
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 $112 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.

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
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
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
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
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, 196 reviews
Melody of the Sea - On the Beach - Incredible View
WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! Beautifully remodeled and updated! This retreat has the rare double windows to enjoy stunning panoramic sunset views! On the beach (No roads to cross)! Resort has indoor heated pool & outdoor pool & hot tub overlooking the ocean. 2 fireplaces in the living room bedroom for those cozy mild winters. King size bed in the master... nautical bunkbeds with port holes & queen sleeper sofa in the main living areas. Reserve Your Time Away Today
4.99 out of 5 average rating, 198 reviews
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, 173 reviews
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
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
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.
4.98 out of 5 average rating, 101 reviews
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
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 reviewsPopular amenities for Pensacola Beach rentals with a pool
House rentals with a pool

Quiet Family Pool Home! Airbnb's Favorite! TOP 1%!
5.0 out of 5 average rating, 154 reviews
Heated Salt Pool, 3 Kings, Near Beach.
4.96 out of 5 average rating, 108 reviews
Sleeps 9 • 3 Kings • Pool • Pets • 7mi Beach
4.87 out of 5 average rating, 118 reviews
Backyard Oasis Family friendly Pensacola Beach, FL
4.91 out of 5 average rating, 148 reviews
Good times & tan lines! Only 5 miles to the beach!
4.93 out of 5 average rating, 241 reviews
Beautiful 1-bedroom cottage with pool
5.0 out of 5 average rating, 107 reviews
Walk to beach! Beach house with pool, sleeps 10
4.98 out of 5 average rating, 117 reviews
Hot tub/ Pool Relaxing Getaway
4.93 out of 5 average rating, 119 reviewsCondo rentals with a pool

Portofino Updated Gulf unit Penthouse/AmazingVIEWS
4.98 out of 5 average rating, 102 reviews
Bliss on the Bay 2BR 2BA Beach Condo with Pool D7
4.82 out of 5 average rating, 160 reviews
Pelican's Perch @ Villas on the Gulf
4.95 out of 5 average rating, 184 reviews
*Beach Condo | Gulf Views | Family Favorite
4.97 out of 5 average rating, 176 reviews
Gulf Getaway+ Waterfront Views *Fully Updated*
4.96 out of 5 average rating, 245 reviews
Coastal Haven by Gulf and Sound
4.98 out of 5 average rating, 160 reviews
Book now for spring/summer! Beautiful sound views!
4.97 out of 5 average rating, 116 reviews
$0 clean fee! Beachside/pool view/king bed/jacuzzi
4.96 out of 5 average rating, 254 reviewsOther vacation rentals with a pool

Lost Key Paradise - Luxe Cottage with Gulf View
4.97 out of 5 average rating, 297 reviews
Wake Up to Waves Crashing! ~Beachfront Condo~
4.95 out of 5 average rating, 110 reviews
Ocean Tranquility label by guest“Heaven on Earth”.
4.95 out of 5 average rating, 132 reviews
Private Pool, Steps to the beach, Golf cart
4.97 out of 5 average rating, 34 reviews
Rare Waterfront Find! Stay 4/25-4/28 or 6/14-6/21
4.91 out of 5 average rating, 11 reviews
Mermaid Manor
4.98 out of 5 average rating, 40 reviews
Coastal Family Retreat | Pool, Fire Pit & Playset
5.0 out of 5 average rating, 9 reviews
Luxury Home w/ Private Dock, Pool, Firepits &
4.67 out of 5 average rating, 9 reviewsDestinations to explore
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- Destin Beach
- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- OWA Parks & Resort
- Village of Baytowne Wharf
- Henderson Beach State Park
- Flora-Bama Lounge
- Gulf State Park
- Navarre Beach Fishing Pier
- The Hangout
- Johnson's Beach, Gulf Islands National Seashore
- Alabama Point Beach
- HarborWalk Village
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Waterville USA/Escape House
- The Track
- Adventure Island
- Gulfarium Marine Adventure Park
- Pensacola Bay Center





