Holiday rentals with outdoor seating in 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, 258 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.

A cozy living room features a dark leather sectional sofa with colorful cushions, centered around a coffee table. A gas fireplace is visible, with wood flooring and a patterned area rug. Natural light enters through large windows, adorned with sheer curtains.

4.98 out of 5 average rating, 104 reviews

Classic Coastal Getaway in Downtown + Free Parking

Looking for a cool place to stay while visiting Pensacola? Look no further! Our classic coastal getaway is the perfect home base for all your adventures! This one bedroom apartment has a full kitchen, super comfy queen size bed & pull down full size murphy bed, plus a cozy gas fireplace. This apartment is on the second floor of a beautiful historic home in downtown and within walking distance to restaurants, shopping, nightlife, etc. Only 10 miles to the beautiful white sands of Pensacola Beach!

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.

4.96 out of 5 average rating, 142 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!

4.96 out of 5 average rating, 278 reviews

The Kelley House | Suite 3 w/Balcony

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

Guest house in Downtown Pensacola

A modern two-story garage studio apartment is displayed with a clean white exterior. Shaded seating areas are provided by a red shade sail, and large planters filled with greenery are positioned in front. The entrance features decorative outdoor lighting and a wooden gate.

5 out of 5 average rating, 167 reviews

Why pay downtown hotel prices?

Friendly, safe downtown location. New & clean 2nd story garage studio apartment with full kitchen & washer/dryer. Five blocks from downtown Pensacola’s main corridor. Palafox Street, restaurants, bars & shopping are a walkable 12 minutes(1/2 mile). Both NAS Pensacola & Pensacola Beach are a 15 min drive. This location offers quick access to festivals, parades, Blue Angel shows, Pensacon & the Blue Wahoo’s Stadium. Rest up for the McGuire’s or Double Bridge runs. Free parking. NO SMOKING!

4.97 out of 5 average rating, 260 reviews

Apartment in Pensacola

Cozy Bayou Bungalow - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Bayou Bungalow is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach and let this location serve as your hub while enjoying all Pensacola has to offer!

4.96 out of 5 average rating, 429 reviews

An outdoor patio area features four adirondack chairs arranged around a small table, set on a stone pathway. The modern exterior of the tiny house is visible, with large windows allowing natural light. A grassy area surrounds the patio, enhancing the tranquil environment.

Tiny home in Pensacola

🌟Luxurious new build minutes from beach+downtown

Our tiny house was custom built in 2022 and is located in beautiful East Hill. Our place is centrally located just minutes from PNS airport, downtown restaurants and bars, and Pensacola Beach! It is also just a short walk to Bayou Texar and Bayview park. The tiny house is a completely private space with driveway parking for 2 cars and your own patio area! Enjoy beautiful views of the Bayou from the dining room table or the patio area. We'll do anything we can to make your stay great!

4.97 out of 5 average rating, 101 reviews

Newly Renovated 2/2 Downtown 1933 Artist Cottage

Enjoy a peaceful stay in our completely renovated cottage with a full chef's kitchen: gas range, dishwasher and comforts of home . The main bath has a dedicated soaking tub for complete relaxation. 1.5 miles to downtown, or 2 minute drive to music venues, boutique shopping/dining, museums, and Wahoo Baseball Stadium. Don't forget our beaches! A short 15 minute drive to the iconic Pensacola Beach Ball parking and sugar sand beaches. Welcome to my hometown y'all - go make vitamin D!

The two-story home features a light-colored exterior with a porch, complemented by two flags displayed on the balcony. A manicured lawn and stone pathway lead to the entrance, while surrounding greenery adds a natural touch to the property.

4.92 out of 5 average rating, 146 reviews

Azalea House: Stylish Family Retreat Near Downtown

Whole home located minutes from Downtown Pensacola. Escape with friends or family to the beautifully decorated, 2 story- 3 bed, 2.5 bath home. Guests can retreat to the first-floor master with an ensuite and walk-in closet. Master and Queen bedroom come equipped with dedicated workspaces, with high-speed WiFi. The children's bunk room is stocked with toys and books to enjoy, as well as a pack and play and toddler cot for extra little ones. Each bedroom features a smart tv.

The exterior of the home features a welcoming front porch with white railings, surrounded by green landscaping and shrubbery. A brick foundation contrasts with the light-colored siding, while neighboring houses are partially visible to the right. Clear skies provide a neutral backdrop.

4.89 out of 5 average rating, 200 reviews

Garden Home w/ Self Entry & Garage Parking

Central Location: Garden Home 3BD/2B. Sleeps 6/7. Heavy discount avail for bookings w 1-2 guests!! SAFE & QUIET. Cozy bedrooms w soft, clean linens. SPACIOUS. Easy access: Airport, Hospitals, Shopping & Dining. Very close to PCA, PSC & UWF Colleges. A short 5-10min Downtown, 20-25min To Beautiful White Sandy Beaches. Entire Home, Garage parking, Keyless entry, LARGE TV. Lightning WIFI! Enjoy a Family game night or Movie. A/C w UV Light for Air Sanitation. Clean & Spacoius.

4.98 out of 5 average rating, 391 reviews

A spacious bedroom features a king-size bed with light-colored bedding. A cozy sofa is positioned nearby, complemented by a small table and two windows allowing natural light. A gentle blue wall art piece enhances the airy atmosphere, and wooden floors add warmth to the space.

Guest suite in Pensacola

Romantic getaway w/ Jacuzzi tub!

Perfect romantic getaway with king size bed, large jacuzzi tub, and walk in double headed shower. Located just minutes from the airport, downtown and the beach! Walking distance to some of Pensacola’s most unique dining establishments. Private entrance with keyless access. We’ll provide everything you need for a day at the beach - chairs, umbrella, beach towels and cooler. Large screen tv and high speed internet. The suite does NOT have a kitchen. NO SMOKING!

4.98 out of 5 average rating, 543 reviews

A vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.

Cottage in Pensacola

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Popular amenities for outdoor seating rentals in Pensacola

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

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.

4.88 out of 5 average rating, 138 reviews

Beautiful Paradise Home - 1 Mile From Beach - POOL

Home in Downtown Pensacola

A spacious bedroom features vibrant green walls and a large, neutral-colored quilted bedspread. Two wooden nightstands with lamps are positioned on either side of the bed, accented by decorative pillows in shades of coral. Natural light fills the room from a nearby window.

4.91 out of 5 average rating, 100 reviews

Gadsden Hideaway: Historic Downtown Luxury in East

A charming front porch is featured, with two floral-patterned chairs positioned around a small table. A blue door offers a welcoming entrance, and a landscaped area with greenery complements the light-colored siding. A pathway leads to the porch, enhancing accessibility.

4.94 out of 5 average rating, 129 reviews

Piece of Paradise

A welcoming front porch is presented, featuring light wood flooring and white railings. Two comfortable chairs are positioned to appreciate the surrounding greenery, with potted plants enhancing the entryway. A light blue door leads into the cottage, completing the inviting appearance.

4.98 out of 5 average rating, 309 reviews

COCO RO "Surf Shack" | Outdoor Shower + XL Hammock

4.88 out of 5 average rating, 104 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

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, 222 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

Superhost

A light blue house is shown, featuring a covered front porch with white railings. The yard is landscaped with green grass and stone pathways leading to the entrance. Trees provide shade nearby, creating a welcoming atmosphere.

4.86 out of 5 average rating, 129 reviews

The Blue house

4.95 out of 5 average rating, 244 reviews

The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.

Home in Milton

Waterfront with kayaks* Blackwater River Shanty

Apartment rentals with outdoor seating

4.95 out of 5 average rating, 194 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.

Flat in Pensacola

Entire studio space is private, clean & relaxing.

Flat in Fort Walton Beach

4.87 out of 5 average rating, 112 reviews

B210 Pirates Plunder

4.97 out of 5 average rating, 357 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.

Flat in East Hill

Luxurious apartment walk to the Bay-2m to downtown

4.92 out of 5 average rating, 121 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.

Flat in Pensacola

East Hill Nest~Private apt close to it all!

4.95 out of 5 average rating, 132 reviews

A spacious living area is arranged with a large sectional sofa adorned with colorful cushions. A round coffee table is centered on a patterned area rug. Bright artwork depicting beach scenes is displayed on the wall. A potted palm adds a touch of greenery.

Flat in Gulf Breeze

Stylish Place 7 Miles from the Beach/self-check-in

4.94 out of 5 average rating, 108 reviews

A cozy living area features a light-colored couch paired with two armchairs. A wooden coffee table sits at the center, complemented by a small potted plant. Two framed artworks depicting tropical leaves adorn the wall, while natural light filters through the window behind sheer curtains.

Flat in Gulf Breeze

Coastal Townhouse Across From Sound

The historic SR Moreno House displays a charming pastel exterior, featuring white railings and a welcoming front porch with rocking chairs. An American flag is prominently displayed, adding to the house's character. Lush greenery and decorative stones frame the entrance, enhancing the inviting look.

4.99 out of 5 average rating, 110 reviews

Historic SR Moreno House • Walk to Downtown

Superhost

A spacious living area is highlighted by a blue bedspread on a queen-sized bed and a dark gray sofa. The kitchen area features white cabinetry and modern appliances. Colorful artwork adorns the walls, creating a light and cheerful atmosphere.

Flat in Santa Rosa Island

4.81 out of 5 average rating, 115 reviews

Our Happy Place

Apartment rentals with outdoor seating

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.

4.97 out of 5 average rating, 231 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

4.99 out of 5 average rating, 183 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.

Apartment in Perdido Key

Melody of the Sea - On the Beach - Incredible View

Superhost

4.92 out of 5 average rating, 147 reviews

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

An aerial view captures the Bayside Retreat and surrounding area, showcasing the vibrant blue waters of the Sound and the pristine beach. Palm trees border the parking lot filled with cars, while a fishing pier extends into the water, providing access to enjoyable outdoor activities.

4.96 out of 5 average rating, 119 reviews

Bayside Retreat-Panoramic Sunset 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.

4.93 out of 5 average rating, 253 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.

4.9 out of 5 average rating, 105 reviews

Pensacola Beach, Florida 1BR Amazing View

A serene view of the bay is captured from the balcony, showcasing the calm water and sandy beach lined with outdoor furniture. In the distance, a pier extends into the water, while boats can be seen sailing peacefully, framed by the clear blue sky.

4.98 out of 5 average rating, 123 reviews

Pensacola Beach Condo w/ Great Views (F12)

A spacious living area is presented with two comfortable sofas facing each other, complemented by a central ottoman. Natural light flows through sliding glass doors leading to the balcony. Two ocean-themed artworks adorn the walls, enhancing the coastal ambiance.