Family-friendly holiday rentals in Ensley

4.89 out of 5 average rating, 263 reviews

A spacious living room is displayed, featuring a light blue couch adorned with colorful throw pillows. A large ottoman sits in the center, complemented by a patterned area rug. Natural light streams through the large window, with floor lamps providing additional illumination.

Cottage in Pensacola

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.

Superhost

A well-lit living area features a spacious gray couch adorned with decorative pillows and a glass-top coffee table. A dining area with four chairs is visible in the background, and green plants add a touch of nature to the space.

4.97 out of 5 average rating, 104 reviews

Charming Airport 2br Retreat in Heart of Pensacola

Hosted by a Pensacola native, you will get tips on all the best things to do and see in the area. Come enjoy all that Pensacola has to offer at our clean, quiet and cozy duplex. Only a 5 min drive/uber to PNS airport, Cordova mall, grocery (Publix, Wal-Mart, Fresh Market), restaurants and more! Only 14 miles to the beach, you can be enjoying our white sand and emerald waters in no time or stay cozy at home and enjoy streaming services on our new 55" fire TV. No parties allowed. No pets please.

4.99 out of 5 average rating, 142 reviews

A well-lit room is depicted, showcasing a queen bed with neutral bedding. A cozy seating area features a dark sofa, and a small dining table is positioned nearby. Natural light enters through large windows adorned with light curtains. A barn-style door adds a touch of charm.

Tiny home in Pensacola

Mermaid Mini House

Keep it simple at this peaceful and centrally-located stay. One room mini house with one queen bed, mini fridge, microwave, & full bath, including 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

The kitchen features white cabinetry and stainless steel appliances, complemented by a wooden island with teal accents. Pendant lights hang above the island, which is set with decorative placemats. A large window provides natural light, enhancing the functional layout.

4.98 out of 5 average rating, 192 reviews

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.

5 out of 5 average rating, 144 reviews

Quiet Pool Home Getaway! 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.

A spacious backyard is illuminated by soft lights, featuring a central gravel area. Woven hammocks are positioned for relaxation, surrounded by a grassy lawn and a wooden fence that provides privacy. Trees stand tall, contributing to the inviting outdoor atmosphere.

4.99 out of 5 average rating, 215 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.

4.96 out of 5 average rating, 129 reviews

The living area displays wooden ceilings and an open layout, featuring a mix of modern furnishings. A green sofa and two yellow armchairs are positioned around a small table. Natural light floods through the large window, revealing views of the outdoors. A staircase leads to the upper level.

Barn in Pensacola

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!

A spacious living room is highlighted by a high ceiling and modern furnishings. A large, comfortable gray sofa is arranged around a light wood coffee table, set on a decorative area rug. Natural light enters through windows covered by light curtains, enhancing the soothing ambiance.

4.96 out of 5 average rating, 112 reviews

Cheerful & bright 3 bedroom home near everything!

Keep it simple at this peaceful and centrally-located patio home. This house is spacious & family friendly. It is also close to shopping, restaurants, Florida West Hospital, local colleges and Escambia Bay. Pensacola Beach is only 17 miles away. This home features all new furnishings, a huge kitchen, dining room and enclosed patio space where you can relax and unwind after a sun-filled day at the beach, shopping or sightseeing. You'll find the neighborhood quiet and safe.

4.99 out of 5 average rating, 169 reviews

The entrance of the property is marked by a gated driveway, leading to a welcoming guest house surrounded by lush trees. The pathway is bordered by well-maintained landscaping, providing an inviting approach to the home.

Guest house in Milton

Siesta Cottage on the Blackwater

Looking for convenience to all of the Gulf Coast's treasures without breaking the bank? Have a boat or jet skis? Coastal guest house on 3 acre waterfront estate on Ward Basin/Blackwater Bay. Close to beaches, downtown Pensacola, and all of the natural wonders of NW FL. Nearby boat ramp, space for boat trailer, and ability to tie up to the dock on site. Sleeps four (queen bed and queen sleeper). No Pets - 2 min to I-10 -20 min to Navarre Beach -30 min to Downtown Pensacola

4.96 out of 5 average rating, 123 reviews

A modern single-story home is presented with a light exterior and a pitched roof. The front features a welcoming entrance with a gray door, two front windows, and neatly landscaped lawn. A paved driveway leads to an attached garage on the right.

Home in Escambia County

Casa De Ustedes 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!