
Holiday rentals in Santa Rosa Island, Florida
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Top-rated holiday rentals in Santa Rosa Island, Florida
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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.

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.

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.

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+

Sandestin Luau 2nd Flr Studio - close to the beach
Beautifully updated condo in Sandestin Golf & Beach Resort, just steps from Sandestin Beach. Recently painted and well-maintained with stunning views, it’s the perfect coastal retreat. Features a king bed, twin sofa bed, and a kitchenette with microwave, sink, and mid-size fridge. Enjoy TRAM access to the village of Baytowne Wharf, Netflix with thousands of shows and movies, and beach gear with cart for easy access to the beach. Stylishly decorated for a relaxing and memorable stay.

Luxe Downtown Studio Apartment
Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

North Hill Guesthouse
This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

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.

8thFL OceanFrontFreeChairsUmbrellaHeatedPoolArcade
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.

Oceanfront Paradise - Beach at your backdoor!!
Seamist is a private, 12 unit only condo building with spectacular, oceanfront views both from inside the unit and from the first floor balcony. The stairs down to the pristine white sands and crystal clear waters of the Emerald Coast are just a few feet from the back patio. Seamist is nestled immediately between Seaside Beach & Watercolor Resort and Alys & Rosemary Beach.

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!

Coastal Palms Beach Cottage
Gulf Front Home With Two Master Suites! This 4 bedroom, 4 bathroom coastal style cottage provides sweeping, unobstructed Gulf views from the entire open floor plan of the great room. The waterfront deck runs the length of the house and has plenty of seating for your family. Bring the whole family to this great place with lots of room for fun.
Popular amenities for Santa Rosa Island, Florida holiday rentals
Other great holiday rentals in Santa Rosa Island, Florida

Newly remodeled 3/2 gulf front; SeaGlass Serenity

Sandy Toes and Tiki Flows

Adorable Cottage Steps to Sound & Gulf

Navarre Studio Condo

Olive Cove Studio

Couples retreat steps away from Woodlawn Beach

Beachfront - "Weekend At Benny's"

Emerald Coast Cottage
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pensacola Beach
- Perdido Key Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Alabama Point Beach
- Gulfarium Marine Adventure Park
- The Track - Destin
- Camp Helen State Park
- Village of Baytowne Wharf
- Henderson Beach State Park
- Flora-Bama Lounge
- The Boardwalk on Okaloosa Island
- Pensacola Beach Boardwalk
- Point Washington State Forest
- Topsail Hill Preserve State Park
- Johnson Beach
- Pensacola Bay Center




