
Holiday rentals with outdoor seating in Downtown Pensacola
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Downtown Pensacola
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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.

Walk To Downtown, Fenced Yard, Games, Fire Pit
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

Coco Ro Downtown! 2 BR w/Hammock + Outdoor Shower!
Welcome to good vibes @Coco Ro "Surf Shack" – your cozy, beachy retreat in downtown Pensacola! This inviting 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to pristine beaches. Your coastal escape awaits! Enjoy: ・Outdoor shower! ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist!

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.

Historic Downtown Bayfront Home Pool Mins to Beach
The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

Studio 54 - a modern beach-town studio
You’ll love this modern, stylish studio (open floorplan), completely separate from main house, in a quiet neighborhood, with: -private entrance - private, covered patio -double driveway 4 blocks from the water (Bayou Chico) & a big park w/ frisbee golf. Close to everything Pensacola and Perdido Key have to offer: -Airport (PNS) - 8miles -Downtown Pensacola - 3mi -Beaches: -Bruce Beach: 3mi -Pensacola - 12mi -Perdido Keys - 12mi -Naval Air Station (NAS) - 4mi

Luxe Downtown Studio Apartment
Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

Casa del Sole: Walk Downtown, Short Drive to Beach
🏡 Modern 3BR/3BA just 4 blocks from vibrant Palafox Street 🏖️ Short 15-min drive to white-sand beaches of Pensacola Beach 🌿 Quiet, safe neighborhood. Groceries & café 2-min🚶 away 🥘 Fully Stocked Kitchen w/ everything you need to cook at home 🚗 Private Parking for 2 & free EV charging ⚾️ A short stroll to Maritime Park / Bay Front 🐾 Dog-friendly: small backyard + great park a block away ⭐️ Guests rave about our location, cleanliness, and "the best stocked kitchen"

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.

Palafox Balcony | Staycations/Events | Posh A 2BR
Treat yourself to an unforgettable experience at our second floor Palafox St apartment with a balcony overlooking the action in the heart of our beautiful city. Our spacious 2/2 apartment sleeps up to 10 people comfortably and is the perfect destination for a weeknight concert crash pad, a downtown weekend staycation, wedding parties, family vacation, or an extended executive stay. Enjoy the luxury of a home away from home. Reserve today!

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.

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.
Popular amenities for outdoor seating rentals in Downtown Pensacola
House rentals with outdoor seating

Perry Cottage * POOL*Historic Charm*Dog Friendly

Navypoint Beauty 2/2 Whole House Great area

'Coral Reef Cottage' 3BR/2BA w/ Hot Tub!

Modern, cozy, pet-friendly cottage w/king

NEW BUILD Near Downtown! Stars Stripes & Salt Life

Make Holiday Memories, Nightlife & Pensacola Beach

Beautiful Historic Downtown Pensacola Charmer

East Pensacola Heights Casita
Apartment rentals with outdoor seating

Shore Break: Downtown Pensacola, North Hill

Entire studio space is private, clean & relaxing.

Luxurious apartment walk to the Bay-2m to downtown

East Hill Nest~Private apt close to it all!

Completely Private Suite - No Cleaning Fee

Mid-Century Breeze

Redfish Loft, private waterfront Apt. on East Bay

Suburban Brick Ranch apartment with Private Entry
Apartment rentals with outdoor seating

Sunset on the Bayou near NAS/Downtown Pensacola

Beachfront Bliss: Walk to Dine & Play on Sands

Gulf Getaway+ Waterfront Views *Fully Updated*

Amazing Condo on Bay, Steps from Gulf of America

Pensacola Beach, Florida 1BR Amazing View

Prime Beachfront Condo w/ Pool & Resort Amenities

Breathtaking Soundfront Condo|Pool & Beach Access!

Our Peace Of The Beach - Gulf Side!
When is the best time to visit Downtown Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $151 SGD | $155 SGD | $180 SGD | $172 SGD | $179 SGD | $202 SGD | $213 SGD | $175 SGD | $162 SGD | $164 SGD | $170 SGD | $167 SGD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Quick stats about holiday rentals with outdoor seating in Downtown Pensacola

Total holiday rentals
Explore 140 holiday rentals in Downtown Pensacola

Nightly prices starting at
Downtown Pensacola holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 12,970 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
140 of Downtown Pensacola holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Downtown Pensacola rentals

4.9 Average rating
Downtown Pensacola stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Downtown Pensacola’s top spots include Pensacola Museum of Art, Palafox Market and Bruce Beach
Destinations to explore
- Pet-friendly rentals Downtown
- Family-friendly rentals Downtown
- Rentals with a washing machine and dryer Downtown
- Rentals with beach access Downtown
- Fitness-friendly rentals Downtown
- Rentals with a fireplace Downtown
- Rentals with pools Downtown
- House rentals Downtown
- Rentals with a firepit Downtown
- Rentals with a patio Downtown
- Flat rentals Downtown
- Rentals with outdoor seating Pensacola
- Rentals with outdoor seating Escambia County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- OWA Parks & Resort
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Perdido Key Beach
- Gulf State Park
- Gulf Shores Shrimp Fest
- Waterville USA/Escape House
- Steelwood Country Club
- Tiger Point Golf Club
- Surfside Shores Beach
- Branyon Beach
- Alabama Point Beach
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Adventure Island
- Fred Gannon Rocky Bayou State Park




