Cottage holiday rentals in Pensacola Beach

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.

Value · Location · Bathroom

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

Value · Family · TV

Top guest favourite

Guest favourite

Purple Parrot Resort Condo - “Perdido Breeze”

Welcome to Perdido Breeze in Perdido Key! Stylishly decorated and appointed, this beautiful condo is perfect for one or two people looking to getaway with all the comforts of home. Within the Purple Parrot Resort, this bottom floor unit comes with everything you need. Relax and recharge! Features include: King-sized pillow-top bed, two flat-screen smart TVs, coffee station, NEW washer/dryer, ceiling fans throughout, coastal furniture, newer appliances and flooring, and granite countertops.

Family · Location · Walkability

Top guest favourite

Guest favourite

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.

Value · Family · Kitchen

Top guest favourite

Guest favourite

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.

Family · Value · Layout

Top guest favourite

Guest favourite

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.

Location · Value · Wifi

Top guest favourite

Guest favourite

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 · Access

Top guest favourite

Guest favourite

Private Pool | Walk to Beach | Designer Inspired

Discover this newly renovated 2-bedroom, 2-bath cottage in Gulf Shores, AL. Accommodating up to 6 guests and 2 blocks from the beach. Enjoy designer interiors, a heated pool, and a luggage lift. Perfect for families, couples, or friends, it’s also walking distance to The Hangout. Relax in style and comfort, making unforgettable memories at this coastal gem. Book your stay at Pelican’s Perch on E. 2nd and experience the best of Gulf Shores! You're in for a treat!

Location · Value · Amenities

Top guest favourite

Guest favourite

Octopus Cottage

Enjoy a stylish experience at this centrally-located place. This charming cottage, AKA the "Octopus Cottage" is great for a couple but can comfortably sleep 4 with "sofa sleeper" and optional Rollaway Bed (available upon request).Furnished Kitchen, Ice maker. Bedroom carefully put together for your comfort and privacy in mind. Private outdoor area, off- street parking, and laundry. Blocks from Wahoo's Stadium, Restaurants, Minutes from Beaches and NAS.

Value · Family · Condition

Top guest favourite

Guest favourite

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.

Family · Location · Amenities

Top guest favourite

Guest favourite

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.

Family · Value · Indoor spaces

Top guest favourite

Guest favourite

“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.

Location · Family · Quiet