Vacation rentals with outdoor seating in Pensacola Bay

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Top-rated outdoor seating rentals in Pensacola Bay

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Guest favorite

Apartment in Downtown 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.

Dec 29 – Jan 5

$134 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

$104 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

$85 per night

Guest favorite

Guesthouse in Pensacola

4.9 out of 5 average rating, 273 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.

Apr 23 – 30

$62 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

$82 per night

Guest favorite

Guesthouse in Pensacola

4.95 out of 5 average rating, 185 reviews

Charming Guesthouse @ Live Oaks on the Bayou

Live Oaks on the Bayou is perfect for those on vacation, business or coming to the area for a beach getaway, wedding or graduation. The guesthouse is nestled behind our home with your own driveway and parking . Enjoy a private meal, coffee or a cocktail in the quiet serene courtyard-fountain area immediately out your front door. A wide variety of dining is a 3-10 minute walk. There is always some vegetation in bloom here and throughout one of Pensacola's most treasured neighborhoods.

Dec 3 – 10

$125 per night

Guest favorite

Loft in East Hill

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

$96 per night

Guest favorite

Guest suite in East Hill

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

$115 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

$121 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!

Oct 20 – 27

$104 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.

Nov 13 – 20

$70 per night

Guest favorite

Cottage in Sanders Beach

4.99 out of 5 average rating, 146 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 28 – Dec 5

$99 per night