Vacation rentals with a fireplace in Pensacola Bay

A charming cottage exterior is framed by a mixture of brick and stucco, featuring a covered front porch with seating options. Colorful flower pots are positioned beside the entrance, which is adorned with an arched doorway, large windows, and a prominent chimney.

4.98 out of 5 average rating, 277 reviews

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.

The living area features a light-colored sofa and two armchairs, complemented by decorative pillows. A coffee table is centrally placed, with a woven tray on top. Soft lighting is provided by multiple lamps, and large windows are adorned with sheer curtains, allowing natural light to enter.

4.95 out of 5 average rating, 103 reviews

Midtown Luxury Stay w/Courtyard

Centrally located in Pensacola's thriving shopping district, your home base is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

A light-filled living area is showcased, featuring a pair of white sofas adorned with colorful throw pillows. A glass coffee table is positioned in the center, holding a stack of books and decorative items. A tall green plant stands near a stylish lamp, enhancing the space's ambiance.

4.81 out of 5 average rating, 102 reviews

Navypoint Beauty 2/2 Whole House

Kick back and relax in this calm, stylish bungalow. Very close to NAS Pensacola 2 blocks to beautiful bayou (many times full of dolphins) anda park with walking trails. Bring your kayak! You may very well get to see the Blue Angels practice in this clean and stylish home filled with lots of little amenities! Beds are super comfy Neighborhood is peaceful and safe Perdido Key Beach is only 15/20 minutes away! White sugar sand beaches. Fully stocked and supplied kitchen, lovely sunroom, large deck

4.9 out of 5 average rating, 323 reviews

A cozy outdoor space is showcased, featuring a patio with a light pink cottage, surrounded by lush greenery. A grill and seating area invite relaxation, with an umbrella providing shade. A small table stands alongside, enhancing the inviting outdoor setting.

Guesthouse in Pensacola

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

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, 206 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.

4.86 out of 5 average rating, 120 reviews

A spacious living room is illuminated by natural light streaming through large windows. A comfortable grey sofa is paired with two soft armchairs, while a round coffee table is centered on a decorative rug. A large television displays a scenic beach image.

Apartment in Pensacola

Charming apartment in downtown w/patio (Garden #8)

Enjoy your next Pensacola vacation in this charming, spacious one bedroom/one full bath apartment. This apartment is part of a beautiful historic home in downtown and within walking distance of restaurants, bars, shopping, nightlife, etc. and only 10 miles to the beautiful white sand beaches. This apartment features a full kitchen, dining table, spacious living room with a sofa sleeper. There is plenty of room to relax, read a book, work a bit, or enjoy the serenity of your own private patio.

Superhost

The exterior of a historic Victorian home is displayed, featuring intricate white railings on the balconies and large windows. Lush greenery surrounds the property, including a prominent palm plant. A wide staircase leads to the front door, framed by a welcoming pathway.

Guest suite in Pensacola

4.85 out of 5 average rating, 342 reviews

Downtown Tropical Hideaway, Walk to Eat & Shop

Lovely private hideaway, securely located on the 2nd floor of an 1890's Victorian home & only a 15 minute drive to the world's most beautiful beaches. An easy walk to restaurants, bars & museums of downtown Pensacola, named one of "10 Best Streets in America". Tropical art adorns the walls & an antique claw foot tub has treetop views. WiFi, Roku TV, fridge, microwave, toaster oven & coffee maker along with beach gear & bicycles are provided. Check in anytime with the combination lock box.

4.98 out of 5 average rating, 127 reviews

The entrance features a welcoming black door with a 'Welcome' sign. Flanking the door are two hanging flower baskets and a window box filled with greenery. A small round table is accompanied by two chairs on the porch, inviting guests to sit and relax.

Guesthouse in Pensacola

The Paradise Cottage-clean+gated

Our 2 story Guest house is the definition of cozy and inviting. Located on our spacious and gated property. We strive to make your stay feel as if you were at home. We are 5 min from Navy Federal Headquarters. 10 min from the Equestrian Center. A quick 30 min (mostly interstate travel) to Pensacola Beach. Perfect location to visit your family if located in Beulah/cantonment/9mile area. When you choose to stay with us you are getting a host that cares 100% about the quality of your stay.

4.97 out of 5 average rating, 158 reviews

An outdoor deck area features a hot tub partially hidden by lush greenery. Colorful chairs surround a small table, while a pergola provides shade. Decorative plants and string lights enhance the cozy ambiance of this private space.

Bungalow in Pensacola

Private Hot Tub@ the Flamingo Bungalow @NAS Bridge

Welcome to the Blue Bungalow perfect if you are here on vaca or visiting family on base. You'll love the hot tub and kayaks that are for use. I have it set up perfect to hang outside to grill & chill all while enjoying a peaceful private space located in the back yard of the main home. This is a short drive to restaurants, shopping and tourist locations or you can take a walk along the bridge to catch the sunset! Check out guest reviews to see why everyone loves this little hidden gem!

An aerial view captures a family-friendly home nestled in a spacious yard with lush greenery. A private, crystal-clear pool is seen in the backyard, surrounded by patio space. The property is bordered by a fenced area, providing a sense of seclusion and tranquility.

5 out of 5 average rating, 111 reviews

Family-Friendly Home w/ Pool Close to Navy Bases

This family-friendly 3BR, 2BA home in Pensacola is perfect for up to 6 guests. Enjoy a private backyard oasis with a sparkling pool, ideal for relaxing or family fun. The spacious interior features a fully equipped kitchen and cozy living area. Located just minutes from Pensacola Beach, local attractions, Navy bases, this home offers the perfect balance of comfort and convenience for your next getaway. Please see why I have 100+ 5 star reviews!

Superhost

The front of a charming bungalow is showcased, featuring a welcoming porch with blue chairs. Lush greenery and decorative plants frame the entrance, while the exterior presents a soft white finish under a clear sky. The landscape includes a well-maintained lawn with stepping stones.

Bungalow in Pensacola

4.77 out of 5 average rating, 114 reviews

Bungalow Bobe

Escape to tranquility in this beautifully remodeled two-bedroom bungalow nestled in the esteemed East Hill neighborhood. Enjoy the peaceful ambiance of this quiet area, just minutes away from the stunning beaches, vibrant downtown Pensacola, and a variety of shopping and dining options. If you’re seeking a serene getaway, this bungalow is your ideal destination. Come be our guest and experience the beauty of Pensacola in comfort and style!