bed, premium finishes, fast Wi-Fi, and a private front porch. Coffee lovers: enjoy a Nespresso machine plus pour-over and French press options. Just 5 minutes from downtown Pensacola and close to the beaches and NAS Pensacola—perfect for a couple's getaway or solo trip, whether you're here for the shore, the base, or business.

'Coral Reef Cottage' 3BR/2BA with Hot Tub!

Centrally located with quick access to the interstate. This cozy space is fully furnished to be your 'home away from home'. Rest and relax with a Smart TV in every room, full kitchen, XBox with games for the kids, washer/dryer, propane grill and a Hot Tub to unwind in. Located 15 minutes from Pensacola Beach and 10 minutes from historic downtown and Palafox St. Enjoy easy access to bars, white sand beaches, art galleries, boutiques, music, unique restaurants, and more.

North Hill Guesthouse

This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

Driftwood Haven • Affordable • Mins to Downtown

Welcome to your Pensacola getaway! This clean, coastal 3 bed / 1 bath home is just 10 minutes from the airport, and 15-20 minutes to the beach. Enjoy a fully dedicated living space, TVs in every room, fast Wi-Fi, laundry, and a fully stocked kitchen. Thoughtfully decorated and centrally located near restaurants, shopping, and fun. Ideal for those looking to relax and explore the best of Pensacola - or a transitional stay close to the airport, hospitals, UWF, and base!

Palafox Balcony | Staycations/Events | Posh A 2BR

Treat yourself to an unforgettable experience at our second floor Palafox St apartment with a balcony overlooking the action in the heart of our beautiful city. Our spacious 2/2 apartment sleeps up to 10 people comfortably and is the perfect destination for a weeknight concert crash pad, a downtown weekend staycation, wedding parties, family vacation, or an extended executive stay. Enjoy the luxury of a home away from home. Reserve today!

Relaxing Downtown Yonge Cottage

Beautiful 3 bedroom 2 full bath cottage just minutes from Downtown Pensacola and a short drive to Pensacola Beach. Fully equipped kitchen and open concept living area. This cottage is great for a weekend get-away or a family trip to enjoy the sights of Pensacola. The backyard is a relaxing oasis for a morning cup of coffee or an evening of star gazing while enjoying a delicious grilled dinner.