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Vacation rentals with a pool in Pensacola

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Pensacola

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

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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.

Home in East Pensacola Heights

4.92 out of 5 average rating, 105 reviews

Relaxing Getaway with Pool/Hot Tub Near Downtown

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!

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.

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, 188 reviews

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

Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

A large outdoor pool is surrounded by palm trees and tropical landscaping, offering shaded seating areas under thatched roofs. The pool features a central island with rock formations, and the bright blue water reflects the clear sky above, creating a serene ambiance.

Condo in Perdido Key

4.96 out of 5 average rating, 197 reviews

This is the one! Perfect Getaway near the beach.

Welcome to a place you will want to return to time and again. Fresh renovations, all the amenities! Steps away from a Tiki bar and huge outdoor pool/hot tub! Live music almost nightly! Parking right out front! Johnson and Orange Beach are minutes away. Our goal is to make sure you have the best possible time! You deserve a break. The couch pulls out to a queen bed. Enjoy full kitchen, large shower, fitness center, indoor and outdoor pool and if something feels like it’s missing, let us know!

A cozy bedroom features a spacious bed covered in a light blue quilt. Two matching pillows are positioned at the head of the bed. A large window offers views of the surrounding landscape, with a picture of a coastal scene displayed above the bed.

Condo in Navarre Beach

4.94 out of 5 average rating, 160 reviews

La Playa Esmeralda - Panoramic Sunset Views

Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, lighted, private fishing pier, where no fishing license is required.

Top guest favorite

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

4.99 out of 5 average rating, 124 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”!

A private pool area features a crystal clear swimming pool surrounded by lounge chairs and a shaded umbrella. A colorful pool float and games are visible, alongside a seating area with a fire pit, all enclosed in a spacious backyard with green landscaping.

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 149 reviews

Cozy Suite w/ Private Pool near Navarre Beach!

Welcome to Bella Blue! Our beautiful and newly renovated Pool Oasis. Quiet private 2 BR / 1 BA apartment with a private crystal clear pool/ inviting firepit and more. Private fenced spacious backyard for pets. Only 6 Miles from beautiful Navarre beach. Hang out in our family friendly play pool or head to the emerald waters of Navarre beach. Located one mile from the Gulf Breeze Zoo, 15 miles from Pensacola Beach. Conveniently located for shopping /restaurants. We hope you enjoy! Sonya

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!

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, 169 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, 113 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!

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Quaint homes, peaceful surroundings

Popular amenities for Pensacola rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.

Home in Pensacola Beach

4.93 out of 5 average rating, 107 reviews

Fun, sun, sand, and rest. Enjoy your stay with us.

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 custom upright piano converted into a bar is displayed, featuring blue lighting and an array of glassware. A colorful art piece hangs above the piano, alongside a unique lamp atop a wine barrel. The modern decor enhances the inviting atmosphere.

Home in Navarre

5 out of 5 average rating, 114 reviews

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Top guest favorite

A private pool area is surrounded by lush tropical landscaping, featuring palm trees and colorful foliage. Two lounge chairs are positioned alongside the water, with a humorous skeleton figure casually reclining. Soft evening light creates a serene atmosphere around the pool.

Home in East Hill

5 out of 5 average rating, 97 reviews

Private Pool! Downtown, Beach Close By!

Top guest favorite

An aerial view showcases a private home with a black metal roof, surrounding a tranquil pool and landscaped yard. A dock extends over the canal, providing easy water access. Two kayaks sit beside the pool area, offering recreational options for guests.

Home in Gulf Breeze

4.95 out of 5 average rating, 40 reviews

Close to Beach Pool with Canal View

An enclosed outdoor space features a heated saltwater pool surrounded by a safety fence. Metal chairs are positioned nearby on concrete flooring, providing comfortable seating. Soft sunlight illuminates the area, enhancing the tranquil setting.

Home in Pensacola Beach

4.94 out of 5 average rating, 89 reviews

Heated saltwater pool | Pet Friendly | Family home

Top guest favorite

A sandy path leads through tall grass dunes toward the shimmering turquoise water of the Gulf. The bright sky overhead is dotted with light clouds, and a wooden sign stands at the entrance, indicating the path to the beach.

Home in Pensacola Beach

4.95 out of 5 average rating, 337 reviews

Quiet With views and a Gulf breeze

An aerial view reveals a central community pool surrounded by lush green lawns and palm trees. Loungers and umbrellas provide shaded seating areas beside the water. The layout includes pathways and adjacent buildings, facilitating access to the pool area.

Home in Pensacola

5 out of 5 average rating, 23 reviews

Pensacola Downtown Poolside Paradise w/ King Bed

Condo rentals with a pool

A large outdoor pool features a waterfall cascading down a rock formation, surrounded by palm trees. The clear, turquoise water invites relaxation, with spacious areas for lounging along the curved edge of the pool.

Condo in Perdido Key

4.97 out of 5 average rating, 147 reviews

~Seaside Getaway~ Condo in Purple Parrot Resort!

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, 231 reviews

Updated Coastal Chic Villa @ Purple Parrot Resort

A panoramic view of the Gulf of Mexico stretches across the horizon, showcasing clear blue waters meeting a sandy shoreline. Sunlight glistens on the water, creating a serene atmosphere. A few figures can be seen enjoying the beach, enhancing the tranquil coastal scene.

Condo in Navarre Beach

4.77 out of 5 average rating, 201 reviews

Welcome To Florida's Hidden Gem!

A spacious living room is illuminated by natural light streaming through large windows, offering a view of the Gulf of Mexico. Comfortable sofas are arranged around a central coffee table, while a ceiling fan provides a cooling breeze. A flat-screen television rests on a wooden console.

Condo in Pensacola Beach

4.93 out of 5 average rating, 132 reviews

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Top guest favorite

An aerial view of a coastal vacation home is displayed, showing its modern six-story structure set amidst lush greenery. The expansive parking lot accommodates numerous vehicles, with tennis courts visible nearby. The landscape features both the coastline and the Intracoastal Waterway, highlighting the location's natural beauty.

Condo in Perdido Key

5 out of 5 average rating, 100 reviews

5 * Upscale Perdido Key, FL Waterfront Condo

A balcony with a circular table surrounded by four plastic chairs features a view of the bay. The scene includes grassy areas and nearby buildings, with palm trees visible in the background under a partly cloudy sky.

Condo in Pensacola Beach

4.83 out of 5 average rating, 126 reviews

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7

Top guest favorite

The exterior of a two-story yellow cottage is visible, framed by tall palm trees. The structure features a covered porch and multiple windows. A clear blue pool spans the foreground, reflecting the sky and surrounding greenery.

Condo in Perdido Key

4.95 out of 5 average rating, 108 reviews

Poolside Paradise at Purple Parrot

Top guest favorite

A heated pool is prominently featured in the foreground, surrounded by lounge chairs. In the background, the sandy beach leads to the Gulf of Mexico, with beach umbrellas and a fishing pier visible under a bright blue sky dotted with fluffy clouds.

Condo in Navarre Beach

4.96 out of 5 average rating, 334 reviews

2nd FLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

Other vacation rentals with a pool

The image showcases a private swimming pool, partially enclosed by a mesh screen, with steps leading into the water. Vibrant green foliage and colorful flowers frame the pool area, while a calm, natural setting can be seen in the background.

Home in Pensacola Beach

5 out of 5 average rating, 8 reviews

Our Beach Home/with pool, 15 min. to beach

A spacious backyard is showcased, featuring a crystal-clear pool surrounded by a stone patio. Lounge chairs are arranged near the water, and a shaded seating area is present nearby. Lush greenery adds privacy, and a wood fence frames the perimeter of the yard.

Home in East Hill

4.98 out of 5 average rating, 51 reviews

5 BR house with heated 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

4.87 out of 5 average rating, 95 reviews

Comfy Chic Condo with Parking

Top guest favorite

An inground pool is surrounded by a beige patio, with landscaped greenery providing a natural backdrop. The water is clear, reflecting the blue sky above. A pool cover is visible on the deck, and ample space allows for relaxation and sunbathing.

Home in East Hill

5 out of 5 average rating, 36 reviews

The Carriage House: relaxing stay with pool

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

4.94 out of 5 average rating, 67 reviews

Elegant townhome + oversized luxury pool

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 Dog Friendly Pool Home-‘Cola Cabana

The exterior of the home is captured from above, showcasing a manicured lawn surrounded by trees displaying various autumn colors. Notable features include a curved driveway leading to a front entryway and palm trees flanking the entrance, emphasizing a welcoming atmosphere.

Home in Pensacola Beach

4.84 out of 5 average rating, 19 reviews

Kelsey's Cove

Top guest favorite

An inviting above ground pool is surrounded by a wooden deck, featuring a circular shape and clear blue water. Comfortable lounge chairs are positioned nearby, offering a relaxing spot to enjoy the sun. Tall trees and a privacy screen add a sense of seclusion to the area.

Home in Pensacola

5 out of 5 average rating, 86 reviews

Beautiful 1-bedroom cottage with pool

Quick stats about vacation rentals with a pool in Pensacola

Total rentals
120 properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
7.7K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace

Destinations to explore