
Holiday rentals with outdoor seating in Downtown Pensacola
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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.

Downtown House: Walk to Wahoos & Palafox
Welcome to the Cradle of Naval Aviation! Explore all of Pensacola from the Aviator Pad. This bungalow is themed for a sky-high vacation located right in the heart of downtown. Everything is walkable - the lively bars on Palafox Street, restaurants on the Bayfront, and games at Wahoos Stadium and Bay Center. Only a 15-min scenic drive to white-sand Pensacola Beach! Family-Friendly and Pet-Friendly! Large backyard is fully fenced with lawn and games. And we have a travel crib and high chair.

Perfect Secret Downtown Suite | Multiday Discounts
You're going to love the style and convenience of this studio suite apartment with kitchenette and full bath located in the heart of downtown just off Palafox St and Garden St. This is the perfect spot for staying downtown after a show at Vinyl Music Hall or a night of dancing at Seville Quarter. Comfortable and well-appointed for longer stays! Walk to all downtown destinations. Parking $12 daily at the Jefferson St Garage. 1 King/1 Queen Sleeps 4. **No Palafox Balcony access from this unit.**

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

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.

Coco Ro Downtown! 2 BR w/Hammock + Outdoor Shower
Welcome to good vibes at 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

Spacious Downtown Flat w/ free parking
You will not soon forget your stay in this beautiful, historic home in downtown Pensacola where you can enjoy all the comforts of home with the charm of the past. This charming 3 bedroom home is has everything you need for your stay, featuring an outdoor patio and garden space, a cozy living room, full kitchen and dining room. We also provide beach accessories, coffee and tea, as well as a Roku smart tv. Just a few blocks away you’ll find cafes, popular restaurants and Pensacola nightlife.

Upstairs on Palafox - Downtown Pensacola
This large, family-friendly downtown Pensacola loft sits right in the heart of the rich downtown historical district. Over 100 years old (but recently renovated on the inside) this space will bring you back to the time when everything was made of brick and wood. The location could not be more perfect, as you are right downtown but also just 10min away from the beach - expect normal city noises. Large Palafox balcony right on Palafox St; Great for large parties and entertaining/nightlife.

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.

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.

The Intendencia Suite
Private guest suite with private entrance, in the heart of walkable Historic Downtown Pensacola. Perfectly suited for a low stress weekend getaway. Beach is a short 10 minute drive away! 4 night MAXIMUM stay. Base Price is for 1 Guest, Extra guest fee is $20 per night. I strive to keep my space affordable because I know how expensive travel can be. Please book for the appropriate guest count to accurately see pricing.
Popular amenities for outdoor seating rentals in Downtown Pensacola
House rentals with outdoor seating

Perry Cottage * POOL*Historic Charm*Dog Friendly

Walk to downtown + seafood market. *Bay views*

Olivers Oasis ~ 1 mile from Downtown 3 br | 3ba

NEW BUILD Near Downtown! Stars Stripes & Salt Life

Beautiful Historic Downtown Pensacola Charmer

Blissful Stay: Near Nightlife & Pensacola Beach

Stylish Downtown Home- Short drive to the beach

East Pensacola Heights Casita
Apartment rentals with outdoor seating

The Lazy Dolphin

Entire studio space is private, clean & relaxing.

Luxurious apartment walk to the Bay-2m to downtown

Stylish Place 7 Miles from the Beach/self-check-in

East Hill Nest~Private apt close to it all!

Completely Private Suite - No Cleaning Fee

Cozy Bayou Villa - just steps from the water

Redfish Loft, private waterfront Apt. on East Bay
Apartment rentals with outdoor seating

Centrally located

*Beautifully Remodeled Townhouse w/ sound views.

Beachfront Bliss: Walk to Dine & Play on Sands

Gulf Getaway+ Waterfront Views *Fully Updated*

Amazing Condo on Bay, Steps from Gulf of America

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Pelican's Perch @ Villas on the Gulf

Spacious Townhome for Families w/ Beach+Bay Access
Quick stats about holiday rentals with outdoor seating in Downtown Pensacola
Total rentals
140 properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
13K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Fitness-friendly rentals Downtown
- Rentals with a patio Downtown
- Family-friendly rentals Downtown
- Flat rentals Downtown
- Rentals with a firepit Downtown
- Rentals with a washing machine and dryer Downtown
- Pet-friendly rentals Downtown
- House rentals Downtown
- Rentals with beach access Downtown
- Rentals with a fireplace Downtown
- Rentals with pools 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
- Destin Harbor Boardwalk
- Crab Island
- Romar Lakes
- Princess Beach
- OWA Parks & Resort
- James Lee Beach
- Navarre Beach Fishing Pier
- Gulf State Park
- Johnson's Beach, Gulf Islands National Seashore
- Perdido Key Beach
- Gulf Shores Shrimp Fest
- Alabama Point Beach
- Waterville USA/Escape House
- Steelwood Country Club
- Tiger Point Golf Club
- Branyon Beach
- Surfside Shores Beach
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Adventure Island
- Fort Walton Beach Golf Course
- Pensacola Dog Beach West