Holiday rentals with a pool in Ensley

East Bay Getaway - Studio with Pool & Hot Tub

Welcome to East Bay Getaway, a private studio nestled in the woods. This clean and comfortable room with private entrance is a MIL suite attached to your host's home, on more than an acre. It features a kitchenette (no stove), high-speed WiFi, 32" smart TV, and dedicated HVAC system. Plenty of outdoor space, with a large pool and hot tub in the shared, privacy fenced backyard. A bike/walk path is directly across the street, which goes for miles either direction. 3- burner BBQ grill - NEW for 25!

Pensacola Gem! Airbnb's Favorite Home! TOP 5%!

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.

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)

Pensacola Blue Angel Pool House

Plenty of Space! Wonderful quiet home with a heated pool in a gated community on the outskirts of town. Located 20-25 min from Perdido Key and Pensacola beaches. The home is excellent for large groups or gatherings. The master bedroom is on one side of the house with all other bedrooms on the opposite side. The master bathroom has a garden tub for relaxing and a huge walk in closet. Outdoor patio is screened patio has an indoor firepit and plenty of games. We look forward to hosting you!

Stylish 1 bdrm condo. May sleep 4. Just off I10

Enjoy easy access to everything from this perfectly located home base. Totally refurbished. All new appliances and furniture, microwave, dishwasher, washer and dryer, and various utensils. Toiletries initially supplied. Close to shopping malls, restaurants and fast food outlets. Beautiful Pensacola Bch just 20 mins away. Downtown 15 mins NAS 15 mins Airport 10 mins Hospitals 5 mins Check in after 2 p.m. Check out 11 a.m. Pool key provided but must be returned Perfect for work or leisure

Phoenix X 1105- 1BR Florabama Beach Luxury Suite

NOTICE- CONSTRUCTION: APRIL 20th, 2026. Expansion Joint Sealing Project Starts. 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

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!

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.

Private Pool + Walk to Beach | Orange Beach House

🌴 Just a short walk to the sand, with your own private pool waiting back at the house. This 3BR / 2BA Orange Beach retreat gives you that rare combo of easy beach access + a private pool — no elevators, no crowded decks, just relaxed beach days and space to unwind with your people. Close to Flora-Bama, Adventure Island, and The Wharf when you want to get out, but set up perfectly for easy, laid-back stays. ☀️

Tiny Home W/Stock Tank Pool ~15 minutes to Beach

Try out tiny living in this awesome custom tiny home located Pensacola Florida. Tastefully decorated, relaxing space with abundant natural light. Delight in luxurious white marble countertops, beautiful decor & soft velvety linens. No seashell decor in this cottage! Convenient location near downtown Pensacola, Bay Center, East Hill, Hwy & just a short 15 mins to beach!

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!