Holiday rentals in Pensacola Bay

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Top-rated holiday rentals in Pensacola Bay

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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

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!

4.97 out of 5 average rating, 34 reviews
Top guest favourite
A modern kitchen and living area is described, featuring a spacious granite island with a gas stove and stylish bar stools. A large smart TV is mounted above a decorative fireplace, while cozy seating is arranged around the living space. Soft lighting adds to the welcoming ambiance.
Cottage in Pensacola

Cozy Bayou Home & game room near NAS Dtown Beaches

*No Pets or children under 10* No Parties $500 fine Bayou Grande Casita is a block from the water with chef's kitchen, lush beds and sofa, & game room w/ ping pong & darts. Take the kayaks to the bayou for a nice paddle where dolphins play. Screened porch for coffee, drinks or a meal outside. Miles of walking paths along the water where we watch the Blue Angels practice. Navy Point has great fishing, a boat ramp, 20 min to beaches, & 10 min to downtown. See our guidebook for local spots.

4.99 out of 5 average rating, 139 reviews
Top guest favourite
Home in Downtown Pensacola

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!

4.98 out of 5 average rating, 82 reviews
Top guest favourite
Loft in Downtown Pensacola

Upstairs on Palafox - Downtown Pensacola

This large, family-friendly downtown Pensacola loft sits right in the heart of the rich downtown historical district. Over 100 years old (but recently renovated on the inside) this space will bring you back to the time when everything was made of brick and wood. The location could not be more perfect, as you are right downtown but also just 10min away from the beach - expect normal city noises. Large Palafox balcony right on Palafox St; Great for large parties and entertaining/nightlife.

4.96 out of 5 average rating, 348 reviews
Top guest favourite
A serene bedroom is showcased, featuring a spacious bed with plush bedding. Soft lighting is provided by two bedside lamps. Textured curtains frame the window, and a cozy area rug adds warmth to the space. Additional linens are neatly arranged on a drawer stand.
Home in Pensacola

East Hill Haven | 2BR | Mins to Beach & Downtown

Nestled in Pensacola's beloved East Hill neighborhood, you'll be in close walking distance of local coffee shops, restaurants, breweries, and parks while staying just minutes from downtown and the white sand beaches of the Gulf Coast . Whether you're here to explore, dine, or just enjoy the local scene, this property is the perfect spot to kick off your adventures as you're just a short stroll from all the major attractions. For short or long stays, make this your home away from home.

4.95 out of 5 average rating, 322 reviews
Top guest favourite
An outdoor patio area features four adirondack chairs arranged around a small table, set on a stone pathway. The modern exterior of the tiny house is visible, with large windows allowing natural light. A grassy area surrounds the patio, enhancing the tranquil environment.
Tiny home in Pensacola

🌟Luxurious new build minutes from beach+downtown

Our tiny house was custom built in 2022 and is located in beautiful East Hill. Our place is centrally located just minutes from PNS airport, downtown restaurants and bars, and Pensacola Beach! It is also just a short walk to Bayou Texar and Bayview park. The tiny house is a completely private space with driveway parking for 2 cars and your own patio area! Enjoy beautiful views of the Bayou from the dining room table or the patio area. We'll do anything we can to make your stay great!

4.96 out of 5 average rating, 446 reviews
Top guest favourite
A patio area is visible, surrounded by lush greenery and vibrant flowers. A red table and chairs sit under a green umbrella, providing a shaded spot for relaxation. An enormous live oak tree offers additional coverage, enhancing the secluded garden feel.
Guest house in Pensacola

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.

4.97 out of 5 average rating, 783 reviews
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

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.

4.98 out of 5 average rating, 552 reviews
Top guest favourite
A modern kitchenette features sleek cabinetry and a white countertop. Essential appliances include a refrigerator, a microwave, and an electric kettle. Two wooden stools are positioned at the countertop, and a wall-mounted shelf displays decorative items and kitchenware.
Guest house in Pensacola

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

4.97 out of 5 average rating, 221 reviews
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

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!

4.97 out of 5 average rating, 65 reviews
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

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.

4.9 out of 5 average rating, 122 reviews
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

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!

4.96 out of 5 average rating, 293 reviews

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