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Holiday rentals with a pool in Pensacola Beach

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Pensacola Beach

  • Total holiday rentals

    Explore 2,230 holiday rentals in Pensacola Beach

  • Nightly prices starting at

    Pensacola Beach holiday rentals start at £59 per night before taxes and fees

  • Verified guest reviews

    Over 49,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,010 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday 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 holiday 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
A bright living area offers views of the Gulf through expansive glass doors. The space features comfortable seating, including wicker chairs and a cozy sofa. A telescope stands nearby for observing the shoreline, while a balcony with seating is visible beyond.
Apartment in Pensacola Beach

Coastal Haven by Gulf and Sound

TWO Gulf-View Balconies • Heated Pool • Gulf & Sound Access • King Suite • Family-Friendly Discover the beach vacation you'll want to relive year after year at Idle Wave in Pensacola Beach! Nestled at the quiet end of the island near Fort Pickens, this spacious three-level waterfront retreat offers breathtaking Gulf views, two private balconies, and easy access to both the Gulf and Sound. Spend your days on sugar-white beaches, unwind by the heated pool, and come home to a chef's kitchen, a lux

4.98 out of 5 average rating, 158 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
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

Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

4.97 out of 5 average rating, 193 reviews
Guest favourite
Apartment 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, 199 reviews
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.
Apartment in Orange Beach

Bluewater 306 Direct Gulf Front, HUGE Wrap Balcony

Bring the whole family together in this beautifully designed & thoughfull laid out beachfront condo. Offering spectacular views, multiple generous living areas & comfort for every generation. With room to gather & space to unwind, this home is perfect for grandparents, parents & kids or friend groups to share unforgettable beach days to enjoy together without feeling crowded. With panoramic views from floor-to-ceiling windows, this spacious condo offers breathtaking scenery sunrise to sunset.

4.99 out of 5 average rating, 170 reviews
Top guest favourite
Home in Pensacola

Quiet Pool Home Oasis! 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, 151 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.
Apartment 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, 288 reviews
Top guest favourite
Home in Pensacola Beach

Kokomo Key - 2 minutes to Beach - Private Pool

If you've been searching for Kokomo Key... Here it is—your tropical escape to the islands. White sand, turquoise waters… it’s got all the vibes of a place where time slows down and the only agenda is relaxation. Relax with the whole family at this peaceful beach house with a private pool, hammocks, unobstructed views of Santa Rosa Sound, and a 2-minute walk to the stunning Gulf beaches! We are pet-friendly, but please remember to let us know you are bringing your pets by checking the box!

4.97 out of 5 average rating, 135 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.
Apartment 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, 153 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.
Apartment 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, 178 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, 167 reviews
Top guest favourite
Home in Gulf Shores

Casa Verde: Heated Pool +JET SKI & Pontoon rental

Across the street is the ocean & behind the house is the lagoon; it's the best of both worlds. Swim, fish, crab & paddle board in the lagoon, then swim in the ocean & chill on the beach. Rinse off in the outdoor shower & enjoy the heated pool. FYI: pool heating costs extra: $50 per day (for 8 hours of heating - you pick the hours). You're welcome to use the Green Egg grill. We rent kayaks, a paddle board & a jet ski too.

4.98 out of 5 average rating, 139 reviews

Popular amenities for Pensacola Beach rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

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, 240 reviews
Superhost
A community pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are arranged neatly along the edge, and two pavilions with covered seating are visible. Lush greenery and a clear blue sky create a serene setting.
Home in Pensacola

Beautiful Paradise Home - 1 Mile From Beach - POOL

4.87 out of 5 average rating, 148 reviews
Guest favourite
Home in Gulf Breeze

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

4.87 out of 5 average rating, 116 reviews
Top guest favourite
An outdoor pool area is enclosed by a screened patio, featuring a rectangular pool and a hammock for relaxation. Comfortable seating is arranged around a coffee table, with greenery adding a touch of nature. A bar with stools is visible, enhancing the outdoor experience.
Home in Pensacola

Poolside Retreat, Hot Tub, 5 min to beach

4.96 out of 5 average rating, 170 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

4.9 out of 5 average rating, 146 reviews
Top guest favourite
Home in Pensacola

Private Pool-Near NAS-Grills-Game Room FamilySetUp

4.99 out of 5 average rating, 140 reviews
Top guest favourite
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, 121 reviews
Top guest favourite
Home in Navarre

Whispering Getaway, Heated Pool, Premier Game Room

4.94 out of 5 average rating, 203 reviews

Apartment rentals with a pool

Superhost
Apartment in Pensacola Beach

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

4.87 out of 5 average rating, 153 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.
Apartment in Pensacola Beach

307 Stunning Gulf Views ~ Pools ~ Book Sept 26th

4.97 out of 5 average rating, 144 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.
Apartment in Pensacola Beach

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

4.97 out of 5 average rating, 259 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.
Apartment in Perdido Key

Melody of the Sea - On the Beach - Incredible View

4.99 out of 5 average rating, 196 reviews
Guest favourite
A bright living room is featured with expansive sliding glass doors offering unobstructed views of the Gulf. Soft furnishings in soothing colors complement the beautiful blue backdrop, while a large area rug adds comfort to the space. Natural light fills the room, creating a serene atmosphere.
Apartment in Pensacola Beach

Welcome to Pura Vida: Top-Floor View & Beach Bliss

4.94 out of 5 average rating, 136 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.
Apartment in Pensacola Beach

Waterfront, sleeps 7, walk to everything!

4.98 out of 5 average rating, 120 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.
Apartment in Pensacola Beach

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

4.82 out of 5 average rating, 158 reviews
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.
Apartment in Pensacola Beach

Beachfront Bliss: Walk to Dine & Play on Sands

4.98 out of 5 average rating, 240 reviews

Other holiday rentals with a pool

Top guest favourite
A private pool is showcased in the backyard, surrounded by a safety fence. Sunlight reflects off the clear blue water. Lush greenery and palm trees provide a tropical ambiance, while elegant seating is visible in the background, inviting relaxation and enjoyment.
Holiday home in Gulf Breeze

Beautiful and Spacious Home w/Private Heated Pool!

4.93 out of 5 average rating, 101 reviews
Top guest favourite
Flat in Pensacola Beach

Ocean Tranquility label by guest“Heaven on Earth”.

4.95 out of 5 average rating, 131 reviews
Top guest favourite
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

4.97 out of 5 average rating, 293 reviews
Top guest favourite
Townhouse in Pensacola Beach

Sunset Social @ The Boardwalk Condo

5.0 out of 5 average rating, 26 reviews
Top guest favourite
The living area features a light-colored, slipcovered sofa paired with a stylish chandelier above. A decorative console table holds elegant accessories, and large glass doors provide views of the Gulf, inviting natural light into the space.
Apartment in Pensacola Beach

A STEP ABOVE ! Stunning views on the 19th floor !

5.0 out of 5 average rating, 38 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, 61 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 favourite
Home in Pensacola Beach

Pensacola Beach Bungalow Heated Pool & Golf Cart

4.93 out of 5 average rating, 54 reviews

Destinations to explore