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, 158 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!

A comfortable living area features a sectional sofa with a light throw draped over it. A coffee table sits in the center, accompanied by a large TV mounted on a wooden stand. Natural light pours in through two windows adorned with white blinds.

4.86 out of 5 average rating, 128 reviews

The Oasis! Charming 3BR Near All The Best Beaches!

We open our doors to our guests! Our home is filled with love, joy, and passion. You'll feel as if you were at an enchanted five-star resort, where all your stresses just magically melt away. Not to mention, Okaloosa Island and Destin are just under 10 miles away! Also perfectly centralized inbetween both Eglin and Hurlburt field. Perfect for families, travelers, couples, events, or anyone who loves the crystal blue waters & white sands of the Emerald Coast Your home away from home awaits!

4.95 out of 5 average rating, 109 reviews

Home in Miramar Beach

Private Beach/King Beds/Ocean Views/Fire Pit

Get your feet sandy at the private beach! Escape to a lavish waterfront retreat nestled along the pristine shores of the Gulf of Mexico. Sea Esta #5 is a luxury 3-story townhouse that boasts breathtaking panoramic views and direct access to your own private slice of sandy paradise. Indulge in the expansive living space of our 4-bedroom, 4-bathroom townhouse where each floor is meticulously designed for both relaxation and entertainment...this will be a property you will never want to leave!

4.96 out of 5 average rating, 175 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, 143 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, 134 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, 100 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!

4.97 out of 5 average rating, 106 reviews

The outdoor pool area features clear blue water surrounded by lush palm trees. Comfortable lounge chairs line the pool deck, with a rock waterfall creating a tranquil ambiance. In the background, views of the ocean can be seen under a bright, partially cloudy sky.

Home in Destin

Jade East 1250 Corner Condo, Spectacular View~Deal

Gorgeous Panoramic Gulf Views from this 12th Floor luxury condo! Beach front, swimming pool & hot tub, fitness center & free onsite parking. Our 5 star Tropical Sea Inspired home, Sleeps 10! Updated and clean 3 bedroom/3 bath unit has a Large Private "Gulf Front Balcony" w/ amazing views of the Emerald Coast! Come watch the dolphins at play!! The Master Suite has a King Bed en-suite bath & gulf front balcony! Plenty of space the entire family can enjoy!

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!

5 out of 5 average rating, 12 reviews

Its 5 o'clock here

Welcome to your perfect getaway in Fort Walton Beach! This beautifully designed 4-bedroom, 2-bathroom home offers the ideal blend of comfort, space, and fun—perfect for families, groups, or anyone looking to relax and recharge near the Emerald Coast. The highlight of this home is the huge backyard—your own private oasis, private pool, hot tub available during the winter months, volleyball court for fun and friendly competitions.

A spacious outdoor area features a large swimming pool, surrounded by a concrete deck. Lush greenery provides a natural backdrop, and a few lounge chairs are positioned nearby for relaxation.