Holiday rentals with outdoor seating in Pensacola

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Pensacola

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Downtown Pensacola

4.99 out of 5 average rating, 189 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.

Guest favourite

Guesthouse in Pensacola

4.95 out of 5 average rating, 148 reviews

1950’s East Hill Carriage House

1950's newly renovated carriage house nestled privately behind our home, in the desirable neighborhood of EastHill. Located close to beautiful Bayview Park with bikes, paddle boards and canoe rentals as well as a short bike ride to local bars, brewery’s and restaurants on 12th Ave. Downtown Pensacola includes shopping, local bars, restaurants even enjoy a show at The Saenger Theater, Vinyl Music Hall or The Handlebar. The breathtaking white sands of Pensacola Beach are just a short drive away...

Guest favourite

Guesthouse in Pensacola

4.9 out of 5 average rating, 276 reviews

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

Guest favourite

Home in Pensacola

5.0 out of 5 average rating, 159 reviews

Salty Dog Downtown! Beach Vibes! Sleeps 4/King Bed

Welcome to Salty Dog Cottage - your home away from home nestled in downtown Pensacola! Modern amenities meet coastal charm in this peaceful shotgun home convenient to our lively historic districts. Trendy Palafox St is just 1 mile, the bay is 12 blocks & pristine sugar sand beaches are a short drive over the nearby bridge! Come home to: ・Outdoor shower ・Full kitchen ・King bed & Queen sofa bed ・Indoor & outdoor dining ・Washer & Dryer *Add to wishlist by clicking the ❤ in upper right corner!

Guest favourite

Condo in Pensacola

4.98 out of 5 average rating, 120 reviews

This is the one! Perfect Getaway near the beach.

Welcome to a place you will want to return to time and again. Fresh renovations, all the amenities! Steps away from a Tiki bar and huge outdoor pool/hot tub! Live music almost nightly! Parking right out front! Johnson and Orange Beach are minutes away. Our goal is to make sure you have the best possible time! You deserve a break. The couch pulls out to a queen bed. Enjoy full kitchen, large shower, fitness center, indoor and outdoor pool and if something feels like it’s missing, let us know!

Guest favourite

Guest suite in Pensacola

4.98 out of 5 average rating, 253 reviews

The Intendencia Suite

Private guest suite with private entrance, in the heart of Historic Downtown Pensacola. 5 minute walking distance to Palafox, Ferry, bay, Ballpark, festivals, Breweries, restaurants, art, museums and shopping! Perfectly suited for a low stress weekend getaway. I strive to keep my space clean and affordable because I know how expensive travel can be. Quiet residential street close enough to enjoy the fun but far enough away to feel like home. Not suitable for pets or children under 12.

Guest favourite

Condo in Pensacola

4.96 out of 5 average rating, 156 reviews

Comfy Bayou Cottage - 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 Cottage 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 or let this location serve as your hub while enjoying all Pensacola has to offer!

Guest favourite

Guest suite in Gulf Breeze

4.98 out of 5 average rating, 130 reviews

Starlight 3.2 miles to Beach

Unique private suite for two, Pensacola Beach is 6-7 min away. Speedy wifi, fenced pergola, patio, grill, & garden. This suite includes a minisplit for air/heat and a tankless water heater. Attached to the main house, separated with a privacy fence, hear the rain drops on the tin roof. Queen memory foam bed, 70" Samsung TV w/Roku, thermal blinds. Must be willing to stay regardless of rain drops on the tin roof, or lightning and torrential rain on a tin roof in a room of glass. Enjoy!

Guest favourite

Bungalow in Pensacola

4.96 out of 5 average rating, 120 reviews

Summer’s here! Red Door Bungalow Downtown Sleeps 6

Ready for Summer Vacation in Pensacola! Love the charm of an older home, but require the comforts of a modern one? Welcome to our cozy Red Door Bungalow! This quaint home is half a mile from the center of downtown Pensacola. Local restaurants, Blue Wahoos stadium, shopping, parks, and night life are around the corner. 10 mins from NAS. 15 min to the beach. Park and playground are located right across the street. This home is perfect for that quick getaway or mid-term stay! DM questions

Guest favourite

Home in Pensacola

5.0 out of 5 average rating, 140 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!

Guest favourite

Home in Pensacola

4.98 out of 5 average rating, 123 reviews

Casa Catrina-North Downtown with unique art theme!

Beautiful, themed artist home located just 7 minutes from Downtown Palafox. 20 minutes from NAS Pensacola, quick access to the route to Pensacola Beach. This property is located in an old, diverse downtown neighborhood that is rapidly changing with new homes and remodeled ones appearing everywhere. This is a clean and comfortable, pet friendly house with fully equipped kitchen, WIFI, smart TVs with Netflix, Amazon, and commercial free YouTube, and more.

Guest favourite

Cottage in Pensacola

4.99 out of 5 average rating, 150 reviews

Beach Vibes on Downtown’s Side

This eco-friendly cottage hosts a peaceful Gulf Coast theme on a quiet street, just blocks away from all the action. Located on the edge of downtown, you're never too far away from all Pensacola has to offer, and a quick jaunt to Pensacola or Perdido Beach. This home offers Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.