House holiday rentals in Downtown Pensacola

5 out of 5 average rating, 101 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.

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, 297 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.

A vibrant living room is adorned with bold palm leaf wallpaper in pink and green. A tufted pink sofa is paired with black and beige accent chairs, while a circular coffee table sits at the center. Natural light filters through sheer curtains, adding warmth to the space.

4.97 out of 5 average rating, 123 reviews

La Petite Pineapple~Walkable to downtown Pensacola

Welcome to La Petite Pineapple located downtown Pensacola in the historic neighborhood of Old East Hill! Perfectly located 1/2 a mile to Palafox St and 8 miles to beautiful Pensacola Beach (10 minute drive). This luxury tropical retreat offers everything you need for your perfect Pensacola getaway! Owner cleaned and operated, I take great pride in providing my guests with an excellent vacation experience with as much guidance about the area such as things to do/dining options. Ask me questions!

4.98 out of 5 average rating, 313 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 pristine, iconic white sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later!

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.

4.95 out of 5 average rating, 112 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!

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, 201 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

A welcoming living space is framed by lush green leaves from a large potted plant. Classic hardwood flooring is complemented by a light area rug. A decorative fireplace and a wooden table with a lamp add a cozy touch. Archways lead to additional rooms, enhancing the home's flow.

4.98 out of 5 average rating, 105 reviews

A Romantic Downtown Get Away! The Gregory House

Welcome to The Gregory House, circa 1908, your Southern tropical downtown getaway! This gem of a single-family home is centrally located in the Downtown-Seville Historic District in Pensacola, Florida. Perfect for weddings, family, or couples' vacations, the home features high-end antiques, two gas fireplaces, & plenty of wonder and charm in an Old West Indies-inspired backdrop. The house can host up to 6 guests. We are family dog friendly (screening + $90 fee). We look forward to your stay!

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, 223 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.

A spacious leather couch is positioned in front of large windows, allowing natural light to fill the area. The couch is complemented by two soft cushions and a woven throw draped over its armrest. A round ottoman sits nearby, enhancing the inviting seating arrangement.

4.94 out of 5 average rating, 111 reviews

Premier Downtown Loft Building, Just Opened

The coolest newly renovated historic building in downtown Pensacola, offered for the first time. Looking for a unique, modern experience? This spotlessly clean 2bdrm loft-style building has impressive 17ft ceilings, exposed brick, hardwood floors, bikes, new premium bedding, WIFI, 65" Smart TV, premium sound system, leather couch, full bath, mini kitchen, beach chairs/umbrella and an awesome environment where you'll be proud to stay. Walk through downtown, 15-minute drive to the beach!

The kitchen features modern dark cabinetry paired with a large white island. Sleek appliances are included, alongside pendant lighting hanging above the island. Natural light enters through large windows, illuminating the contemporary space with a polished concrete floor.

4.98 out of 5 average rating, 133 reviews

Historic Pensacola, a new warehouse inspired home.

Stay at this brand-new Industrial style home walking distance to all Historic Downtown Pensacola has to offer. Don't like walking, ride one of the included beach cruisers to Museums, Restaurants, Breweries or shopping. Featuring 3 comfortable bedrooms, a fully stocked kitchen and laundry. Only a 15-minute drive to Pensacola Beach, this location gives you the best of both worlds. After a long day of seeing the sights relax in the private courtyard. You are sure to love this unique home.

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, 250 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!

An open-plan living area features a modern kitchen with stainless steel appliances, accompanied by a dining table and four chairs. A comfortable couch is situated facing a mounted television, with decorative plants enhancing the space and natural light streaming through large windows.

4.91 out of 5 average rating, 119 reviews

Perfect for Groups/Downtown Pensacola/Free Parking

★ New build, new stainless steel appliances ★ New, Modern Furnishings & Stylishly Decorated ★ 3 Bedrooms/ 2 Full Bathrooms ★ Fully stocked kitchen for cooking ★ Private Backyard ★ Quick walk to Sanders Beach Rec. Center ★ 4 min Lyft to Downtown Pensacola ★ 15 min drive to pensacola Beach ★ Free parking ★ 24/7 concierge ★ Fast Wifi & Youtube TV Please NOTE : **FOR STAYS LONGER THAN 6 DAYS WE DO CHARGE AN ADDITIONAL $65**

Popular amenities for Downtown Pensacola house rentals

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, 116 reviews

Hot tub/ Pool Relaxing Getaway

4.94 out of 5 average rating, 137 reviews

Poolside Family Retreat w/ Hot Tub & Game Room

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.

4.94 out of 5 average rating, 138 reviews

Historic Pool Cottage! Dog Friendly

4.82 out of 5 average rating, 156 reviews

Foosball Table-Pool-Spacious-9min to Downtown

4.85 out of 5 average rating, 101 reviews

An outdoor space is presented with a wooden deck featuring two pink lounge chairs and ambient string lights. A round, above-ground pool is visible, with a pink flamingo float beside it. A cozy seating area is positioned under a circular canopy.

Home in Bellview

family house *cowboy pool*HOT TUB~Yard Games.

4.89 out of 5 average rating, 106 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 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.

4.94 out of 5 average rating, 216 reviews

Flamingo On Fisher In The Heart Of Pensacola

4.92 out of 5 average rating, 117 reviews

Home in Gulf Breeze

Heated saltwater pool | Pet Friendly | Family home

Weekly house rentals

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, 190 reviews

Coastal Cottage in ❤️ of DT Pensacola ~10 min walk

An outdoor patio area is showcased with a spacious dining set and two lounge chairs, all positioned on a paved surface. A large striped umbrella provides shade, while the fenced backyard features green grass and palm trees, creating a suitable environment for relaxation.

4.97 out of 5 average rating, 177 reviews

Summer House - Beach & Downtown

The welcoming entrance features a dark wooden door framed by vibrant purple siding. Two modern chairs and a small table are arranged on the porch, complemented by decorative shutters. A ceiling fan provides ventilation, adding comfort to the outdoor sitting area.

4.87 out of 5 average rating, 100 reviews

Misses Plum, downtown with an oak

4.96 out of 5 average rating, 165 reviews

A cozy living area showcases a gray sectional sofa with accent pillows, situated on a colorful area rug. Natural light fills the space through multiple windows. An archway leads to a dining area featuring a round table, complementing the home's rustic ceiling design.

Home in Sanders Beach

Renovated Bungalow near Downtown with King Bed!

4.9 out of 5 average rating, 277 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

4.91 out of 5 average rating, 138 reviews

Comfortable Downtown Stay • Pet Friendly Yard

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, 231 reviews

Downtown Oasis - Sunsets and Nightlife

A two-story home designed in New Orleans style architecture is seen with a bright turquoise exterior. The house features white columns and a spacious front porch. Lush green grass surrounds the property, with a fenced yard visible in the background.

4.95 out of 5 average rating, 237 reviews

Walk to downtown + seafood market. *Bay views*

Private house rentals

4.85 out of 5 average rating, 109 reviews

Walk to Downtown Pensacola + Bay Beach Park

5 out of 5 average rating, 93 reviews

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

4.97 out of 5 average rating, 38 reviews

Sunflower Cottage Downtown

4.97 out of 5 average rating, 69 reviews

The Pensacola Retreat-Luxurious, pet-friendly home

5 out of 5 average rating, 16 reviews

The Intendencia Country Club

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.

4.98 out of 5 average rating, 56 reviews

Downtown Historic Cottage

5 out of 5 average rating, 6 reviews

The Garden cottage

A bright living area features two orange armchairs and a brown leather couch, arranged around a circular area rug. A blue kitchen with modern appliances is visible in the background, with bar seating for three. Natural light fills the space through large windows.