Holiday houses in Pensacola Bay

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Top-rated holiday rentals in Pensacola Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

This historical Victorian home features a pale green exterior with white trim and an inviting porch that wraps around the front. Tall trees provide shade, while the structured stairs lead to the main entrance, which is adorned with decorative elements.

Home in Downtown Pensacola

4.95 out of 5 average rating, 117 reviews

Large Historical Home for Groups Walk to Downtown!

Travel back in time with your lords & ladies in this fantastic historical home! Wine & dine your guests in good old fashioned style right in the heart of historical downtown Pensacola just one block off Palafox St. This beautiful historical Pensacola home boasts many of its original features such as soaring 11 foot ceilings, huge stained glass art windows and a stunning ornate grand wood staircase. Perfect space for a tasteful Bachelor or Bachelorette Weekend! Walk to Palafox Market & Downtown!

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Top Guest favourite

A private sandy beach is visible with a row of blue adirondack chairs facing the water. Lush green grass leads to palm trees situated along the shoreline, while the tranquil bay is seen in the background under a softly lit sky.

Home in Sanders Beach

4.97 out of 5 average rating, 34 reviews

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!

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Guest favourite

Condo in Pensacola

4.96 out of 5 average rating, 287 reviews

Cozy Bayou Bungalow - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Bayou Bungalow is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach and let this location serve as your hub while enjoying all Pensacola has to offer!

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Guest favourite

Home in Pensacola

5.0 out of 5 average rating, 9 reviews

Bayou Breeze - Pool, Views & 8 Min to Downtown

BAYOU BREEZE The Blue Angels are scheduled to fly overhead on September 15, & 22 and Oct 14, 20, & 28! Bayou Breeze offers a private pool, waterfront views of Bayou Davenport, and a peaceful coastal setting just 8 minutes from downtown Pensacola. This 3-bedroom, 2.5-bath cottage sleeps up to 7 and sits directly across from a waterfront park with a fishing dock, kayak launch, playground, gazebo, and walking path. During Blue Angels practice season, guests may enjoy watching them overhead.

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Top Guest favourite

Home in Downtown Pensacola

4.98 out of 5 average rating, 82 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!

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Top Guest favourite

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

4.99 out of 5 average rating, 155 reviews

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.

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Top Guest favourite

The quaint cottage features a white exterior complemented by blue shutters. A covered entry is adorned with climbing plants. Surrounding greenery includes a flowerbed and trees, providing a natural and inviting setting. The curved pathway leads to the entrance, enhancing accessibility.

Home in Pensacola

5.0 out of 5 average rating, 64 reviews

Shady Oaks Cottage

This charming home offers the ideal combination of comfort, convenience, and coastal charm, making it the perfect base for exploring everything this vibrant Gulf Coast city has to offer. Whether you’re here for a relaxing beach vacation or cultural escape, our centrally located home is just minutes from Pensacola’s best attractions. There is a breakfast nook and a large patio table, or relax under the sunshade and charming cafe lights while lounging on the sectional sofa.

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Top Guest favourite

A vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.

Cottage in Pensacola

4.98 out of 5 average rating, 552 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

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Top Guest favourite

A modern living area is highlighted by white armchairs and a wooden coffee table. A round dining table is set against a wall adorned with circular decor. The space features light wooden cabinetry and an island in the kitchen area, with natural light streaming through the windows.

Home in Downtown Pensacola

4.97 out of 5 average rating, 64 reviews

Downtown Historic Cottage

Welcome to the Historic Isaac Wright House - one of Pensacola’s most cherished historic homes, built in the 1790s. Nestled in the heart of downtown, the home offers a unique blend of old-world charm and modern comforts. The property is completely renovated and in the perfect location for downtown festivals, weddings and events. Walk to shops, restaurants and bars just blocks away. + Only a 15 minute drive to one of the world’s most beautiful beaches!

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Top Guest favourite

A rustic patio space is designed with wooden walls and a comfortable seating area, featuring a chair and a loveseat. A hanging plant adds greenery, while stone-paved paths and decorative plants enhance the natural setting. Sunlight filters through the trees, creating a warm ambiance.

Tiny home in Gulf Breeze

4.9 out of 5 average rating, 120 reviews

The Backyard Cottage

Escape to our cozy, one-of-a kind rustic cottage at the Gulf of Mexico! Centrally located, we are just 6 miles from Pensacola Beach, 17 miles from Navarre Beach, and 10 miles from Downtown Pensacola. We offer a quiet, chill environment while being just minutes from shops, restaurants, beaches, nature trails and the zoo. The Backyard Cottage is lovingly placed in our shared yard, so please be respectful of our space that we have chosen to share.

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Top Guest favourite

A spacious bedroom features exposed brick walls and large windows allowing natural light. The king-sized bed is dressed in soft linens with decorative pillows. Nightstands with warm lamps flank each side, while a small vase holds flowers on the bed, enhancing the inviting atmosphere.

Loft in Downtown Pensacola

4.96 out of 5 average rating, 292 reviews

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!

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Top Guest favourite

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.

Cottage in West Pensacola

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.

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