Holiday rentals in Santa Rosa Island, Florida

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.

Navarre Beach Home Golf cart/Heated Pool/Elevator

Welcome to Navarre Beach's Best Kept Secret -Emerald Hideaway- no beach crowds, just paradise! Located directly between the gulf and sound, with breathtaking back porch views of the sound, rooftop deck views of the ocean, and less than five minute walk to the beach- this home will become your ultimate beach getaway! Enjoy the heated saltwater wading pool (w/fee), grill up a feast on the gas grill, and use our fully stocked beach gear. Add on our 6 seat golf cart for fun and cruise the island!

Coastal Modern Waterfront Escape/RV 50AMP hookup

Welcome to your cozy coastal escape — a beautifully designed 1-bedroom modular retreat perfect for couples, solo travelers. Thoughtfully styled with warm wood tones, modern finishes, vaulted ceilings, and natural light. Enjoy a fully equipped kitchen with open shelving, coffee station, full-size refrigerator, cooktop, microwave, and in-unit washer/dryer. A comfortable sofa and dining space, while the peaceful bedroom features a plush queen bed and calming neutral decor for a restful stay.

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Navarre Vacation Escape

Tucked away in a quiet neighborhood less than 600 feet from Santa Rosa Sound and just minutes from the sugar-white sands of Navarre Beach, this clean, bright 3 bedroom, 3 bath getaway is your new happy place. This home comfortably sleeps up to 8 with plenty of room to spread out, kick back, and settle into vacation mode. Inside, you’ll find lots of natural light and thoughtful touches that make this house feel like a warm hug. Come see why Navarre is Florida’s best-kept secret!

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.

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

Island Life Beach House! 300ft to water!

The entire vibe of this home is "Island Life". If you're looking for a cozy spot on the beach that will make you feel more like you're at home than a tourist on vacation, this is the place for it. Our cute beach house is located on Pensacola Beach, and the water is within sight from the roomy outdoor deck. There are 2 bedrooms and 1 bathroom, kitchen, living space, outdoor space, and everything you need to enjoy life on the beach! FREE PARKING

Navarre Bay Views

Kick back and relax in this calm, stylish space. Right on the water with private dock, hot tub, and salt water swimming pool. You will love the relaxing feel of the home with windows and glass sliders lining the entire back of the house, the natural light fills the home. The kitchen is equipped with all your basic essentials. The home also has a pack n' play, high chair, some childrens' toys/books, adult books, and a Pacman arcade.

Bayside Retreat-Panoramic Sunset Views

Bayside Retreat is a renovated 2nd floor one bedroom. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 3 comfortable beds, King, Day Bed w/Trundle and Queen Sofa Bed, along with a large private balcony and fully equipped kitchen. NOW OFFERING 2 NIGHT DISCOUNTED STAYS MAY THROUGH AUGUST. COMPARE TO LOCAL HOTELS AND SAVE HUNDREDS!!!

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.

Welcome To Florida's Hidden Gem!

Sundunes 184 is a beautiful 8th floor end unit condo. The view from the balcony of the Gulf of Mexico is breathtaking. The owners thought of everything when they remodeled this unit from the updated kitchen, bathrooms, all the furnishing, even brand new TV's. This unit offers one queen bed and one full bed in addition to the sleeper sofa.