Family-friendly holiday rentals in Ensley

Large Mid-Century Home w/Bay View & Ancient Trees

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

Kitchen · Family · Nearby

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.

Indoor spaces · Kitchen · Condition

The Sunshine Stay

🎝She’s a block...house. She’s mighty, mighty just waiting for all to hang out.𝅘𝅥𝅮 Step inside our Florida block home and be transported back to the 1950s, where nostalgia and comfort come together to offer a unique stay in the Sunshine State. Located in a well-established neighborhood, this vintage gem captures the essence of a bygone era while providing everything needed for the most enjoyable stay. Our getaway is situated 26 minutes away from the pristine beaches that define Pensacola.

Family · Kitchen · Laundry

Dog-Friendly Winter Retreat+Backyard | Firepit

Recently renovated Larkspur Landing is conveniently located for all your needs during your Pensacola area stay, whether you’re visiting for business or pleasure. This comfy oasis, located near the I-10, is just minutes away from the beach, naval base, colleges & universities, shopping, dining and many other local attractions. Far enough away from busy tourist spots, but close enough for all the region’s amenities, it is the perfect place to relax and to stage for whatever your day may bring.

Indoor spaces · Family · Decor

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.

Kitchen · Family · Parks

Quiet Pool Home Oasis! Airbnb's Fav Home! TOP 1%

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, quick visits or longer 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.

Indoor spaces · Family · Hospitality

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!

Family · Kitchen · Bathroom

Relaxing Retreat on Ridge Road

Enjoy the simple comforts of home in our charming 3 bedroom, 2 bathroom house nestled in the quiet neighborhood of Valley Ridge. This cozy retreat is conveniently located, offering quick and easy access to the University of West Florida and local hospitals, plenty of shopping and dining options on 9 Mile Road, and only ten minutes from Interstate 10 and 20 minutes from Pensacola International Airport. Plus, the emerald shores of Pensacola Beach are just a 30-minute drive away!

Kitchen · Family · Laundry

Your House in Pensacola

Come kick back, relax and escape to our serene, chic oasis! Nestled in a prime location, our Airbnb offers the perfect blend of relaxation and convenience. Situated just off Highway I10, exit 5, ALT 90 (West Nine Mile Road), our home ensures easy access to both the beach and Downtown Pensacola. Indulge in nearby dining, shopping, and entertainment options, or venture outdoors to explore pristine beaches and scenic trails mere minutes away. Your ideal getaway awaits!

Indoor spaces · Kitchen · Getting around

Lovely- Pensacola-Guesthouse

Clean, and modern designed guest house, nestled in a cozy but convenient Pensacola neighborhood with easy access to Historic Downtown Pensacola, University of West Pensacola, and Beautiful Pensacola Beach. Gorgeous, peaceful space, perfect for rest and recharging. 2 smart TVs with internet, private back patio with fire pit, outdoor shower and outdoor seating. The place is great for two, but a baby or a toddler would fit as well. NOTE: It is not on Pensacola Beach!

Kitchen · Family · TV

Tiny Home Pool View 25 Mins to Beacha

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 in the backyard located 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.

Kitchen · Family · Pool

Spacious 6BR Home Perfect for Large Family Getaway

Enjoy the beauty Pensacola has to offer in this spacious 6 bedroom 3 bathroom home located down the road from I-10 with easy access to the beach, downtown, the mall, and the airport. This home has plenty of space for the whole family and then some. The open floor plan, unlimited fiber internet, direct tv with sports, and 8 TVs make entertaining easy. The long dining table will make sure no one is left out. This home sleeps 15.

Indoor spaces · Family · Outdoor spaces