House holiday rentals in Santa Rosa Island

A game room features a vibrant red pool table, positioned centrally under recessed lighting. Surrounding walls display decorative accents, including a mirror and wall art. A window provides natural light, while a television is mounted on an adjacent wall.

4.92 out of 5 average rating, 145 reviews

Three Forty Eight The Great Escape! (Pet Friendly)

The perfect location for a Florida getaway. Spacious house on a quiet street, in close proximity to; Choctawhatchee Bay, a public access beach (2 miles), Uptown Station and downtown Fort Walton Beach for shopping, dining, and libations. Destin is just a $15 Uber/Lyft ride across beautiful Okaloosa Island where you can enjoy all the festivities the famous HarborWalk has to offer. Kids and pets welcome, please inquire regarding long-term off-season rental. Thanks for looking, hope to see you soon!

Superhost

5 out of 5 average rating, 4 reviews

Gorgeous Views & Pristine Pool! Walk to downtown!

Relax and unwind in this beautiful condo featuring sparkling water views and a refreshing pool just steps from your door. Stroll to nearby restaurants and shops or enjoy morning coffee on your private balcony while watching the sunrise. Spend the day lounging by the pool, or take a short walk to explore downtown. Inside, you’ll find an open, airy layout with plenty of natural light. Whether you’re here for a weekend retreat or an extended stay, this condo combines comfort, style and convenience.

The kitchen features modern appliances including a black refrigerator, stove, and microwave. White cabinets hold dishware and pantry items, while a stackable washer and dryer are conveniently located. A red accent table and a colorful framed artwork add character to the inviting space.

5 out of 5 average rating, 20 reviews

A+Location/Pets:)/ Snowbird Special/ Fenced Yard!

SNOWBIRD SPECIAL: 35% OFF STAYS OF 28 DAYS +. Welcome to your ultimate beachside crash pad--brand new, stylish, and built for whatever life throws your way. This newly built, 1-bed, 1-bath modern escape packs serious value into 500 sqft of smart design. It's your own private, fortress, just a short walk to the beach and downtown's best bars, restaurants, and nightlife. Everything here is brand new. The fully fenced yard makes it perfect for pets, with a patio, pergola, and an outdoor shower.

The exterior of the two-story home is presented in a soft blue hue, complemented by white trim and a covered porch. A one-car garage is visible on the right. Surrounding pine trees provide greenery, while a paved driveway leads up to the entrance.

4.96 out of 5 average rating, 169 reviews

Casa By La Playa! A Blue Mountain Beach Getaway

Welcome to Casa By La Playa! A coastal treasure sitting just off 30A in Blue Mountain Beach with two nearby beach accesses and amenities galore. This 2-bedroom and 2.5-bathroom home sleeps 8 guests comfortably and features a one car garage, stainless steal appliances and flat-screen TVs in every bedroom! An open living and upgraded kitchen area greets guests upon entry plus a side door access leading to a premium fenced back yard with artificial turf, a furniture set, plus umbrella for shade!

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.

4.84 out of 5 average rating, 104 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!

A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.

4.97 out of 5 average rating, 178 reviews

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

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, 108 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.

Superhost

The outdoor area features a non-heated swimming pool surrounded by a concrete patio. A small table with chairs is positioned nearby, offering a space for relaxation. Lush greenery provides shade, and a seating area with chairs is visible on the lawn.

4.89 out of 5 average rating, 298 reviews

#1 4BR HUGE PET Friendly Home w/ your own pool!

Modern house w/ 2 master bedroom suites with own bathroom and 2 additional rooms sharing a bathroom. Welcome to the emerald coast paradise! You have the best of both worlds, Okaloosa island and the night life are only less than 3 miles away, the beautiful sugar sand beaches are only couple miles away, and you have your own pool (non-heated) in the backyard if you just want to relax and get your tan on! Shopping outlets are near by! Great restaurants around to choose from!

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.

4.95 out of 5 average rating, 132 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.

The exterior of a single-family home is presented, featuring a well-maintained lawn and a driveway capable of accommodating multiple vehicles. The house showcases a brick facade, a blue garage door, and decorative landscaping with neatly trimmed bushes. A wooden fence surrounds the front yard.

4.96 out of 5 average rating, 192 reviews

Arcade Escape: Ping Pong, Grill, 6 Miles to Beach

The Verb House, the perfect getaway includes tons of amenities and only 6miles to the beach and 4 miles from downtown! Most of the baby items and cooking amenities are provided with TVs in every room. Verb includes 2 arcades, home gym, piano, office space, ping pong, put-put, fire pit and grill! Beach equipment and toys are located in the garage! Beaches, crab island, waterparks, zoo, etc - right at your fingertips! Book with Ronin Stays LLC, you won't be disappointed!

The two-story beach house features a light-colored exterior with pastel blue shutters. A welcoming front porch is visible, along with a pathway leading to the entrance. Lush landscaping lines the driveway, creating an inviting approach to the home.

4.91 out of 5 average rating, 128 reviews

Sandy Toes is south of scenic 30A in the heart of Blue Mountain Beach. Located near Blue Mountain Bakery, and Big Daddy’s Bike. Beach Access: The house is 0.7 mile (3 min bike, 15 min walk) from the closest public beach access. There are 4 other public beach accesses within 1.5 miles of the house. Pool: You have access to the BMB Club pool/gym walking distance across 30A. There are also beach towels, toys, six beach chairs, and umbrella.

A spacious living area features modern furniture, including a light-colored sofa and an armchair. Soft natural light fills the room through large glass doors that open to a balcony. The decor includes a wall sign that reads 'BEACH' and a neutral area rug.

4.94 out of 5 average rating, 109 reviews

Destin Retreat: Oceanview Poolside Luxury Condo

Experience luxury and comfort in our 2BR, 2BA newly furnished condo with breathtaking ocean, pool, and sunset views. The living area features modern decor, a flat-screen TV, and plenty of natural light. The master bedroom boasts a king-sized bed, while the second bedroom has a bunkbed and 2nd full bathroom, plus new living room furniture with a pull out bed. Book now and enjoy your beach vacation!

Popular amenities for house rentals in Santa Rosa Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A two-story green beach house is featured in a quiet cul-de-sac, with a golf cart parked in front. The house has a covered porch and multiple windows, surrounded by greenery and palm trees, offering a relaxing coastal vibe.

4.85 out of 5 average rating, 115 reviews

South of 30A. Golf Cart. Pool. Gym.

4.93 out of 5 average rating, 194 reviews

A spacious living area is furnished with comfortable grey sofas and a wooden coffee table. Above, three paintings with calming blue and gold hues adorn the wall. Potted plants provide a touch of greenery, enhancing the relaxed atmosphere.

Home in Miramar Beach

5 Min Walk to Beach, Pool, Loaded Game Room !

A light blue golf cart is parked on gravel in the foreground of the house. The two-story white structure features a large front porch and green chairs. Palm trees stand nearby, and a clear blue sky fills the background.

4.91 out of 5 average rating, 218 reviews

BlueMarlin-FreeGolfCartNBikes-FreePoolHeatJanFeb

An outdoor view of the home showcases a private pool surrounded by lounge chairs and a covered patio. Soft lights illuminate the area, highlighting the inviting atmosphere as dusk settles, with a colorful sky reflecting off the water.

4.93 out of 5 average rating, 29 reviews

* NEW * 3BR Pool & Hot Tub l 10 min to Beach

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, 120 reviews

Sugar Sand Cottage at Destin Pointe

4.95 out of 5 average rating, 99 reviews

Heated Pool- HotTub-Golf Cart-Beach Service -Bikes

A charming cottage stands under a clear blue sky, featuring a welcoming front porch with railings. A complimentary six-seater golf cart is parked in front, showcasing comfortable seating and a sleek design. Lush greenery and palm trees enhance the inviting atmosphere.

4.93 out of 5 average rating, 149 reviews

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

4.98 out of 5 average rating, 107 reviews

A multi-story luxury home is presented in a serene neighborhood, featuring a covered entryway and large windows that allow natural light. A complimentary golf cart is parked in the driveway. The sky showcases a vibrant sunset, enhancing the tranquil atmosphere.

Home in Miramar Beach

Serenity: 2 min to beach, Golf cart, Heated pool

Weekly 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, 39 reviews

Willow

Superhost

Home in Mary Esther

5 out of 5 average rating, 3 reviews

Tropical Oasis - Near Water & Beach, Pet-Friendly

4.77 out of 5 average rating, 13 reviews

Floppsy Flipp Inn

A spacious living room features two dark leather sofas and a modern coffee table placed atop a large area rug. Natural light streams in through sliding glass doors, leading to an outdoor seating area with chairs. Neutral wall art complements the inviting space.

4.96 out of 5 average rating, 69 reviews

Home in Fort Walton Beach

A sparkling swimming pool is centrally featured, surrounded by a spacious deck. Lush greenery and palm trees provide a natural backdrop. The area is enclosed for privacy, with a section of the home visible in the background, showcasing large windows and outdoor seating.

5 out of 5 average rating, 52 reviews

Downtown Bliss

A modern kitchen features white cabinetry and stainless steel appliances, including a gas range and a dishwasher. A small round table with a blue tablecloth is set for two, while a cozy seating area is visible in the background. Natural light is provided by a nearby window.

4.95 out of 5 average rating, 37 reviews

Coastal Cottage 10 minutes from beach | Dogs OK

The exterior of the home features a welcoming front porch with blue seating, complemented by an American flag. Paved driveway and lush landscaping surround the house, with a detached garage visible on the left. A blue sky with scattered clouds provides a bright backdrop.

5 out of 5 average rating, 34 reviews

Blue Mountain Beach Retreat: Bikes, Pool!

4.71 out of 5 average rating, 17 reviews

A serene beachfront scene captures silhouettes of people walking and playing along the shoreline. The sun sets on the horizon, casting warm orange and pink hues across the sky and reflecting on the gentle waves. Soft white sand borders the water's edge.

Home in Okaloosa Island

Beach Retreat 1500sq Luxury Flat Okaloosa Island

Private house rentals

5 out of 5 average rating, 15 reviews

A light-filled living area is highlighted by a stone accent wall and a cozy fireplace. A large flat-screen TV is mounted above the fireplace, displaying a serene beach scene. Comfortable seating options, including a plush sectional and decorative pillows, invite relaxation while bay views are visible through expansive windows.

Home in Sandestin

BaysideBreeze-Sandestin® 3BR/3BA-Golfcart to Beach

4.91 out of 5 average rating, 32 reviews

Home in Mary Esther

Modern Design Relaxing Atmosphere: Unwind and Play

A bright living area features comfortable seating arranged around a round coffee table. Decorative blue and white accents are present throughout the room, and large windows provide an unobstructed view of the Gulf. Natural light floods the space, creating a cheerful atmosphere.

5 out of 5 average rating, 12 reviews

Green Reef 16 | Beachfront | Remodeled | 3 Patios

The exterior of the cottage features a welcoming façade with light blue accents. Tall palm trees frame the entrance, which includes a gray front door with decorative elements. A neat pathway leads to the door, with landscaped areas showcasing shrubs and plants.

5 out of 5 average rating, 58 reviews

Magnolia Getaway - Walk to Bay, Sleeps 6

4.85 out of 5 average rating, 40 reviews

Cozy Beach House with Backyard Haven

An airy open-concept living area features a modern kitchen with sleek cabinetry and a spacious island. Floor-to-ceiling sliding glass doors frame panoramic ocean views and allow natural light to fill the room, while comfortable seating provides a cozy space to relax.

5 out of 5 average rating, 30 reviews

Luxurious Beachfront Suite

An outdoor area features a blue pool and spa under a screened enclosure, with chairs and a natural gas grill nearby. A spacious deck allows for relaxation. An adjacent game area includes a pool table and arcade machine, providing ample entertainment options.

5 out of 5 average rating, 25 reviews

New Luxury Home with Pool & Spa-2 bikes included