Beach house holiday rentals in Santa Rosa Island

Home in Fort Walton Beach

A waterfront property featuring a private pool surrounded by a spacious yard. A large dock extends into the water, offering areas for seating and easy access for fishing or boating. Lush greenery and palm trees frame the picturesque setting, enhancing the overall outdoor appeal.

4.95 out of 5 average rating, 77 reviews

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

Luxury Waterfront escape w/ Pool , Deep-Water Dock & Sunset Views🌴 Bring your boat or jet skis and enjoy direct access to the intercoastal bay—just minutes from Crab Island. Relax poolside, unwind on the water, and enjoy peaceful sunset views while still being only 10 minutes from the beach, dining, and downtown Fort Walton Beach. 🚤 Private deep-water dock (boat & jet ski ready) 💦 Heated pool for year-round use 🌅 Waterfront views + outdoor living 🏖️ Quick drive to beaches & attractions

4.9 out of 5 average rating, 267 reviews

Home in Destin

SUNDESTIN BEACH RESORT 912, BEACHFRONT

Come enjoy this oceanfront condo. You’ll love this place, located right on the beach, has beautiful breathtaking views to the Gulf. A very clean, cozy 2BR/2Ba condo featuring the Heavenly beds by Westin, so you can sleep heavenly. A good night sleep is just as important as waking up to captivating views for optimal relaxation during your stay. Enjoy your morning sunrise with a complimentary Starbucks or Nespresso cup of coffee from our fully equipped kitchen. Come discover the Emerald coast.

Guest favourite

4.95 out of 5 average rating, 109 reviews

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!

5 out of 5 average rating, 52 reviews

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.

Home in Destin

Luxurious Beachfront Suite

Escape to this NEWLY renovated 1BR, 1BA beachfront condo in the heart of Destin’s Crystal Beach! Enjoy direct beach access from your 1st-floor unit—just 27 steps to the sand! This elegant space features a luxurious King bed, pull-out Queen, and a brand-new designer kitchen. Panoramic ocean views, a quiet low-rise building, and proximity to shops and restaurants make this the ultimate coastal retreat. Perfect for couples or small families. Book now and let the Emerald Coast be your paradise!

Guest favourite

An aerial view shows a double-home with a red-tile roof and palm trees surrounding a private pool area. The layout features distinct wings and is located within a tranquil gated community, showcasing well-kept landscaping and nearby homes.

4.92 out of 5 average rating, 147 reviews

Private Pool & 5 Min Walk to Beach! 5+ Car Parking

✦ PRIVATE POOL & BEACH ACCESS✦ ✦ DOUBLE-HOME LAYOUT FOR PRIVACY✦ ✦ SLEEPS 22✦ This one-of-a-kind luxury beach home is located in Miramar Beach along Florida's Emerald Coast, just beyond the Destin city limits. Enjoy the privacy of Emerald Waters Village, a pristine gated community just a 5 minute walk to the beach. With its unique "double-home" layout, this beach retreat is perfect for large or multiple families, groups vacationing together, corporate off-sites, or Bachelorette parties.

4.96 out of 5 average rating, 105 reviews

Home in Santa Rosa Beach

30A • 15Sec Pvt Beach • Heated Pool • GolfCart

🌴 Private Heated Pool 🏊‍♀️ | Golf Cart 🚗 | 100 Steps to Private Beach 🏖️ | Bikes 🚲 Just 100 steps to private beach access in a gated community-no crowds, no long walks. One of the closest homes to private beach access on 30A, this 5BR retreat is designed for effortless beach days and relaxed family getaways. Enjoy a heated pool 🏊‍♂️, 6-seater golf cart 🚙, bikes 🚲, and daily beach setup 🌞. Walk to Shunk Gulley 🍔, Pecan Jacks 🍦, and more—everything you need just minutes away. 🌊

5 out of 5 average rating, 114 reviews

Home in Mary Esther

Serenity on the Water-Dock/Water -No cleaning Fee

NEW DOCK AND WATERFRONT COMMON AREAS Peaceful, quiet retreat away from the condos and traffic. Beautiful views of the Santa Rosa Sound. Bring your boat. Water and dock access (only shared with the owners). Short boat ride from Crab or Spectre Islands. Close to shopping, food, Santa Rosa Island and Destin. This beautiful 2BR/2.5BA with great water views and water access. One street from a public boat launch. Convenient Boat parking Enjoy crabbing or fishing night or day.

The living area features soft blue accents, including a cozy couch and decorative pillows, set against neutral walls. Natural light floods in through sliding glass doors, leading to an outdoor space. A small wooden table holds a vase of flowers, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 121 reviews

Emerald Gulf Bliss | 5-Min Walk ·Pool ·Yard ·Pets

⭐ TOP LOCATION! 5-Min WALK to Miramar BEACH ⭐ FREE BEACH GEAR – 6 chairs, tent, umbrella, wagon & toys; 2 bicycles ⭐ PET-FRIENDLY – Fenced yard, one of the largest in the complex ⭐ Sparkling POOL for Family Fun & Relaxation ⭐ Fully Equipped KITCHEN with Everything You Need ⭐ 70" SMART TV + TVs in Bedrooms with Netflix & Streaming ⭐ High-Speed 1G WiFi ⭐ 3 Dedicated PARKING Spots with GARAGE ⭐ Shops, Dining & Attractions — all within minutes ⭐ LOCAL HOST – Fast Support & Insider Tips

Guest favourite

A spacious screened-in patio presents a serene view of the waterfront. Comfortable seating arrangements are complemented by a dining table, while natural light illuminates the terracotta floor. The outdoor scenery features lush greenery and a distant dock, enhancing the tranquil atmosphere.

4.91 out of 5 average rating, 11 reviews

Jet Ski Adventure - Family Getaway

780 On The Bay Experience the best of the Emerald Coast at 780 On The Bay. Our property offers a stunning Bay Front vacation Rental in the heart of Miramar Beach. Our property offers a unique, serene waterfront setting on the Choctawhatchee Bay, perfectly positioned for both relaxation and adventure. Located just a 5-minute drive or a scenic 15-minute walk to the world famous white sand beaches, you can enjoy the peace of the bay with easy access to the Gulf of America.

Home in Santa Rosa Island

A cozy living area features a comfortable dark blue sofa, complemented by decorative pillows. A light wood coffee table sits in front, and a smart TV is mounted on the wall, showing a tropical scene. Bar stools are arranged around a kitchen counter that is visible in the background.

4.85 out of 5 average rating, 40 reviews

Okaloosa Island Access #1 Bumble Beech Townhouse

Welcome to Bumble Beech, your laid-back island escape nestled between the sparkling Santa Rosa Sound and the sugar-white sands of Okaloosa Island. This charming beach townhouse features a plush king bed, 1.5 bathrooms, and a fully stocked kitchen—ideal for everything from lazy breakfasts to sunset cocktails. Whether you’re chasing the sun, cruising the Sound, or grabbing fresh Gulf bites, Bumble Beech is your cozy home base for that salty-air, barefoot kind of vibe.

4.89 out of 5 average rating, 176 reviews

A two-story home features a light exterior with a welcoming front porch. A golf cart is parked in front, ready for use. Lush greenery surrounds the property, enhancing the vibrant atmosphere. The scene captures nearby locations, including the beach and a patio with comfortable seating.

Home in Destin

Breeze! New. 2 blocks to beach - Sleeps 26 - Pool!

Not a worn out rental. Breeze is in Destin’s highly sought-after Crystal Beach. Take Breeze’s complimentary 2021 golf cart to your choice of 6 different neighborhood(less crowded) sugar sand beaches within 2 blocks. Then come home to a private pool and full-sized fenced backyard (which is impossible to find in Destin). 7 bedrooms. Sleeps 26. Just across the street from Destin's best restaurants, shopping and entertainment. Full furnished by designer.