
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.

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
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
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
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, 172 reviews
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
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
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, 243 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
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, 183 reviews
Casa Verde | Heated Pool • Lagoon • Steps to Beach
Between the Beach & the Lagoon - 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, 141 reviewsPopular amenities for Pensacola Beach rentals with a pool
House rentals with a pool

Luxury Home Near Marina | Pool, Pickleball, Arcade
4.9 out of 5 average rating, 108 reviews
Modern Dream Home | Heated Pool and a Fire Pit!
4.89 out of 5 average rating, 102 reviews
Kokomo Key - 2 minutes to Beach - Private Pool
4.97 out of 5 average rating, 138 reviews
Backyard Oasis Family friendly Pensacola Beach, FL
4.9 out of 5 average rating, 147 reviews
Private Heated Pool, 10 Min to Navarre Beach
4.91 out of 5 average rating, 135 reviews
Private Pool-Near NAS-Grills-Game Room FamilySetUp
4.99 out of 5 average rating, 142 reviews
Fun, sun, sand, and rest. Enjoy your stay with us.
4.93 out of 5 average rating, 123 reviews
Good times & tan lines! Only 5 miles to the beach!
4.93 out of 5 average rating, 241 reviewsCondo rentals with a pool

Island Oasis, 3Bed/2Bath, Pool, & Beach Gear
4.98 out of 5 average rating, 100 reviews
307 Special Deal ~ Gulf Front ~ Book Oct 17th
4.97 out of 5 average rating, 144 reviews
Relax Waterfront, Sunset VIEWS, Secluded Beach
4.95 out of 5 average rating, 139 reviews
Bliss on the Bay 2BR 2BA Beach Condo with Pool D7
4.82 out of 5 average rating, 160 reviews
*Beach Condo | Gulf Views | Family Favorite
4.97 out of 5 average rating, 175 reviews
"SeaGlass" - Oceanfront with expansive balcony.
4.96 out of 5 average rating, 102 reviews
$0 clean fee! Beachside/pool view/king bed/jacuzzi
4.96 out of 5 average rating, 254 reviews
Beach Front, Low Density Condo in Perdido Key!
4.99 out of 5 average rating, 184 reviewsOther vacation rentals with a pool

Lost Key Paradise - Luxe Cottage with Gulf View
4.97 out of 5 average rating, 297 reviews
Ocean Tranquility label by guest“Heaven on Earth”.
4.95 out of 5 average rating, 131 reviews
Private Pool, Steps to the beach, Golf cart
4.97 out of 5 average rating, 32 reviews
Rare Waterfront Find! Stay 4/25-4/28 or 6/14-6/21
4.91 out of 5 average rating, 11 reviews
Coastal Family Retreat | Pool, Fire Pit & Playset
5.0 out of 5 average rating, 8 reviews
Sunset Social @ The Boardwalk Condo
5.0 out of 5 average rating, 30 reviews
MEMORY MAKER PERDIDO 4/3.5/Sleeps 12/CL to beach
4.96 out of 5 average rating, 99 reviews
Bayou Breeze - Pool, Views & 8 Min to Downtown
5.0 out of 5 average rating, 9 reviewsDestinations to explore
- Private suite rentals Pensacola Beach
- Beach condo rentals Pensacola Beach
- Rentals with lake access Pensacola Beach
- Pet-friendly rentals Pensacola Beach
- Family-friendly rentals Pensacola Beach
- Rentals with beach access Pensacola Beach
- Beachfront rentals Pensacola Beach
- Apartment rentals Pensacola Beach
- Rentals with a sauna Pensacola Beach
- Beach house rentals Pensacola Beach
- Luxury rentals Pensacola Beach
- Waterfront rentals Pensacola Beach
- Guesthouse rentals Pensacola Beach
- Cottage rentals Pensacola Beach
- Townhouse rentals Pensacola Beach
- House rentals Pensacola Beach
- Rentals with a kayak Pensacola Beach
- Condo rentals Pensacola Beach
- Rentals with a hot tub Pensacola Beach
- Villa rentals Pensacola Beach
- Rentals with pools Escambia County
- Rentals with pools Florida
- Rentals with pools United States
- 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





