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!

ValueLocationNearby

4.98 out of 5 average rating, 141 reviews

Top guest favourite

Apartment in Pensacola Beach

Ocean Tranquility label by guest“Heaven on Earth”.

Relax with the family at this restful retreat “Heaven on Earth” as one reviewer described. This is our home away from home and is owner managed. Owner management. We offer more personal touches. (hand picked towels bedding and a coffee bar), but more importantly is our exceptional housekeeper. She has over 20 years of experience and over 100 5 star reviews for cleanliness. Memorial Day thru Labor Day we offer free umbrella and two beach chairs. The booker must list names of guests & ages.

LocationValueCheckout

4.95 out of 5 average rating, 132 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

LocationFamilyAccess

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.

FamilyLocationCheckout

4.97 out of 5 average rating, 196 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.

FamilyValueTV

4.94 out of 5 average rating, 204 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.

LocationFamilyPool

4.95 out of 5 average rating, 291 reviews

Top guest favourite

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.

FamilyLocationAir conditioning

5.0 out of 5 average rating, 154 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

FamilyValueGetting around

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.

LocationValueCondition

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

LocationValueCondition

4.95 out of 5 average rating, 185 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

Emerald Dolphin is a three bedroom, two bath, 9th floor condo across the street from the beach with stunning panoramic views! The condo is filled with beachy furnishings and hand-crafted artistry. Offering breathtaking floor to ceiling Gulf front views from all main living areas. In addition to 3 bedrooms (1 King, 1 Queen & 1 Twin over Full Bunk) and 2 bathrooms, there is a pull-out couch bed and a laundry room with full-sized washer and dryer and closet full of beach gear.

FamilyValueCondition

4.98 out of 5 average rating, 101 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!

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!

ValueLocationKitchen

4.89 out of 5 average rating, 103 reviews