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, 243 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, 255 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 Bed w/Hammock & Outdoor Shower

Welcome to good vibes at 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 gorgeous 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!

Apartment in Old East Hill

The bedroom features a white metal bed frame with layered bedding and pillows. Two bedside lamps are positioned on either side of the bed. Exposed wood walls complement the light blue paint, while natural light filters through two large windows with shades.

4.96 out of 5 average rating, 249 reviews

Historic Pensacola Stay | Summer Ready Suite 3

Step into the past with a stay in our beautifully restored suite, located in the historic Kelley House, 1 of 4, located on the 2nd floor. This unique property blends the timeless charm of its original architecture with modern comforts and stylish updates, is perfect for those looking to relax and unwind in a space full of character and elegance. Whether you're here for a romantic getaway or a quiet solo retreat, the Kelley House is an unforgettable place to relax, recharge, and experience the c

4.96 out of 5 average rating, 101 reviews

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.

Home in Old East Hill

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!

Loft in Downtown Pensacola

A spacious sleeping area features a large, upholstered headboard and comfortable bedding. Two bedside lamps provide soft lighting alongside a small circular table. Decorative accents include a teal throw blanket and a modern wall art piece, enhancing the room's welcoming atmosphere.

4.93 out of 5 average rating, 183 reviews

Perfect Secret Downtown Suite | Multiday Discounts

You're going to love the style and convenience of this studio suite apartment with kitchenette and full bath located in the heart of downtown just off Palafox St and Garden St. This is the perfect spot for staying downtown after a show at Vinyl Music Hall or a night of dancing at Seville Quarter. Comfortable and well-appointed for longer stays! Walk to all downtown destinations. Parking $12 daily at the Jefferson St Garage. 1 King/1 Queen Sleeps 4. **No Palafox Balcony access from this unit.**

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, 167 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 cozy living room features two blue sofas arranged around a glass coffee table on a patterned area rug. Exposed wooden beams add character to the ceiling, while large windows provide natural light, highlighting the space's inviting atmosphere.

4.95 out of 5 average rating, 170 reviews

Spacious Downtown Flat w/ free parking

You will not soon forget your stay in this beautiful, historic home in downtown Pensacola where you can enjoy all the comforts of home with the charm of the past. This charming 3 bedroom home is has everything you need for your stay, featuring an outdoor patio and garden space, a cozy living room, full kitchen and dining room. We also provide beach accessories, coffee and tea, as well as a Roku smart tv. Just a few blocks away you’ll find cafes, popular restaurants and Pensacola nightlife.

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, 315 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, 521 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.

Guest suite in Downtown Pensacola

The cozy living space features modern furnishings, including a light-colored sofa and an armchair. A flat-screen television is mounted on a textured wall, with a small kitchenette area visible. Soft gray curtains frame the windows, complementing the warm tones of the room.

4.98 out of 5 average rating, 319 reviews

The Intendance Suite

Private guest suite with private entrance, in the heart of walkable Historic Downtown Pensacola. Perfectly suited for a low stress weekend getaway. Beach is a short 10 minute drive away! 4 night MAXIMUM stay. Base Price is for 1 Guest, Extra guest fee is $20 per night. I strive to keep my space affordable because I know how expensive travel can be. Please book for the appropriate guest count to accurately see pricing.

Popular amenities for Downtown Pensacola outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.99 out of 5 average rating, 152 reviews

A bright living area features a comfortable couch and a chair facing large sliding glass doors, which open to stunning views of the Gulf of Mexico. A circular dining table and four chairs are positioned near a wall-mounted television, creating a welcoming and open space.

Home in Perdido Key

Come stay at Seas~the~Day!! 6th Floor magic!

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

Superhost

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.

Home in Downtown Pensacola

4.93 out of 5 average rating, 177 reviews

Coastal Cottage in ❤️ of DT Pensacola ~10 min walk

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

4.97 out of 5 average rating, 103 reviews

A two-story house with a light-colored exterior and a welcoming porch is visible. The home features large windows on both floors and a small balcony above the entrance. The front yard is neatly landscaped with grass and a concrete pathway leading to the front door.

Home in Sanders Beach

Olivers Oasis ~ 1 mile from Downtown 3 br | 3ba

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.

4.97 out of 5 average rating, 154 reviews

NEW BUILD Near Downtown! Stars Stripes & Salt Life

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, 173 reviews

Stylish Downtown Home- Short drive to the beach

Home in East Pensacola Heights

A spacious backyard features a stone fire pit surrounded by a paved area. A porch swing is positioned nearby, complemented by lush green grass and a tall tree. The guest house is set against a backdrop of a wooden privacy fence, creating a peaceful outdoor space.

4.99 out of 5 average rating, 173 reviews

East Pensacola Heights Casita

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, 274 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

Apartment in Pensacola Beach

A spacious living area is visible through an open doorway, highlighted by large windows allowing natural light. A decorative mask adorns the wall beside a minimalist coffee table, while two white chairs complemented by colorful pillows offer seating amidst potted plants.

4.91 out of 5 average rating, 154 reviews

Mid-Century Breeze

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

Condo rentals with outdoor seating

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, 196 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 private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.

4.98 out of 5 average rating, 208 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

4.99 out of 5 average rating, 156 reviews

A bright living area features a spacious white sectional sofa adjacent to a light wood coffee table. Floor-to-ceiling glass doors offer expansive views of the ocean and sky, enhancing the openness of the space. A dining set is visible on the balcony.

Condo in Perdido Key

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

The open concept living area features a cream-colored sofa and a round coffee table. A wooden loft area is visible in the background, with warm lighting illuminating the kitchen. A large television hangs on the wall, complementing the bright and welcoming space.

4.92 out of 5 average rating, 233 reviews

Amazing Condo on Bay, Steps from Gulf of America

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, 100 reviews

Pensacola Beach, Florida 1BR Amazing View

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.