Vacation rentals with a pool in Ensley

A serene backyard is illuminated at night, featuring a sparkling pool surrounded by a deck and lush greenery. A hot tub, positioned under a wooden pergola, adds to the relaxation area, with soft lighting creating a calm atmosphere. Lounge seating and a dining table are visible nearby.

4.93 out of 5 average rating, 119 reviews

Hot tub/ Pool Relaxing Getaway

Picture your family enjoying the pool & hot tub while you grill out in the large private backyard, or lounge in the comfy screened in porch seating area of this peaceful getaway! Located b/t the bayou & scenic bluffs overlooking the bay, our home is close to all the area has to offer! Relax on the beach, visit the fishing pier or historic downtown's upscale dining/shopping. 1 block from Exchange Park which has baseball/softball fields, a playground, free wifi, walking path/trails & picnic areas!

LocationFamilyBiking

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.

4.94 out of 5 average rating, 113 reviews

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

Want to be near it all in Pensacola? Swim in a heated pool or enjoy a night under the stars in the hot tub. Spacious 4BR home with a private (no neighbors behind) back yard & new pool. Safe neighborhood on a corner lot with extra parking. Ping pong, under stairs hideaway for kids, BBQ grill & large swing. Close to mall, airport, restaurants & colleges. Visit beautiful beaches, Naval Aviation Museum, thriving downtown Pensacola or see our famous Blue Angels. You’ll be at the heart of it all here.

ValueFamilyNearby

4.99 out of 5 average rating, 141 reviews

Private Pool-Near NAS-Grills-Game Room FamilySetUp

You have found a home that is loved by so many who come to Pensacola! This home offers so much for families: arcade room, board games, foosball coffee table, cards, the pool, it's full of fun! Guests rave about how clean it is, that pics are accurate & how quiet the neighborhood is yet a simple drive to restaurants, attractions and the beaches. Great for visiting military at NAS/Corry station or events as kite fest, wahoo games, bands on the beach, theater, Friday art nights and parades! BookNow

LocationValueIndoor spaces

4.92 out of 5 average rating, 111 reviews

A spacious saltwater pool is framed by a grassy yard, with clear blue water reflecting the sunlight. Surrounding the pool area are simple landscaping features, and nearby structures provide a glimpse of the home’s inviting layout. Trees provide partial shade in the background.

Home in Bellview

Fam Fun-Spacious Home-BOHO Vibes-Game Room & Pool

Treat yourself to this newly renovated contemporary 3bd/2ba house with saltwater pool. Comes with four 4K smart TVs, Smart Home Security, darts, golf potting, Keurig and K-cups. The living room TV is 75 inches! Unit is perfect for families or small group looking for a homey and fully equipped space - whether you're here for business, needs a transient home, or just enjoying the vacation spots Pensacola and the Florida panhandle are known for. Pensacola Beach & Perdido Key are 17mi and 25mins

LocationFamilyOutdoor spaces

4.96 out of 5 average rating, 101 reviews

Our Shangrila: Waterfront Home with Kayaks & More

Welcome to Our Shangrila! This home sits directly on a calm, shallow cove of Perdido Bay, providing the perfect place for families to relax, play, swim, & paddle safely. Come enjoy gorgeous views, coffee on the balconies, & serene waters. This 2 bed/2.5 bath sleeps up to 7 & includes a full kitchen, laundry, 2 kayaks, 2 SUPs, & more! Spend all day right here, isolated from the hustle & bustle. Or take a very short drive to the beaches, dining & more along Perdido Key. Continue for more Details

FamilyLocationParking

A bright dining area is furnished with a glass-top table and stylish black metal chairs, accented by greenery in a vase. The space features large windows that provide ample natural light, with wooden beams enhancing the ceiling's height. A modern kitchen area is visible in the background.

4.88 out of 5 average rating, 257 reviews

Vintage Charmer with Tiny Pool Close to Downtown

Great historical Pensacola home with vintage charm & modern comfort. Our favorite part is the Beautiful Kitchen and private Backyard! Enjoy the gas BBQ grill out on the deck or chill in the hammock underneath the palm trees. A welcoming space to spend time with family & loved ones. Enjoy a fun unique atmosphere with a mix of new & vintage furniture & art. Convenient location close to Downtown Palafox Pier, Pensacola Bay Center, NAS Navy Base, local area hospitals, 15 mins from Pensacola Beach.

ValueLocationParking

4.81 out of 5 average rating, 104 reviews

Guest suite in Pensacola

Private Studio Oasis

Come enjoy our safe & quiet neighborhood with your balcony view of the pool. We are about 30 minutes from BEAUTIFUL, Pensacola Beach! We are also 10 minutes from the University of West Florida and 20-25 minutes from downtown Pensacola. Private entrance with your own space. Free parking available. Cozy living space with two oversized chairs/ottomans. A queen bed, full bathroom & oversized kitchenette makes for a relaxing stay! Pool access is allowed, but swim at your own risk! NO LIFEGUARD.

ValueFamilyOutdoor spaces

5.0 out of 5 average rating, 153 reviews

Quiet Pool Home Oasis! 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.

LocationFamilyKitchen

4.89 out of 5 average rating, 123 reviews

A living area is displayed, featuring a comfortable gray sofa with decorative yellow pillows. A set of nested coffee tables sits in front, with a simplistic design. A wall-mounted television and a decorative fireplace are visible, while natural light filters through a window adorned with light curtains.

Condo in Pensacola

Stylish 1 bdrm condo. May sleep 4. Just off I10

Enjoy easy access to everything from this perfectly located home base. Totally refurbished. All new appliances and furniture, microwave, dishwasher, washer and dryer, and various utensils. Toiletries initially supplied. Close to shopping malls, restaurants and fast food outlets. Beautiful Pensacola Bch just 20 mins away. Downtown 15 mins NAS 15 mins Airport 10 mins Hospitals 5 mins Check in after 2 p.m. Check out 11 a.m. Pool key provided but must be returned Perfect for work or leisure

ValueFamilyGetting around

4.89 out of 5 average rating, 110 reviews

A spacious living room is furnished with a large sectional sofa and a matching ottoman, set atop a decorative area rug. Natural light is provided by windows, with ceiling fans enhancing the comfortable atmosphere.

Home in Sanders Beach

Private Pool / Two living rooms /Downtown

This 3000sqft home features a private pool, two living rooms, four bedrooms, two bathrooms, a kitchen, and a beautiful sunroom overlooking a private pool! Two families traveling together?? This is the ideal home for you! This home sleeps 10 comfortably but can accommodate more with the use of an air mattress or crib if traveling with a toddler. Located just a few blocks from Joe Patti's, the Blue Wahoo Stadium, and Palafox Street! YOU AGREE TO ALL HOUSE RULES WHEN YOU BOOK. READ THEM.

FamilyValueHospitality

4.98 out of 5 average rating, 223 reviews

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

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.

FamilyValueAccuracy

4.98 out of 5 average rating, 168 reviews

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

Home in Pensacola Beach

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

ValueFamilyHospitality

Popular amenities for Ensley rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 146 reviews

Poolside Family Retreat w/ Hot Tub & Game Room

ValueLocationBeach

4.97 out of 5 average rating, 196 reviews

The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.

Home in Navarre

East Bay Hideaway — A Private Waterfront Escape

LocationFamilyComfort

A well-furnished living area is depicted, featuring two patterned armchairs and a sectional sofa. A coffee table is centered on a vibrant area rug, while a large flat-screen television is mounted on the wall. Natural light fills the space through a glass door leading to the outside.

4.94 out of 5 average rating, 125 reviews

Downtown Oasis - Pool & Parking

FamilyValueAccuracy

4.94 out of 5 average rating, 180 reviews

A private pool with an inviting turquoise hue is surrounded by loungers for relaxation. The elevated beach house features a spacious deck with stairs leading down. Lush greenery and nearby structures provide a tranquil backdrop to this outdoor space.

Home in Orange Beach

Private Pool | Walk to Beach | Coastal Escape

LocationFamilyQuiet

4.89 out of 5 average rating, 101 reviews

A well-lit bedroom features a spacious bed dressed in neutral linens, complemented by warm-toned throw pillows. Two bedside tables with lamps flank the bed, and a piece of artwork depicting a coastal scene hangs above. Natural light filters through the window adorned with sheer curtains.

Home in Gulf Breeze

Modern Dream Home | Heated Pool and a Fire Pit!

FamilyValueCondition

An open-plan kitchen and dining area is featured, designed with white cabinetry and modern stainless-steel appliances. A large dining table with wooden chairs provides seating, while a cozy sitting area with a sofa is to one side. Natural light brightens the space through multiple windows.

4.95 out of 5 average rating, 107 reviews

• “Bayou Grande View – Peaceful Pensacola Getaway”

LocationFamilyLaundry

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.

4.93 out of 5 average rating, 227 reviews

Flamingo On Fisher In The Heart Of Pensacola

FamilyValueOutdoor spaces

4.94 out of 5 average rating, 102 reviews

A panoramic view of the waterfront showcases soft white sands bordered by the calm waters of the Santa Rosa Sound. A palm tree is visibly planted in the foreground, while distant structures hint at the local community. Clear blue skies create a serene backdrop.

Home in Pensacola Beach

Beachfront - “Weekend At Benny’s”

LocationFamilyHospitality

Condo rentals with a pool

4.93 out of 5 average rating, 147 reviews

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

Sunset on the Bayou near NAS/Downtown Pensacola

FamilyLocationGrill

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.

4.99 out of 5 average rating, 155 reviews

Beachfront Condo • Pool & Resort Perks

FamilyValueCheckout

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.

4.96 out of 5 average rating, 243 reviews

Gulf Getaway+ Waterfront Views *Fully Updated*

ValueLocationAir conditioning

A corner of the living area is presented with large windows offering expansive views of the water. A wooden desk and a light-colored chair provide a workspace, while a soft armchair and small table create a cozy seating arrangement. Natural light floods the space.

4.95 out of 5 average rating, 138 reviews

Relax Waterfront, Sunset VIEWS, Secluded Beach

FamilyValueCheck-in

A private balcony overlooking calm blue waters and a sandy beach. A circular white table with two accompanying chairs is positioned at the edge, creating a space to enjoy the panoramic views of Pensacola Bay.

4.95 out of 5 average rating, 289 reviews

Newly renovated condo with amazing water views!

FamilyValueCleanliness

A private balcony overlooks the Gulf, featuring a pair of wicker chairs with blue cushions. The railing provides safety while maximizing views of the beach and ocean waves under a clear blue sky.

4.98 out of 5 average rating, 100 reviews

Island Oasis, 3Bed/2Bath, Pool, & Beach Gear

FamilyValueNearby

A light-filled living space features a comfortable couch adorned with soft cushions. A coffee table rests on a textured area rug, complemented by a small plant. The adjacent dining area and kitchen can be seen in the background, adding to the open and inviting layout.

4.95 out of 5 average rating, 181 reviews

Pelican's Perch @ Villas on the Gulf

ValueLocationCleanliness

4.96 out of 5 average rating, 362 reviews

A modern dining area features a round table with light-colored tableware, surrounded by four white upholstered chairs. Behind the table, a stylish shelving unit displays decorative items against a marbled wall. Expansive glass doors provide a view of the ocean and allow natural light to flood the space.

Condo in Perdido Key

PX 1105 Next to Florabama, Beachfront Luxury Suite

FamilyLocationQuiet

Other vacation rentals with a pool

Place to stay in Pensacola

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.

4.89 out of 5 average rating, 248 reviews

Our House Yall's House

ValueFamilySleep quality

4.96 out of 5 average rating, 92 reviews

A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A coffee table sits in front, accompanied by small potted plants. Natural light filters in through large windows, while a dining area and a kitchen bar with stools are visible in the background.

Townhouse in Pensacola

Elegant townhome + oversized luxury pool

FamilyValueQuiet

4.92 out of 5 average rating, 97 reviews

Pickleball Paradise w/Private Hot Tub, Pool & Bar

FamilyValueComfort

An inviting outdoor space features a private pool bordered by a stone patio. An outdoor bar, equipped with seating and decorative elements, sits under a roofed structure. Lush greenery and a shaded table with an umbrella offer a refreshing retreat.

4.95 out of 5 average rating, 21 reviews

Private Oasis with Pool & Tiki Bar

ValueLocationPool

4.71 out of 5 average rating, 56 reviews

An open layout features a well-lit living area with a spacious gray couch and decorative pillows. A dining table is visible alongside a modern kitchen with granite countertops and stainless steel appliances. Large windows allow natural light to fill the space, creating a bright and welcoming atmosphere.

Townhouse in Pensacola

Home near I-10 with Pool! 20 mins from Pcola beach

ValueFamilyQuiet

A serene pool area is surrounded by lush greenery and a red wooden fence. The clear water reflects the sky, showcasing a blend of blue and white clouds. A comfortable seating area with blue-striped chairs is placed by the poolside, enhancing relaxation.

4.94 out of 5 average rating, 63 reviews

Backyard Oasis Pensacola

ValueLocationHospitality

4.88 out of 5 average rating, 16 reviews

Townhouse in Pensacola

Welcome Inn: Convenient Location w/ Community Pool

LocationFamilySleep quality

A screened-in swimming pool area features clear blue water, with lounge chairs positioned nearby. Sunlight reflects off the water's surface, and a grassy lawn surrounds the pool area. The house is visible in the background, providing additional context to the outdoor space.