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House vacation rentals in Santa Rosa Island, Florida

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Top-rated house rentals in Santa Rosa Island, Florida

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

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Top guest favorite
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, 190 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.

Top guest favorite
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
4.93 out of 5 average rating, 119 reviews

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

When you stay at this centrally-located place, your family will be close to everything. The home is ranch-style and located on the canal in a fast-growing beachy community. Minimum stairs if you walk down to the canal. Take advantage of the local golf course which is minutes from the home. Enjoy the beautiful weather, shopping, and the local beaches (Navarre, Pensacola, and Destin) then come home to relax in your home away from home. We do not host parties or special events. Non smoking home.

Top guest favorite
The living area includes a modern entertainment setup with a large flat-screen TV mounted on the wall. A cozy white sofa is complemented by a textured blue rug, while surfboards are displayed as wall decor, enhancing the coastal theme.
Home in Pensacola
4.98 out of 5 average rating, 320 reviews

COCO RO Downtown! Outdoor Shower, Hammock+Parking!

Welcome to good vibes @ Coco Ro "Surf Shack" - your cozy retreat in downtown Pensacola! This thoughtfully designed 2BR coastal cottage blends laid-back comfort w/ curated nautical details, creating the perfect space to unwind after a day of exploring. Just 1 mile to vibrant Palafox St, 12 blocks to the bay & a short drive to the Gulf’s stunning, iconic white sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later

Guest favorite
Home in Pensacola
4.92 out of 5 average rating, 213 reviews

Dolphin Watch: Lovely Waterfront Unit with Kayaks!

Welcome to Dolphin Watch! This oasis sits on a calm, private, shallow cove of Perdido Bay, providing GORGEOUS views from the balconies & the perfect place for families to relax, swim, & paddle safely, all directly behind this waterfront home. This 2 bed/2.5 bath unit sleeps 6 & includes a full kitchen, laundry & 2 Kayaks! Spend all day enjoying the onsite beach, heated community pool, kayaking, swimming or take a quick drive to Perdido Key Beaches, dining, and more! Continue for more Details

Top guest favorite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.96 out of 5 average rating, 156 reviews

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

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, 255 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 modern retreat is showcased with a striking dark exterior and large glass windows. The wooden deck is complemented by outdoor seating, while lush greenery surrounds the home, creating a serene setting within the pine forest.
Home in Pace
4.94 out of 5 average rating, 222 reviews

The Pine House Pace, FL

Enjoy this UNIQUE retreat! 🌲✨ Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Unwind with a book in our 7 ft sitting window, watch the pines sway through the expansive living room windows, or gather with friends for dinner at the outdoor dining area. No matter the reason, the Pine House is for you!

Top guest favorite
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, 160 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!

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, 113 reviews

Island Life Beach House! 300ft to water!

The entire vibe of this home is "Island Life". If you're looking for a cozy spot on the beach that will make you feel more like you're at home than a tourist on vacation, this is the place for it. Our cute beach house is located on Pensacola Beach, and the water is within sight from the roomy outdoor deck. There are 2 bedrooms and 1 bathroom, kitchen, living space, outdoor space, and everything you need to enjoy life on the beach! FREE PARKING

Top guest favorite
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
4.95 out of 5 average rating, 106 reviews

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.

Top guest favorite
A light-filled bedroom showcases lake views through large windows. A spacious bed is adorned with soft linens and pillows. A wall-mounted TV is positioned across from the bed, while outdoor seating with an umbrella can be seen on the deck, enhancing the serene ambiance.
Home in Santa Rosa Beach
4.99 out of 5 average rating, 116 reviews

Romantic Seagrove Palmetto Bungalow 30A Lakefront

Welcome to the Palmetto Bungalow! Recently chosen by Brides magazine as one of the top 20 most romantic airbnbs in the country! Truly a special place to unwind, refresh, reconnect, honeymoon or just fall in Love again! This romantic lakefront gem takes you back to yesterday, the simpler times…the way it used to be. Love is in the air.

Top guest favorite
A serene view of a private dock extends into the Blackwater River, surrounded by lush trees. The calm water reflects the clear blue sky, while a grassy area leads to the concrete path beside the water, creating a peaceful atmosphere.
Home in Milton
5 out of 5 average rating, 108 reviews

Relax on Blackwater River

Put your feet up and relax at this tranquil getaway located directly on the Blackwater River. Perfect for peaceful evenings or endless adventures. This location has it all. Bring your boat to dock in a private boat slip, or explore the endless hidden nooks and crannies along Blackwater with kayaks and paddle boards provided at the home.

Popular amenities for Santa Rosa Island, Florida house rentals

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