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Holiday houses in Santa Rosa Island, Florida

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Top-rated holiday rentals in Santa Rosa Island, Florida

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Condo in Pensacola Beach
4.94 out of 5 average rating, 203 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
Home in Navarre
5.0 out of 5 average rating, 43 reviews

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. Come see why Navarre is Florida’s best-kept secret! ✨ UPCOMING FALL HIGHLIGHTS ✨ Sept 12-13: Juana’s Good Time Regatta (Right on Navarre Beach!) Sept 25-27: Annual Pensacola Seafood Festival Oct 3-4: Navarre Fishing Rodeo Oct 11: 33rd Annual Charity Chili Cook-Off & Volleyball Tournament.

Top Guest favourite
Apartment in Pensacola Beach
4.93 out of 5 average rating, 116 reviews

Blue Heron Retreat w/ Pool at Sunset Harbor Condos

Cozy 1 bedroom, 2 bath unit on the 1st floor offers a view of the Santa Rosa Sound from the balcony. Your vacation starts the moment you walk in the door The sugar white sands of the beach and emerald waters of the Gulf are a short walk or 1 minute drive away. The pool is just outside the building near the outdoor grills. The kitchen is well equipped for cooking. The bedroom features a king size bed and TV. The primary bath has a tub/shower combo. You will love this quiet private community.

Top Guest favourite
A spacious deck overlooks the calm waters of the Sound, framed by a clear blue sky. Two round, textured outdoor poufs are positioned near the railing, inviting relaxation while enjoying scenic views of the shoreline and distant piers.
Townhouse in Pensacola Beach
4.97 out of 5 average rating, 134 reviews

Waterfront, beach, dock - your Salty Air Retreat!

Embrace island living in our little corner of paradise! This beautiful, family friendly home offers you the ultimate getaway with the clear, calm waters of the Sound right outside your door and the emerald green waters of the Gulf across the street. Swim, fish, and paddle board from your own backyard. Or just enjoy the view from your hammock as your kids build sandcastles on the private white sandy beach. Discover for yourself why Navarre Beach has been named "Florida's Most Relaxing Place"!

Top Guest favourite
A serene waterfront view showcases a sunset over the water, with warm hues illuminating the sky. Silhouetted dock structures extend into the water, reflecting the vibrant colors. Soft clouds create a peaceful backdrop, enhancing the tranquil atmosphere of the setting.
Condo in Navarre
5.0 out of 5 average rating, 64 reviews

Waterfront, large balcony. 3 suites king bed

Upscale waterfront condo with large balcony, elevator for easy access to 3rd floor. Covered parking for 1st car. 3 bedrooms, master w/ king size bed & oversized bathroom. 2nd bedroom has queen size bed with its own full bath, 3rd bedroom has 2 double beds that connects to a 3rd full bath. Magnificent views from living room, dining room and master bedroom. Pool with lounge chairs. Dock for fishing. Walking distance to many restaurants and stores. 1 mile to the beautiful Gulf of Mexico.

Guest favourite
A bright living area features light blue sofas complemented by patterned cushions. A wooden coffee table sits in the center, topped with a decorative tray. A ceiling fan hangs above, and a large framed artwork depicting a beach scene is mounted on the wall.
Home in Navarre
4.92 out of 5 average rating, 117 reviews

Perfect Private Navarre Beach Getaway Near Destin!

Hello! 3 Bedroom 2 Bath Spacious Lux home right across the street from Navarre Beach. There is also a Queen size sleeper couch in the back room. Games for families and a projector screen to enjoy a movie night. Fully enclosed backyard with a Pergola and bar area, lase cornhole, speakers, firepit and grill. Whether you're at the beach or the house, you will have a great stay! Walking distance to many places! We can't wait to host you and your family! Please reach out with any questions.

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.
Condo in Pensacola Beach
4.99 out of 5 average rating, 155 reviews

Beachfront Condo • Pool & Resort Perks

Welcome to Pensacola Perch, an 8th‑floor beachfront condo offering expansive views of Pensacola Beach—perfect for dolphin watching and catching the Blue Angels airshow. This modern 2BR/2BA condo sits in the highly sought‑after Emerald Isle gated resort, where guests enjoy premium amenities including direct beach access, two swimming pools, a hot tub, sauna, and a beachfront fitness center. From March–October, enjoy complimentary beach chairs and an umbrella from La Dolce Vita.

Top Guest favourite
A modern kitchen is seen alongside a dining area with a table and stools. The open living space features a sofa and accent chair, with natural light filtering in from a large window. A cozy sleeping area is positioned in the background, adorned with soft decor.
Condo in Pensacola Beach
4.89 out of 5 average rating, 359 reviews

The Sandy Secret

Welcome to "The Sandy Secret" one of Navarre's Best Kept Secrets. You will love this newly renovated waterfront beauty. Here you will find the best amenities including: gated pool, private beach, gazebo with grills, gated pier, wifi, cable, elevators, and sooooo much more. The Sandy Secret has everything you are looking for in a vacation spot. Comfort, Style, and Priceless Views. Experience Navarre Beach like never before. See why it was voted The Most Relaxing Beach.

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
4.95 out of 5 average rating, 266 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.

Guest favourite
Townhouse in Pensacola Beach
4.9 out of 5 average rating, 155 reviews

Waterfront Home, Stunning Canal Views, Deck

Canal-front townhome with a private dock and an easygoing layout for coastal living. Enjoy calm water views and relaxed surroundings while staying within walking distance of Navarre Beach. • 3 BR | 2.5 BA | Sleeps 9 • Waterfront deck overlooking canal • About a 9-minute walk to beach • Open living area • Beach gear provided Thoughtfully arranged interiors and welcoming outdoor space make it ideal for a relaxed coastal stay close to both the canal and the Gulf.

Top Guest favourite
A spacious balcony provides views of the ocean and shoreline, with several outdoor seating options including two chairs and a table. The adjacent pool area is visible below, framed by the building's clean lines and expansive glass doors leading into the living space.
Apartment in Pensacola Beach
4.95 out of 5 average rating, 110 reviews

Wake Up to Waves Crashing! ~Beachfront Condo~

Be our guest in our 2 Bed/2 Bath condo located in Emerald Surf on beautiful Navarre Beach. Enjoy a Gulfside pool and boardwalk for private beach access. Each bedroom has a 32" TV and the living room has a 65” TV although we are sure you'll be too busy enjoying the amazing ocean views from the living room and balcony! Our unit is located on the 3rd floor which can be accessed by elevator or stairs. .

Top Guest favourite
The exterior of the three-story beach home is showcased, featuring a large, inviting pool surrounded by lounge chairs. A spacious deck is visible, with the front of the house displaying double gables and multiple balconies. Lush landscaping is present around the pool area.
Home in Pensacola Beach
4.97 out of 5 average rating, 32 reviews

Private Pool, Steps to the beach, Golf cart

Welcome to Shell Yeah!! spacious 3 bedroom 3.5 bath beach home with ample outdoor entertaining space and a private pool. Tall vaulted ceilings in the main living, dining, and kitchen areas and new decor create modern beach vibes. A short walk or golf cart ride from the sugar-white sands of Navarre Beach. Water views from nearly every room in the house.

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