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, 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.

Oct 23 – 30

R2,851 ZAR 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...

Sep 5 – 12

R2,130 ZAR per night

Guest favorite

Guest suite in Pensacola

4.98 out of 5 average rating, 251 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

R1,757 ZAR per night

Guest favorite

Condo in Pensacola

4.96 out of 5 average rating, 50 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!

Oct 28 – Nov 4

R1,690 ZAR per night

Guest favorite

Bungalow in Pensacola

4.96 out of 5 average rating, 117 reviews

Memorial Day! 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

Oct 22 – 29

R1,728 ZAR 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 21 – 28

R2,059 ZAR per night

Guest favorite

Guest suite in Pensacola

4.98 out of 5 average rating, 152 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

R2,460 ZAR per night

Superhost

Guesthouse in Pensacola

4.9 out of 5 average rating, 132 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!

Jan 20 – 27

R1,928 ZAR per night

Guest favorite

Cottage in Pensacola

4.98 out of 5 average rating, 413 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.

Sep 1 – 8

R2,338 ZAR per night

Guest favorite

Home in Pensacola

5.0 out of 5 average rating, 57 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!

Sep 9 – 16

R2,505 ZAR per night

Superhost

Cottage in Pensacola

4.79 out of 5 average rating, 270 reviews

Cute Cottage Getaway Downtown!

Wonderful cottage within walking distance to enjoy everything downtown Pensacola has to offer: gallery night, festivals, concerts, market days, parades, Ice flyers games, and Pensacon are all within walking distance! Very cute 1 bedroom 1 bath, light and bright though out. Front porch for relaxing afternoons. A few blocks away from the convention center!!! We charge a pet fee of $75+tax that will be charged per pet. Collected separately.

Aug 13 – 20

R1,543 ZAR per night

Guest favorite

Cottage in Pensacola

4.99 out of 5 average rating, 149 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.

Nov 23 – 30

R2,129 ZAR per night