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Waterfront holiday rentals in Santa Rosa Island, Florida

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Top-rated waterfront accommodation in Santa Rosa Island, Florida

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Guest favourite
Condo in Pensacola Beach

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.

ViewBeachQuiet

4.94 out of 5 average rating, 199 reviews
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

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.

ViewBeachBarbecue

4.97 out of 5 average rating, 193 reviews
Guest favourite
A cozy bedroom features a spacious king bed with neutral bedding and decorative pillows. Floor-to-ceiling glass sliding doors provide access to a private patio with bay views. A wall-mounted TV and contemporary furniture, including a dresser, enhance the inviting ambiance.
Apartment in Pensacola Beach

Twin Tides at Sunset

Navarre Beach is a picturesque coastal destination known for its pristine white sand beaches, clear turquoise waters, and tranquil atmosphere. Located on Santa Rosa Island, Navarre Beach offers a serene and laid-back setting that appeals to visitors seeking a relaxing beach vacation. Navarre Beach is cherished for its unspoiled and less crowded atmosphere compared to some of the more touristy destinations in Florida. It offers a peaceful retreat where visitors can enjoy a slower pace of life.

BeachViewCheck-in

4.86 out of 5 average rating, 103 reviews
Top Guest favourite
Home in Pensacola Beach

Kokomo Key - 2 minutes to Beach - Private Pool

If you've been searching for Kokomo Key... Here it is—your tropical escape to the islands. White sand, turquoise waters… it’s got all the vibes of a place where time slows down and the only agenda is relaxation. Relax with the whole family at this peaceful beach house with a private pool, hammocks, unobstructed views of Santa Rosa Sound, and a 2-minute walk to the stunning Gulf beaches! We are pet-friendly, but please remember to let us know you are bringing your pets by checking the box!

ViewBeachCondition

4.97 out of 5 average rating, 135 reviews
Top Guest favourite
A balcony features a round table set for two, including plates and wine glasses. Two white chairs surround the table, overlooking the tranquil blue waters of the gulf and a wooden pier extending into the distance.
Condo in Pensacola Beach

Best view on the beach! Beach gear included!

Beautiful 1 bedroom, 1.5 bath condo sleeps 6. Bring your swimsuits and get ready to relax! Condo is on 12th floor, tower closest to the pier. - 1 bedroom with king size bed, cozy bunk area for kids, and gel foam mattress on fold-out sofa. (ALL MATRESSES NEW IN SEPTEMBER 2025). - All linens and towels provided, including beach towels! - 2 beach chairs, 2 boogie boards and a beach umbrella included - Washer & dryer - Fully equipped kitchen to enjoy dinner with a view - Wi-Fi & cable

BeachViewCheckout

4.92 out of 5 average rating, 118 reviews
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

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.

ViewBeachWi-Fi

4.88 out of 5 average rating, 356 reviews
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

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.

ViewBeachAir conditioning

4.95 out of 5 average rating, 263 reviews
Guest favourite
Townhouse in Pensacola Beach

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.

BeachRiverComfort

4.9 out of 5 average rating, 154 reviews
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

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!

BeachViewAccess

4.98 out of 5 average rating, 167 reviews
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

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. .

ViewBeachCheckout

4.95 out of 5 average rating, 108 reviews
Top Guest favourite
Guesthouse in Pensacola Beach

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." 2 person maximum occupancy.

ViewBeachLong stay

4.98 out of 5 average rating, 158 reviews
Top Guest favourite
A classic waterfront home is shown from the outside, featuring a large front porch with white railings. Colorful kayaks and paddleboards are displayed on a wooden rack beside a grassy yard, surrounded by lush greenery. Ceiling fans hang above, providing comfort.
Home in Fort Walton Beach

3 Br Waterfront Florida Classic on the Bayou

Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.

BeachViewGetting around

4.95 out of 5 average rating, 111 reviews

Popular amenities for Santa Rosa Island, Florida waterfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment accommodation

Top Guest favourite
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 Pensacola Beach

Navarre Beachfront Condo

ViewBeachAmenities

4.96 out of 5 average rating, 129 reviews
Guest favourite
A serene beach scene captures gentle waves lapping at a soft, sandy shore. The sky is painted with hues of orange and purple as the sun sets on the horizon, creating a tranquil atmosphere over the water.
Apartment in Pensacola Beach

Top Floor With Amazing Gulf View!

ViewBeachHospitality

4.89 out of 5 average rating, 189 reviews
Top Guest favourite
A peaceful sunset over calm waters creates a vibrant display of orange and purple hues. A wooden dock extends into the water, reflecting the colorful sky, while silhouettes of trees line the distant shore. The scene evokes tranquility and natural beauty.
Apartment in Gulf Breeze

Redfish Loft, private waterfront Apt. on East Bay

RiverBeachBackyard

4.96 out of 5 average rating, 244 reviews
Top Guest favourite
Apartment in Pensacola Beach

Ocean Tranquility label by guest“Heaven on Earth”.

ViewBeachAmenities

4.95 out of 5 average rating, 131 reviews
Top Guest favourite
A tranquil sunset illuminates the sky with shades of orange and purple over a calm bay. Silhouetted dock structures gently reflect on the water's surface, enhancing the serene atmosphere of the waterfront setting.
Apartment in Pensacola

Serenity on the Bay-Waterfront attached studio

ViewBeachAccuracy

4.99 out of 5 average rating, 178 reviews
Guest favourite
The living area features a comfortable gray sofa paired with a rustic wooden coffee table. A large flat-screen TV is positioned against the wall, alongside a wooden media console. A dining table made of reclaimed wood sits in front of expansive windows that offer views of the ocean.
Apartment in Destin

*Seaside Retreat*Newly Redone*

BeachViewAccuracy

4.93 out of 5 average rating, 118 reviews
Top Guest favourite
Apartment in Orange Beach

Stunning Beach View! Heated Pools! Family Friendly

BeachViewAmenities

4.95 out of 5 average rating, 134 reviews
Guest favourite
A spacious bedroom features a comfortable bed with blue and white striped bedding, complemented by a large round pillow. Two accent chairs are placed nearby, and large windows allow natural light to fill the room. A modern bathroom is accessible through a door.
Apartment in Fort Walton Beach

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

ViewBeachWi-Fi

4.82 out of 5 average rating, 107 reviews

Waterfront house rentals

Top Guest favourite
The exterior of a canal-front vacation home is showcased, featuring a light peach facade and a spacious wooden deck. A tall palm tree stands nearby, complementing the sunny atmosphere. The area beneath the house is open, providing ample parking space and storage possibilities.
Home in Pensacola Beach

Canal View 4BR/2BA, Sleep 12- 5min to Beach Access

BeachViewBackyard

4.89 out of 5 average rating, 117 reviews
Top Guest favourite
The image captures a vibrant sunset over calm waters with streaks of pink and orange illuminating the sky. A wooden dock extends into the distance, and sandy shores are visible in the foreground, creating a serene waterfront atmosphere.
Home in Navarre

Private Waterfront Retreat: Family & Pet Friendly

BeachViewAir conditioning

4.99 out of 5 average rating, 112 reviews
Guest favourite
A serene sunset over Perdido Bay is framed by tall trees and palm foliage. The golden sun descends towards the water, reflecting vibrant hues on the surface. A nearby dock and boathouse are visible, highlighting the peaceful waterfront setting.
Home in Pensacola

Waterfront Sunsets

ViewBeachFamily

4.97 out of 5 average rating, 260 reviews
Top Guest favourite
A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.
Home in Gulf Breeze

Fun, sun, sand, and rest. Enjoy your stay with us.

BeachViewValue

4.93 out of 5 average rating, 121 reviews
Guest favourite
Home in Pensacola

Our Shangrila: Waterfront Home with Kayaks & More

ViewBeachDecor

4.96 out of 5 average rating, 101 reviews
Top Guest favourite
A panoramic view of the waterfront is visible, showcasing a vast expanse of water under a bright blue sky with scattered clouds. A wooden pier extends into the water, leading towards distant city structures, while grassy land and sandy beach area are framed in the foreground.
Home in Navarre

Beach House w/ ALL Gear Included | Walk to Water

BeachViewQuiet

4.98 out of 5 average rating, 119 reviews
Top Guest favourite
The image depicts a wooden dock extending over a calm, dark canal. Tall grass borders the water, and several boats are visible on the dock. Lush green trees provide a natural backdrop, enhancing the serene atmosphere of the outdoor space.
Home in Gulf Breeze

Canal Home in Gulf Breeze

ViewBeachNearby

4.94 out of 5 average rating, 272 reviews
Top Guest favourite
A spacious open-concept living area features a well-equipped kitchen with dark cabinetry and a large island. A comfortable gray sofa with yellow accents is positioned next to a wooden coffee table. A dining table is visible, accompanied by four chairs, under soft lighting that enhances the area.
Home in Holt

The Lakehouse

ViewBeachWi-Fi

4.99 out of 5 average rating, 166 reviews

Waterfront condo accommodation

Top Guest favourite
A bright living area features large sliding glass doors that offer ocean views. Two dark sofas, a light coffee table, and a cozy recliner are positioned around a soft area rug. Artwork and lamps add subtle decor, complemented by natural light filtering in through the windows.
Condo in Pensacola Beach

Immaculate Regency end unit with incredible views!

BeachRiverWi-Fi

4.96 out of 5 average rating, 108 reviews
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

Beachfront Condo • Pool & Resort Perks

ViewBeachLayout

4.99 out of 5 average rating, 153 reviews
Top Guest favourite
The open living and dining area features a rustic wooden table surrounded by black chairs, complemented by a comfortable sectional sofa. Large windows provide unobstructed views of the Gulf, while a ceiling fan and chandelier enhance the space's functionality.
Condo in Pensacola Beach

Navarre Beach Gulf front luxury

BeachViewComfort

4.98 out of 5 average rating, 243 reviews
Top Guest favourite
Condo in Pensacola Beach

Thoughtfully Hosted Gulf-Front on Navarre Beach

BeachViewParking

4.92 out of 5 average rating, 152 reviews
Top Guest favourite
A modern dining area features a round table with light-colored tableware, surrounded by four white upholstered chairs. Behind the table, a stylish shelving unit displays decorative items against a marbled wall. Expansive glass doors provide a view of the ocean and allow natural light to flood the space.
Condo in Perdido Key

PX 1105 Next to Florabama, Beachfront Luxury Suite

BeachViewWalkability

4.96 out of 5 average rating, 360 reviews
Guest favourite
A light-filled living area is furnished with two gray sofas adorned with blue accent pillows. A round glass coffee table is positioned centrally, while large sliding doors offer expansive views of the outdoor landscape. Soft curtains frame the windows, creating a relaxed ambiance.
Condo in Pensacola Beach

Oceanfront/2nd Floor Balcony/Pool/Views/Walk2Pier

ViewBeachParking

4.87 out of 5 average rating, 173 reviews
Top Guest favourite
Condo in Pensacola Beach

Your PooleParadise

BeachViewCheck-in

4.98 out of 5 average rating, 129 reviews
Top Guest favourite
A cozy outdoor dining area features a round table surrounded by vibrant green and blue chairs. A small potted plant sits in the center, with place settings prepared. The view of the water is framed by open windows, allowing natural light to enhance the space.
Condo in Pensacola Beach

Beach Balcony Bungalow

ViewBeachLocation

4.95 out of 5 average rating, 100 reviews

Destinations to explore