
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 $80 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 210 rentals that welcome pets

Rentals with dedicated workspaces
1,210 properties have a dedicated workspace

Wi-Fi availability
2,200 of Pensacola Beach vacation rentals include wi-fi 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.

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.

Waterfront, sleeps 7, walk to everything!
Recently updated 2 bedroom, 2 bathroom 1200 sq ft. large open concept living and dining space and washer/dryer in the unit. Double sliders to the triple size balcony with amazing sunset views over The Little Sabine Bay and The Gulf of Mexico. Centrally located across the street from Casino Beach, The boardwalk, and great restaurants. This is truly one of the best spots on the island with the best of everything including the most amazing views with the convenience of walkability to everything.

Stay at Sunshine Daydream on Pensacola Beach
Come experience vacation paradise at "Sunshine Daydream" Located in the heart of Pensacola Beach. Perfect beaches, fantastic restaurants/bars, and shopping are only steps away. Enjoy pristine views of Little Sabine Bay from all over this magnificently renovated condo. Unwind on the 300 sq ft covered balcony and watch the sunset from the best location on the island! The complex hosts a large heated swimming pool, private beach, exercise room, dock, elevators, and a full time cleaning staff.

Quiet Pool Home Getaway! Airbnb's Fav Home! 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.

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.

Backyard Oasis Family friendly Pensacola Beach, FL
Welcome to Paradise w/ POOL. Kid friendly. A few main things to note: 1) we live upstairs and you will hear our kids footsteps. (7-8am). No complaints about voices. 2) our pool is Not heated. 3) we have 60lb friendly female golden retriever Enjoy sound side beach access RIGHT across the street! Best sunsets on the beach! The Gulf is 5 blocks away. Private lanai with grill and pool access. Enter underneath the stairwell into your unique private 2 bedroom 1 bath suite. Keypad on door.

Tranquil Seas: Waterfront Unit with Kayaks & More!
Welcome to the Tranquil Seas! Come enjoy beautiful views, coffee on the balconies and the peaceful waters. Our oasis sits on a calm, private, shallow cove of Perdido Bay, providing the perfect place for families to play safely. This 2 bed/2.5 bath sleeps 4-6 and includes a full kitchen, laundry, 2 Kayaks, and more! Spend all day right here enjoying the quiet serenity, tucked away from the hustle and bustle. Or take a 5 minute drive to Perdido Key Beach. Continue for more Details

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

Lost Key Paradise - Luxe Cottage with Gulf View
Stunning spacious townhome, just a short walk to the soft and white sandy beach and emerald green waters of the Perdido Key barrier island. It's located in the Lost Key Golf and Beach Resort. This is a hidden gem of the Florida panhandle for a serene beach getaway with best amenities, a Championship 18-hole Arnold Palmer golf course, lighted tennis courts, two resort style pools, hot spa, fitness center, and a Beach Club with a restaurant and pool and private beachfront access!

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!

*Vitamin Sea* (Ocean View, w/ Beach Supplies)
Welcome to Vitamin Sea! Your vacation rental features a Beach Club with pool & restaurant/bar, 24-hour security gate, challenging 18-hole Arnold Palmer Championship Golf Course, fitness center, tennis courts, resort community pool and hot tub, and complimentary beach shuttle. Experience our sugary sand beaches and emerald green waters. Walking distance to the beach (1/2 mile) and close to 3 state parks and the National Seashore.
Popular amenities for Pensacola Beach rentals with a pool
House rentals with a pool

Sugar Sand Cottage at Destin Pointe

Beautiful Paradise Home - 1 Mile From Beach - POOL

Fun, sun, sand, and rest. Enjoy your stay with us.

Fam Fun-Spacious Home-BOHO Vibes-Game Room & Pool

Poolside Family Retreat w/ Hot Tub & Game Room

• “Bayou Grande View – Peaceful Pensacola Getaway”

Beautiful 1-bedroom cottage with pool

New perfect beach getaway with stunning views (C9)
Condo rentals with a pool

Marisol del Cielo/Sea Sun Of The Sky-On The Beach

Beachfront Condo • Pool & Resort Perks

Bluewater 306 Direct Gulf Front, HUGE Wrap Balcony

Fun Mid-Century Modern Beachside Condo on the Gulf

Penthouse @ Sabine Yacht & Racquet Club

Spacious Townhome for Families w/ Beach+Bay Access

Pensacola Beach Condo w/ Great Views (F12)

$0 clean fee! Beachside/pool view/king bed/jacuzzi
Other vacation rentals with a pool

Sunset Social @ The Boardwalk Condo

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

Island Oasis, 3Bed/2Bath, Pool, & Beach Gear

It's Five O'clock Somewhere

Pensacola Golf Course Escape 3 br 3ba

Bayou Breeze - Pool, Views & 8 Min to Downtown

Luxury 2BR Condo | Percy’s Paradise at Portofino

Turtle Spa House III
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- Rentals with pools United States
- Destin Beach
- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- OWA Parks & Resort
- Henderson Beach State Park
- Village of Baytowne Wharf
- Gulf State Park
- Flora-Bama Lounge
- Navarre Beach Fishing Pier
- Alabama Point Beach
- Johnson's Beach, Gulf Islands National Seashore
- The Hangout
- HarborWalk Village
- Gulf Breeze Zoo
- The Lighthouse Condominiums
- The Wharf Amphitheater
- Fort Walton Beach Landing
- Jade East Towers
- The Boardwalk on Okaloosa Island
- Pensacola Bay Center
- Destiny East
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