Holiday rentals with a pool in Escambia County

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!

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.

Caribe Resort on the Bay-Lazy River/Cabanas! B208

Newly decorated Caribe condo is a dream! This condo is in building B on the 2nd floor (3rd because parking is below) & sleeps 8 comfortably. The new 65 inch tv is loaded with all the apps such as ESPN and Netflix. This kitchen has a new refrigerator and all the appliances and cookware needed! The resort has tennis courts, pools, hot tubs, arcade, golf, a marina and a lazy river and cabanas. This is a boaters paradise! This unit also comes with 2 parking passes and additional parking if needed.

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

Treat yourself to this newly renovated contemporary 3bd/2ba house with saltwater pool. Comes with four 4K smart TVs, Smart Home Security, darts, golf potting, Keurig and K-cups. The living room TV is 75 inches! Unit is perfect for families or small group looking for a homey and fully equipped space - whether you're here for business, needs a transient home, or just enjoying the vacation spots Pensacola and the Florida panhandle are known for. Pensacola Beach & Perdido Key are 17mi and 25mins

Dolphin Watch: Lovely Waterfront Unit with Kayaks!

Welcome to Dolphin Watch! This oasis sits on a calm, private, shallow cove of Perdido Bay, providing GORGEOUS views from the balconies & the perfect place for families to relax, swim, & paddle safely, all directly behind this waterfront home. This 2 bed/2.5 bath unit sleeps 6 & includes a full kitchen, laundry & 2 Kayaks! Spend all day enjoying the onsite beach, heated community pool, kayaking, swimming or take a quick drive to Perdido Key Beaches, dining, and more! Continue for more Details

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 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.

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!

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

Beautiful 1-bedroom cottage with pool

This rental is located near Navy Point - minutes to NAS, Boating Marinas, and Downtown Pensacola and only a short 20 minute drive to the white sand beaches of Pensacola or Perdido Key. This home features an above ground pool, screened in porch, patio and grill. This rental is the perfect place to relax and unwind after a day at the beach or exploring Pensacola and it's surroundings.

Relax Waterfront, Sunset VIEWS, Secluded Beach

Stunning 2-story unit, fully renovated, with plenty of space to accommodate up to 8 people. • Excellent LOCATION on the quite West end of Pensacola Beach. Last complex before National Park at Ft. Pickens • Gorgeous SUNSET views from both balconies • Just a few steps from the GULF OF MEXICO BEACH – perfect for couples and families! • QUIET AND SECLUDED Beach on Santa Rosa Sound

Historic Pool Cottage! Dog Friendly

Escape to your private castle! This remodeled 2BR cottage comfortably fits 4, featuring a private pool, fenced yard, and modern-rustic charm. Perfect for families or couples, it's dog-friendly and just 2 miles from Downtown and 10 miles from Pensacola Beach. Enjoy a fully equipped kitchen, cozy fireplace, and dedicated workspace. Your ultimate Pensacola retreat awaits!