Holiday rentals with a pool in Escambia County

Private Pool-Near NAS-Grills-Game Room FamilySetUp

You have found a home that is loved by so many who come to Pensacola! This home offers so much for families: arcade room, board games, foosball coffee table, cards, the pool, it's full of fun! Guests rave about how clean it is, that pics are accurate & how quiet the neighborhood is yet a simple drive to restaurants, attractions and the beaches. Great for visiting military at NAS/Corry station or events as kite fest, wahoo games, bands on the beach, theater, Friday art nights and parades! BookNow

Our Shangrila: Waterfront Home with Kayaks & More

Welcome to Our Shangrila! This home sits directly on a calm, shallow cove of Perdido Bay, providing the perfect place for families to relax, play, swim, & paddle safely. Come enjoy gorgeous views, coffee on the balconies, & serene waters. This 2 bed/2.5 bath sleeps up to 7 & includes a full kitchen, laundry, 2 kayaks, 2 SUPs, & more! Spend all day right here, isolated from the hustle & bustle. Or take a very short drive to the beaches, dining & more along Perdido Key. Continue for more Details

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.

Beachfront Penthouse - Luxury & Stylish with Views

In the heart of Orange Beach is this luxury condo with breathing taking views of the sugar white beaches & emerald waters. From the balcony you can watch the majestic sunrise or marvel at the dolphins playing. When a break from the beach is needed you can enjoy the many amenities onsite. Orange Beach offers activities for the whole family including restaurants & shopping. After a fun day prepare to make dinner in the well appointed kitchen, relax with the cheerful decor & comfortable sitting.

Quiet Pool Home Oasis! 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.

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!

*Vitamin Sea* (Ocean View, w/ Beach Supplies)

Welcome to Vitamin Sea! Your vacation rental features a Beach Club with pool & restaurant/bar, 24-hour security gate, challenging 18-hole Arnold Palmer Championship Golf Course, fitness center, tennis courts, resort community pool and hot tub, and complimentary beach shuttle. Experience our sugary sand beaches and emerald green waters. Walking distance to the beach (1/2 mile) and close to 3 state parks and the National Seashore.

Stunning Beach View! Heated Pools! Family Friendly

DIRECT GULF FRONT! STUNNING VIEWS! Beachfront Harbour Place 412 is direct gulf front and perfect for families. 74 steps from the elevator to toes in the sand. Awesome heated indoor/outdoor pass-through pool & hot tub. Near shopping, restaurants, & attractions. Next to the Gulf State park. Spacious 2 bedroom 2 bath with everything guests may need: Loads of beach gear including beach chairs, Umbrellas, toys, & beach towels.

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