House holiday rentals in Pensacola

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.

4.89 out of 5 average rating, 279 reviews

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.

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, 153 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 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, 313 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.

5.0 out of 5 average rating, 109 reviews

“Sea La Vie” Luxury Downtown Home; Mins to Beaches

This new construction home is in a thriving downtown neighborhood. A perfect blend of location and safety, it's just a 17-minute drive to the beautiful Pensacola Beach, and only 3 minutes away from both Sanders Beach and Bruce Beach. One minute to Supposey Weddings. With close proximity to the renowned Joe Patti Seafood market, Wahoo stadium, the Navy base, Palafox Market, hospitals as well as a variety of restaurants, coffee shops, and grocery stores, this home offers unparalleled convenience.

4.99 out of 5 average rating, 149 reviews

Downtown, Hot Tub, 2 Fire Pits, Sleeps 9

Some trips are about the place. This one is about the people. Multi-generational families and friend groups choose this 1944 whole home to reconnect, with room enough for everyone to gather and enough privacy for everyone to breathe. Two fire pits, a private hot tub, and a Fun Room with retro Atari keep the whole group entertained. The spa soaking tub is a guest favorite. Sleeps 9, 3 vehicles or boat parking available. Rated 4.99 stars, 141+ reviews. Steps from downtown, 15 minutes to the beach.

A bright living area is highlighted by large windows allowing natural light to fill the space. A white couch adorned with textured cushions sits on a vibrant blue area rug. A small round table with a plant stands beside the couch, while wall art features a motivational phrase.

4.98 out of 5 average rating, 332 reviews

COCO RO Downtown! Outdoor Shower, Hammock+Parking

Welcome to good vibes at Coco Ro “Surf Shack!” Your cozy retreat in downtown Pensacola. This thoughtfully designed 2BR coastal cottage blends laid-back comfort w/ curated nautical details, creating the perfect space to unwind after a day of exploring. Just 1 mile to vibrant Palafox St, 12 blocks to the bay & a short drive to the Gulf’s stunning, iconic white-sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later!

5.0 out of 5 average rating, 154 reviews

Quiet Family Pool Home! Airbnb's Favorite! 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.

4.92 out of 5 average rating, 133 reviews

Lemmington Retreat House

Welcome to Lemmington retreat home located beside Pensacola Scenic Bluffs ✦Close to park by 1 min walk ✦3 mins to Bay Bluffs Park, 42-acre natural preserve ✦7 mins to Pensacola International Airport ✦9 mins to Cordova Mall, shopping and restaurants ✦18 mins to Pensacola beach ✦12 mins to downtown with restaurants, museums ✦26 mins to Naval Air Station Pensacola ✦9 mins to Pensacola State College ✦14 mins to Pensacola Christian College ✦12 mins to University of West Florida

The exterior features a charming brick façade with a welcoming entryway. A paver patio is equipped with a small round table and chairs, complemented by a decorative planter filled with flowers. Natural light filters through the windows, enhancing the warmth of the space.

4.97 out of 5 average rating, 102 reviews

VILLA ON THE BLUFFS

This 1400 sq ft home has plenty to offer 4+ guests. Primary has a king bed, and second suite has a full sized bed. The 3rd bedroom has a twin bed, floor space to exercise, & table. The couch is extra wide and has linens for a 6th sleeper if needed. The kitchen/dining area look out on a screened porch leading to a paver patio and firepit in this private backyard. The great room has L spaced couch, TV, poker table, bar, w/reading nook. Laundry is off the kitchen.

A modern exterior view of the white one-story building is presented, featuring large windows framed by minimalistic planters. A pathway leads from the road to the entrance, and a wooden fence provides privacy, complemented by surrounding green landscaping.

4.98 out of 5 average rating, 258 reviews

✨Olivia Downtown✨ Industrial chic/ Sleeps 4

Welcome to Olivia Downtown, your new home away from home! This gem is an 860 sq ft one bedroom one bathroom home equipped with a full kitchen and laundry room. Whether you’re working from the designated office space, snuggled up on the comfiest couch watching some Netflix or cozied up around the fire pit on a chilly night Olivia will make you never want to leave! However, if you do decide to venture out we are minutes away from Pensacola’s best of the best!

4.98 out of 5 average rating, 168 reviews

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.

Home in Pensacola Beach

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!

An inviting above ground pool is surrounded by a wooden deck, featuring a circular shape and clear blue water. Comfortable lounge chairs are positioned nearby, offering a relaxing spot to enjoy the sun. Tall trees and a privacy screen add a sense of seclusion to the area.

5.0 out of 5 average rating, 107 reviews

Beautiful 1-bedroom cottage with pool

This rental is located near Navy Point - minutes to NAS, Boating Marinas, and Downtown Pensacola and only a short 20 minute drive to the white sand beaches of Pensacola or Perdido Key. This home features an above ground pool, screened in porch, patio and grill. This rental is the perfect place to relax and unwind after a day at the beach or exploring Pensacola and it's surroundings.

Popular amenities for house rentals in Pensacola

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene backyard is illuminated at night, featuring a sparkling pool surrounded by a deck and lush greenery. A hot tub, positioned under a wooden pergola, adds to the relaxation area, with soft lighting creating a calm atmosphere. Lounge seating and a dining table are visible nearby.

4.93 out of 5 average rating, 119 reviews

Hot tub/ Pool Relaxing Getaway

4.89 out of 5 average rating, 110 reviews

A spacious living room is furnished with a large sectional sofa and a matching ottoman, set atop a decorative area rug. Natural light is provided by windows, with ceiling fans enhancing the comfortable atmosphere.

Home in Sanders Beach

Private Pool / Two living rooms /Downtown

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.

4.9 out of 5 average rating, 227 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

4.89 out of 5 average rating, 103 reviews

A well-lit bedroom features a spacious bed dressed in neutral linens, complemented by warm-toned throw pillows. Two bedside tables with lamps flank the bed, and a piece of artwork depicting a coastal scene hangs above. Natural light filters through the window adorned with sheer curtains.

Home in Gulf Breeze

Modern Dream Home | Heated Pool and a Fire Pit!

4.92 out of 5 average rating, 112 reviews

A spacious saltwater pool is framed by a grassy yard, with clear blue water reflecting the sunlight. Surrounding the pool area are simple landscaping features, and nearby structures provide a glimpse of the home’s inviting layout. Trees provide partial shade in the background.

Home in Bellview

Fam Fun-Spacious Home-BOHO Vibes-Game Room & Pool

A spacious bedroom features a comfortable bed dressed in white linens, flanked by large windows with sheer curtains. An inviting lounge area is seen nearby, offering plush seating. The well-equipped kitchen showcases modern appliances and ample counter space. The outdoor pool area is visible, providing a relaxing retreat.

4.95 out of 5 average rating, 152 reviews

Historic Pool Cottage! Dog Friendly

4.97 out of 5 average rating, 196 reviews

The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.

Home in Navarre

East Bay Hideaway — A Private Waterfront Escape

4.96 out of 5 average rating, 101 reviews

Our Shangrila: Waterfront Home with Kayaks & More

Weekly house rentals

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.

4.95 out of 5 average rating, 324 reviews

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

4.98 out of 5 average rating, 108 reviews

Downtown, Bay, Fish Market, Parades & Blue Angels!

4.97 out of 5 average rating, 135 reviews

La Petite Pineapple~Walkable to downtown Pensacola

4.99 out of 5 average rating, 136 reviews

The RED DOOR: Historic Seville & Downtown Venues

4.93 out of 5 average rating, 404 reviews

A Cheerful One bedroom home in Downtown Pensacola

A charming cottage is set within a lush yard, featuring a welcoming front porch adorned with potted plants. A brick pathway leads to the entrance, framed by vibrant greenery and shaded by mature trees in the background.

4.96 out of 5 average rating, 213 reviews

Walk To Downtown, Fenced Yard, Games, Fire Pit

A dining area showcases a rustic wooden table surrounded by colorful chairs. The space is enriched by a vintage-style refrigerator and a decorative mirror. A brick fireplace is a focal point, while soft lighting enhances the inviting atmosphere. Greenery adds a touch of nature.

4.91 out of 5 average rating, 105 reviews

Nautical Vibes! Private Yard. King Bed. Sleeps 4

4.89 out of 5 average rating, 288 reviews

An outdoor deck is featured with a spacious dining area, black chairs arranged around a large table, and a built-in grill nearby. Lush plants add greenery, and an area rug provides warmth. Solar panels are visible on the roof, enhancing sustainability.

Home in Gulf Breeze

Charming home, 10 min drive to Pensacola Beach

Private house rentals

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.

4.84 out of 5 average rating, 159 reviews

Navypoint Beauty 2/2 Whole House Great area

4.99 out of 5 average rating, 171 reviews

Pet Friendly | Fenced Yard + Fire Pit | Downtown

The two-story home features a vibrant turquoise exterior, complemented by crisp white columns and railings. A small porch with two white chairs is visible, framed by green plants. The driveway is spacious, offering plenty of room for parking.

4.99 out of 5 average rating, 235 reviews

Downtown Oasis - Sunsets and Nightlife

4.97 out of 5 average rating, 121 reviews

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.

Home in Pensacola Beach

Island Life Beach House! 300ft to water!

A private backyard space features a circular firepit surrounded by brightly colored adirondack chairs in red and blue. A hammock is suspended between two posts, with sandy areas and low landscaping visible. The yard is enclosed by a wooden fence for added privacy.

4.96 out of 5 average rating, 188 reviews

NEW BUILD Near Downtown! Stars Stripes & Salt Life

4.84 out of 5 average rating, 189 reviews

Flamingo Pad | Pet-Friendly Pensacola Rental Near

4.98 out of 5 average rating, 231 reviews

The exterior of a two-story home is showcased, featuring a driveway in front, surrounded by well-maintained lawns and tropical palm trees. The house has a combination of wood and shingle siding, with multiple windows and an inviting front porch.

Home in Gulf Breeze

4 BR 3 BTH w/hot tub 4 KING BEDS 2twin beds

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.