Cottage holiday rentals in Pensacola Bay

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 · Hospitality

The East Hill Escape, A Bay View Beachy Cottage

Welcome to The East Hill Escape, a beautifully refinished 1940's cottage spacious enough for your entire group. Feel at home with all amenities you need, including full kitchen with all necessary appliances, mudroom equipped with W/D, cozy reading nooks and a private office. While this charming home is the perfect secluded getaway, it's location makes it convenient for you to get around. You are only: 5 min walk to Bayview Park 7 min drive to downtown Palafox St 15 min drive to Pensacola Beach

Family · Value · Backyard

Hibiscus Sunrise Cottage - Walk to local dining!

Enjoy our quaint cottage centrally located in East Pensacola Heights and within walking distance to local restaurants and Bayou Texar! In this family-friendly neighborhood you're sure to see folks out for a run, an evening stroll, a bike ride, or walking their dogs. You'll enjoy an amazing tree canopy on a short walk to the Bayou for fishing or boating! Popular downtown Pensacola is only 3 miles away, the airport is 4.5 miles, and our beautiful white sand beaches are a quick 15 minute drive!

Family · Value · Parks

Cozy Bayou Home & game room near NAS Dtown Beaches

*No Pets or children under 10* No Parties $500 fine Bayou Grande Casita is a block from the water with chef's kitchen, lush beds and sofa, & game room w/ ping pong & darts. Take the kayaks to the bayou for a nice paddle where dolphins play. Screened porch for coffee, drinks or a meal outside. Miles of walking paths along the water where we watch the Blue Angels practice. Navy Point has great fishing, a boat ramp, 20 min to beaches, & 10 min to downtown. See our guidebook for local spots.

Location · Family · Comfort

East Hill Studio

Experience a clean, comfortable getaway minutes from downtown Pensacola and a short drive to the beach. We treat our guests like family and make sure you have everything you need to experience a fantastic stay. We are always updating to ensure our guests have the best experience. Perfect for a couple’s retreat, the space features a cozy living room opening to the bedroom with pocket doors, a small kitchen, and a full bath. Kitchen was totally remodeled with new appliances in March 2026.

Location · Family · Backyard

Hammock Hideaway - waterfront cabin

Backyard oasis on a deep water creek. If you are coming for travel ball, love kayaking and/or just hanging out right on the water, you will appreciate this special hideaway. A fisherman’s/nature lovers dream and truly unique rental experience at this creekside cottage with water frontage on deepwater Hammock Creek. Close to the beach but out of the congestion. We have a multi level backyard with gazebo with swing, fire pit and huge deck. Fully enjoy the wildlife and outdoor activities.

Family · Value · Hiking

Cozy Treetop Cabin

Looking for a beach vacation while staying away from crowds? Enjoy the shady trees at our cozy cabin, across the street from East Bay. Sleep peacefully on a queen sized bed, have your morning coffee on the deck, or relax outside by the fire pit after a day at the beach. Our street features miles of sidewalks if you'd like to walk, run or bike. We are 9 miles from the beautiful white Gulf Beaches.. Need a little extra room? Check out Laura's Loft, our twin cabin next door.

Value · Location · Walkability

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Family · Value · Parks

The Bunkalow, A Cozy Gulf Coast Getaway

Originally designed for our close family and friends, The Bunkalow is now open to ALL! We are approximately 10 miles from the white sand beaches of Pensacola and Perdido Key. We are mere minutes from the NAS gate and a short 10 minute drive from all the fun to be had downtown! This space is ATTACHED to our home but has its own parking and garden entrance. The connecting door to your unit remains locked during your stay.

Value · Family · Layout

Modernized 2BR Historic Home w/ King bed

Recently renovated - this is the perfect home base for whatever brings you to Pensacola. Located in a safe and convenient neighborhood, guests are walking distance to a local grocery store, coffee shop, restaurants, parks, and water access at Bayou Texar. It is only a short drive to the airport, shopping, downtown, and the beach. There is also ample parking for you and your guests in a large unfenced yard.

Value · Family · Pets

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.

Value · Location · Indoor spaces

“The Peaceful Cottage”

Our little"Peaceful Cottage" is brand new. We know that you will find it clean, quiet, & cozy. It is appointed for an individual or couple (it won't accommodate more than 2 people). Located in East Hills, it is a very safe, friendly, & charming neighborhood. It is close to downtown (5 minutes) The beaches are about a 15 minute drive, depending on traffic.

Value · Family · Indoor spaces