House holiday rentals in Santa Rosa Island

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Top-rated house rentals in Santa Rosa Island

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

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Guest favourite
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.
Home in Ferry Park
4.92 out of 5 average rating, 151 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!

Guest favourite
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.
Home in Okaloosa Island
4.94 out of 5 average rating, 49 reviews

5 BR 4 BA + Private Pool + Pickleball Fun

Get ready for the ultimate beach escape with Beach Weekend! When you book our 1 Fish 2 Fish rental on beautiful Okaloosa Island, you unlock exclusive perks to make your stay even more memorable. Imagine cruising the stunning emerald waters with 10% off a pontoon rental, crab island excursion and enjoy unlimited pickleball court access in Downtown Fort Walton. Our friendly team is here to make your dream vacation seamless from start to finish as The Beach Weekend has everything you need for an i

Top guest favourite
An outdoor space features a private saltwater pool bordered by a stone patio. Lounge chairs are positioned for sunbathing, and a covered seating area is seen in the background. The sky displays a gradient of colors as the sun sets, enhancing the tranquil ambiance.
Home in Miramar Beach
4.98 out of 5 average rating, 117 reviews

Private POOL- Gated beach access-grill-backyard

Welcome to our beautiful vacation home in Destin by the Gulf of Mexico! Just steps away from the sandy beach, our cozy retreat offers the perfect getaway for beach lovers. With private saltwater pool and a comfortable interior,you'll feel right at home. Whether you're looking to relax on the sand, take a dip in the sparkling waters, or explore the nearby attractions, our convenient location has it all. Immerse yourself in the tranquility and beauty of the Gulf of Mexico during your stay with us

Top guest favourite
Home in Destin
4.92 out of 5 average rating, 120 reviews

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

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

Guest favourite
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.
Home in Ferry Park
4.85 out of 5 average rating, 125 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!

Top guest favourite
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
4.96 out of 5 average rating, 173 reviews

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.

Top guest favourite
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
4.96 out of 5 average rating, 137 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.

Guest favourite
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.
Home in Ferry Park
4.98 out of 5 average rating, 127 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.

Top guest favourite
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.
Home in Fort Walton Beach
4.9 out of 5 average rating, 330 reviews

#1 4BR HUGE PET Friendly Home Away from Snow!

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!

Top guest favourite
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
4.95 out of 5 average rating, 149 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.

Guest favourite
A collage of the townhome is presented, showcasing a stylish dining area with a wooden table and plush seating, a modern living room featuring a wall-mounted TV, a uniquely designed bunk area with colorful wallpaper, and the exterior highlighting the driveway and garage area.
Home in Fort Walton Beach
4.86 out of 5 average rating, 106 reviews

House in Ft Walton Beach near Okaloosa Island *TVs

Bring your boat! You'll fall in love with this spacious townhome in FWB. Centrally located near shops & food. Close to Liza Jackson Park and a short 10 min drive from Okaloosa Island. Boat launch available at Liza Jackson. - 3 bedrooms & 2.5 baths, sleeps 7 - Queen beds and TVs in each bedroom - Wifi throughout - On a quiet street with large driveway - Dedicated office space - Outdoor patio with grill * No smoking or fires permitted on the property

Top guest favourite
A well-lit bedroom features a spacious bed with a decorative blue throw blanket. Artwork depicting aquatic scenes adorns the walls, complementing the neutral color scheme. A ceiling fan circulates air, while natural light filters in through the window, providing a serene view of the outdoors.
Home in Fort Walton Beach
4.96 out of 5 average rating, 112 reviews

Pets Welcome/Work Remotely/Fenced Yard

Your family and friends will be close to everything when staying at this centrally-located townhouse. This property is loaded with amenities. This townhouse is loaded with quartz counter tops, new appliances, washer/dryer, dedicated workspace and bbq area, a coffee bar, 3 smart TVs and even a PACMAN arcade game! Walk to Publix, Beach liquors, the beach, and downtown Fort Walton Beach and explore the many restaurants, bars, and shops.

Popular amenities for house rentals in Santa Rosa Island

When is the best time to visit Santa Rosa Island?

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Avg. price$194 SGD$186 SGD$239 SGD$216 SGD$259 SGD$336 SGD$351 SGD$243 SGD$218 SGD$204 SGD$198 SGD$198 SGD
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Quick stats about house rentals in Santa Rosa Island

  • Total holiday rentals

    Explore 60 holiday rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Santa Rosa Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santa Rosa Island rentals

  • 4.8 Average rating

    Santa Rosa Island stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Santa Rosa Island’s top spots include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park and Crab Island

Destinations to explore