Vacation rentals with outdoor seating in Downtown Pensacola

Apartment in Downtown Pensacola

A modern living area features a brown leather sofa adorned with decorative pillows. A wooden dresser and a television are positioned against the wall, while a small table offers additional storage. Natural light enters through several windows with light-colored shades.

5 out of 5 average rating, 245 reviews

Downtown Intimate Light-Filled Getaway

Explore downtown Pensacola and visit the world-class white sand beaches of Pensacola from this cozy carriage house abode located within walking distance from restaurants, shopping, museums, and nightlife. Stone floors, lots of natural light, and high ceilings. Relax on a private balcony while you sip your morning coffee after a restful night's sleep in a comfy bed with high quality linens. HD TV and a wireless JBL speaker to play your tunes. Full kitchen with everything you need to cook a meal. Ample closet space for all your things and a full size washer & dryer.

4.98 out of 5 average rating, 258 reviews

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.

Cottage in Pensacola

Coco Ro Downtown! 2 BR w/Hammock + Outdoor Shower!

Welcome to good vibes @ Coco Ro "Surf Shack" – your cozy, beachy retreat in downtown Pensacola! This inviting 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to stunning beaches. Your coastal escape awaits! Enjoy: ・Outdoor shower! ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist.

4.95 out of 5 average rating, 133 reviews

A front porch features two black chairs and a small table, surrounded by a grassy yard and lush greenery. The light-colored cottage exterior is complemented by large windows that invite natural light, creating a welcoming entrance.

Cottage in Pensacola

Pensacola Cottage Downtown & Quick Drive to Beach

My wife and I built this cottage in late 2021 in quiet downtown Pensacola with our guest in mind. Our one bedroom one bath cottage is outfitted so you will have most everything you need. This includes a full working outfitted kitchen, cleaning & paper supplies plus more. Our cottage is located near Ever'man Coop Grocery & cafe, Joe Pattis Seafood Market , Maritime Park (Wahoo Stadium) , Pensacola's popular Palafox Street and other downtown favorites. Only 9 miles away from beautiful beaches.

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, 168 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

Home in Downtown Pensacola

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, 212 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.

Apartment in Downtown Pensacola

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.

4.85 out of 5 average rating, 129 reviews

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.

Loft in Downtown Pensacola

The loft's exterior showcases a classic brick building with large windows, accented by floral arrangements on the balcony. A spacious outdoor area with wooden tables is visible below, enhancing the inviting atmosphere of downtown Pensacola.

4.96 out of 5 average rating, 316 reviews

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.

4.98 out of 5 average rating, 522 reviews

French doors open to reveal a bright interior space with an open floor plan, featuring a cozy sleeping area and a kitchen. A dining table with chairs is visible, alongside warm wood accents, while natural light filters in through the doors.

Guest suite in East Hill

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

Apartment in Downtown Pensacola

A well-equipped kitchen features green cabinetry and a modern stainless steel refrigerator. A wooden countertop provides ample space for meal preparation, complemented by a dark stool. Brick accents add texture, while natural light enters through the window, enhancing the warm ambiance.

4.99 out of 5 average rating, 157 reviews

Luxe Downtown Studio Apartment

Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

Home in Downtown Pensacola

A vibrant yellow house stands alongside a green home, featuring a welcoming front porch with two blue chairs. Lush greenery and neatly groomed landscaping complement the exterior, which is illuminated by natural light from the clear sky above.

4.99 out of 5 average rating, 199 reviews

Casa del Sole: Walk Downtown, Short Drive to Beach

🏡 Modern 3BR/3BA just 4 blocks from vibrant Palafox Street 🏖️ Short 15-min drive to white-sand beaches of Pensacola Beach 🌿 Quiet, safe neighborhood. Groceries & café 2-min🚶 away 🥘 Fully Stocked Kitchen w/ everything you need to cook at home 🚗 Private Parking for 2 & free EV charging ⚾️ A short stroll to Maritime Park / Bay Front 🐾 Dog-friendly: small backyard + great park a block away ⭐️ Guests rave about our location, cleanliness, and "the best stocked kitchen"

Loft in Downtown Pensacola

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.

4.95 out of 5 average rating, 209 reviews

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!

4.87 out of 5 average rating, 250 reviews

The spacious sleeping area features a large bed with soft bedding, complemented by a neutral-toned blanket. A comfortable couch is positioned nearby, while sliding glass doors provide natural light and access to the outdoor space.

Guesthouse in Pensacola

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

Popular amenities for Downtown Pensacola outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.82 out of 5 average rating, 114 reviews

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.

Home in Navy Point

Navypoint Beauty 2/2 Whole House

A cozy studio space features a spacious bed covered with a light blanket, complemented by decorative pillows. Two floral accent chairs are positioned adjacent to a small table with two stools. Natural light filters through a window, adding warmth to the neutral-colored walls.

4.98 out of 5 average rating, 119 reviews

Cozy Studio

The exterior of a single-story cottage is shown, featuring a welcoming porch with planters. Lush green grass surrounds the house, and a driveway leads to a red car parked nearby. A fence provides privacy along one side, complemented by sunny blue skies.

4.99 out of 5 average rating, 172 reviews

Estella’s Place-your piece of Florida paradise

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.

4.96 out of 5 average rating, 140 reviews

Summer House - Beach & Downtown

4.9 out of 5 average rating, 240 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 Pensacola Beach

Charming home, 10 min drive to Pensacola Beach

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.

4.97 out of 5 average rating, 213 reviews

Casa Catrina-North Downtown with unique art theme!

Home in Downtown Pensacola

A two-story building features a welcoming façade adorned with festive wreaths on each balcony. Two white chairs are positioned on the front porch, surrounded by vibrant greenery and flowering plants. A concrete driveway leads to the entrance, enhancing accessibility to the front of the home.

4.94 out of 5 average rating, 174 reviews

Stylish Downtown Home- Short drive to the beach

4.98 out of 5 average rating, 117 reviews

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.

Home in Old East Hill

Historic Pensacola, a new warehouse inspired home.

Apartment rentals with outdoor seating

Apartment in Pensacola Beach

A living area is shown with comfortable leather sofas arranged around a coffee table. Large glass doors provide access to an outdoor space, allowing natural light to fill the room. Framed artwork adorns the walls, adding subtle decor to the neutral-toned space.

4.86 out of 5 average rating, 110 reviews

The Lazy Dolphin

Superhost

A vibrant kitchen area features green walls and a tiled floor. A round table with a menu and brochures is placed next to a window with natural light. A futon can be seen in the background, along with a glimpse of the organized kitchen layout.

Apartment in North Hill

4.76 out of 5 average rating, 275 reviews

Shore Break: Downtown Pensacola, North Hill

4.97 out of 5 average rating, 161 reviews

An inviting entryway is seen, featuring a brick facade and large glass doors. A welcome sign is prominently displayed next to the entrance. The surrounding outdoor area includes a well-maintained garden and trees, providing a serene atmosphere.

Apartment in Pensacola

Entire studio space is private, clean & relaxing.

4.97 out of 5 average rating, 334 reviews

The bedroom features a spacious bed with a decorative headboard, topped with plush pillows and a patterned throw blanket. Two bedside tables with soft lamps provide warm lighting, and natural light streams through sheer curtains, enhancing the inviting atmosphere.

Apartment in East Hill

Luxurious apartment walk to the Bay-2m to downtown

4.91 out of 5 average rating, 113 reviews

A wooden deck is featured in the backyard, furnished with four blue Adirondack chairs and a small table. A potted plant adds a touch of greenery, while a BBQ grill is positioned to the side. The fenced area provides a sense of privacy.

Apartment in Pensacola

East Hill Nest~Private apt close to it all!

4.98 out of 5 average rating, 112 reviews

A cozy living area is furnished with a gray couch and a white coffee table. Two plants are positioned in black planters beside a set of windows that allow natural light. Decorative surfboards are displayed on the wall, and a door leads to the outside patio.

Apartment in East Hill

Completely Private Suite - No Cleaning Fee

4.96 out of 5 average rating, 123 reviews

A cozy bedroom features a solid wood sleigh bed adorned with patterned bedding. A flat-screen television is mounted on the wall opposite the bed. Natural light filters through the blinds of the window, while a small plant adds a touch of greenery to the bedside table.

Apartment in Pensacola

Suburban Brick Ranch apartment with Private Entry

4.95 out of 5 average rating, 218 reviews

A peaceful sunset over calm waters creates a vibrant display of orange and purple hues. A wooden dock extends into the water, reflecting the colorful sky, while silhouettes of trees line the distant shore. The scene evokes tranquility and natural beauty.

Apartment in Gulf Breeze

Redfish Loft, private waterfront Apt. on East Bay

Condo rentals with outdoor seating

A serene waterfront view at sunset features a serene bay with multiple sailboats and yachts docked. The sky is painted in soft shades of pink and purple, reflecting on the calm water. A grassy area with kayaks and canoes is visible in the foreground.

4.92 out of 5 average rating, 131 reviews

Sunset on the Bayou near NAS/Downtown Pensacola

Superhost

The kitchen features modern appliances including a refrigerator and stove, with white cabinetry complementing the light countertops. Accent lighting illuminates the space, enhancing the organized layout. A small window adds natural light, while decor elements like framed art and a coffee sign create a homey feel.

Condo in Pensacola

4.78 out of 5 average rating, 197 reviews

Centrally located

A cozy living area is furnished with a tufted navy blue sofa and two white accent chairs. A round coffee table with a marble top sits on a patterned area rug. Decorative wall art and a potted plant add visual interest, while natural light filters through the window.

4.92 out of 5 average rating, 119 reviews

*Beautifully Remodeled Townhouse w/ sound views.

A wrap-around balcony offers a panoramic view of the Gulf of Mexico and nearby homes with varied roof designs. A gently sloping shoreline leads to the water, while the sky displays soft hues, suggesting evening light. The surrounding area is characterized by green spaces and pathways.

4.89 out of 5 average rating, 101 reviews

Pensacola Beach, Florida 1BR Amazing View

A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.

4.99 out of 5 average rating, 122 reviews

Prime Beachfront Condo w/ Pool & Resort Amenities

A wide view of a pristine beach stretches under a clear blue sky, with soft sand marked by gentle footprints. Calm waves roll onto the shore, creating a serene atmosphere, while the horizon meets the water seamlessly.

4.91 out of 5 average rating, 110 reviews

Breathtaking Soundfront Condo|Pool & Beach Access!

The living area features a comfortable gray sofa set, a white coffee table, and a ceiling fan. Natural light enters through sliding glass doors leading to a private patio. An open kitchen with wooden cabinetry and a dining area is visible, highlighted by bar stools at the counter.

4.96 out of 5 average rating, 193 reviews

$0 clean fee! Beachside/pool view/king bed/jacuzzi

A light-filled living space features a comfortable couch adorned with soft cushions. A coffee table rests on a textured area rug, complemented by a small plant. The adjacent dining area and kitchen can be seen in the background, adding to the open and inviting layout.