
Holiday rentals with a pool in Escambia County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Escambia County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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

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.

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.

Downtown Oasis - Pool & Parking
Centrally located in Pensacola's thriving downtown, our poolside oasis is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

Condo on Pensacola Beach
Enjoy a fun, carefree family vacation at Baywatch. Baywatch is a 3 story, 87-unit. THIS IS A WALK-UP UNIT, NO ELEVATOR. Family-oriented condominium complex located on beautiful Santa Rosa Island. A free Trolley ( runs during Summer time only). There is a walking/biking paved path. 5 minute walk to the beach. 1.5 mile to the main business area. This unit is comfortable for 4 adults, any extra (adult) person needs to be approved upon reservation. Again THIS IS A WALK-UP UNIT, NO ELEVATOR.

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.

Poolside Family Retreat w/ Hot Tub & Game Room
PLEASE READ entire description to ensure accurate expectations. Relax while the kids play! Enjoy a private pool (seasonally heated), bubbling hot tub, and A/C game room packed with fun. Parents can unwind in the new massage chair or simply enjoy the peaceful backyard oasis. Centrally located—just 10 min to Downtown, 20 to Perdido Key, and 30 to Pensacola Beach—this family retreat blends relaxation, comfort, and connection for your perfect getaway!

Stylish Modern Retreat in Downtown + Pool
It's all about the location! This comfortable, spacious townhome is the perfect home base for all your Pensacola adventures. Enjoy the many activities close by: Pensacola Beach (10 miles), Perdido Beach & Johnson's Beach (15 miles), boat charters and fishing, fine dining and pubs, museums, Blue Angel air shows, festivals, Wahoo baseball etc. Or spend the day relaxing at the beautiful pool. Book now to enjoy all the amenities and comforts this home offers.

Saltwater Pool! Cottage-Mins to Downtown & Beaches
THIS IS A SHARED SPACE!! POOL, DRIVEWAY, AND WASHER & DRYER ARE ALL SHARED WITH THE LARGER UNIT ON THE PROPERTY. Heated Saltwater Pool (shared between both units on the lot) Unit was meticulously furnished to give a coastal/farm house vibe. You'll feel nature so close with occassional Oak acorns falling on the roof. Space is quite large for 6 people with all the comfort and amenities of home. Close to Pensacola Beach and downtown.

Gulf Front Condo with a Gorgeous View
Welcome to our GULF FRONT beach condo! Located on the 10th floor in Tradewinds with a desired open concept floor plan. You will fall in love with the amazing view! This is a 1 bedroom/2 bath unit. We have a fully equipped kitchen that will meet all your cooking needs. Come relax on the balcony and enjoy a little slice of paradise!! Tradewinds is a family friendly, low density complex (w/ only 110 total units in the building).

PX 1105 Next to Florabama, Beachfront Luxury Suite
This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Situated directly on the beach! Parking available from HOA for $70 fee. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided). Min age to book 25
Popular amenities for Escambia County rentals with a pool
House rentals with a pool

Historic Pool Cottage! Dog Friendly

family house *cowboy pool*HOT TUB~Yard Games.

Private Pool-Near NAS-Grills-Game Room FamilySetUp

Gameroom*Pool*Bikes*4 Arcades*Firepit*Ping Pong

Pensacola Blue Angel Pool House

Dixie Queen | Spa Deck + Beachfront + Elevator

Flamingo On Fisher In The Heart Of Pensacola

Pool House Hidden Gem! Airbnb's FAV Home! TOP 5%!
Apartment rentals with a pool

Beach Walks, Pool Dips & Fishing out Back

Price Drop! Beachfront Condo w/Gulf & Pool View

Updated Coastal Chic Villa @ Purple Parrot Resort

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Orange Beach Oasis | Beachfront w/Panoramic Views

Pensacola Beach, Florida 1BR Amazing View

Wharf 905 2 Bed/2 Bath

Ocean view. Steps to beach & pool! Sleeps 7+
Other holiday rentals with a pool

Glamping Yurt at Sandy Creek Resort - Juniper

Pensacola’s Paradise | Pool + Jacuzzi + Game Room

Paradise Getaway in Perdido Key

New 1bedroom Pensacola Beach

The Oasis 2010 | Lazy River, Poolside Grill!

Breathtaking Panoramic Views! Huge Corner Balcony

The Wharf - Luxury Updated 20

New! Beachfront 1BR+Bunks*Amazing Gulf Views*Pool
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- Gulf Shores Public Beach
- Perdido Key Beach
- Opal Beach
- OWA Parks & Resort
- Navarre Beach Fishing Pier
- Gulf State Park
- Alabama Point Beach
- Johnson's Beach, Gulf Islands National Seashore
- Flora-Bama Lounge
- The Hangout
- Gulf Breeze Zoo
- The Lighthouse Condominiums
- The Wharf Amphitheater
- Fort Walton Beach Landing
- USS Alabama Battleship Memorial Park
- The Boardwalk on Okaloosa Island
- Pensacola Bay Center
- Gulfarium Marine Adventure Park
- Adventure Island
- Waterville USA/Escape House
- Alabama Gulf Coast Zoo
- Lost Key Golf Club
- Phoenix 5 Vacation Rental Condominiums
- Johnson Beach





