House holiday rentals in Pensacola Bay

Midtown Luxury Stay w/Courtyard

Centrally located in Pensacola's thriving shopping district, your home base is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

The Lantana Leisure - A Lavish Central Vibe!

Welcome to the Lantana Leisure! 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 cook out. 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 that actively record audio and visual.

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

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.

Charming 2BR Cottage in East Hill near cafes/shops

Relax and unwind in this cozy 2-bedroom cottage nestled in the vibrant, historic East Hill neighborhood. Ideally located, you're just a short stroll away from a dog park, local coffee shops, East Hill Pizza, Publix and Alga Brewery—everything you need for a laid-back day out or an extended stay. Plus, you’re only minutes from all the top attractions in Pensacola. Whether you're here to explore, dine, or just enjoy the local scene, this property is the perfect spot to kick off your adventures.

Modern, cozy, pet-friendly cottage w/king

Auer House (pronounced “our”) is a spacious, modern downtown Pensacola home steps from walkable restaurants and parks. Experience NAS Pensacola and the Blue Angels…sit on the front porch and hear their roar as you catch a glimpse as they practice! We are near the Blue Wahoos Stadium, Joe Patti’s and all the festivals! And Fido is welcome; there’s a dog park across the street! Unwind in this super clean retreat featuring fast WiFi, or sit outside around the fire pit, disconnect and reconnect!

The Cypress House

The Cypress House was built in 1908 & renovated in a coastal theme. It is very clean, cozy & offers the feeling of home away from home. The Oar House seafood restaurant is 1 block away & Bahia Mar Marina is directly across the street. The house is close to the downtown historical district, beaches, museums, restaurants/bars, the Wahoos Stadium & Pensacola NAS is 4 miles away. The house includes a FULL kitchen, fenced-in backyard with a shower and fish-cleaning area. All guests are welcome!

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!!

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.

Summer House - Beach & Downtown

Enjoy all downtown Pensacola has to offer in this stylish 2 BR, 2.5 BA Vacation Home! Perfect for families or couples. Comfortable, open floorplan with beautiful interior touches & furnishings. With all the essential comforts combined and easy access to shopping/dining, as well as close proximity to Florida's best beaches & outdoor adventures, this Pensacola home promises an ideal Florida gateway for friends and family, no matter the season

Fun, Quirky, Get-a-Way for Singles or Couples.

Great place for couples or singles within just a few blocks of thriving downtown Pensacola. Only a short drive to our famous sugar white beaches. This cottage is small, but the whole place is yours, and the two original rooms, which were built in 1940, have 9 1/2 foot ceilings with magnificent crown moldings. New flooring, paint, kitchen and bath upgrades have come together to make this cottage a jewel of style, comfort, and grace.

The RED DOOR: Explore Downtown Pensacola & 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!