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.

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.**

La Petite Pineapple~Walkable to downtown Pensacola

Welcome to La Petite Pineapple located downtown Pensacola in the historic neighborhood of Old East Hill! Perfectly located 1/2 a mile to Palafox St and 8 miles to beautiful Pensacola Beach (10 minute drive). This luxury tropical retreat offers everything you need for your perfect Pensacola getaway! Owner cleaned and operated, I take great pride in providing my guests with an excellent vacation experience with as much guidance about the area such as things to do/dining options. Ask me questions!

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!

Charming apartment in downtown w/patio (Garden #8)

Enjoy your next Pensacola vacation in this charming, spacious one bedroom/one full bath apartment. This apartment is part of a beautiful historic home in downtown and within walking distance of restaurants, bars, shopping, nightlife, etc. and only 10 miles to the beautiful white sand beaches. This apartment features a full kitchen, dining table, spacious living room with a sofa sleeper. There is plenty of room to relax, read a book, work a bit, or enjoy the serenity of your own private patio.

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 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.

✨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!

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!

Coastal Cottage in ❤️ of DT Pensacola ~10 min walk

Relax and recharge in this bright and stylish 3-bedroom, 2-bath coastal cottage just a short walk (0.6 miles) to downtown Pensacola's best spots—local shops, waterfront parks, restaurants, and the Blue Wahoos Stadium. Perfect for families, couples, and small groups, this newly renovated home includes fast Wi-Fi, two Smart TVs, a fully stocked kitchen, and thoughtful extras like beach gear, games, puzzles, and books for all ages.

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!