Vacation rentals with a patio in Pensacola

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Top-rated accommodations with an outdoor patio in Pensacola

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Guest favourite

Guesthouse in Pensacola

4.93 out of 5 average rating, 160 reviews

Blue Skies Cottage travel oasis

Blue Skies Cottage, Dog friendly, 6 miles to beautiful beaches, 8 miles to historic downtown with thriving restaurants, minutes from access to I-10 and I-110 and convenient shopping at Cordova or University Malls; nestled in a quiet neighborhood to take friendly walks any time of day. This adorable, newly renovated 1 bedroom, 1 bath with queen sleeper sofa (4 Guests), in-house laundry and full kitchen, in/out dining; would love to serve as your gateway to fun and sunshine. Great for longer stays

Jan. 5 – 12

$154 CAD per night

Guest favourite

Home in Pensacola

4.96 out of 5 average rating, 102 reviews

Look! Cooper's Cottage Downtown Pensacola

Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

Aug. 16 – 23

$227 CAD per night

Guest favourite

Guesthouse in Milton

4.99 out of 5 average rating, 113 reviews

Charming Bayou Bungalow - walk to downtown Milton!

Enjoy visiting historic Milton while staying in our comfortable cottage, which is close to everything making it easy to plan your visit. Walk to downtown Milton for live music, festivals, breweries, restaurants. Ride on site bikes on Blackwater Heritage Trail. Explore Marquis Bayou and Blackwater River in on site kayaks. Pick blueberries in season. 40 mins to Navarre Beach. 30 mins to Pensacola. Kitchen w/fridge/micro/toaster oven/dbl burner cooktop New Queen bed with comfy Serta mattress.

Dec. 14 – 21

$161 CAD per night

Guest favourite

Condo in Pensacola

4.98 out of 5 average rating, 117 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!

Dec. 27 – Jan. 3

$278 CAD per night

Guest favourite

Condo in Navarre

4.97 out of 5 average rating, 104 reviews

La Playa Esmeralda-Panoramic Sunset Views

Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, lighted, private fishing pier, where no fishing license is required.

Dec. 26 – Jan. 2

$219 CAD per night

Guest favourite

Condo in Pensacola

4.96 out of 5 average rating, 147 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!

Sep. 20 – 27

$140 CAD per night

Guest favourite

Home in Pensacola

4.91 out of 5 average rating, 137 reviews

Remodeled Midcentury Home

This midcentury home has been completely remodeled. This home offers two bedrooms with queen size beds. The primary bedroom includes an en-suite bathroom with walk-in tiled shower. The hall bathroom is a full bathroom with tiled tub/shower combo. The kitchen is a large open space with all the basic cooking needs. There is also a private office space off of the living room. This home is located 7 miles to downtown, 10 miles to NAS, 13 miles to Johnsons Beach, 15 miles to Pensacola Beach.

Jan. 6 – 13

$240 CAD per night

Guest favourite

Farm stay in Pensacola

4.97 out of 5 average rating, 110 reviews

Private Suite “The Rosebud” At Rose Cottage Farm

Come visit our 100 year old Farmhouse. It has a unique history. It was a brothel and gambling establishment during the prohibition era. It’s even been rumored to have been visited by Al Capone and a US President! Today, it is a charming hobby farm filled with vintage flair and cozy spaces. We offer a suite of four rooms with a private entrance. There are two bedrooms, a living room, and a private bathroom all on a dedicated second floor. Lots of privacy, and you can enjoy the grounds.

Feb. 10 – 17

$196 CAD per night

Guest favourite

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!

Sep. 13 – 20

$217 CAD per night

Guest favourite

Home in Pensacola

4.87 out of 5 average rating, 114 reviews

Fun, Quirky, Get-a-Way for Singles or Couples.

Great place for couples or singles within just a few blocks of thriving downtown Pensacola. Only a short drive to our famous sugar white beaches. This cottage is small, but the whole place is yours, and the two original rooms, which were built in 1940, have 9 1/2 foot ceilings with magnificent crown moldings. New flooring, paint, kitchen and bath upgrades have come together to make this cottage a jewel of style, comfort, and grace.

Feb. 19 – 26

$142 CAD per night

Guest favourite

Cottage in Pensacola

4.99 out of 5 average rating, 145 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.

Dec. 28 – Jan. 4

$174 CAD per night

Guest favourite

Guesthouse in Pensacola

4.84 out of 5 average rating, 136 reviews

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

Jul. 20 – 27

$198 CAD per night