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
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 Santa Rosa 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, 118 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

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
Home in Fort Walton Beach
4.82 out of 5 average rating, 124 reviews

Your Vacation House-TV in rooms Free Wi-Fi & Grill

Discover quiet living at this cozy 2br, 2ba Fort Walton Beach vacation rental home! Centrally located with 3 Roku TVs: in living room and each bedroom. Comfortable accommodations for up to five guests. With a nice park on one end of the street. Set in between Santa Rosa Island Beach/ Walmart, FWB Landing Park, and other popular attractions. Ideal for Business Trips, single, or family seeking relaxing stay in the sunshine. Close to both military bases, Hurlburt Field AFB, & Eglin AFB.

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 Fort Walton Beach
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

Superhost
Home in Santa Rosa Island
4.5 out of 5 average rating, 8 reviews

Private Beach, Water Views, Lazy River | VIP Perks

⭐ Exclusive VIP Experience Package – Enjoy FREE Golf, Sunset Dolphin Cruises, and More Activities EVERY DAY of Your Stay! (Full Details Below) ⭐ Pelican 403 is a newly updated condo on Okaloosa Island featuring bayfront pools, a lazy river, multiple spas, an updated kitchen, spacious bathrooms, & stunning Choctawhatchee Bay views, all just a breezeway walk from Emerald Coast's white sandy beaches, making it the perfect coastal luxury condo.

Superhost
Home in Fort Walton Beach
5 out of 5 average rating, 3 reviews

Emerald Coast Escape

Comfortable 3-bedroom home in Pensacola, ideal for families, friends, or business stays. It features a bright living area with smart TV, fast Wi-Fi, a fully equipped kitchen, and cozy bedrooms designed for rest. Guests can enjoy a quiet outdoor space and easy access to downtown, restaurants, shops, and nearby Gulf Coast beaches. Perfect blend of comfort, convenience, and coastal charm for a relaxing stay.

Top guest favourite
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.
Home in Fort Walton Beach
4.9 out of 5 average rating, 142 reviews

Relaxing Pool Retreat Near Beaches & Destin!

Welcome to Our Happy Place! Whether you're planning a girls getaway, family beach vacation, couples retreat, or celebration weekend, Our Happy Place was designed to help you slow down, reconnect, and make lasting memories together. Perfect For: ✔ Girls Trips ✔ Family Vacations ✔ Couples Getaways ✔ Birthday Celebrations ✔ Parents Traveling with Teens ✔ Long Weekend Escapes ✔ Remote Work + Vacation Stays

Popular amenities for house rentals in Santa Rosa Island

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£113£108£139£126£151£195£204£141£127£119£115£115
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

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 £59 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