House holiday rentals in Santa Rosa Island

4.92 out of 5 average rating, 109 reviews

Waterview Villa-Steps to the Sand-Pool-King Bed

Located in the heart of Destin, FL, this stunning top-floor beach villa duplex offers 2 bedrooms and 2 baths, perfect for families or friends. The master suite features a king bed, while the second bedroom includes full bunk beds and a twin trundle. Enjoy breathtaking private lake views and easy access to the white sand beach only steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this serene beach getaway

4.98 out of 5 average rating, 147 reviews

Home in Miramar Beach

Modern Luxury! Gated Beach • LSV • Swim Spa

Welcome to Serenity at Paradise Retreat in Miramar Beach, located in a small gated community sitting alongside the Gulf Coast just a short walk to the white sand beaches and Emerald Green shore line of Destin where the natural beauty is breathtaking. This 1-level home is perfectly situated near beach-front restaurants, world class shopping, stunning golf courses and endless entertainment options. 20-min to Crab Island and the Harborwalk. 15-min to SanDestin/Baytowne Wharf 40-min to airport

The image captures a serene ocean view, showcasing the gradient of blue waters against a clear sky. A stretch of white sandy beach is visible, with a few beach chairs positioned along the shore, inviting leisurely relaxation.

4.92 out of 5 average rating, 255 reviews

SUNDESTIN BEACH RESORT 912, BEACHFRONT

Come enjoy this oceanfront condo. You’ll love this place, located right on the beach, has beautiful breathtaking views to the Gulf. A very clean, cozy 2BR/2Ba condo featuring the Heavenly beds by Westin, so you can sleep heavenly. A good night sleep is just as important as waking up to captivating views for optimal relaxation during your stay. Enjoy your morning sunrise with a complimentary Starbucks or Nespresso cup of coffee from our fully equipped kitchen. Come discover the Emerald coast.

The living area features a comfortable sofa facing a large television mounted against a light-colored wall. An open kitchen with modern appliances is visible, complemented by a wooden island with seating for four. Warm wooden tones and elegant flooring enhance the space.

4.83 out of 5 average rating, 110 reviews

House 5 min to Beach, Fire Pit, Deck, Pickleball

Welcome to your perfect getaway, just 5 minutes from the beach, with shopping and waterfront dining at your doorstep. Unwind in this charming beach town rental that is perfect for entertaining with an outside deck equipped with a grill, TV and a fire pit. Explore Fort Walton Beach’s vibrant shopping scene, indulge in local flavors at nearby restaurants, nightlife after dark and return to relax in style. Everything you need is at your fingertips. Book now for an unforgettable coastal escape!

4.95 out of 5 average rating, 118 reviews

A two-story white house is depicted with a paver driveway leading to the entrance. A 6-seater golf cart is parked in front, surrounded by green landscaping including palm trees. The home presents a welcoming facade, featuring a covered porch and multiple windows.

Home in Miramar Beach

All you need! Location | Golf Cart | Walk to Beach

Welcome to 'Ocean Pearl'! This home is located in the heart of Miramar Beach within walking distance of the picturesque white sand beaches. Enjoy your morning stroll to grab coffee or indulge in beachside food or drink, all within a mile of the house. If Mother Nature gets in your way, take a quick drive to the Destin Commons, Silver Sands Outlets, or Baytowne Wharf to get your shopping fix or entertain the little ones! Cap the evening off with a sunset cruise via golf cart down scenic 98!

The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.

4.96 out of 5 average rating, 125 reviews

Sugar Sand Cottage at Destin Pointe

This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

An inviting outdoor area features a private pool illuminated in blue, surrounded by several lounge chairs. Soft string lights create a warm ambiance above, and a small fire pit is positioned nearby, offering a cozy gathering space in the beautifully landscaped backyard.

4.93 out of 5 average rating, 153 reviews

FreeGolfCart!/PrivatePool!/Walktobeach!/Sleeps 10!

Find yourself in Hidden Paradise, a curated cottage home in Destin's highly sought-after Crystal Beach. Featuring a complimentary 6 seater golf cart, the 2 blocks to the sugar sand beach is a breeze. Come home to a private pool and full-sized fenced backyard for some bbq on the grill or a game of cornhole. 3 bedrooms. Sleeps 10. Provided mini-crib and highchair...bring the family! Its the little things that help make big memories, and thats what is awaiting at Hidden Paradise!

A spacious living area features a sectional couch complemented by a round coffee table. Warm wood accents are highlighted by overhead pendant lighting. The adjoining kitchen showcases a large island with bar seating, while a dining area in the background is arranged with a large table.

4.99 out of 5 average rating, 113 reviews

Stunning updated 4 bedroom home. 8 mins from beach

Escape with family or friends to this stunning, fully renovated coastal home. Only a short drive from the Gulf Coast's pristine beaches, this cozy home offers all the comforts of home and conveniently located near downtown FWB. Walk up the street for public water access to view the bay. Ample parking in the driveway for your boat, trailer or RV. Enjoy the large fenced-in backyard, perfect for outdoor entertaining. Book now and experience the best of Florida's Emerald Coast.

4.95 out of 5 average rating, 135 reviews

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

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.

The entrance of the guest house is framed by neatly trimmed hedges and a decorative pathway. A red door, set within a covered entryway with white columns, leads into the home. The brick exterior showcases a warm and inviting appearance.

4.96 out of 5 average rating, 185 reviews

Clancy's Celtic Clouds

Beautiful 1100 Sqft 2-bedroom guest house originally intended as Mother-in-law quarters. The all-brick home is conveniently located in Fort Walton Beach, Florida. It is a 10-Minute drive to either Eglin Air Force Base or Hurlburt Field--and you can be at the beach in less than 10 minutes! Destin is only a 15-minute drive! Publix Grocery Store/Pharmacy is 1-mile away, and our local Walmart for any extras that you might need is only 2 miles from the property.

A charming Southern beach home is framed by lush greenery and palm trees. The white picket fence encircles the property, while inviting porches are visible on the upper level. A well-manicured lawn and brick pathway lead to the entrance, enhancing the exterior's appeal.

4.89 out of 5 average rating, 199 reviews

The Charleston Experience-Free PoolHeat N GolfCart

The CHARLESTON is a marvelously designer-decorated Southern beach home that embodies the charm and elegance of its namesake city. Enjoy a private heated pool, a free six-passenger golf cart, ping pong, an outdoor kitchen, a gas fire pit for s’mores, and quaint balconies. You’re just one block from Destin’s stunning white-sand beaches and only minutes from restaurants, entertainment, parks, shopping, and more!

4.99 out of 5 average rating, 116 reviews

The front porch is enclosed with large screens, providing a view of the surrounding landscape. A paved pathway leads to the house, bordered by landscaped areas of mulch and greenery. A set of beach bikes sits beside the entrance, enhancing the coastal charm.

Home in Santa Rosa Beach

Stunning 30A Home, Walk to Beach, Pool, Shop, Eats

Escape to Salt Pearl, your perfect 30A retreat! This bright, 3-bedroom beach home is just an 8-minute walk to Ed Walline Beach. Comfortably sleeping your group, it features an open-concept living space, a screened porch where you can hear the waves, a fire pit, and access to a community pool. Ideal for families and groups seeking a relaxing getaway on the Emerald Coast, with bikes and beach gear included.

Popular amenities for house rentals in Santa Rosa Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 119 reviews

Private Beach Access–Pool/Spa–Sleeps 14–Pets OK

4.94 out of 5 average rating, 109 reviews

Destin Retreat: Oceanview Poolside Luxury Condo

A private heated pool is surrounded by a spacious concrete deck and lounge chairs. Tall palm trees provide shade, and an outdoor dining set sits under a large umbrella. The inviting home is partly visible in the background, bathed in warm sunlight.

4.96 out of 5 average rating, 199 reviews

Walk to Beach · Private Heated Pool · Fenced Yard

The exterior of a two-story coastal home is presented, featuring a white façade with ample blue accents. A covered porch extends along the front, showcasing large windows and doors. Lush green landscaping and a picket fence enhance the inviting entrance, complemented by an American flag gently waving.

5 out of 5 average rating, 103 reviews

Private Pool - Golf Cart - Block to Beach - Destin

A private heated pool is visible, featuring a gentle waterfall and illuminated water reflecting soft lights. Surrounding greenery adds a natural touch, and a BBQ grill can be spotted nearby. The pool area is designed for relaxation, with a spacious concrete deck providing ample room for lounging.

4.93 out of 5 average rating, 41 reviews

Hidden Oasis

An open patio area features a wooden ceiling and recessed lighting. A ping pong table is positioned under the roof, with a comfortable hanging chair nearby. The space overlooks a sparkling pool surrounded by greenery, creating a seamless indoor-outdoor connection.

4.83 out of 5 average rating, 24 reviews

The Oasis Getaway in Fort Walton

A two-story home is surrounded by lush greenery, featuring a pastel exterior and decorative shutters. The entrance is framed by palm trees and well-maintained shrubs. A balcony above provides added charm, while the clear blue sky creates a welcoming atmosphere.

4.95 out of 5 average rating, 208 reviews

Destin's most adored home!

4.98 out of 5 average rating, 106 reviews

An aerial view of a bright blue two-story home, surrounded by palm trees and a secure wooden fence. A private pool is situated in the spacious patio area, accompanied by a seating arrangement of blue chairs. The neatly paved surroundings complement the home's inviting exterior.

Home in Miramar Beach

Surf Song Beach Retreat - Heated Pool, Beach!

Weekly house rentals

A spacious living area is characterized by high ceilings and abundant natural light. A sectional couch with plush cushions sits on a light-colored rug, while a wooden coffee table adds warmth. The open layout connects seamlessly to the modern kitchen and dining space visible in the background.

4.89 out of 5 average rating, 9 reviews

Casa Palmas on Holiday Isle

An open-concept living area is presented, featuring a sectional sofa with accent pillows. A wooden coffee table centers the space, complemented by two armchairs. The room showcases modern decor with a large TV and bright windows that overlook the outdoor patio, providing natural light.

4.97 out of 5 average rating, 36 reviews

3BR Home | Backyard, Hot Tub & BBQ, 5 min to Beach

A bright bedroom showcases a spacious bed with neutral-toned linens and a decorative throw. Two leafy wall art pieces add an organic touch. A window is dressed with light curtains, and a potted plant sits beside a wooden nightstand with a lamp.

5 out of 5 average rating, 15 reviews

Tropical Family Getaway! Firepit, Games & Grill!

4.89 out of 5 average rating, 36 reviews

Sleeps 13-Hot Tub-Pool-Steps 2 Beach-Rooftop Tub B

A bright living area features large glass doors that provide stunning views of the beach and palm trees. Light blue walls complement contemporary furnishings, including a spacious sectional sofa and a circular coffee table. A dining space is visible, illuminated by natural light.

5 out of 5 average rating, 71 reviews

Beachfront Corner Lobby Unit/Pool/Smart TV/King/WD

The living area features a bright orange accent wall complemented by a cozy beige sectional sofa adorned with patterned cushions. A vibrant area rug with a tropical design is positioned beneath a modern wooden coffee table. Two teal bar stools provide seating at a nearby kitchen counter, enhancing the welcoming atmosphere.

5 out of 5 average rating, 29 reviews

Boat/Jetski Parking! 5-min Boardwalk Beach Access!

A spacious heated pool is enclosed by a secure mesh barrier, surrounded by a sun-soaked deck. Lounge chairs are positioned nearby under shaded areas created by palm trees. Soft light reflects off the water's surface, creating a serene atmosphere for relaxation.

5 out of 5 average rating, 9 reviews

Private Heated Pool + Hot Tub + Mins. from Beach

A spacious screened-in lanai is showcased, featuring a gathering area with a circular seating arrangement. A gas fireplace adds warmth, while soft lighting illuminates the saltwater pool outside, creating a calming ambiance. Colorful lounge chairs line the pool for relaxation.

4.99 out of 5 average rating, 73 reviews

Heated Salt Pool/Spa | Cali King Bed | BEACH - 4mi

Private house rentals

A cozy living room features a black leather sofa and a patterned armchair beside a coffee table. A brick fireplace is framed by a wooden mantel adorned with greenery. A striped area rug adds color to the tile floor, while ambient light is provided by two lamps.

5 out of 5 average rating, 43 reviews

Willow

The open-concept kitchen features sleek cabinetry, modern appliances, and a large island, providing an inviting space for meal preparation. In the lower section, a dock area showcases a boat lift and lush greenery along the water's edge, emphasizing the waterfront setting.

5 out of 5 average rating, 44 reviews

Waterfront, Boat dock, Bikes, BEACH, HOT TUB

The living area features a spacious layout with tiled flooring and neutral-colored walls. A large flat-screen TV is mounted on the wall, and a comfortable sofa is positioned nearby. A dining table with dark wooden chairs and a ceiling fan enhances the open ambiance.

4.94 out of 5 average rating, 35 reviews

Magnolia Bloom, 5 min from the beach.

The exterior of a two-story home is depicted, showcasing a brown shingle roof and white walls. Two palm trees are positioned in the front yard, and a spacious driveway leads to two garage doors. Soft clouds are visible in the sky, creating a serene backdrop.

5 out of 5 average rating, 17 reviews

Quiet 3 Bed Close to Airport, Beaches, & Shopping

5 out of 5 average rating, 4 reviews

pet friendly mid-century cottage

Two green beach chairs with the name 'Sea Dunes' printed on them are positioned under a large umbrella. The sandy beach extends towards the turquoise waters of the Gulf, creating a serene coastal scene. Gentle waves can be seen lapping at the shore.

4.94 out of 5 average rating, 54 reviews

Beach Dreams!

4.96 out of 5 average rating, 49 reviews

Spacious Waterfront Home | Pool, Dock, Kayaks