Holiday houses in Escambia County

Large Mid-Century Home w/Bay View & Ancient Trees

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

Value · Family · Checkout

Charming Cottage, 2+BR (entire home, self checkin)

Orange Tree Cottage is your home away from home, a cozy place to unwind and relax within 30 minutes of sugar-sand shores of Pensacola Beach. This hidden gem is in the center of greater Pensacola, around the corner from Pensacola Christian Academy and a short drive from Pensacola International Airport. Whether you're on a business trip, vacation, or visiting family and friends, this clean, pristine, private house features lounging space, full kitchen, bonus room, and rustic (non-fenced) backyard.

Location · Value · TV

Private Pool | 3BR/3BA | Near Pensacola Beach

Your private Pensacola pool retreat—close to golf, beaches, UWF and everything in between. This spacious 3-bedroom, 3-bath home sleeps up to 6 guests and offers something increasingly hard to find: a private pool, large backyard, quiet neighborhood setting and a full bathroom for every bedroom. Located in the established Scenic Hills golf-course community, you'll have convenient access to golf, Pensacola Beach, downtown Pensacola, UWF, restaurants and shopping—while still having your own peacefu

Family · Location · Indoor spaces

Midtown Modern Masterpiece

Welcome to your Pensacola retreat! This clean 1700 sf newly renovated townhouse offers modern luxury and endless fun. Enjoy chic furnishings, a fully equipped kitchen, coffee bar, exercise bike and in-unit laundry. The game room features a shuffleboard table and arcade machine for endless entertainment. Centrally located, 5 mins to Airport, 15 mins to downtown & 25 mins to Pensacola Beach. Perfect for family vacations or a weekend getaway - experience relaxation and excitement all in one place!

Location · Family · Decor

Pensacola Dolphin Retreat

Pensacola Dolphin Retreat is a recently renovated, completely furnished three bedroom two bath home with a rear screened in porch, open deck area with grill that overlooks a wooded back yard. Accessed right off of Interstate 10, the quiet neighborhood provides convenient access to the airport, shopping malls, local universities, hospitals and other professional entities. Beaches are easily accessed. Utilities are included with this offering which is cable TV, high speed internet and /wifi.

Family · Value · Quiet

Cozy Bayou Bungalow - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Bayou Bungalow is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach and let this location serve as your hub while enjoying all Pensacola has to offer!

Location · Value · Backyard

The Sunshine Stay

🎝She’s a block...house. She’s mighty, mighty just waiting for all to hang out.𝅘𝅥𝅮 Step inside our Florida block home and be transported back to the 1950s, where nostalgia and comfort come together to offer a unique stay in the Sunshine State. Located in a well-established neighborhood, this vintage gem captures the essence of a bygone era while providing everything needed for the most enjoyable stay. Our getaway is situated 26 minutes away from the pristine beaches that define Pensacola.

Value · Location · Indoor spaces

Surrey Escape

Relax with the whole family in this spacious, quiet, updated home! Located just off I-10, our home provides easy access for travelers and is just a short walk away from Panera, Starbucks, grocery stores, and several restaurants/shops. Enjoy the convenience of having everything you need within reach, while still being able to experience the country-like feel of our neighborhood. Our home is only 25-30 minutes to Pensacola Beach/Perdido Key and 40-45 minutes from Foley, AL/OWA Amusement Park.

Family · Value · Backyard

Quiet Pool Home Oasis! Airbnb's Fav Home! 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.

Family · Value · Beach

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Location · Family · Walkability

Casey's Corner

Our home features a large master suite and two guest bedrooms. The master suite includes a desk (for when work is absolutely necessary), and all bedrooms have their own tv with cable. Wireless, high-speed internet is available throughout the home. The kitchen is fully stocked with all the tools you need to cook your own delicious meals and is open to the dining and living areas. A washer and dryer are available in the garage.

Family · Location · Indoor spaces

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

Location · Family · Comfort