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.

4.93 out of 5 average rating, 160 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!

5 out of 5 average rating, 69 reviews

Magnolia Holiday House

Located just a short walking distance to Downtown Fort Walton Beach, you will fall in love with the experience of this adorable cottage and all the surrounding amenities. All one story, this home is comfortably designed to maximize its minimal footprint where you can equally enjoy the tranquil interior or the private side yard. Drop in your boat at the nearby public boat launch or cross over the bridge to soak in the the views of sugar white beaches and the emerald waters of the Gulf of Mexico.

Superhost

4.78 out of 5 average rating, 9 reviews

Emerald Coast Escape

Welcome to Emerald Coast Escape in Fort Walton Beach! Host 8 guests in this luxury 4BR retreat. The ultimate backyard resort features a heated pool with waterfalls, a premium outdoor kitchen with a brick pizza oven, an outdoor theater system, a cozy fire pit, and a double-headed shower. Inside, enjoy a gourmet kitchen with a nugget ice maker, a master suite with a smart bed and soaking tub, and a dedicated workspace. Minutes from Okaloosa Island and Destin beaches with seamless keyless entry.

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.

4.85 out of 5 average rating, 133 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!

4.96 out of 5 average rating, 176 reviews

A three-story Tuscan-style villa is showcased with a stucco exterior and custom tile roof. Lush palm trees and well-maintained shrubs surround the entrance, and a cobblestone driveway leads to the double garage. Expansive windows add architectural interest and allow for natural light.

Home in Miramar Beach

Italian villa 200 steps from beach • Free cruise!

• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Just 200 steps away from the beach • 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties • Free cruise ticket per night of stay! (for stays under 7 nights ) • Resort style pool, hot tub, pool views from balconies • Beach gear, work space, large smart TVs in all rooms Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

4.96 out of 5 average rating, 144 reviews

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.

Home in Destin

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.

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, 135 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, 101 reviews

An open living area features a comfortable beige sofa and a blue accent chair, arranged around a rustic wooden coffee table. A large wall-mounted TV displays a beach scene. Sunlight fills the space through sliding glass doors, leading to a tranquil backyard.

Home in Miramar Beach

Luxurious BeachHouse Pickeball+HeatedPool

🏖️ Our beautiful one-story open-floor house is the best choice for your beach vacation with your beloved family and friends. Perfectly located in a quiet community just a few minutes walk (~10 mins). White Sand Beach is close to the community pool and minutes away from shops, restaurants, and everything you need. With 3 bedrooms, 2 bathrooms, and a lovely private backyard, there is more than enough room for 11 guests and your pup, so you won't have to leave anyone behind!

4.95 out of 5 average rating, 154 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.

Home in Santa Rosa Island

The multi-level home features a light-colored exterior with a rooftop and covered porches. Bright red doors create a striking contrast against the white facade. A private heated pool is visible beneath the home, surrounded by palm trees and outdoor seating on the porch.

4.92 out of 5 average rating, 52 reviews

1 Fish 2 Fish, Private Pool Home, Pet Friendly

Modern 5-bedroom/4-bath beach home in Fort Walton Beach, FL, ideally located just across the street from the beach. Enjoy effortless coastal living with a private pool, spacious open-concept living areas, and a fully equipped kitchen perfect for group gatherings. Thoughtfully designed for comfort and relaxation, this home is ideal for families or large groups seeking a premier beach getaway with easy beach access and private outdoor amenities.

Home in Santa Rosa Island

A lazy river winds through lush tropical landscaping, with palm trees lining the banks. A float is visible in the water, and the exterior of a multi-story building can be seen in the background, suggesting proximity to other resort amenities.

4.93 out of 5 average rating, 14 reviews

Lazy River Bliss @ Destin West — 1 BR + Bunk Room

Escape to our stylish 1BR + bunk room condo at Destin West Beach & Bay Resort, boasting stunning bay views, a lazy river, pools, hot tubs, and private access to the Gulf's sugar-white beaches. Enjoy a full kitchen, Wi-Fi, and washer/dryer. Perfectly located minutes from attractions like Gulfarium, Okaloosa Pier, and HarborWalk Village for dining and entertainment. Ideal for families or couples. Book now—ready for spring break and summer 2026!