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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Top Guest favourite

The living room features a comfortable seating arrangement with a large sectional sofa and accent chairs, facing a 65-inch television. Floor-to-ceiling windows allow for ample natural light and showcase views of the Gulf. A dining area for four is present along with decorative wall art.

Condo in Pensacola Beach

4.97 out of 5 average rating, 259 reviews

Ocean/Pier Front 1BR w/ bunks, 3 pools hot tubs!

Welcome to "Salty Beach" Condo! A newly listed & freshly decorated Gulf Front 1 BR, sleeps 6! 1st building next to the Navarre Pier. Located on the 4th floor. There are 2 elevators. Walking distance to nearby restaurants. Amazing views of the Gulf, sunrise & sunset. HS internet with smart TVs. Check out my SuperHost reviews! Complimentary daily beach service: (SEASONAL)Mar1 -Oct 31 Includes two chairs, one umbrella, one folding table. Includes stand-up paddleboard or kayak for 1 hour daily.

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Top Guest favourite

The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.

Home in Navarre

4.97 out of 5 average rating, 193 reviews

East Bay Hideaway — A Private Waterfront Escape

Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

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Guest favourite

Condo in Pensacola Beach

4.94 out of 5 average rating, 199 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.

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Top Guest favourite

A private balcony offers sweeping views of the Gulf of Mexico and the long Navarre Beach Pier. The space features outdoor seating, with a lush green accent planter adding a touch of nature to the scene. The tranquil waters and sandy shores are visible beyond.

Condo in Pensacola Beach

5.0 out of 5 average rating, 70 reviews

Beachfront - Regency | Resort Pool | Sleeps 8

This Navarre Beach Luxury Rental is a 2 bedroom, 2 bath beachfront luxury condo which sleeps 8 with a king in the primary bedroom, 2 queens in the 2nd bedroom & a sleeper sofa. Completely updated with all new appliances, a gorgeous kitchen with SMEG small appliances & everything you could need to cook a fabulous meal! No need to leave the island! Sister's Chalet has a unique theme throughout paying homage to our grandmother & our other business -Sister's Lemonade. Mural is a great photo op!

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Top Guest favourite

Apartment in Pensacola Beach

4.93 out of 5 average rating, 111 reviews

Comfy 1 Bedroom with 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.

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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

4.88 out of 5 average rating, 356 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.

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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, 262 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.

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Guest favourite

Townhouse in Pensacola Beach

4.91 out of 5 average rating, 153 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.

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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 Pensacola Beach

4.98 out of 5 average rating, 166 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!

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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, 108 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. .

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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, 31 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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Guest favourite

Home in Gulf Breeze

4.94 out of 5 average rating, 17 reviews

Bayfront Bliss | Dock & Sunsets, Spacious Living

⭐ Waterfront views & 300-ft private dock ⭐ Propane grill, fire pit, & covered patio ⭐ Vaulted living room with arcade & TV ⭐ Kitchen with wine fridge & 12-ft island ⭐ Quiet area near beaches & attractions ⭐ Outdoor table, swing & hammocks

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