Vacation rentals with outdoor seating in Downtown, Pensacola

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Top-rated outdoor seating rentals in Downtown, Pensacola

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Guest favorite

Apartment in Pensacola

4.99 out of 5 average rating, 188 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.

Aug 22 – 29

€ 161 per night

Guest favorite

Guesthouse in Pensacola

4.95 out of 5 average rating, 146 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...

Aug 26 – Sep 2

€ 132 per night

Guest favorite

Guest suite in Pensacola

4.93 out of 5 average rating, 283 reviews

EastHill Bungalow #1 (4 on site, #3 pet friendly)

Historic East Hill suite in safe neighborhood, #1 has PRIVATE ENTRANCE/ALL SPACE IS PRIVATE, 11 ft. ceilings, huge bath with marble walk-in shower/ lrg tub, kitchenette (MW, frig, coffee maker, toaster, blender), private patio/gas grill/yard, off-street parking, KING BED, 15 min. to beach, 3 min. to downtown/cafes & shops/ event center, many restaurants 3-4 min. drive, grocery 4 blocks. Also on site: #4 full kitchen/laundry for longer stays, #2 & #3 separate BR/LR, #3 is pet friendly/ lg. yard

Sep 13 – 20

€ 105 per night

Guest favorite

Guest suite in Pensacola

4.98 out of 5 average rating, 250 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.

Sep 2 – 9

€ 102 per night

Guest favorite

Loft in Pensacola

4.96 out of 5 average rating, 158 reviews

Hernandez Hideout

Cute upstairs studio apartment in the heart of East Hill in Pensacola, FL. It’s a quick 10 minute drive to downtown or across 3 mile bridge to Gulf Breeze and Pensacola Beach. Located off of 12th Avenue, it’s within walking distance to several bars and restaurants. Alga Brewery recently opened just 3 blocks away. Coming soon is Magnolia, a Pensacola restaurant staple as well as Jitterbug, a coffee/pastry shop. East Hill Pizza is also next door, and has some of the best pizza in town.

Oct 15 – 22

€ 122 per night

Guest favorite

Guest suite in Pensacola

4.98 out of 5 average rating, 407 reviews

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.

Jul 7 – 14

€ 141 per night

Guest favorite

Home in Pensacola

4.98 out of 5 average rating, 123 reviews

Coastal Cottage in ❤️ of DT Pensacola ~10 min walk

Welcome to PensaCoastal Cottage! Beautiful, newly renovated house within walking distance (0.7 miles) to local shops, bars, restaurants, Blue Wahoos Stadium, parks, bay front views, and much more! This coastal themed cottage includes 3bd/2ba, high speed WiFi, two smart TVs, and a fully stocked kitchen. PensaCoastal cottage is the perfect family vacation house located right next to a playground, walking path, fountain and the house includes many games, puzzles, and books.

Sep 7 – 14

€ 192 per night

Superhost

Guesthouse in Pensacola

4.9 out of 5 average rating, 131 reviews

Vintage Charm in the Historic Heart of Pensacola

Welcome to our charming carriage house apt, where historic charm meets modern comfort! Just a 15-minute drive from Pensacola Beach, our cozy haven offers a perfect blend of relaxation & exploration. Immerse yourself in Pensacola's vibrant culture. Indulge in a delightful Sunday Jazz Brunch at Five Sister Blues Cafe or savor the renowned prime rib at McGuires Irish Pub. For beer enthusiasts, countless breweries await your discovery. Come uncover the allure of Pensacola!

Apr 8 – 15

€ 131 per night

Guest favorite

Cottage in Pensacola

4.98 out of 5 average rating, 410 reviews

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.

Aug 10 – 17

€ 138 per night

Guest favorite

Home in Pensacola

5.0 out of 5 average rating, 137 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!

Aug 23 – 30

€ 147 per night

Guest favorite

Home in Pensacola

4.97 out of 5 average rating, 119 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.

Apr 6 – 13

€ 149 per night

Superhost

Home in Pensacola

4.83 out of 5 average rating, 109 reviews

Comfy studio near downtown, beaches

The Wright Apartment is cozy and comfy and ideal for a peaceful respite from every day pressures. It offers guests a home away from home — a complete kitchen where you may cook meals, a walk-in shower, plenty of drawer space, a desk for work, WiFi so you can access streaming subscriptions, a quiet neighborhood and friendly, responsive hosts eager to assist. We also own the main house on the same property and offer it as an AirBnb.

Aug 4 – 11

€ 121 per night