Family-friendly holiday rentals in Ensley

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Top-rated family-friendly rentals in Ensley

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Guest favourite
A cozy interior of a travel trailer is shown, featuring a well-equipped kitchen area with modern appliances and a seating space. A fireplace and a television are positioned for comfort, with natural light filtering through the windows, creating a warm and inviting setting.
Farm stay in Pensacola
4.98 out of 5 average rating, 122 reviews

The Gypsy Rose Luxury Glamper at Rose Cottage Farm

You won’t forget your time in this romantic, memorable place. This is a luxury “Glamping” experience. You’ll stay on our historic farm that was once bootlegging operation and a brothel during the prohibition era. We are just a short drive from the Gulf Coast’s most beautiful beaches. This is a cozy brand new travel trailer with all the bells and whistles. We do meals, charcuterie boards and beautiful afternoon tea for additional fees. Check out our other spaces The Rosebud and The Rambling Rose.

Guest favourite
A modern studio features a light grey sectional sofa facing a television mounted on the wall. Large glass doors lead to a private outdoor area. Blue curtains frame the windows, while decorative mirrors adorn the wall above the sofa, enhancing the overall ambiance.
Guest house in Pensacola
4.93 out of 5 average rating, 138 reviews

Studio 54 - a modern beach-town studio

You’ll love this modern, stylish studio (open floorplan) duplex/guest house, completely separate from main house, in a quiet neighborhood, with private entrance, patio, & your own double driveway. Walking distance, 4 blocks, from the water (Bayou Chico) and big park. And close to everything Pensacola and Perdido Key have to offer 😎 - Airport (PNS) - 8miles - Downtown Pensacola - 3mi - Beaches: - Bruce Beach: 3mi - Pensacola - 12mi - Perdido Keys - 12mi - Naval Air Station (NAS) - 4mi

Top guest favourite
The living area features a light-colored sofa and two armchairs, complemented by decorative pillows. A coffee table is centrally placed, with a woven tray on top. Soft lighting is provided by multiple lamps, and large windows are adorned with sheer curtains, allowing natural light to enter.
Home in Pensacola
4.96 out of 5 average rating, 113 reviews

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!

Top guest favourite
A tranquil beach scene features soft white sand and gentle waves lapping at the shore. Weathered wooden fence posts stand in scattered alignment, with seagulls resting on top. The vibrant turquoise water meets a clear blue sky, creating a serene coastal atmosphere.
Guest suite in Pensacola Beach
4.95 out of 5 average rating, 238 reviews

Upscale Peaceful Suite,Nice NBHD,White Sand Beach!

Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

Top guest favourite
A spacious sleeping area is highlighted by a queen bed with a light-colored blanket. A comfortable chair is placed nearby, and a dresser with a mirror provides additional storage. A television is mounted on the wall, enhancing the functionality of the room.
Guest suite in Pensacola
4.97 out of 5 average rating, 195 reviews

PensaSuite

A spacious private suite with its own private entrance, separate from the house. We are usually on the property, but often do not see our guests. The suite entrance is at the end of the drive, & driveway open for your use. Quiet and secluded neighborhood across the street from a park with a 1/2-mile treed walking path with benches and play equipment. Close to the airport, shopping, & 12 miles to the beautiful Pensacola beaches! Queen Bed Pack & Play or Twin Air mattress available upon request.

Top guest favourite
A cozy outdoor space is showcased, featuring a patio with a light pink cottage, surrounded by lush greenery. A grill and seating area invite relaxation, with an umbrella providing shade. A small table stands alongside, enhancing the inviting outdoor setting.
Guest house in Pensacola
4.9 out of 5 average rating, 326 reviews

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

Guest favourite
A welcoming living area features two comfortable sofas adorned with yellow cushions, arranged around a light wood coffee table. A patterned area rug anchors the space, which is illuminated by a ceiling fan and natural light from nearby windows.
Townhouse in Pensacola
4.87 out of 5 average rating, 139 reviews

"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.

Top guest favourite
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.
Home in Pensacola
4.99 out of 5 average rating, 173 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.

Top guest favourite
Guest suite in Pensacola
4.96 out of 5 average rating, 540 reviews

Eclectic Private Suite

Welcome to Pensacola!! It's ideally located for easy access to all areas of Pensacola. Tucked into a quiet neighborhood. Your guest suite has it's own entrance independent from the main house. Apple TV, Netflix, Amazon Prime. A brand new Helix mattress for your comfort. Fully equipped with everything a guest may need and furnished with all the amenities necessary to guarantee your stay is as cozy as possible. You'll feel welcome here: we celebrate racial, ethnic and gender diversity.

Top guest favourite
A comfortable bedroom is furnished with a queen bed adorned with patterned bedding and decorative pillows. A wooden dresser is positioned nearby, along with a small desk illuminated by natural light from the window. The room features neutral walls and a ceiling fan.
Guest suite in Cantonment
5 out of 5 average rating, 456 reviews

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. We are pet friendly! Dogs only, limit two. Pet fee is $15 per dog/night. Please include your pet(s) in the guest count.

Top guest favourite
French doors open to reveal a bright interior space with an open floor plan, featuring a cozy sleeping area and a kitchen. A dining table with chairs is visible, alongside warm wood accents, while natural light filters in through the doors.
Guest suite in East Hill
4.98 out of 5 average rating, 516 reviews

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

Top guest favourite
A spacious outdoor area is enclosed with a framed structure, featuring soft blue and white lighting along the floor. Potted plants add a touch of greenery, while lounge chairs are neatly arranged within the space, providing a relaxing ambiance for outdoor gatherings.
Tiny home in Pensacola
4.98 out of 5 average rating, 170 reviews

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.

Popular amenities for Ensley family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Ensley

  • Total rentals

    80 properties

  • Nightly prices starting at

    £37 before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace