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Vacation rentals in Santa Rosa Island

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Top-rated vacation rentals in Santa Rosa Island

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The exterior of the cottage features a stone facade and a covered carport. A well-maintained path leads to the entrance, surrounded by established shrubs and greenery. A gravel driveway provides access, with a fenced yard visible in the background.

Cabin in Mary Esther

4.91 out of 5 average rating, 208 reviews

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

Well furnished private one bedroom cottage with sunroom, patio, and carport. Full kitchen with bar counter. Has washer/dryer! There's a fenced yard with small deck, perfect for dog owners. The home is situated under shady oak trees with access to waterfront on Santa Rosa Sound. You can enjoy playing with the pooch, swimming, boating, kayaking, fishing, and viewing beautiful sunsets. It's a perfect location for visits to Hurlburt AFB, or vacationers seeking easy access to Ft. Walton and Navarre.

Top guest favorite

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, 325 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 favorite

A custom upright piano converted into a bar is displayed, featuring blue lighting and an array of glassware. A colorful art piece hangs above the piano, alongside a unique lamp atop a wine barrel. The modern decor enhances the inviting atmosphere.

Home in Navarre

5 out of 5 average rating, 114 reviews

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Joey’s place is a beautiful home in Navarre, Florida, less than 1.5 miles to the beach with a newly added pool in June 2024!. You'll have the home to yourselves (office & master closet locked). Close to restaurants and shopping, modern décor, smart home, garage parking. Pool added in June in 2024. Extended Patio added in September 2024, 8 ft privacy fence added in December 2024. Landscaping being added Spring into Summer 2025. Mural painting on fence surrounding pool Summer - Fall 2025

Top guest favorite

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

4.9 out of 5 average rating, 105 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 favorite

A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.

Condo in Pensacola Beach

4.98 out of 5 average rating, 204 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of Mexico from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach! Nothing separates you from the best white-sand beach on the Gulf Coast. This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

Top guest favorite

A spacious bedroom is highlighted by a king-sized bed with a textured comforter and decorative pillows. A large Samsung Smart TV is mounted on the wall across from the bed. Natural light enters through the window, and a comfortable chair is positioned near a wooden dresser.

Guest suite in Gulf Breeze

4.97 out of 5 average rating, 105 reviews

Coastal King Ste 3.2 mi to Pcola Bch

Bask in the warm sun on soft, white-sandy beaches just minutes drive from your door! 🗺️ Located just off Hwy 98 — the scenic route between Pensacola Beach & downtown 🛏️ Cloud-like King Bed w/memory foam + cooling gel topper 📺 70” Samsung TV w/ Roku 🪑 Comfy Workstation + two recliners w/light massage 🍳 Kitchenette Vibes – full fridge, Keurig, microwave, toaster, & stove w/dishes, pans, & utensils. 🛁 Spa-sized Bathroom – double vanities, enclosed toilet room & Bluetooth fan

Top guest favorite

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.

4.96 out of 5 average rating, 190 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 favorite

A two-story beach house is showcased with a welcoming entrance featuring white steps leading to a covered porch adorned with flowing curtains. Palm trees and lush greenery frame the property, while a garage is visible underneath the home.

Vacation home in Navarre

4.98 out of 5 average rating, 123 reviews

The Purple Sunset-200ft to Beach w Pool

Relax with the whole family at this peaceful beach house on Navarre Beach, FL. 200 feet from the Santa Rosa Sound and 500 feet from the beautiful Gulf of Mexico. A community pool is located literally in your backyard! This Airbnb is 1,320 square feet with 3 beds, 2 baths and a bonus room. Whether it's at the beach, pool, or with friends/family, you will absolutely love it here! We look forward to you creating memories at this heavenly escape. See you soon!

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, 128 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!

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

4.93 out of 5 average rating, 456 reviews

Bay View Condo on Pensacola Beach - Great Location

Lovely 1 bed/1 bath, water view condo 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.

A colorful vintage camper is nestled in a lush wooded setting, surrounded by tall trees and scattered foliage. A hammock is suspended between two trees, inviting relaxation. Soft lights adorn the camper, adding a gentle glow to the tranquil atmosphere.

Camper/RV in Gulf Breeze

4.9 out of 5 average rating, 156 reviews

Gypsy Rose near the beaches

Reconnect with nature at this unforgettable escape. Looking for a chill vibe? This is your place. Gypsy Rose is centrally located in Gulf Breeze, FL. Only 6 miles to Pensacola Beach, 10 miles to downtown Pensacola, and 17 miles to Navarre Beach. Gypsy Rose is nestled in a tropical forest setting. Our quiet neighborhood is just minutes to shops, restaurants, parks, the zoo and our beautiful Emerald Coast.

An aerial view captures the Bayside Retreat and surrounding area, showcasing the vibrant blue waters of the Sound and the pristine beach. Palm trees border the parking lot filled with cars, while a fishing pier extends into the water, providing access to enjoyable outdoor activities.

Condo in Navarre

4.95 out of 5 average rating, 104 reviews

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.

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Popular amenities for Santa Rosa Island vacation rentals

Laptop-friendly workspace

Air conditioning

Santa Rosa Island house rentals

Top guest favorite

A spacious living area features a warm-toned sofa and accent chairs arranged around a circular coffee table. Large windows invite natural light and offer views of the surrounding pines. A decorative area rug is positioned on the polished floor, enhancing the room's modern aesthetic.

4.94 out of 5 average rating, 205 reviews

THE PINE HOUSE *September Specials*

The exterior of the house features a welcoming porch with a railing and ceiling fan, adorned with string lights. A combination of greenery and garden stones enhances the front yard, while the fenced backyard is visible in the background. The entryway includes a set of steps leading to the main door.

Home in Navarre

4.89 out of 5 average rating, 44 reviews

4 Miles 2 beach. Fenced in yard. Dog ok. Destin

A well-lit living room features high cathedral ceilings with large windows allowing natural light. Neutral-toned sofas are complemented by patterned cushions. A white coffee table sits at the center, and a flat-screen TV is mounted above a cozy fireplace, creating an inviting atmosphere.

Home in Navarre

4.87 out of 5 average rating, 119 reviews

Summer vacation home | Tranquil travels near beach

Home in Navarre

4.95 out of 5 average rating, 20 reviews

Heated Pool, Gazebo & Fire Pit. 3 Miles to Beach!

Home in Navarre

5 out of 5 average rating, 5 reviews

Private Pool, Steps to the beach

Top guest favorite

A sandy beach stretches along the shoreline, leading to a wooden pier that extends over calm, turquoise waters. The sky is clear with a few wispy clouds, enhancing the bright and tranquil atmosphere of the scene.

Home in Navarre

4.85 out of 5 average rating, 127 reviews

Ocean Breeze, Modern home, Close to Navarre Beach!

Top guest favorite

A spacious living room is presented with a light-colored sofa and two blue armchairs. A coffee table sits in the center, while a ceiling fan provides airflow. Large windows allow natural light to brighten the space, and bar seating is visible in the background.

Home in Navarre

4.96 out of 5 average rating, 198 reviews

🏝 The Beach Roost-Navarre's Best Kept Secret 🏝

A small dining nook is visible, featuring two light-colored bar stools positioned around a simple table with a decorative centerpiece. A vibrant piece of wall art, depicting a tropical scene, adds color to the neutral-toned walls. A plant is placed in a decorative pot nearby.

Home in Mary Esther

4.91 out of 5 average rating, 11 reviews

Fisherman's Gem

Other great vacation rentals in Santa Rosa Island

Top guest favorite

A spacious living area is presented, featuring a large wall-mounted TV, two ceiling fans, and a natural wood coffee table. A decorative rug lies under a comfortable blue sofa and a light grey loveseat, with soft lighting provided by overhead fixtures.

Apartment in Fort Walton Beach

5 out of 5 average rating, 27 reviews

Sunny Haven #623: 1BR Townhome in Fort Walton

The living area is designed with comfort in mind, featuring a spacious leather sofa and various decorative pillows. Handmade barstools line the kitchen counter, while an antique barn door adds rustic charm. A modern television is mounted on the wall, and natural light brightens the space.

Townhouse in Fort Walton Beach

4.94 out of 5 average rating, 67 reviews

Elegant Okaloosa Island Beach Access 1BR Retreat

The entrance to a newly constructed room is shown, featuring a white door with a single number '1' displayed. Flanking windows provide natural light, while decorative plants and stones enhance the outdoor area. A covered porch offers shelter, complementing the brick façade.

Apartment in Navarre

4.86 out of 5 average rating, 97 reviews

Navarre Hide-a-Way #1

Top guest favorite

The spacious living area features a round dining table surrounded by four folding chairs. A modern kitchen is visible with stainless steel appliances. Light-colored tiles cover the floor, and a cozy seating area includes a navy couch. Two sets of glass doors provide access to the outdoor space.

Apartment in Gulf Breeze

5 out of 5 average rating, 44 reviews

Villa Saffron

Top guest favorite

A modern kitchen area features white cabinetry with a spacious island, complemented by bar stools. Large windows allow natural light to fill the space while offering views of the surroundings. Outside, a wooden staircase leads to an elevated entryway, illuminated softly at night.

Home in Pensacola beach

4.99 out of 5 average rating, 83 reviews

Island Life Beach House! 300ft to water!

Top guest favorite

A welcoming living area features a spacious gray sofa facing a television on a light-colored cabinet. A round dining table with yellow chairs is positioned nearby, against a backdrop of coastal-themed artwork. Natural light fills the room through a window, enhancing the relaxed atmosphere.

Condo in Gulf Breeze

4.96 out of 5 average rating, 78 reviews

Gulf Breeze Ground Floor Getaway

Top guest favorite

The main salon offers a comfortable lounge area with a spacious gray sectional sofa and a white coffee table. A patterned blue rug adds warmth, while large windows provide views of the surrounding water. A dining bar with stools is positioned in the background.

Boat in Pensacola

4.98 out of 5 average rating, 50 reviews

Classic Boatel Yacht

The image depicts a newly constructed duplex with a wide covered porch, allowing for outdoor seating. Lush green grass surrounds the property, framed by mature trees providing shade. The structure features a mix of brick and siding, with a clear blue sky overhead.

Apartment in Navarre

4.98 out of 5 average rating, 41 reviews

The Sea Turtle Inn Unit 1

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