Family-friendly holiday rentals in Ensley

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Top-rated family-friendly rentals in Ensley

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top 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, 123 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 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
4.89 out of 5 average rating, 242 reviews

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
An open-plan living area features a light-colored sofa with decorative cushions, two armchairs, and a round coffee table. A dining table with seating for six and a fully equipped kitchen are visible in the background. Natural light brightens the space through large windows.
Townhouse in Pensacola
4.76 out of 5 average rating, 188 reviews

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.

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, 330 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.

Top guest favourite
A comfortable sitting area features a navy blue sofa adorned with colorful cushions. A decorative table covered with a light-colored cloth sits in front, complemented by a floral area rug. Natural light filters through the window, dressed with rich maroon curtains.
Guest suite in Gulf Breeze
4.91 out of 5 average rating, 121 reviews

Cozy private studio suite close to beach.

Your private suite perfectly situated between 2 beautiful beaches (11 miles to Navarre Beach or 13 miles to Pensacola Beach). PLEASE READ DESCRIPTION FULLY BEFORE BOOKING. This suite is the upstairs portion of our home. It is not the entire house. There is a shared front entrance seperated from main living area by a privacy screen. The entire upstairs is yours. The suite consists of a king bed, bathroom and sitting area that includes a microwave, mini refrigerator and keurig coffe maker.

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, 180 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
4.97 out of 5 average rating, 545 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 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, 145 reviews

Studio 54 - a modern beach-town studio

You’ll love this modern, stylish studio (open floorplan), completely separate from main house, in a quiet neighborhood, with: -private entrance - private, covered patio -double driveway 4 blocks from the water (Bayou Chico) & a big park w/ frisbee golf. 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

Guest favourite
The exterior of the cottage features a small outdoor seating area with blue chairs and a table surrounded by trees. A decorative fence outlines the yard, complemented by potted plants and seasonal flowers near the entrance. The door is painted blue, adding a pop of color.
Guest house in Pensacola Beach
4.91 out of 5 average rating, 653 reviews

Cottage Under the Trees

Quiet, private, secure cottage with kitchen. For sleeping: full bed, twin bed, & sofa (not a sleeper sofa). Will accommodate 3 persons comfortably. Small outside seating area is provided. Few miles from downtown Pensacola. Naval Air Station (NAS), Naval Hospital & Pensacola State College Warrington Campus are within one mile. Fast food is readily available. Walmart is 2 blocks away. Ruby T's, Sonny's BBQ and Waffle House are a few of the nearby restaurants.

Top guest favourite
The image captures the nighttime view of a screened-in pool area, illuminated by blue lights. The architectural structure showcases a modern design, with clear visibility of the surrounding landscape featuring trees and grassy grounds. Soft lighting enhances the atmosphere, suggesting a serene outdoor space.
Tiny home in Pensacola
4.97 out of 5 average rating, 164 reviews

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.

Guest favourite
A cozy sleeping area features a queen-sized bed adorned with a colorful patterned comforter and decorative pillows. Flanking the bed are modern nightstands with soft lighting. A comfortable armchair and a round mirror enhance the space, creating a warm, inviting ambiance.
Flat in Downtown Pensacola
4.94 out of 5 average rating, 230 reviews

Eclectic Downtown Studio w/Free Parking

Spend your next vacation or trip to Pensacola in this charming, eclectic studio featuring open concept living and a comfy queen size bed with one of a kind headboard. This apartment is part of a beautiful historic home in downtown and is within walking distance of restaurants, shopping, nightlife, museums, etc. And it's only 10 miles from the beautiful white sands of Pensacola Beach.

Top guest favourite
A cozy studio space features a spacious bed covered with a light blanket, complemented by decorative pillows. Two floral accent chairs are positioned adjacent to a small table with two stools. Natural light filters through a window, adding warmth to the neutral-colored walls.
Home in Pensacola
4.98 out of 5 average rating, 119 reviews

Cozy Studio

This is part of a compound with two structures ! There are 3 bedroom in the main house and the cozy studio is a beautifully converted space with private bath, cold / hot air unit , refrigerator , walk in closet ect ect . Note : you share the laundry room only which is rarely used . You have 2 door with your keys that only i have an extra set .

Popular amenities for Ensley family-friendly rentals

When is the best time to visit Ensley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$138 SGD$157 SGD$159 SGD$166 SGD$175 SGD$188 SGD$196 SGD$168 SGD$162 SGD$136 SGD$141 SGD$146 SGD
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Quick stats about holiday rentals that are family-friendly in Ensley

  • Total holiday rentals

    Explore 80 holiday rentals in Ensley

  • Nightly prices starting at

    Ensley holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,620 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 of Ensley holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ensley rentals

  • 4.8 Average rating

    Ensley stays are highly rated by guests – averaging 4.8 out of 5!