Holiday houses in Downtown Pensacola

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.

Why pay downtown hotel prices?

Friendly, safe downtown location. New & clean 2nd story garage studio apartment with full kitchen & washer/dryer. Five blocks from downtown Pensacola’s main corridor. Palafox Street, restaurants, bars & shopping are a walkable 12 minutes(1/2 mile). Both NAS Pensacola & Pensacola Beach are a 15 min drive. This location offers quick access to festivals, parades, Blue Angel shows, Pensacon & the Blue Wahoo’s Stadium. Rest up for the McGuire’s or Double Bridge runs. Free parking. NO SMOKING!

A Romantic Downtown Get Away! The Gregory House

Welcome to The Gregory House, circa 1908, your Southern tropical downtown getaway! This gem of a single-family home is centrally located in the Downtown-Seville Historic District in Pensacola, Florida. Perfect for weddings, family, or couples' vacations, the home features high-end antiques, two gas fireplaces, & plenty of wonder and charm in an Old West Indies-inspired backdrop. The house can host up to 6 guests. We are family dog friendly (screening + $90 fee). We look forward to your stay!

The Pensacola Retreat-Luxurious, pet-friendly home

Welcome to The Pensacola Retreat! This spacious 3-bedroom, 2.5-bath home features plush queen beds, an open living area, and a fully equipped kitchen. Located within walking distance of downtown Pensacola, you’ll enjoy easy access to local breweries, the Blue Wahoos Stadium, and Veo scooters for effortless transport. Steps away, a charming park offers a playground, water fountain, and nearby basketball area. Perfect for families or groups, this retreat blends comfort, convenience, and fun!

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.

Adorable cottage, hidden in downtown Pensacola!

This wonderful cottage is hidden on old Seville Square, centrally located in downtown Pensacola! A quiet oasis set back from the street, this gem is just walking distance from the fun and frenzy of downtown and steps from local restaurants and bars. It is just the right size for a single or a couple, with a comfortable and stylish living room, kitchen and dinette, queen sized bed and bath/shower. Private, dedicated off-street parking for convenience--the front porch is waiting for you!

Historic Pensacola, a new warehouse inspired home.

Stay at this brand-new Industrial style home walking distance to all Historic Downtown Pensacola has to offer. Don't like walking, ride one of the included beach cruisers to Museums, Restaurants, Breweries or shopping. Featuring 3 comfortable bedrooms, a fully stocked kitchen and laundry. Only a 15-minute drive to Pensacola Beach, this location gives you the best of both worlds. After a long day of seeing the sights relax in the private courtyard. You are sure to love this unique home.

Historic SR Moreno House • Walk to Downtown

Beautiful first floor apartment in the historic 1908 SR Moreno House. Guests have the front porch with rocking chairs to enjoy the shaded Live Oak canopy or relax in the New Orleans backyard courtyard equipped with a fire pit, Kamado Joe, outdoor shower, and covered entertainment area. The house conveniently sits within blocks of downtown restaurants and the America’s First Settlement Trail. Parking is provided in the driveway with plenty of street parking for additional vehicles.

Downtown Historic Cottage

Welcome to the Historic Isaac Wright House - one of Pensacola’s most cherished historic homes, built in the 1790s. Nestled in the heart of downtown, the home offers a unique blend of old-world charm and modern comforts. The property is completely renovated and in the perfect location for downtown festivals, weddings and events. Walk to shops, restaurants and bars just blocks away. + Only a 15 minute drive to one of the world’s most beautiful beaches!

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!

Seville Sunrise - Amazing Bay View - Downtown

Wake up to the Sunrise overlooking the Pensacola Bay. Walk to everything downtown Pensacola -- No need to drive. The BEST location and view in the downtown Pensacola Seville Historical District. You won't be disappointed in this location. Several parks located nearby to walk to. Restaurants in the Seville Historic District are all walkable. We are a short 20 minute drive to Pensacola Beach also.

The RED DOOR: Historic Seville & Downtown Venues

Step into history at The Hawkins House — a meticulously preserved 1880s gem in downtown Pensacola. This 2,000-sq-ft retreat blends vintage charm with modern comfort, offering a Southern ambiance on a peaceful side street. Sunlit and elegantly furnished, it highlights authentic 19th-century details. Sleeps six comfortably and welcomes screened pets (fee). Your perfect downtown getaway awaits!