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Vacation rentals with a pool in Pensacola Beach

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Pensacola Beach

  • Total vacation rentals

    Explore 2,230 vacation rentals in Pensacola Beach

  • Nightly prices starting at

    Pensacola Beach vacation rentals start at $113 CAD per night before taxes and fees

  • Verified guest reviews

    Over 49,350 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,010 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 210 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,210 properties have a dedicated workspace

  • Wifi availability

    2,200 of Pensacola Beach vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pensacola Beach rentals

  • 4.8 Average rating

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

Top-rated rentals with a pool in Pensacola Beach

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

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Top guest favourite
Home in Gulf Shores

Casa Verde | Heated Pool • Lagoon • Steps to Beach

Little Lagoon behind you. The Gulf across the street. Your heated saltwater pool in between. Welcome to Casa Verde. A Top 5% Airbnb Guest Favorite, Casa Verde is a peaceful waterfront escape for families, couples & snowbirds. Wake to lagoon views, walk to the beach, fish from the dock or relax by the pool. *SNOWBIRDS WELCOME Escape the snow and settle in. Stay a week, a month—or longer—with fast Wi-Fi, private dock & optional pool heat. Rent our pontoon & Jet Ski. The hardest part is leaving!

4.98 out of 5 average rating, 141 reviews
Top guest favourite
The living room features a comfortable seating arrangement with a large sectional sofa and accent chairs, facing a 65-inch television. Floor-to-ceiling windows allow for ample natural light and showcase views of the Gulf. A dining area for four is present along with decorative wall art.
Condo in Pensacola Beach

Ocean/Pier Front 1BR w/ bunks, 3 pools hot tubs!

Welcome to "Salty Beach" Condo! A newly listed & freshly decorated Gulf Front 1 BR, sleeps 6! 1st building next to the Navarre Pier. Located on the 4th floor. There are 2 elevators. Walking distance to nearby restaurants. Amazing views of the Gulf, sunrise & sunset. HS internet with smart TVs. Check out my SuperHost reviews! Complimentary daily beach service: (SEASONAL)Mar1 -Oct 31 Includes two chairs, one umbrella, one folding table. Includes stand-up paddleboard or kayak for 1 hour daily.

4.97 out of 5 average rating, 263 reviews
Top guest favourite
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

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of America from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach, named America’s Best Beach by the Condé Nast Traveler Readers’ Choice Awards! This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

4.98 out of 5 average rating, 242 reviews
Guest favourite
Condo in Pensacola Beach

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, private fishing pier, no fishing license required. Early check-in avail.

4.94 out of 5 average rating, 204 reviews
Guest favourite
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
Top guest favourite
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!

Experience the clear blue water and white sand of Pensacola Beach. Enjoy spectacular views of Pensacola Bay from a private 3rd floor balcony. This newly renovated condo offers solid surface floors throughout, a fully stocked kitchen and calming beach decor. The master has a queen size bed, flat screen TV, and ensuite bathroom. The 2nd bedroom offers 2 full size bunk beds. The main living room has another flat screen TV, comfortable couch and is a perfect place for your group to gather.

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

Gulf Getaway+ Waterfront Views *Fully Updated*

Our newly updated condo is the perfect sport your family beach vacation! This tri-level 3 bed, 3 bath condo Pensacola Beach. 2022 renovation with all new flooring, bathrooms and kitchen. *Sleep up to 8 guests *Fully equipped kitchen *Steps from gulf beaches *DIRECT access to sound side beach *private pool +lounge area *2 covered parking sports *Minutes from beach restaurants **Stairs are required to navigate every part of our unit and will be necessary to use multiple times per day**

4.96 out of 5 average rating, 246 reviews
Top guest favourite
A bright living room features large glass doors offering views of the Gulf waters. The space includes a white, plush sofa, a stylish coffee table, and a TV mounted on a white entertainment unit. Soft curtains gently frame the windows, enhancing the peaceful ambiance.
Condo in Pensacola Beach

DM for Snowbird avail/ Portofino Gulf Penthouse

Welcome to Portofino Dream Life! It’s a rare updated Penthouse unit in the best resort in Pensacola Beach! Amazing views of the Gulf from the top floor with extra high ceilings! Spend the day at the beach or enjoy the many amenities the resort has to offer. See you in paradise! **Reservations are accepted only from guests with prior Airbnb reviews** *Not suitable for party groups or unaccompanied guests under 25* Please note white furnishings requiring extra care to avoid damage fees

4.98 out of 5 average rating, 102 reviews
Top guest favourite
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, 157 reviews
Top guest favourite
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.
Condo in Pensacola Beach

Pelican's Perch @ Villas on the Gulf

This renovated 2 bed/1.5 bathroom condo is stocked and ready to go--Just bring your groceries and swimsuits! This quaint little beach condo is the perfect, affordable getaway you are looking for. In less than a two-minute walk from the front door, you can have your toes in the sand, soaking up the sun on the Gulf. It features a carport for private parking, two bedrooms, w/ a King bed in one room, two full beds in the other, a couch in the living area, and a queen air mattress

4.95 out of 5 average rating, 185 reviews
Top guest favourite
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, 169 reviews
Top guest favourite
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)

Perfectly situated on the quieter west end of Pensacola Beach this 3rd floor walk-up sits on the Pensacola Bay and is a 5 minute walk to the Gulf of Mexico. It’s our first season of hosting guests and we would love to have you. Our condo is less than 1/2 mile to Peg Leg Pete’s - a Pensacola Beach favorite restaurant. If you want a night-out, the Casino Beach and Boardwalk area has more than 10 restaurants and bars and is less than 2 miles away.

4.97 out of 5 average rating, 141 reviews

Popular amenities for Pensacola Beach rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favourite
Home in Pensacola

Quiet Family Pool Home! Airbnb's Favorite! TOP 1%

5.0 out of 5 average rating, 154 reviews
Top guest favourite
Home in Pensacola Beach

Kokomo Key - 2 minutes to Beach - Private Pool

4.97 out of 5 average rating, 139 reviews
Top guest favourite
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 favourite
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!

4.89 out of 5 average rating, 103 reviews
Top guest favourite
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

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

4.93 out of 5 average rating, 241 reviews
Top guest favourite
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

Beautiful 1-bedroom cottage with pool

5.0 out of 5 average rating, 107 reviews
Top guest favourite
Home in Navarre

Private Heated Pool, 10 Min to Navarre Beach

4.91 out of 5 average rating, 135 reviews
Guest favourite
A serene pool area is framed by lush tropical plants and flowering hibiscus. A lounge chair is positioned by the inviting blue water, surrounded by vibrant greenery and palm trees, offering a tranquil outdoor space for relaxation.
Home in Pensacola Beach

Backyard Oasis Family friendly Pensacola Beach, FL

4.91 out of 5 average rating, 148 reviews

Condo rentals with a pool

Top guest favourite
A living area features a large sectional sofa in a neutral tone, accompanied by accent chairs in deep blue. A circular coffee table sits in the center, with a television mounted on the wall. Floor-to-ceiling glass doors provide access to the outdoor balcony with sea views.
Condo in Orange Beach

Bluewater 306 Direct Gulf Front, HUGE Wrap Balcony

4.99 out of 5 average rating, 173 reviews
Top guest favourite
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

Melody of the Sea - On the Beach - Incredible View

4.99 out of 5 average rating, 198 reviews
Top guest favourite
A tall condominium building is positioned along the beach, featuring multiple levels with expansive balconies. Blue beach umbrellas and lounge chairs are set in the sandy foreground, inviting relaxation. The sky is bright with scattered clouds, creating a serene coastal backdrop.
Condo in Orange Beach

Phoenix Orange Beach 05

4.99 out of 5 average rating, 102 reviews
Guest favourite
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 favourite
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
Top guest favourite
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

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

4.96 out of 5 average rating, 255 reviews
Guest favourite
This aerial view showcases the resort's dual swimming pools surrounded by lounge chairs. The heated pool is visibly larger and features curved edges. Beyond the pools, the white sandy beach and emerald waters of the Gulf are in view, with beach umbrellas lining the shore.
Condo in Pensacola Beach

307 Special Discount ~ Gulf Front ~ Book Oct 31st

4.97 out of 5 average rating, 144 reviews
Top guest favourite
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 favourite
Apartment in Pensacola Beach

Ocean Tranquility label by guest“Heaven on Earth”.

4.95 out of 5 average rating, 132 reviews
Top guest favourite
A spacious balcony provides views of the ocean and shoreline, with several outdoor seating options including two chairs and a table. The adjacent pool area is visible below, framed by the building's clean lines and expansive glass doors leading into the living space.
Apartment in Pensacola Beach

Wake Up to Waves Crashing! ~Beachfront Condo~

4.95 out of 5 average rating, 111 reviews
Top guest favourite
The exterior of the three-story beach home is showcased, featuring a large, inviting pool surrounded by lounge chairs. A spacious deck is visible, with the front of the house displaying double gables and multiple balconies. Lush landscaping is present around the pool area.
Home in Pensacola Beach

Private Pool, Steps to the beach, Golf cart

4.97 out of 5 average rating, 34 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
Superhost
Home in Gulf Breeze

Luxury Home w/ Private Dock, Pool, Firepits &

4.7 out of 5 average rating, 10 reviews
Luxe
A spacious waterfront home is seen from a wooden dock that leads to a sandy beach area. The exterior showcases large windows and a covered patio, surrounded by palm trees. The tranquil water reflects the clear sky, creating a calm atmosphere.
Villa in Pensacola

Luxury Waterfront Home+Private Beach+Infinity Pool

5.0 out of 5 average rating, 64 reviews
Top guest favourite
Townhouse in Pensacola Beach

Sunset Social @ The Boardwalk Condo

5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Pensacola

Bayou Breeze - Pool, Views & 8 Min to Downtown

5.0 out of 5 average rating, 10 reviews

Destinations to explore