Cottage vacation rentals in Santa Rosa Island

2-bdrm coastal cottage: Close to all 30A!

Welcome to our stylish coastal cottage. Nestled in the salt pines of Pt. Washington and loaded with modern amenities, it's the perfect blend of relaxation and convenience—just minutes from the best 30A offers! KEY FEATURES: • SmartLock self check-in • Fully-equipped kitchen with Keurig • Lighting fast WiFI • Private pool access • 5 mins to Grayton Beach & world famous Red Bar • 10 mins to Seaside, Seagrove & Blue Mountain beaches • Stress-Free Checkout: No long chore list, just two quick favors!

Coco Ro Downtown! 2 BR w/Hammock + Outdoor Shower!

Welcome to good vibes at Coco Ro "Surf Shack" – your cozy, beachy retreat in downtown Pensacola! This charming 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to stunning beaches. Your coastal escape awaits! Enjoy: ・Outdoor shower! ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist!

One Block to Crystal Beach + Pool + King Bed + Convenient Location

- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - Comfortable King bed - This is the downstairs unit (upstairs rents separately through same host.) The Destin Doublemint, a bright and airy one-bedroom cottage, offers you the perfect location for your next family getaway. It's less than a minute to the beach, making it easy to pop back over for a dip in the pool or to watch a movie in the AC before walking back over for a Gulf sunset.

Two blocks to the beach! Bikes included!

Newly remodeled ⭐️Private beach bungalow in Crystal Beach! ⭐️This property is a private guest house two blocks from the beach! You will have your own entrance and parking for one car. Downstairs you will find living area, full kitchen, washer/dryer, and bathroom. The loft has 2 queen beds. Small courtyard for outdoor seating & outdoor shower. Wonderful neighborhood with sidewalks for biking or walking! I have a driver as well for airport pickup. Just send me a message!

Cheeks On The Beach-30% Discount for August stays!

Step into the powdery white sands and mesmerizing emerald waters of Florida's famed coast. Let the salty air kiss your skin as you sink your toes into the sand, feeling every ounce of stress just melt away-much like the fresh, local seafood that awaits you nearby. Whether you're sunbathing by our stunning zero-entry pool, grilling your catch of the day, or just vibing to live tunes, Cheeks on the Beach is your haven for that perfect blend of relaxation & revelry.

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.

Nature's Nest Cottage on the Sound - Pets Welcome!

Come spend a magical vacation with us and enjoy our comfortable cottage on Santa Rosa Sound. Close enough to town, shopping, and beaches, but off the beaten track away from the heavy tourist traffic. Our nest is a private home with a shallow beach and small dock where you can relax along Santa Rosa Sound. The cottage has a complete kitchen, laundry, covered parking, fenced yard, grill, and patio. Life is easy at the ShipAhoy Nest!

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.

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.