House holiday rentals in Pensacola

5 out of 5 average rating, 116 reviews

A custom upright piano converted into a bar is displayed, featuring blue lighting and an array of glassware. A colorful art piece hangs above the piano, alongside a unique lamp atop a wine barrel. The modern decor enhances the inviting atmosphere.

Home in Navarre

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Joey’s place is a beautiful home in Navarre, Florida, less than 1.5 miles to the beach with a newly added pool (not heated) in June 2024! You'll have the home to yourselves (office & master closet locked). Close to restaurants and shopping, modern décor, smart home, garage parking. Pool added in June 2024. Extended Patio added in September 2024, 8 ft privacy fence added in December 2024. Landscaping being added Spring into Summer 2025. Mural painting on fence surrounding pool Summer-Fall 2025

A spacious backyard is featured, surrounded by a wooden privacy fence. A circular seating area with gravel and fire pit is highlighted, complemented by two hammocks. A well-maintained grassy lawn offers ample space for outdoor activities, while string lights add a warm touch to the evening ambiance.

4.97 out of 5 average rating, 135 reviews

The Lantana Leisure - A Lavish Central Vibe!

Welcome to the Lantana Leisure! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cook out. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property that actively record audio and visual.

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, 179 reviews

Walk To Downtown, Fenced Yard, Games, Fire Pit

Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

4.98 out of 5 average rating, 129 reviews

The exterior of a single-story home is depicted, featuring a blend of light-colored siding and stone accents. A well-manicured lawn surrounds the property, which includes a driveway leading to a two-car garage. Lush greenery adds to the serene atmosphere.

Home in Northpointe

Pensacola Dolphin Retreat

Pensacola Dolphin Retreat is a recently renovated, completely furnished three bedroom two bath home with a rear screened in porch, open deck area with grill that overlooks a wooded back yard. Accessed right off of Interstate 10, the quiet neighborhood provides convenient access to the airport, shopping malls, local universities, hospitals and other professional entities. Beaches are easily accessed. Utilities are included with this offering which is cable TV, high speed internet and /wifi.

A bright dining area is furnished with a glass-top table and stylish black metal chairs, accented by greenery in a vase. The space features large windows that provide ample natural light, with wooden beams enhancing the ceiling's height. A modern kitchen area is visible in the background.

4.89 out of 5 average rating, 244 reviews

Tropical Boho Style Home Near Downtown Pensacola

Great historical Pensacola home with vintage charm & modern comfort. Our favorite part is the Beautiful Kitchen and private Backyard! Enjoy the gas BBQ grill out on the deck or chill in the hammock underneath the palm trees. A welcoming space to spend time with family & loved ones. Enjoy a fun unique atmosphere with a mix of new & vintage furniture & art. Convenient location close to Downtown Palafox Pier, Pensacola Bay Center, NAS Navy Base, local area hospitals, 15 mins from Pensacola Beach.

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, 258 reviews

Charming 2BR Cottage in East Hill near cafes/shops

Relax and unwind in this cozy 2-bedroom cottage nestled in the vibrant, historic East Hill neighborhood. Ideally located, you're just a short stroll away from a dog park, local coffee shops, East Hill Pizza, Publix and Alga Brewery—everything you need for a laid-back day out or an extended stay. Plus, you’re only minutes from all the top attractions in Pensacola. Whether you're here to explore, dine, or just enjoy the local scene, this property is the perfect spot to kick off your adventures.

5 out of 5 average rating, 126 reviews

Pensacola Gem! Airbnb's Favorite Home! TOP 10%!

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, and longer winter 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.

A charming cottage exterior is presented, featuring a welcoming front porch with two chairs. A stone pathway leads to the entrance, surrounded by a landscaped yard with greenery. The building is framed by trees, creating a serene atmosphere during twilight.

4.96 out of 5 average rating, 215 reviews

The Gray Lady - A Beautiful Cottage in Pensacola!

The Gray Lady is a luxurious cottage in downtown Pensacola. It combines two pieces of paradise - named after Nantucket and located in Pensacola. This home sleeps 9. Relax in the backyard oasis, equipped with a private hot tub! A park, brewery, and restaurants are all within walking distance. Just a mile from downtown, be sure to checkout the restaurants, shops, and nightlife! Pensacola Beach, NAS, Fort Pickens, the mall and airport are all 15 mins away. We hope you enjoy your stay!!

A cozy living room area is connected to the kitchen, featuring a coffee table adorned with a decorative vase. A flat-screen TV is mounted on a brick wall, while a ceiling fan enhances airflow. The open layout promotes an inviting atmosphere between the spaces.

4.91 out of 5 average rating, 107 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

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.

4.99 out of 5 average rating, 228 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!

A spacious living area features a gray sofa adorned with decorative pillows. A multigame table is visible alongside a cozy bean bag chair. The custom mural highlighting Pensacola's attractions adds a colorful touch to the room, while a ceiling fan provides ventilation.

4.93 out of 5 average rating, 183 reviews

Coastal Cottage in ❤️ of DT Pensacola ~10 min walk

Relax and recharge in this bright and stylish 3-bedroom, 2-bath coastal cottage just a short walk (0.6 miles) to downtown Pensacola's best spots—local shops, waterfront parks, restaurants, and the Blue Wahoos Stadium. Perfect for families, couples, and small groups, this newly renovated home includes fast Wi-Fi, two Smart TVs, a fully stocked kitchen, and thoughtful extras like beach gear, games, puzzles, and books for all ages.

4.97 out of 5 average rating, 292 reviews

A comfortable living area is presented, featuring a sectional sofa and a patterned armchair. A coffee table is centered on a dark wood floor, with a fireplace flanked by decorative items. Soft natural light filters through sheer curtains, creating a welcoming ambiance.

Home in Northpointe

Casey's Corner

Our home features a large master suite and two guest bedrooms. The master suite includes a desk (for when work is absolutely necessary), and all bedrooms have their own tv with cable. Wireless, high-speed internet is available throughout the home. The kitchen is fully stocked with all the tools you need to cook your own delicious meals and is open to the dining and living areas. A washer and dryer are available in the garage.

Popular amenities for Pensacola house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A community pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are arranged neatly along the edge, and two pavilions with covered seating are visible. Lush greenery and a clear blue sky create a serene setting.

4.89 out of 5 average rating, 126 reviews

Beautiful Paradise Home - 1 Mile From Beach - POOL

Home in East Pensacola Heights

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, 107 reviews

Hot tub/ Pool Relaxing Getaway

4.93 out of 5 average rating, 119 reviews

Home in Myrtle Grove

Poolside Family Retreat w/ Hot Tub & Game Room

4.97 out of 5 average rating, 177 reviews

A wooden dock extends into calm waters, flanked by two covered structures in the distance. The scene is under a bright blue sky, adorned with fluffy white clouds, creating a serene atmosphere for fishing or relaxation.

Home in Navarre

East Bay Hideaway — A Private Waterfront Escape

A spacious single-story home features a blend of stone and siding, surrounded by a manicured lawn. The entrance is marked by a wide porch, complemented by large windows and shutters on either side. A driveway leads toward the garage on the left.

4.86 out of 5 average rating, 107 reviews

Pensacola Blue Angel Pool House

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, 218 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

A serene backyard space features a clear blue pool surrounded by lush greenery. Sunlight filters through the trees, and a variety of plants decorate the perimeter. Lounge chairs are positioned near the pool, providing a comfortable area to relax and enjoy the outdoors.

4.95 out of 5 average rating, 209 reviews

Flamingo On Fisher In The Heart Of Pensacola

4.94 out of 5 average rating, 102 reviews

A spacious two-story home is seen from the pool area, featuring a fenced yard. Red lounge chairs are arranged around the heated pool, with a dining table set nearby. A grill is positioned on the patio, enhancing the outdoor living environment.

Home in Scenic Heights

Pensacola Near It All-4BR, Heated Pool, Hot Tub

Weekly house rentals

A spacious living area features a deep blue sofa adorned with patterned throw pillows. A wooden coffee table sits on a vibrant area rug, complementing the space. In the background, a dining area with a large table and modern kitchen can be seen, enhancing the open layout.

4.88 out of 5 average rating, 68 reviews

8018 Stonebrook Drive Pensacola, Fl

Home in East Pensacola Heights

An inviting exterior porch features two rocking chairs, positioned under a protective overhang. Sunlight filters gently through the fabric shade sails. Lush greenery surrounds the area, enhancing the tranquil outdoor setting, while the home's clean architectural lines are highlighted against the clear sky.

5 out of 5 average rating, 22 reviews

private baths, king bed, and great porches!

Superhost

Home in Pineglades

4.81 out of 5 average rating, 26 reviews

Regal Retreat for Rest and Relaxation

Superhost

A well-appointed bedroom showcases a memory foam bed dressed in soft linens. Nightstands with lamps are positioned on either side of the bed. A rustic bench is placed at the foot of the bed, and warm lighting creates a calming environment.

4.87 out of 5 average rating, 45 reviews

Chic Home Near Beach/ DT/ NAS

Home in East Pensacola Heights

5 out of 5 average rating, 7 reviews

Close to Downtown, Beaches & Airport

A single-story yellow brick house is depicted, featuring a well-maintained front yard. A white fence surrounds the property, and decorative elements, including holiday decorations and landscaping, are visible. Solar lights illuminate the walkway leading to a welcoming front door.

4.8 out of 5 average rating, 30 reviews

Great home in Great location. Swimming pool, BBQ.

5 out of 5 average rating, 12 reviews

A spacious living area is defined by a large sectional sofa with cushions, complemented by two standing lamps. Wall art adds character, while a wooden bookshelf houses various books. A small desk is present, featuring a laptop and a wicker basket.

Home in Scenic Heights

Mid-century modern comfy home

4.99 out of 5 average rating, 83 reviews

Home in East Hill

Simply Unwind: a retreat style stay. EV Charger

Private house rentals

An open living area features a comfortable brown sofa facing a white brick fireplace. Large windows allow natural light to fill the space, showcasing a dining area with a wooden table in the background. The kitchen area is visible, featuring modern appliances and a welcoming layout.

4.9 out of 5 average rating, 10 reviews

Peaceful spacious house

5 out of 5 average rating, 14 reviews

The spacious living area features a large sectional sofa with light-colored cushions, complemented by a round coffee table. A sleek entertainment unit stands against the wall, with a flat-screen TV above. Natural light fills the room through large windows, enhancing the open layout.

Home in Milton

Family Time & Tides

A wooden dock extends into calm waters, framed by lush greenery and sky. The scene above features jets flying in formation, signifying proximity to naval practices. The lower images highlight scenic views of water, a boat moored nearby, and a charming home with a welcoming deck.

4.95 out of 5 average rating, 39 reviews

Bayou Breeze

5 out of 5 average rating, 85 reviews

“Sea La Vie” Luxury Downtown Home:Winter Discounts

4.96 out of 5 average rating, 48 reviews

The living area features a cozy blue sofa adorned with patterned pillows, facing a rustic brick fireplace. A sleek staircase with a metal railing leads to the upper level. A wooden coffee table rests in front, displaying decorative items, while natural light filters through nearby windows.

Home in Old East Hill

The Blue House on Belmont!

A living room featuring a reclining loveseat and two recliners, arranged around a striped area rug. Sunlight streams through two windows, contrasting with the muted gray walls. A doorway on the left leads to another room, and a simple lamp stands beside the seating area.

5 out of 5 average rating, 25 reviews

4bd/3ba Relaxing home close to PCC

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.