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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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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, 186 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.

4.94 out of 5 average rating, 206 reviews

THE PINE HOUSE *September Specials*

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!

Top guest favorite

A two-story home features a light blue exterior and a symmetrical design, framed by white columns on the porch. The landscaped front yard is neatly manicured, with low shrubbery and a brick pathway leading to the front door.

Home in Downtown Pensacola

4.91 out of 5 average rating, 210 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

Home in Perdido Key

4.89 out of 5 average rating, 116 reviews

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Welcome to Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting on a calm, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a full kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more! Continue for more Details

A dining area features a large wooden table set with white plates and blue napkins, surrounded by gray chairs. The kitchen, with gray cabinetry and stainless steel appliances, is visible in the background, while beach-themed decor accents the walls.

Townhouse in Pensacola

4.96 out of 5 average rating, 126 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, 263 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, 172 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!

A spacious living area is presented with a cozy sectional sofa, accent chairs, and a decorative coffee table. A large TV is mounted on a serene white console. Natural light filters through sliding glass doors, revealing views of the outdoor greenery.

Townhouse in Pensacola

4.86 out of 5 average rating, 140 reviews

Sunny Large Two Bedroom Townhouse - Pool

Relax with our thorough cleaning, prioritizing your comfort. In a tranquil subdivision, Brookside offers a sunlit pool and tennis courts. The cozy living area guarantees a comfortable stay. 🌞 Pet-friendly with pre-approval, we welcome your furry friends. Only a 27-minute drive to white sandy beaches, enjoy a scenic 14-mile journey to Pensacola Beach or reach NAS Pensacola in 30 minutes. Don’t miss the breathtaking Blues fly every Sunday evening. Your ideal getaway awaits!

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.

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.

A comfortable living area is shown with a large sectional sofa and a patterned chair. A round coffee table is centered in the space, complemented by a potted plant. Natural light enters through a window, while a wall-mounted TV displays a scenic beach image.

Townhouse in Pensacola

4.99 out of 5 average rating, 198 reviews

Stylish Modern Retreat in Downtown + Pool

It's all about the location! This comfortable, spacious townhome is the perfect home base for all your Pensacola adventures. Enjoy the many activities close by: Pensacola Beach (10 miles), Perdido Beach & Johnson's Beach (15 miles), boat charters and fishing, fine dining and pubs, museums, Blue Angel air shows, festivals, Wahoo baseball etc. Or spend the day relaxing at the beautiful pool. Book now to enjoy all the amenities and comforts this home offers.

Top guest favorite

Home in Pensacola

5 out of 5 average rating, 115 reviews

Sunny Central Oasis w/ Pool + Family Comfort!

This family-friendly 3BR, 2BA home in Pensacola is perfect for up to 6 guests. Enjoy a private backyard oasis with a sparkling pool, ideal for relaxing or family fun. The spacious interior features a fully equipped kitchen and cozy living area. Located just minutes from Pensacola Beach, local attractions, Navy bases, this home offers the perfect balance of comfort and convenience for your next getaway. Please see why I have 100+ 5 star reviews!

A newly installed pool is surrounded by a cobblestone patio. Tall wooden fences provide privacy, while a shaded area with seating is visible in the background. Grass covers the perimeter, enhancing the outdoor space for relaxation.

Home in East Pensacola Heights

4.81 out of 5 average rating, 145 reviews

NEW POOL! Foosball Table-9min to Downtown

POOL IS SHARED This large 4 bedrooms 2 bath home was fully remodeled and furnished with your distinctive contemporary taste in mind. Get comfy with our wide king beds, enjoy the starter Keurig and k-cups, and filtered fridge water. Perfect for families or small group looking for a homey and fully equipped space - whether you're here for business, need a transient home, or just enjoying the proximity to Pensacola Beach.

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Popular amenities for Ensley rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

A one-story, light green house is positioned amidst a manicured front yard with a well-maintained lawn and a central tree. The driveway is visible, leading to the garage on the left side. Surrounding trees and shrubbery contribute to a serene neighborhood atmosphere.

Home in Northpointe

5 out of 5 average rating, 45 reviews

Pensacola Pistachio Pool Paradise

Top guest favorite

A welcoming sign is depicted, featuring the phrase 'Welcome to the Oasis' in vibrant red lettering. An illustration of a palm tree accompanies the text, enhancing the tropical theme. The sign is mounted on a wooden background, suggesting a rustic touch.

Home in Pensacola

4.95 out of 5 average rating, 87 reviews

The Oasis

Top guest favorite

A wooden dock extends into calm waters, flanked by two covered structures in the distance. The scene is under a bright blue sky, adorned with fluffy white clouds, creating a serene atmosphere for fishing or relaxation.

Home in Navarre

4.97 out of 5 average rating, 166 reviews

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

Top guest favorite

A spacious pool is surrounded by a brick patio and lush greenery. A gazebo with a distinctive metal roof is visible in the background, providing a shaded area near the water. A slide is positioned at the pool's edge, inviting recreational use.

Home in Pensacola

4.96 out of 5 average rating, 52 reviews

Peaceful Pensacola Paradise

Top guest favorite

A private, inviting pool is set within a spacious concrete area, surrounded by lush greenery and trees. Gentle curves define the pool's shape, while steps provide access. A well-maintained garden enhances the serene atmosphere, making it ideal for relaxation.

Home in Scenic Heights

4.96 out of 5 average rating, 75 reviews

Charming Boho Dog Friendly Pool Home-‘Cola Cabana

A spacious two-story home is seen from the pool area, featuring a fenced yard. Red lounge chairs are arranged around the heated pool, with a dining table set nearby. A grill is positioned on the patio, enhancing the outdoor living environment.

Home in Scenic Heights

4.95 out of 5 average rating, 101 reviews

Pensacola Near It All-4BR, Heated Pool, Hot Tub

Top guest favorite

A private backyard features a heated pool surrounded by landscaped areas with palm trees and flowers. A covered porch provides shaded seating options, while lounge chairs invite relaxation by the water. A securely fenced area enhances safety and privacy.

Home in Navarre

4.93 out of 5 average rating, 217 reviews

Good times & tan lines! Only 5 miles to the beach!

Top guest favorite

Home in Pensacola

5 out of 5 average rating, 13 reviews

Adventures at Gypsy Mermaid

Condo rentals with a pool

A serene waterfront view at sunset features a serene bay with multiple sailboats and yachts docked. The sky is painted in soft shades of pink and purple, reflecting on the calm water. A grassy area with kayaks and canoes is visible in the foreground.

Condo in Pensacola Beach

4.92 out of 5 average rating, 129 reviews

Sunset on the Bayou near NAS/Downtown Pensacola

Top guest favorite

A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.

Condo in Pensacola Beach

4.98 out of 5 average rating, 205 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

Top guest favorite

The outdoor pool area is surrounded by tropical palm trees and features a grotto waterfall. Natural stone formations enhance the scenery, with a thatched-roof cabana located nearby. The clear water reflects the blue sky, inviting relaxation and enjoyment.

Condo in Perdido Key

4.95 out of 5 average rating, 232 reviews

Updated Coastal Chic Villa @ Purple Parrot Resort

Top guest favorite

A balcony view overlooks a tranquil sound with soft waves and clouds dotting the sky. Below, a private pool is nestled within a landscaped area, complete with lounge chairs. The beach extends gently along the shoreline, enhancing the relaxed coastal atmosphere.

Condo in Pensacola Beach

4.97 out of 5 average rating, 224 reviews

Gulf Getaway+ Waterfront Views *Fully Updated*

Top guest favorite

A bright living area features a spacious white sectional sofa adjacent to a light wood coffee table. Floor-to-ceiling glass doors offer expansive views of the ocean and sky, enhancing the openness of the space. A dining set is visible on the balcony.

Condo in Perdido Key

4.99 out of 5 average rating, 153 reviews

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

Top guest favorite

A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.

Condo in Pensacola Beach

4.99 out of 5 average rating, 118 reviews

Prime Beachfront Condo w/ Pool & Resort Amenities

Top guest favorite

A view of the resort-style pool is presented, with lounge chairs and umbrellas arranged around the water. Palm trees frame the scene, and the bright yellow exterior of a neighboring building adds vibrant color.

Condo in Perdido Key

4.96 out of 5 average rating, 146 reviews

Salt Shack at Purple Parrot Resort, Perdido Key

Top guest favorite

The living area features a comfortable gray sofa set, a white coffee table, and a ceiling fan. Natural light enters through sliding glass doors leading to a private patio. An open kitchen with wooden cabinetry and a dining area is visible, highlighted by bar stools at the counter.

Condo in Pensacola Beach

4.96 out of 5 average rating, 190 reviews

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Other vacation rentals with a pool

Top guest favorite

The exterior of the unit features a welcoming front entrance with a white door and decorative signage. A well-maintained path of stones leads to the door, surrounded by colorful plants and mulch. A white wooden fence provides privacy, while natural greenery can be seen in the background.

Apartment in Milton

4.97 out of 5 average rating, 70 reviews

Newly Remodeled 1 BR/1BA with Private Entrance

A comfortable living area features a gray sofa adorned with patterned throw pillows. A round coffee table sits in front of the sofa, while a modern workspace with a chair is positioned nearby. The kitchen is visible in the background, showcasing white cabinetry and a spacious layout.

Townhouse in Pensacola

4.96 out of 5 average rating, 26 reviews

Minutes from white sand and blue seas! 3BR/2.5BA

A spacious living area showcases a comfortable grey sofa and two brown armchairs, inviting relaxation. A wooden dining table accommodates multiple guests, while large windows bring natural light into the room. A ceiling fan adds airflow, complementing the modern decor throughout the space.

Townhouse in Pensacola

4.94 out of 5 average rating, 70 reviews

Pensacola Haven with Pool, Quiet Area - The Pearl

A spacious living area features a comfortable brown sectional sofa and a decorative area rug with a natural pattern. A large flat-screen TV is mounted on the wall above a modern electric fireplace. Windows provide natural light, illuminating a dining table set for four, visible in the background.

Apartment in Pensacola

4.54 out of 5 average rating, 13 reviews

Close to Everything! Lovely 2/2

An outdoor patio is shown, featuring a fire pit surrounded by comfortable seating. A swimming pool is visible in the background, with lush greenery framing the area. The evening sky creates a serene ambiance, complemented by the flickering flames from the fire pit.

Guest suite in Pensacola

4.93 out of 5 average rating, 73 reviews

Private Suite with Saltwater pool

A comfortable living area is arranged with a large, L-shaped sectional sofa in muted tones, complemented by decorative pillows. A round, black coffee table sits in the center atop a textured area rug, with framed artwork displayed on the wall in the background.

Condo in Pensacola

4.88 out of 5 average rating, 96 reviews

Comfy Chic Condo with Parking

Guesthouse in East Hill

4.88 out of 5 average rating, 17 reviews

Guesthouse and pool + close to beach

Top guest favorite

Home in Scenic Heights

4.91 out of 5 average rating, 11 reviews

Family home w/ Lg Salt Water Pool (not heated)

Quick stats about vacation rentals with a pool in Ensley

Total rentals
40 properties
Nightly prices starting at
R696 ZAR before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

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