
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 $111 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.

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

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.

Spacious Townhome for Families w/ Beach+Bay Access
Come enjoy the very best of beach life! This Boardwalk townhome is steps from the famous white sand of the Gulf while also offering community pool access & a private, sandy beach on the calmer waters of the bay that is perfect for children to enjoy. This spacious 2 bed/2.5 bath unit (King in master!) has an open layout with beautiful furnishings & outdoor living space on all 3 levels. Plenty of natural light & some Gulf views from each of the balconies you can access from every room in the home.

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.

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p
Welcome to The Diving Dolphin... a 2 bedroom/ 2 bathroom condo located in Emerald Isle Condominium complex~ Directly on Pensacola Beach! This beautiful condo is located on the 5th floor and overlooks the stunning waters of the Gulf of Mexico! Come on in and relax- this condo has it all! The condo has a capacity to comfortably sleep 6. We will send you a welcome packet with details about the complex, unit and area! ~COMPLIMENTARY BEACH CHAIR & UMBRELLA SET UP MARCH - OCTOBER!~

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!

Sunny Side: Awesome Waterfront Unit with 4 Kayaks
Welcome to Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting on a calm, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a full kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more!

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!

Pensacola Beach Condo w/ Great Views (F12)
Perfectly situated on the quieter west end of Pensacola Beach this 3rd floor walk-up sits on the Pensacola Bay and is a 5 minute walk to the Gulf of Mexico. It’s our first season of hosting guests and we would love to have you. Our condo is less than 1/2 mile to Peg Leg Pete’s - a Pensacola Beach favorite restaurant. If you want a night-out, the Casino Beach and Boardwalk area has more than 10 restaurants and bars and is less than 2 miles away.
Popular amenities for Pensacola Beach rentals with a pool
House rentals with a pool

Historic Pool Cottage! Dog Friendly

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

Sugar Sand Cottage at Destin Pointe

Pensacola Beach Bungalow Heated Pool & Golf Cart

East Bay Hideaway — A Private Waterfront Escape

Pensacola Beach Getaway with Pool & Fire Pit

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

Casa Verde: Heated Pool +JET SKI & Pontoon rental
Condo rentals with a pool

Penthouse @ Sabine Yacht & Racquet Club

Gulf Getaway+ Waterfront Views *Fully Updated*

Welcome To Florida's Hidden Gem!

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

Beachfront Condo • Pool & Resort Perks

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Pelican's Perch @ Villas on the Gulf

Book now for spring/summer! Beautiful sound views!
Other vacation rentals with a pool

Newly Renovated Pet Friendly 1 bedroom

Gorgeous Seashore Views @ Portofino 3-1808

The Intendencia Country Club

Sunset Social @ The Boardwalk Condo

Private Pool, Steps to the beach, Golf cart

Waterfront Condo, Steps2Beach w/Large Pool&Dock

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

Elegant townhome + oversized luxury pool
Destinations to explore
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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





