House vacation rentals in Downtown Pensacola

4.94 out of 5 average rating, 158 reviews

Home in Old East Hill

Beautiful Historic Downtown Pensacola Charmer

Fully renovated, historic downtown Pensacola home that's less than 10 minutes to the Beach. All the quaint charm with modern features and finishes. Curated designer materials and furniture. This home is fully equipped for leisure or business travel. Features all new king-size, quality bedding, new bikes. Walk to downtown, the bay center, many dining and nightlife options or head to the beach. The home is equipped with full kitchenware and appliances and includes laundry room. Sit back and enjoy!

4.99 out of 5 average rating, 114 reviews

Jackson Street Retreat - Highly Acclaimed Digs!

This newly renovated, charming 1926 shotgun house is located in the historic Belmont-Devilliers district in downtown Pensacola. The home is a short walk or bike ride to Blue Wahoos stadium, Joe Patti's Seafood, and Palafox Street. The home has every convenience; new HVAC, appliances & fully equipped kitchen with Keurig/coffee, smart TVs, and Wi-Fi. Additionally, the full bath has a standard whirlpool tub/shower and the backyard has a playhouse for the kiddos. Come enjoy your home away from home.

4.99 out of 5 average rating, 121 reviews

The RED DOOR: Explore Downtown Pensacola & Venues!

Step into history at 'The Hawkins House,' a meticulously preserved 1880s gem in downtown Pensacola. This 2000 sqft retreat seamlessly blends vintage charm with modern comfort, offering a Southern town ambiance on a tranquil side street. Revel in the open-concept design, bathed in natural light, adorned with rich furnishings, and showcasing 19th-century features. Sleeps six comfortably and dog friendly with screening (fee). Your perfect getaway awaits in the heart of vibrant Downtown Pensacola!

Guest favorite

4.96 out of 5 average rating, 164 reviews

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

Guest favorite

4.92 out of 5 average rating, 109 reviews

Comfortable Downtown Stay • Pet Friendly Yard

Charming, pet-friendly cottage in Downtown Pensacola! Just minutes to beautiful beaches, Palafox Market, breweries, coffee shops, and the Blue Angels. Enjoy a spacious fenced yard for your pups, fast, reliable Wi-Fi, and a game room for fun nights in. Perfectly stocked for military families, wedding guests, staycations, or remote work. Close to parks, shopping, and dining. Dogs welcome—with treats and bowls! Feel right at home in this comfortable, convenient, and well-located Pensacola escape.

4.91 out of 5 average rating, 210 reviews

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.

4.97 out of 5 average rating, 152 reviews

NEW BUILD Near Downtown! Stars Stripes & Salt Life

We are a new bungalow located right next to downtown Pensacola. The house is conveniently located near many restaurants, breweries, entertainment and a short 15 min drive to the world's most beautiful beaches! We offer plenty of space for your visit inside and out. There is a wonderful outdoor space complete with a firepit and a gas grill if you want to stay in and hang out! Travel nurses welcome! 🐾Pets welcome!🐾 Please specify how many you'll be bringing when you book. ($50 flat fee/stay)

4.99 out of 5 average rating, 171 reviews

The Hosta Hangout - A Luxury Central Haven!

Welcome to the Hosta Hangout! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cookout. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property which actively record audio & visual.

4.95 out of 5 average rating, 189 reviews

The Gray Lady - A Beautiful Cottage in Pensacola!

The Gray Lady is a luxurious cottage in downtown Pensacola. It combines two pieces of paradise - named after Nantucket and located in Pensacola. This home sleeps 9. Relax in the backyard oasis, equipped with a private hot tub! A park, brewery, and restaurants are all within walking distance. Just a mile from downtown, be sure to checkout the restaurants, shops, and nightlife! Pensacola Beach, NAS, Fort Pickens, the mall and airport are all 15 mins away. We hope you enjoy your stay!!

Guest favorite

4.94 out of 5 average rating, 172 reviews

Stylish Downtown Home- Short drive to the beach

Experience Downtown Pensacola at Maison de la Mer "House by the Sea" where you are within walking distance of the best restaurants, coffee shops and nightlife Pensacola has to offer. You are also in walking distance to Pensacola Bay, Corrine Jones Park, and a short 15 minute drive to the beautiful white sands of Pensacola Beach. Bring the whole family, recruit some friends, stay and play at this home away from home. Your enjoyment has been considered in every preparation.

4.99 out of 5 average rating, 196 reviews

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 🚗 Private Parking for 2 & free EV charging 🥘 Fully Stocked Kitchen w/ everything you need to cook at home ⚾️ 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"