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Vacation rentals with a pool in Pensacola

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Quick stats about vacation rentals with a pool in Pensacola

  • Total vacation rentals

    Explore 120 vacation rentals in Pensacola

  • Nightly prices starting at

    Pensacola vacation rentals start at €44 per night before taxes and fees

  • Verified guest reviews

    Over 9,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Pensacola vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pensacola rentals

  • 4.8 Average rating

    Pensacola stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Pensacola's top spots, include Palafox Market, Pensacola Museum of Art, and Bruce Beach

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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Guest favorite
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 Pensacola

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!

4.93 out of 5 average rating, 119 reviews
Superhost
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

4.92 out of 5 average rating, 112 reviews
Guest favorite
Home in Pensacola

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

4.96 out of 5 average rating, 101 reviews
Superhost
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.
Home in Pensacola

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.

4.88 out of 5 average rating, 257 reviews
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

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.

4.9 out of 5 average rating, 227 reviews
Guest favorite
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.
Home in Pensacola

Downtown Oasis - Pool & Parking

Centrally located in Pensacola's thriving downtown, our poolside oasis is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

4.94 out of 5 average rating, 125 reviews
Top guest favorite
Home in Pensacola

Quiet Family Pool Home! Airbnb's Favorite! 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.

5.0 out of 5 average rating, 154 reviews
Guest favorite
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.

4.89 out of 5 average rating, 110 reviews
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

Beachfront Condo • Pool & Resort Perks

Welcome to Pensacola Perch, an 8th‑floor beachfront condo offering expansive views of Pensacola Beach—perfect for dolphin watching and catching the Blue Angels airshow. This modern 2BR/2BA condo sits in the highly sought‑after Emerald Isle gated resort, where guests enjoy premium amenities including direct beach access, two swimming pools, a hot tub, sauna, and a beachfront fitness center. From March–October, enjoy complimentary beach chairs and an umbrella from La Dolce Vita.

4.99 out of 5 average rating, 156 reviews
Top guest favorite
A screened-in balcony is presented with comfortable seating and a small table, surrounded by lush greenery and natural light. A ceiling fan provides a cooling breeze, while colorful cushions add a touch of vibrancy. Scenic views of the sand dunes and natural preserve are visible in the background.
Townhouse in Perdido Key

Lost Key Paradise - Luxe Cottage with Gulf View

Stunning spacious townhome, just a short walk to the soft and white sandy beach and emerald green waters of the Perdido Key barrier island. It's located in the Lost Key Golf and Beach Resort. This is a hidden gem of the Florida panhandle for a serene beach getaway with best amenities, a Championship 18-hole Arnold Palmer golf course, lighted tennis courts, two resort style pools, hot spa, fitness center, and a Beach Club with a restaurant and pool and private beachfront access!

4.97 out of 5 average rating, 297 reviews
Guest favorite
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!

Enjoy a fun-filled family getaway at this stylish home, complete with a brand-new outdoor pool and a cozy fire pit in the backyard. Freshly designed interiors feature a King Bed Master, high-end finishes, and stunning artwork. Located just minutes from the pristine beaches of Emerald Coast and downtown Pensacola. This spacious 4-bedroom, 2-bathroom home boasts TVs in 3 out of 4 rooms, an open-concept living area, and plenty of seating. Welcome to our Hidden Gem!

4.89 out of 5 average rating, 103 reviews
Top guest favorite
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!

4.98 out of 5 average rating, 168 reviews

Popular amenities for Pensacola rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
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

4.97 out of 5 average rating, 196 reviews
Guest favorite
An expansive living area is showcased with large windows that allow natural light to brighten the space. A sectional sofa is arranged around a central area rug, complemented by a decorative fireplace and a large television mounted on the wall, providing a cozy gathering spot.
Home in Pensacola

Luxury Home Near Marina | Pool, Pickleball, Arcade

4.88 out of 5 average rating, 109 reviews
Guest favorite
Home in Gulf Breeze

Sleeps 9 • 3 Kings • Pool • Pets • 7mi Beach

4.87 out of 5 average rating, 118 reviews
Top guest favorite
Home in Pensacola

Private Pool-Near NAS-Grills-Game Room FamilySetUp

4.99 out of 5 average rating, 142 reviews
Top guest favorite
An inviting screened area features a heated saltwater pool surrounded by comfortable loungers and a dining set. A large umbrella provides shade for relaxation, while lush greenery offers a tranquil backdrop. Clear blue skies enhance the bright and airy environment.
Home in Navarre

Heated Salt Pool, 3 Kings, Near Beach.

4.96 out of 5 average rating, 108 reviews
Top guest favorite
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”

4.94 out of 5 average rating, 103 reviews
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 Gulf Breeze

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

4.93 out of 5 average rating, 123 reviews
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

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

5.0 out of 5 average rating, 135 reviews

Condo rentals with a pool

Top guest favorite
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.
Condo in Pensacola Beach

Newly renovated condo with amazing water views!

4.95 out of 5 average rating, 291 reviews
Top guest favorite
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

4.96 out of 5 average rating, 364 reviews
Top guest favorite
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.
Condo in Pensacola Beach

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

4.98 out of 5 average rating, 101 reviews
Guest favorite
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

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

4.82 out of 5 average rating, 160 reviews
Top guest favorite
A serene view of the bay is captured from the balcony, showcasing the calm water and sandy beach lined with outdoor furniture. In the distance, a pier extends into the water, while boats can be seen sailing peacefully, framed by the clear blue sky.
Condo in Pensacola Beach

Pensacola Beach Condo w/ Great Views (F12)

4.97 out of 5 average rating, 140 reviews
Top guest favorite
A spacious tropical pool is surrounded by lush palm trees and a charming thatched-roof structure. The inviting water reflects the clear blue sky, while rock formations and gentle waterfalls enhance the natural beauty of the area. Lounge chairs are visible along the pool's edge.
Condo in Perdido Key

Sea La Vie, Perdido Key, Florida Fall Sale!

4.95 out of 5 average rating, 100 reviews
Top guest favorite
A bright living area features a comfortable seating arrangement and a wooden dining table for four. Large windows provide views of the beach, allowing natural light to fill the space. A flat-screen TV is mounted on the wall, complemented by beach-themed decor and soft furnishings.
Condo in Perdido Key

Serving Vitamin SEA! Ground floor BEACHFRONT views

4.94 out of 5 average rating, 209 reviews
Top guest favorite
A spacious living area is shown, featuring two gray sofas and a sleek television mounted on the wall. Sunlight filters through sliding glass doors, revealing a view of the balcony. A light blue accent chair and a decorative side table complement the setting.
Condo in Pensacola Beach

Waterfront, sleeps 7, walk to everything!

4.98 out of 5 average rating, 121 reviews

Other vacation rentals with a pool

Top guest favorite
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

Stylish Modern Retreat in Downtown + Pool

5.0 out of 5 average rating, 226 reviews
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

Tiny Home Pool View 25 Mins to Beacha

4.98 out of 5 average rating, 223 reviews
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

Funky Flamingo~ Guest House~ Pool & Kitchenette

5.0 out of 5 average rating, 205 reviews
Superhost
The exterior of the Mediterranean estate showcases a two-story structure with a red-tiled roof and large windows. Palm trees surround the property, leading to a private dock extending into the sparkling waters of the Santa Rosa Sound, creating a sense of tranquility and relaxation.
Home in Pensacola Beach

Rare Waterfront Find! Stay 4/25-4/28 or 6/14-6/21

4.91 out of 5 average rating, 11 reviews
Top guest favorite
Townhouse in Pensacola

Casa Brisa • 3BR • Downtown • Pool • NAS/Beach

4.96 out of 5 average rating, 26 reviews
Top guest favorite
A sparkling blue pool is surrounded by a wooden fence and a vibrant red umbrella. Colorful inflatables float on the water's surface. A cozy seating area is visible indoors, featuring a soft gray couch and a patterned rug, creating an inviting space for relaxation.
Home in Pensacola

Pool Pet Friendly Oasis! - The Palm House

5.0 out of 5 average rating, 82 reviews
Top guest favorite
Home in Pensacola

The Intendencia Country Club

5.0 out of 5 average rating, 27 reviews
Top guest favorite
Townhouse in Pensacola Beach

Sunset Social @ The Boardwalk Condo

5.0 out of 5 average rating, 30 reviews

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