Family-friendly holiday rentals in Pensacola

Private Suite South A St , downtown Pensacola

Must be 21 to book. Guest have a dedicated private entrance & space with bedroom master suite & extra living room area including kitchenette, secured from host living space by locked Barn door in a shotgun house built in 2016 in historical neighborhood West of downtown. Lg shaded deck, lovely garden, Good location for business & pleasure, 7 blocks from downtown. Walk to Joe Pattii's seafood, Bruce Beach & Martitime Park Stadium for events. No hauling gear up flight of stair. Easy access/well lit

Mid-Century Retreat in Pensacola

Welcome to this stylish mid-century modern retreat! This home offers 2 bedrooms and 2 full bathrooms, blending mid century design with modern comfort. Located 1 block from the Bayou. The home sits in a safe walkable neighborhood near a public playground and great local restaurants. Only 3 miles to downtown Pensacola & 8 miles to Pensacola Beach. Whether you’re visiting for a beach getaway or a weekend downtown, this home offers comfort, character, and a prime location-an ideal place relax.

Pensacola Dolphin Retreat

Pensacola Dolphin Retreat is a recently renovated, completely furnished three bedroom two bath home with a rear screened in porch, open deck area with grill that overlooks a wooded back yard. Accessed right off of Interstate 10, the quiet neighborhood provides convenient access to the airport, shopping malls, local universities, hospitals and other professional entities. Beaches are easily accessed. Utilities are included with this offering which is cable TV, high speed internet and /wifi.

Fun, sun, sand, and rest. Enjoy your stay with us.

When you stay at this centrally-located place, your family will be close to everything. The home is ranch-style and located on the canal in a fast-growing beachy community. Minimum stairs if you walk down to the canal. Take advantage of the local golf course which is minutes from the home. Enjoy the beautiful weather, shopping, and the local beaches (Navarre, Pensacola, and Destin) then come home to relax in your home away from home. We do not host parties or special events. Non smoking home.

*Tree House* on the Creek- Midtown Pensacola!

Welcome to the "Treehouse." Its a HEALING place. Everyone that comes here falls in love with the view. This oasis is smack dab in the middle of town. The beach is a short 15-20 min. drive. Located 9 minutes from downtown with amazing shops, dining and museums. Three large bedrooms, two baths with a relaxing soaker tub. Not to mention balconies off the master bedroom and living room. The forest behind here will give you that seclusion feel, along with turtles, fish, and incredible bird life.

This is the one! Perfect Getaway near the beach.

Welcome to a place you will want to return to time and again. Fresh renovations, all the amenities! Steps away from a Tiki bar and huge outdoor pool/hot tub! Live music almost nightly! Parking right out front! Johnson and Orange Beach are minutes away. Our goal is to make sure you have the best possible time! You deserve a break. The couch pulls out to a queen bed. Enjoy full kitchen, large shower, fitness center, indoor and outdoor pool and if something feels like it’s missing, let us know!

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.

Pensacola Gem! Airbnb's Favorite Home! TOP 10%!

Welcome to your quiet Pensacola getaway! The perfect home base for beach days, Blue Angels excitement, and relaxing evenings. Located in a peaceful neighborhood just minutes from Pensacola Beach, NAS Pensacola, and downtown, this clean and comfortable home is ideal for families, couples, military visitors, and longer winter stays. Whether you’re here for the sugar-white beaches, aviation events, or a laid-back escape, this home offers space, convenience, and comfort without the crowds.

Lemmington Retreat House

Welcome to Lemmington retreat home located beside Pensacola Scenic Bluffs ✦Close to park by 1 min walk ✦3 mins to Bay Bluffs Park, 42-acre natural preserve ✦7 mins to Pensacola International Airport ✦9 mins to Cordova Mall, shopping and restaurants ✦18 mins to Pensacola beach ✦12 mins to downtown with restaurants, museums ✦26 mins to Naval Air Station Pensacola ✦9 mins to Pensacola State College ✦14 mins to Pensacola Christian College ✦12 mins to University of West Florida

Romantic getaway w/ Jacuzzi tub!

Perfect romantic getaway with king size bed, large jacuzzi tub, and walk in double headed shower. Located just minutes from the airport, downtown and the beach! Walking distance to some of Pensacola’s most unique dining establishments. Private entrance with keyless access. We’ll provide everything you need for a day at the beach - chairs, umbrella, beach towels and cooler. Large screen tv and high speed internet. The suite does NOT have a kitchen. NO SMOKING!

Walkable + Luxe ~ 1BR Guesthouse w/ Fire Pit+Grill

At this modern 1BR guesthouse in the heart of East Hill, you’ll enjoy a walkable neighborhood with plenty of quiet. Inside, soaring ceilings and high-end furnishings make for an upscale but comfortable space. Outside, you're steps from Alga Brewery, local food trucks, and popular morning spots like Jitterbug. Fire up the BBQ and wind down with a glass in hand—and when you’re ready for adventure, downtown and the beach are just 10 minutes away.

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.