
Vacation rentals with a pool in Pensacola Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pensacola Bay
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.
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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.
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Hot tub/ Pool Relaxing Getaway
Picture your family enjoying the pool & hot tub while you grill out in the large private backyard, or lounge in the comfy screened in porch seating area of this peaceful getaway! Located b/t the bayou & scenic bluffs overlooking the bay, our home is close to all the area has to offer! Relax on the beach, visit the fishing pier or historic downtown's upscale dining/shopping. 1 block from Exchange Park which has baseball/softball fields, a playground, free wifi, walking path/trails & picnic areas!
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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.
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Vintage Charmer with Tiny Pool Close to Downtown
Great historical Pensacola home with vintage charm & modern comfort. Our favorite part is the Beautiful Kitchen and private Backyard! Enjoy the gas BBQ grill out on the deck or chill in the hammock underneath the palm trees. A welcoming space to spend time with family & loved ones. Enjoy a fun unique atmosphere with a mix of new & vintage furniture & art. Convenient location close to Downtown Palafox Pier, Pensacola Bay Center, NAS Navy Base, local area hospitals, 15 mins from Pensacola Beach.
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Historic Downtown Bayfront Home Pool Mins to Beach
The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.
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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.
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Sunset on the Bayou near NAS/Downtown Pensacola
If you’re looking for a quiet get-away on the water, you will find it here. Our cozy 2 bed/2 bath condo is like a cottage by the sea in a condo setting. Relaxing coastal decor and a beautiful view from the balcony make our home enjoyable inside and out. Enjoy all the amenities of home, sunbathe by the pool, fish from the dock, relax on the balcony, grill out on the lawn. Its all here. Just a short drive from Pensacola NAS, Pensacola Beach and historic Downtown Pensacola. (No pets allowed)
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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**
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Private Pool / Two living rooms /Downtown
This 3000sqft home features a private pool, two living rooms, four bedrooms, two bathrooms, a kitchen, and a beautiful sunroom overlooking a private pool! Two families traveling together?? This is the ideal home for you! This home sleeps 10 comfortably but can accommodate more with the use of an air mattress or crib if traveling with a toddler. Located just a few blocks from Joe Patti's, the Blue Wahoo Stadium, and Palafox Street! YOU AGREE TO ALL HOUSE RULES WHEN YOU BOOK. READ THEM.
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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.
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Bliss on the Bay 2BR 2BA Beach Condo with Pool D7
Relax with family or friends at our cozy condo with amazing views of the bay and the Gulf of Mexico. You are mere steps from the gulf's famous sugar white sandy beaches. Enjoy the complex's amenities- sun at the private beach, swim in the pool (unheated), grill on the BBQ and chill at the fire pit. Rent bikes and explore the miles of beach paths and the Fort at Pickens. You're a short drive to the core of the beach where there's shopping, restaurants, bars and family activities.
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Popular amenities for Pensacola Bay rentals with a pool
House rentals with a pool

Soundside Paradise
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Poolside Family Retreat w/ Hot Tub & Game Room
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Beachfront - “Weekend At Benny’s”
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Quiet Pool Home Oasis! Airbnb's Favorite! TOP 1%
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East Bay Hideaway — A Private Waterfront Escape
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New perfect beach getaway with stunning views (C9)
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Private Pool-Near NAS-Grills-Game Room FamilySetUp
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Downtown Oasis - Pool & Parking
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Condo rentals with a pool

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p
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Waterfront, sleeps 7, walk to everything!
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Coastal Haven by Gulf and Sound
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Penthouse @ Sabine Yacht & Racquet Club
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Pensacola Beach Condo w/ Great Views (F12)
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307 Gorgeous Gulf Views ~ Pools ~ Book Sept 26th
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Welcome to Pura Vida: Top-Floor View & Beach Bliss
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Stay at Sunshine Daydream on Pensacola Beach
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Other vacation rentals with a pool

Beautiful and Spacious Home w/Private Heated Pool!
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The Rosales serenity suite
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Bayou Breeze - Pool, Views & 8 Min to Downtown
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Luxury Home w/ Private Dock, Pool, Firepits &
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Sunset Social @ The Boardwalk Condo
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The Intendencia Country Club
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Luxury Waterfront Home+Private Beach+Infinity Pool
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Luxury Heated Pool Home 8Beds 2.5BA 15min To Beach
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- Destin Beach
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- Crab Island
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- Perdido Key Beach
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- OWA Parks & Resort
- Henderson Beach State Park
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- The Hangout
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- Jade East Towers
- Waterville USA/Escape House
- Adventure Island
- The Track
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