Holiday rentals with a pool in Escambia County

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

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.

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.

Family Pool House! Airbnb's FAV 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.

Heated saltwater pool | Pet Friendly | Family home

Welcome to Whispering Sands, your ideal retreat for family relaxation. This centrally located Gulf Breeze oasis offers proximity to shopping, dining, the Gulf Islands National Seashore, and Pensacola Beach's pristine shores, all within a 10-minute drive. Step into a rejuvenated space adorned with new furnishings, flooring, and a fresh paint scheme. Bask in the serenity of the enclosed outdoor seating area or take a refreshing dip in the heated saltwater pool. Your tranquil escape awaits!

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Welcome to Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting on a calm, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a full kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more!

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!

*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.

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 Paradise Home - 1 Mile From Beach - POOL

This two story home in Redfish Harbor provides a beach getaway in Perdido Key, Florida. Enjoy the many neighborhood amenities including a dock onto Bayou Garcon, a pool, pickle ball courts and a bocci ball court. This place is perfect for family vacations, a couples getaway or just some fun in the sun with friends. Let the spacious luxury of this home lull you into relaxation.