Family-friendly holiday rentals in Ensley

Charming Cottage, 2+BR (entire home, self checkin)

Orange Tree Cottage is your home away from home, a cozy place to unwind and relax within 30 minutes of sugar-sand shores of Pensacola Beach. This hidden gem is in the center of greater Pensacola, around the corner from Pensacola Christian Academy and a short drive from Pensacola International Airport. Whether you're on a business trip, vacation, or visiting family and friends, this clean, pristine, private house features lounging space, full kitchen, bonus room, and rustic (non-fenced) backyard.

Mermaid Mini House

Keep it simple at this peaceful and centrally-located stay. A one room mini house with one queen bed, mini fridge, microwave and one bath, includes a porch overlooking scenic lush forest will provide you with a comfortable respite after exploring the nearby attractions of beautiful Pensacola. 12 minutes to Downtown 10 minutes to Airport 25 minutes to beach *normal traffic conditions Numerous restaurants and shopping are nearby, as well as hospitals, nature trails, and gas/convenience stores

New Townhome! near Downtown and Pensacola Beach

Welcome to this brand new luxury townhome perfect for that get-away you've been trying to plan! Only a short drive away from downtown (15 min), Pensacola Beach (25 min), and conveniently near Publix, restaurants, retail and the interstate makes this the perfect place for you to come enjoy everything beautiful Pensacola has to offer. This townhome features a fully equipped kitchen, gameroom, an open floor plan, community pool, washer&dryer and it's just a short walk away from the community pool.

"Pensa-casita" Cozy Townhome, University area

Our "Pensa-casita" is your cozy home when visiting our wonderful city! This townhome is newly renovated and includes a full kitchen, open living area, comfy bedrooms, and all the amenities needed for a short or long stay. Located in a small & quiet, family friendly neighborhood, the home is convenient to several popular restaurants & bars, minutes from UWF & the interstate, and a scenic drive to downtown and Pensacola Beach! *Pet Fee: $25/pet. Must be notified UPON booking. Cats not allowed.

Surrey Escape

Relax with the whole family in this spacious, quiet, updated home! Located just off I-10, our home provides easy access for travelers and is just a short walk away from Panera, Starbucks, grocery stores, and several restaurants/shops. Enjoy the convenience of having everything you need within reach, while still being able to experience the country-like feel of our neighborhood. Our home is only 25-30 minutes to Pensacola Beach/Perdido Key and 40-45 minutes from Foley, AL/OWA Amusement Park.

Sunflower Inn * Private Cozy Cottage Near beaches

Fully equipped 1-bedroom guesthouse attached to main house with a private entrance, full kitchen, and everything you need to feel at home. Guests love the cozy atmosphere, peaceful location, and easy access to I-10, downtown Pensacola, beaches, military bases and hospitals. Many guests return again and again for the comfort, safety, and convenience this space offers. Small pets allowed (potty trained and non destructive only). 1 queen bed, 1 full size futon in living area. Non smokers only.

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.

Private Suite “The Rosebud” At Rose Cottage Farm

Come visit our 100 year old Farmhouse. It has a unique history. It was a brothel and gambling establishment during the prohibition era. It’s even been rumored to have been visited by Al Capone and a US President! Today, it is a charming hobby farm filled with vintage flair and cozy spaces. We offer a suite of four rooms with a private entrance. There are two bedrooms, a living room, and a private bathroom all on a dedicated second floor. Lots of privacy, and you can enjoy the grounds.

Edna's Barn

Experience country charm in addition to convenient location- just 1.1 mile off interstate 10! Grocery stores and your favorite restaurants are also close by but you’ll get a good nights rest in this quiet neighborhood. It’s around 35 minutes drive to beaches depending on traffic. The barn was built in the eighties and housed chickens, rabbits and a cow but was repurposed as a dwelling in 2004. Completely modernized in 2022, you can enjoy a unique space with all the comforts of home!

Tiny Home Pool View 25 Mins to Beachb

Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking located in the backyard just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

Quiet Delight! Just N of Pensacola near I-10/Rt 29

Quiet, charming guest apartment located in Cantonment, just minutes north of Pensacola with its sugar-white beaches, laid-back feel, and rich history. Perfect for local events, business trips, budget-friendly beach vacations, family time, or just passing through! KEEP SCROLLING to Neighborhood/Getting Around for miles and times to beaches and other popular venues.