Vacation rentals with a pool in Ensley

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ensley

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Two metal chairs with yellow mesh seating are positioned around a small round table on a wooden deck. The backdrop features a swimming pool surrounded by trees and a privacy fence, creating a serene outdoor space.

Guest suite in Gulf Breeze

4.89 out of 5 average rating, 204 reviews

East Bay Getaway - Studio with Pool & Hot Tub

Welcome to East Bay Getaway, a private studio nestled in the woods. This clean and comfortable room with private entrance is a MIL suite attached to your host's home, on more than an acre. It features a kitchenette (no stove), high-speed WiFi, 32" smart TV, and dedicated HVAC system. Plenty of outdoor space, with a large pool and hot tub in the shared, privacy fenced backyard. A bike/walk path is directly across the street, which goes for miles either direction. 3- burner BBQ grill - NEW for 25!

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

4.78 out of 5 average rating, 176 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.

Guest favorite

A serene pool area is framed by lush greenery and decorative plants. Comfortable seating options are positioned around a circular stone border, while a tiki-style hut offers a shaded retreat. The bright blue water is inviting, harmonizing with the natural surroundings.

Place to stay in Pensacola

4.89 out of 5 average rating, 218 reviews

Our House Yall's House

5 Miles from 2 I-10 ramps, 25 mins to NAS, 30 mins to 2 different beaches - Pens Bch & Perdido Key, 3 miles to equestrian, 4 miles from NFCU. We have a private entrance, walk-out basement. There are other bedrooms if necessary; however, those would be in our living space & more $$. We can accommodate up to 6 guests. During warmer months, pool and tiki are beautiful, another open patio and outside cooking - grill. Area inside has microwave, coffee pot, refrigerator, toaster oven, 52" t.v.

Top guest favorite

A sparkling pool is depicted surrounded by a wooden deck and lush greenery. The pool features a slide and a clear blue surface reflecting sunlight. Colorful decorations adorn the surrounding fence, enhancing the cheerful outdoor space.

Home in Pensacola

4.99 out of 5 average rating, 106 reviews

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

This is the home families are loving!! Centrally located for time at Pensacola Beach and Perdido Key Beaches, Johnson Beach, it's all within a very short drive! View the Blue Angels on Tues/Wed, from the house you can see some of the practice in the sky! Great to visit your Military family members at NAS or Corry Station. This Pool house is clean, as shown, stocked with kitchen supplies, beach towels, gas grill is set to go! The guests have had a great time making memories that will last here.

Guest favorite

A spacious living area features a warm-toned sofa and accent chairs arranged around a circular coffee table. Large windows invite natural light and offer views of the surrounding pines. A decorative area rug is positioned on the polished floor, enhancing the room's modern aesthetic.

Home in Pace

4.93 out of 5 average rating, 199 reviews

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Guest favorite

A serene outdoor area features a refreshing pool surrounded by a white fence. Lush palm trees and manicured grass provide a natural ambiance. In the background, a calm bay is visible with boats docked along the shore, creating a relaxing waterfront atmosphere.

Condo in Pensacola

4.93 out of 5 average rating, 120 reviews

Sunset on the Bayou near NAS/Downtown Pensacola

If you’re looking for a quiet get-away on the water, you will find it here. Our cozy 2 bed/2 bath condo is like a cottage by the sea in a condo setting. Relaxing coastal decor and a beautiful view from the balcony make our home enjoyable inside and out. Enjoy all the amenities of home, sunbathe by the pool, fish from the dock, relax on the balcony, grill out on the lawn. Its all here. Just a short drive from Pensacola NAS, Pensacola Beach and historic Downtown Pensacola. (No pets allowed)

Top guest favorite

An outdoor pool is depicted, featuring clear blue water surrounded by a smooth pink deck. Windows of the building reflect the sky, while palm trees line the area. The scene is bright, with clouds scattered across a blue background.

Condo in Gulf Shores

4.99 out of 5 average rating, 116 reviews

*Beach Condo | Gulf Views | Family Favorite

Experience the allure of Gulf Shores & breathtaking beach views from the 9th floor private balcony. Full amenities ensures an unforgettable stay. Ideal for families, work/sport events, romantic escapes, or solo adventures. Right on the Gulf of America’s sugar-sand beach, offers convenient proximity to the State Pier, the Hangout, and beachside restaurants. Reserve Now! *** Military discount available for active/retired military and veterans Royal Palms 902 is privately owned and managed

Guest favorite

A serene backyard space features a clear blue pool surrounded by lush greenery. Sunlight filters through the trees, and a variety of plants decorate the perimeter. Lounge chairs are positioned near the pool, providing a comfortable area to relax and enjoy the outdoors.

Home in Pensacola

4.94 out of 5 average rating, 180 reviews

Flamingo On Fisher In The Heart Of Pensacola

Make this home your destination to relax and unwind. The backyard itself will be your special place. The house is perfect for a group to relax and unwind. We are fully equipped with amenities to ensure you feel at home. Centrally located, we are close to everything that makes Pensacola the perfect place to vacation. Pensacola Beach is 9 miles away, 3 miles to the heart of downtown, 3 miles to the airport, 8 miles to NAS Pensacola, 3 to miles Cordova Mall, 2 miles to Pensacola Bay Center.

Top guest favorite

Aerial view of a shared pool area surrounded by palm trees and lounge chairs. The pool features a central fountain and is enclosed by a wrought iron fence, offering a peaceful environment. Nearby, the layout of the townhome community is visible, with pathways connecting the units.

Townhouse in Pensacola

4.99 out of 5 average rating, 115 reviews

Turn & Slip Inn w/pool to this luxe 3BR townhouse

Your family will be close to everything in this modern and roomy home. Visit downtown attractions just a 5 min drive away or lounge at the pool after coming back from the beach, just 15 min away. Head out to the nearby farmers’ market and craft a meal in the fully stocked kitchen. Enjoy a drink, away from any bugs, in the screened in patio while grilling up some fish from Joe Patti’s seafood market. No matter what you choose you’ll enjoy your relaxing stay at the “Turn and Slip Inn”!

Top guest favorite

A screened-in pool area features a swimming pool with two white lounge chairs positioned on the deck. A hammock sits nearby in the shaded grass, surrounded by a fenced backyard, creating a relaxing outdoor space for guests.

Guesthouse in Pensacola

4.98 out of 5 average rating, 259 reviews

Pet Friendly, Pool, Hot Tub, Fenced yard.

This cozy one bedroom one bathroom guest house is waiting for you! The guest house is tucked away in a quiet neighborhood in our backyard and includes a kitchenette with washer and dryer. Stay a little while or a while! We have a big fenced in backyard for your pet to play in, a pool to swim in, a grill to cook on, a hot tub to soak in, a firepit to sit by and a hammock to nap in. It's time to Relax! We are just a 16 mile drive to the beach. We would love for you to come and visit!

Top guest favorite

A private pool area is surrounded by a wooden fence, featuring clear blue water and colorful floats. A shaded seating area with vibrant umbrellas and lounge chairs is visible nearby, offering options for relaxation. The atmosphere is bright and inviting, with a glimpse of the bungalow in the background.

Guesthouse in East Hill

5 out of 5 average rating, 151 reviews

Funky Flamingo~ Guest House~ Pool & Kitchenette

This charming East Hill bungalow is owner managed/cleaned. Steps from Publix, 1 mile to downtown/Bayfront and just 12 minutes to Beach! Enjoy the private pool & patio. Luxury comforts and amenities, with the highest speed Wi-Fi/streaming services. Casper mattress and pillows with (700 thread count Egyptian Cotton sheets), for an amazing nights rest, Beach chairs, cooler, umbrella and towels provided. Enjoy the new walk-in shower w/ tankless hot water heater. LBGTQIA2S+ friendly!

Top guest favorite

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.

Guest suite in Pensacola

4.97 out of 5 average rating, 155 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.