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Holiday houses in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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Guest favourite
The cabin presents a welcoming façade with white siding and dark shutters. A porch with rocking chairs is visible, and an American flag adorns the front. Lush greenery surrounds the property, enhancing its outdoor appeal. Warm sunlight filters through the trees, illuminating the scene.
Cabin in Navarre
4.97 out of 5 average rating, 147 reviews

Beach Cabin located 3 miles from Navarre Beach

This cozy beach cabin is nestled in the heart of Navarre only 3 miles to Navarre Beach. The cabin offers plenty of indoor & outdoor accommodations, from setting up your hammocks under the enormous oak trees, to roasting smores around the stone fire pit at sunset, to enjoying breakfast in a fully screened wrap around porch. It is nestled on a 1/2 acre fenced lot perfect for families and pets to explore. *5% tourism tax will be added to your booking, pet fee is $125, security cameras on property.

Top Guest favourite
A tranquil beach scene features soft white sand and gentle waves lapping at the shore. Weathered wooden fence posts stand in scattered alignment, with seagulls resting on top. The vibrant turquoise water meets a clear blue sky, creating a serene coastal atmosphere.
Guest suite in Gulf Breeze
4.94 out of 5 average rating, 242 reviews

Upscale Peaceful Suite,Nice NBHD,White Sand Beach!

Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

Top Guest favourite
A cozy outdoor space is showcased, featuring a patio with a light pink cottage, surrounded by lush greenery. A grill and seating area invite relaxation, with an umbrella providing shade. A small table stands alongside, enhancing the inviting outdoor setting.
Guesthouse in Pensacola
4.9 out of 5 average rating, 330 reviews

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

Top Guest favourite
A comfortable sitting area features a navy blue sofa adorned with colorful cushions. A decorative table covered with a light-colored cloth sits in front, complemented by a floral area rug. Natural light filters through the window, dressed with rich maroon curtains.
Guest suite in Gulf Breeze
4.91 out of 5 average rating, 119 reviews

Cozy private studio suite close to beach.

Your private suite perfectly situated between 2 beautiful beaches (11 miles to Navarre Beach or 13 miles to Pensacola Beach). PLEASE READ DESCRIPTION FULLY BEFORE BOOKING. This suite is the upstairs portion of our home. It is not the entire house. There is a shared front entrance seperated from main living area by a privacy screen. The entire upstairs is yours. The suite consists of a king bed, bathroom and sitting area that includes a microwave, mini refrigerator and keurig coffe maker.

Top Guest favourite
A tranquil sunset illuminates the sky with shades of orange and purple over a calm bay. Silhouetted dock structures gently reflect on the water's surface, enhancing the serene atmosphere of the waterfront setting.
Apartment in Pensacola
4.99 out of 5 average rating, 141 reviews

Serenity on the Bay-Waterfront attached studio

If you're looking for a quiet, get-away directly on the water, and convenient to everything, this is your place! Enjoy beautiful sunrises and gorgeous evening colors in this lovely waterfront studio. You will have a private hot tub steps from your room looking out over the bay. Direct access to a private dock along with two fishing poles and paddle boards upon request. Minutes to historic downtown and 20 minutes to the Gulf of Mexico and Pensacola NAS. this is an adult only property, 21+

Top Guest favourite
Two white adirondack chairs are positioned on the sandy beach, facing the tranquil water of the Santa Rosa Sound. A small table sits between the chairs, topped with two glasses. The scene is bathed in bright sunlight, with a clear blue sky above.
Apartment in Navarre
4.94 out of 5 average rating, 284 reviews

Serenity on the Santa Rosa Sound

Serenity on the Sound is the perfect place for your next getaway. Enjoy your private balcony overlooking the Santa Rosa Sound. Bring your water toys (kayak, paddle board or raft) or just a towel to enjoy the sandy white beach just a short walk away from your charming apartment. Full kitchen and bath, private laundry, 1 bedroom with queen size bed, cozy living room and dining. Located minutes from the beautiful white sands of Navarre Beach. Guests must be able to use stairs.

Top Guest favourite
A modern studio features a light grey sectional sofa facing a television mounted on the wall. Large glass doors lead to a private outdoor area. Blue curtains frame the windows, while decorative mirrors adorn the wall above the sofa, enhancing the overall ambiance.
Guesthouse in Pensacola
4.93 out of 5 average rating, 145 reviews

Studio 54 - a modern beach-town studio

You’ll love this modern, stylish studio (open floorplan), completely separate from main house, in a quiet neighborhood, with: -private entrance - private, covered patio -double driveway 4 blocks from the water (Bayou Chico) & a big park w/ frisbee golf. Close to everything Pensacola and Perdido Key have to offer: -Airport (PNS) - 8miles -Downtown Pensacola - 3mi -Beaches: -Bruce Beach: 3mi -Pensacola - 12mi -Perdido Keys - 12mi -Naval Air Station (NAS) - 4mi

Top Guest favourite
A comfortable living area features a brown leather sofa adorned with decorative cushions, positioned in front of a coffee table made of glass and wood. A large artwork adorns the wall, and natural light filters in through the sliding glass doors, complemented by light, flowing curtains.
Condo in Pensacola Beach
4.92 out of 5 average rating, 466 reviews

Bay View Condo on Pensacola Beach - Great Location

Welcome to Seashell Suite at Sand Dollar! This lovely 1 bed/1 bath, water view condo is located on Little Sabine Bay in Pensacola Beach, FL! Relax on the patio as you look out at the tranquil water with the salty breeze blowing in your hair. The white sandy beaches of the Gulf of Mexico are right across the street, the nearest public access less than a 5 minute walk away! You can also easily walk/drive to the bustling boardwalk with shopping and plenty of great restaurants.

Top Guest favourite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 132 reviews

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

Top Guest favourite
The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.
Home in Milton
4.96 out of 5 average rating, 204 reviews

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.

Top Guest favourite
A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.
Home in Navarre
4.98 out of 5 average rating, 130 reviews

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!

Guest favourite
The cabin is nestled among shady oak trees, featuring a wooden deck with seating and a hammock for relaxation. A charcoal grill is positioned nearby, and the surrounding area showcases a dirt path leading to a natural, serene environment.
Cabin in Gulf Breeze
4.91 out of 5 average rating, 546 reviews

Waterfront tiny Cabin/ Glamping

Quaint waterfront cabin! Peaceful surroundings, shady oak trees, hammock, boat launch, beautiful dock for enjoying the sunrise. Cabin has a loft with Japanese bed, Murphy bed, and futon. Bathroom has a toilet and shower. simple kitchenette with toaster oven, burner, sink, microwave, full fridge, and dishes. Television has DVD player no cable!, no WiFi!. Small dinette table w/4 chairs. A/C; NO PARITIES ALLOWED! Sleeps 4 comfortably

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