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Vacation rentals in Santa Rosa Island, Florida

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Top-rated vacation rentals in Santa Rosa Island, Florida

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

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Guest favorite
A hammock is suspended under a shaded structure, positioned in view of a swimming pool. The pool's clear blue water reflects sunlight, surrounded by a privacy fence and lush greenery. Tall trees create a natural backdrop, enhancing the serene outdoor space.
Guest suite in Gulf Breeze
4.9 out of 5 average rating, 236 reviews

East Bay Getaway - Studio with Pool & Hot Tub

Welcome to East Bay Getaway, a private studio nestled in the woods. This clean and comfortable room with private entrance is a MIL suite attached to your host's home, on more than an acre. It features a kitchenette (no stove), high-speed WiFi, 32" smart TV, and dedicated HVAC system. Plenty of outdoor space, with a large pool and hot tub in the shared, privacy fenced backyard. A bike/walk path is directly across the street, which goes for miles either direction. 3- burner BBQ grill - NEW for 25!

Guest favorite
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.
Condo in Navarre Beach
4.95 out of 5 average rating, 181 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 favorite
An inviting living space is featured with a comfortable sofa adorned in nautical-themed decor. A steering wheel, integral to the houseboat's design, is visible along with a small table and chairs. Soft natural light filters through light blue curtains, enhancing the ambiance.
Houseboat in Gulf Breeze
4.9 out of 5 average rating, 150 reviews

Delightful 1-bedroom houseboat with free parking.

Please read listing carefully. No pets allowed and no smoking. This is where your glamping adventures begin. You won’t forget your time at this peaceful and quiet place. Our houseboat is docked on the canal with a beautiful view. We make every effort to provide a safe and fun experience. Some amenities include a shower, bathroom sink, kitchenette, microwave, fridge, A/C and gas grill. Since this is a green houseboat, a porta-potty is located about 50 ft. from the boat and the private parking.

Top guest favorite
The exterior of the coastal cottage is showcased, featuring a welcoming front porch with two chairs and potted plants. A paved pathway leads to the entrance, flanked by a natural landscape of trees and pine needles, creating a peaceful and inviting approach.
Guesthouse in Navarre
4.98 out of 5 average rating, 110 reviews

Never Navarre From Home Cottage

Escape to Florida's best-kept secret, Navarre Beach, just a 5-minute drive from this charming 330 sq. ft. coastal cottage. Perfect for solo travelers or couples, it features airy gabled ceilings, a King-size Murphy bed that converts into a dining/work table, and unforgettable shower experiences!! Conveniently located near restaurants and grocery stores within walking distance, this cozy retreat has everything you need for a relaxing getaway, all just minutes from stunning white sand beaches!!

Guest favorite
An open living space features a comfortable sofa, complemented by a cozy throw blanket and cushions. Large windows allow natural light to fill the room, which includes a kitchen area with modern appliances. A soft area rug anchors the space, creating a welcoming ambiance.
Home in Milton
4.96 out of 5 average rating, 136 reviews

Blackwater Bay Mae's Cottage

Mae's Cottage is a peaceful little bay house located right off of Interstate 10 in Milton (< 1 mile) and is within steps to the beautiful Blackwater River and Bay. It is approximately 100 yards from water access where you can enjoy fishing, boating, kayaking or just watching the sun set. There is a public boat launch so bring your boat/jet skis/kayaks and fishing gear and head out to the beautiful waters of Blackwater Bay. Relax with the whole family at this peaceful little bungalow.

Guest favorite
A bright and inviting living space features large windows overlooking the bayou. The room includes a spacious bed, a cozy seating area with a sofa, and a dining space. A statement chandelier adds a touch of elegance, while wooden accents enhance the warm ambiance.
Treehouse in Santa Rosa Beach
4.92 out of 5 average rating, 155 reviews

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Top guest favorite
A clear view of the tranquil beach is displayed, featuring soft white sands meeting the turquoise waters of the Gulf. The horizon is visible, where the vibrant sea meets the sky, creating a serene and expansive coastal scene.
Apartment in Navarre
4.97 out of 5 average rating, 115 reviews

Navarre Beachfront Condo

The VIEWS!! With no high-rises for 1/2 a mile to the west and none for miles to the east, Sundunes literally has the best views in Navarre. Our 5th floor east-corner unit offers unobstructed views of the Sound and the Gulf all from the private balcony. Enjoy all the benefits of a low-density condo with private pool, picnic tables, and barbecue grills. Best of all, relax on the snow-white sand and crystal-clear turquoise waters with NO crowds! Ask about SNOWBIRD discounts!!

Top guest favorite
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 Navarre
4.88 out of 5 average rating, 336 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 favorite
Cottage in Pensacola
4.98 out of 5 average rating, 531 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

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.
Home in Milton
4.95 out of 5 average rating, 238 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
The cabin is nestled among shady oak trees, featuring a wooden deck with seating and a hammock for relaxation. A charcoal grill is positioned nearby, and the surrounding area showcases a dirt path leading to a natural, serene environment.
Cabin in Gulf Breeze
4.91 out of 5 average rating, 560 reviews

Waterfront tiny Cabin/ Glamping

Quaint waterfront cabin! Peaceful surroundings, shady oak trees, hammock, boat launch, beautiful dock for enjoying the sunrise. Cabin has a loft with Japanese bed, Murphy bed, and futon. Bathroom has a toilet and shower. simple kitchenette with toaster oven, burner, sink, microwave, full fridge, and dishes. Television has DVD player no cable!, no WiFi!. Small dinette table w/4 chairs. A/C; NO PARITIES ALLOWED! Sleeps 4 comfortably

Top guest favorite
Guesthouse in Navarre
4.99 out of 5 average rating, 134 reviews

The Cedarwood 2 @Navarre Beach.

Newest studio on Navarre Beach. Steps away from the powdery white sand beaches and crystal clear waters. From your room, overlook the Santa Rosa Sound while enjoying the extraordinary sunsets. You are just a short walk to amazing shelling, swimming, paddle boarding, boogie boarding, kayaking , or just plain relaxing at "The Most Relaxing Place in Florida."

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