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Holiday rentals in Santa Rosa Island, Florida

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Top-rated holiday rentals in Santa Rosa Island, Florida

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Top 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, 151 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
An aerial view captures the beachfront property with the sparkling Gulf waters in the background. The surrounding area includes manicured landscapes and beach access points, emphasizing the close proximity to nature and leisure activities.
Apartment in Miramar Beach
4.98 out of 5 average rating, 111 reviews

Gulf Views! • Bikes• Garage • Pool • Gated Beach

Welcome to Serenity, A Wave From It All! at Beach Resort in Miramar Beach. Make memories while enjoying glistening views of the Gulf from this stylish 4th floor condo. Located directly across the street from the white sand beaches and Emerald Green shore line of Destin and perfectly situated near beach-front restaurants, world class shopping, stunning golf courses and endless entertainment options. 20-min to Crab Island and the Harborwalk. 15-min to SanDestin/Baytowne Wharf 40-min to airport

Guest favourite
A cozy bedroom features a spacious bed covered in a light blue quilt. Two matching pillows are positioned at the head of the bed. A large window offers views of the surrounding landscape, with a picture of a coastal scene displayed above the bed.
Apartment in Navarre Beach
4.95 out of 5 average rating, 168 reviews

La Playa Esmeralda - Panoramic Sunset Views

Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.

Top guest favourite
A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.
Apartment in Pensacola Beach
4.99 out of 5 average rating, 130 reviews

Beachfront Condo With Pool & Resort Amenities

Welcome to Pensacola Perch, an 8th floor beachfront condo where you will enjoy expansive views of Pensacola Beach–– a perfect vantage point for dolphin sightings & the Blue Angels Air Show. This 2BR/2BA condo is in the sought after Emerald Isle gated resort where guests can enjoy resort amenities such as direct beach access, 2 swimming pools, a hot tub, sauna, & beachfront fitness center. There’s also complimentary use of 2 chairs & an umbrella from La Dolce Vita all through March to October.

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
4.92 out of 5 average rating, 137 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
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.
Flat in Navarre
4.94 out of 5 average rating, 289 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 spacious sleeping area features a king bed with a striped blue and white blanket. A cozy seating area is visible, and large glass doors provide direct access to an outdoor patio with views of greenery.
Apartment in Destin
4.89 out of 5 average rating, 169 reviews

Sandestin Luau walkout Studio -with a scenic patio

Charming ground-floor studio in Sandestin Golf & Beach Resort, just a 3-minute walk to the pristine Sandestin beach. Located at the entrance of Luau II, with a private patio next to shared gas barbeque grills and a short TRAM ride to the Village of Baytowne Wharf. Features a king bed, queen sofa bed, kitchenette with microwave, sink, and mid-size fridge. Enjoy Wi-Fi, Netflix, and beach gear with cart for easy access. Stylishly decorated and well-maintained for a relaxing stay.

Top guest favourite
French doors open to reveal a bright interior space with an open floor plan, featuring a cozy sleeping area and a kitchen. A dining table with chairs is visible, alongside warm wood accents, while natural light filters in through the doors.
Guest suite in Pensacola
4.98 out of 5 average rating, 542 reviews

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

Top guest favourite
An open living area is presented, featuring a light gray sectional sofa and two vibrant yellow chairs. A large wall-mounted TV is visible, surrounded by neutral tones and modern decor. The kitchen bar with high stools is in the background, beneath modern light fixtures.
Home in Navarre
4.97 out of 5 average rating, 142 reviews

Luxurious, Modernly decorated home Near the beach

Enjoy your stay at Florida’s most relaxing place in this luxurious home specially decorated to create a modern atmosphere, perfectly located halfway between Destin and Pensacola. This beautiful and spacious home is perfect for a family vacation or just a weekend getaway with friends, centrally located to all attractions and necessities and just 1.6 miles from the Gulf of Mexico’s white-sand beaches and turquoise waters.

Top guest favourite
A serene canal view showcases calm waters lined with docks and boats. Lush greenery frames the waterway, and buildings are visible in the distance against a clear blue sky. The scene is tranquil, inviting a sense of peace and relaxation.
Guest house in Gulf Breeze
4.95 out of 5 average rating, 195 reviews

Cute Carriage House Apartment with View

Situated just east of Pensacola and just north of Pensacola Beach, our place is located in a quiet neighborhood, just a short drive from amazing restaurants and the most beautiful, snow white beaches in Florida. Our private suite has one bedroom, one bathroom and an open living/kitchen area. Sleep up to four guests with a queen bed in the bedroom and a new queen size pull out sofa in the living area.

Top guest favourite
A panoramic view of the Gulf of Mexico is captured from the balcony, showcasing a sandy beach leading to a long fishing pier. The water shimmers in shades of blue, with gentle waves meeting the shoreline under a clear blue sky.
Apartment in Navarre
4.96 out of 5 average rating, 267 reviews

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

Complimentary Daily Beach Service: (SEASONAL) Includes two chairs, one umbrella. Available 7 days a week, March 1st–Oct 31st (244 days annually) 9: 00 am – 5: 00 pm; Peak Season (Weather Permitting). Heated Pool: Yes, this condo provides a heated pool! Summerwinds Condo Complex heat’s one of the 3 pools every winter beginning the first day of Thanksgiving and turns off the first day of April.

Guest favourite
The cabin features a vibrant blue exterior with white trim, surrounded by a grassy yard. A covered front porch with seating invites relaxation. Flower beds are lined with small shrubs and plants, enhancing the outdoors. Tall trees provide a natural backdrop.
Cottage in Navarre
4.9 out of 5 average rating, 105 reviews

Navarre Hide-a-Way #4

The whole group will enjoy easy access to everything from this centrally located place. Private location, seperate from our house! This is a 2 queen bed private cabin. Enjoy the private back porch shower when returning from the beach! Enjoy the deer that visit our yard! You might even catch a glimpse of our secretive black bears! This listing is strictly Transient Occupant!

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