Holiday houses in Pensacola Beach

4.89 out of 5 average rating, 279 reviews

A spacious outdoor deck is set with a long table, accommodating multiple guests. Chairs and glassware are arranged neatly for dining. Lush green trees surround the area, offering a relaxed atmosphere, while a glimpse of water can be seen in the distance.

Home in Pensacola

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.

A spacious kitchen features light blue cabinetry and a large island with stools for seating. Skylights provide natural light to the area, where modern appliances and a stylish overhead light fixture complement the design. The open layout promotes a welcoming cooking environment.

4.93 out of 5 average rating, 103 reviews

4 BR/3 BTH Home In the Heart of Pensacola Beach

Welcome to Fireball Island! Recently updated, professionally decorated 4 BR/3 BTH home with a modern beach vibe. Just a 5 minute walk to the beach and restaurants/shops! Just across the street, there's a 2 block direct path to beach access, which puts you right at the beginning of the quieter part of the beach, away from the major condos/hotels. Conveniently located just past the Pensacola Beach commercial strip, you'll enjoy a short walk to all the best shops, bars, and restaurants in town.

4.96 out of 5 average rating, 101 reviews

Home in Pensacola

Our Shangrila: Waterfront Home with Kayaks & More

Welcome to Our Shangrila! This home sits directly on a calm, shallow cove of Perdido Bay, providing the perfect place for families to relax, play, swim, & paddle safely. Come enjoy gorgeous views, coffee on the balconies, & serene waters. This 2 bed/2.5 bath sleeps up to 7 & includes a full kitchen, laundry, 2 kayaks, 2 SUPs, & more! Spend all day right here, isolated from the hustle & bustle. Or take a very short drive to the beaches, dining & more along Perdido Key. Continue for more Details

5.0 out of 5 average rating, 152 reviews

Home in Pensacola

Quiet Pool Home Oasis! Airbnb's Fav Home! TOP 1%

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.

Home in Downtown Pensacola

4.98 out of 5 average rating, 81 reviews

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!

A beachfront estate stands prominently against the vibrant blue sea, showcasing a sandy shore and lush greenery. The structure features a striking metal roof and landscaped surroundings, with a spacious driveway leading to the entrance. Nearby, beachgoers can be seen enjoying the water.

4.9 out of 5 average rating, 67 reviews

Beachfront Luxury Estate Sleeps 20 & Allows Events

Welcome to your new home away from home, Beach Paradise! With no expense spared, this incredible beachfront estate will blow you away! Remodeled in 2024, this is the perfect place for a retreat, wedding, or vacation on the clear blue Navarre waters. Located on an oversized lot with private beach walkover, this home is the epitome of privacy and luxury for your stay! This 5 bedroom 4.5 bath plus 2 bonus sleeping area home offers unparalleled views. House sleeps 20 in beds, no bunks!

4.99 out of 5 average rating, 154 reviews

A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.

Condo in Pensacola Beach

Beachfront Condo • Pool & Resort Perks

Welcome to Pensacola Perch, an 8th‑floor beachfront condo offering expansive views of Pensacola Beach—perfect for dolphin watching and catching the Blue Angels airshow. This modern 2BR/2BA condo sits in the highly sought‑after Emerald Isle gated resort, where guests enjoy premium amenities including direct beach access, two swimming pools, a hot tub, sauna, and a beachfront fitness center. From March–October, enjoy complimentary beach chairs and an umbrella from La Dolce Vita.

An aerial view of the property reveals a spacious deck with outdoor seating, overlooking sandy terrain and palm trees. The large upper deck includes a dining area and the entrance to a staircase leading to additional outdoor spaces.

4.88 out of 5 average rating, 151 reviews

Hot Tub! Game Room! Balconies Views! Steps 2 Beach

Welcome to Island SOS, by Stayawhilewithus! A beautiful coastal escape, just steps from Pensacola’s Baby Beach and a short walk from the stunning Gulf beaches! Enjoy breathtaking views of the Santa Rosa Sound, catch the Blue Angels soaring overhead, and unwind in style with our hot tub, brand-new game room, and spacious outdoor seating areas. With plenty of parking space for your boat or RV, this home is perfect for families, snowbirds, and group getaways.

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

4.98 out of 5 average rating, 167 reviews

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

A modern kitchen area features white cabinetry with a spacious island, complemented by bar stools. Large windows allow natural light to fill the space while offering views of the surroundings. Outside, a wooden staircase leads to an elevated entryway, illuminated softly at night.

4.99 out of 5 average rating, 117 reviews

Island Life Beach House! 300ft to water!

The entire vibe of this home is "Island Life". If you're looking for a cozy spot on the beach that will make you feel more like you're at home than a tourist on vacation, this is the place for it. Our cute beach house is located on Pensacola Beach, and the water is within sight from the roomy outdoor deck. There are 2 bedrooms and 1 bathroom, kitchen, living space, outdoor space, and everything you need to enjoy life on the beach! FREE PARKING

Cottage in West Pensacola

A charming cottage exterior is presented, featuring a light-colored facade and a gabled roof. A welcoming covered porch is visible, framed by tall trees. Two beach cruiser bicycles are parked on the concrete driveway, inviting exploration of the nearby downtown area.

4.99 out of 5 average rating, 612 reviews

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

A bright and open living area features comfortable white seating, a tufted coffee table, and hardwood floors. Dual seating arrangements create a welcoming space, while a dining area and kitchen are visible in the background. Natural light streams through multiple windows, enhancing the atmosphere.