Apartment holiday rentals in Santa Rosa Island

203 1 Fish 2 Fish at Island Isla

Enjoy this stylish condo located just a short distance from the white sand beaches and emerald green waters of Okaloosa Island! 1 Fish 2 Fish is located on the third floor at Island Isla. The condo has a spacious living area, dining room and kitchen. The bedroom has a very comfortable queen size bed and there is also a sleeper sofa in the living room. Walk down stairs and across the street and you will be able to dip your toes in the Gulf of Mexico! Book your stay now before the dates are gone.

*Perfect location | Charming beach retreat*

Located a short three minute drive to the beautiful white sand beaches of the emerald coast, and only two minutes from downtown. This bright and well kept condo is the perfect escape that you've been waiting for! Fully stocked with extra towels, beach chairs, and all the standard cookware for your family beach getaway. Our condo was created for your relaxation, enjoyment, and affordability being our highest priorities. Extended stay guests are welcome with huge weekly discounts. No pets policy.

Sylvia's Suite Dreams-kayak & paddleboard free

Live like a local on beautiful Poquito Bayou in Shalimar, FL. This detached guest house will give you access to a gorgeous dock complete with private parking and located less than 20 minutes, by boat or car, from world class beaches and Destin. Our property can accommodate a 2-axle boat trailer. Wake up in the morning and watch the dolphin jump off the dock, fish, go for a swim, paddleboard, kayak or just relax with a cup of coffee. We will work with ALL DOD and DOD contractors and personnel.

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

The Crow’s Nest is part of the Manor on the Bay, a large home transformed into multiple rental units. The full property is also avail for rent. This pvte 2nd story space bosts nautical design elements. Sip coffee on your balcony while watching the dolphins play. With options to cook in the well appointed galley kitchen or check out our local sea food spots, you wont leave here hungry. What I love: ✔ stunning views ✔ pvte space ✔ HUGE luxury spa w/pool & beach ✔ Dolphins! ✔ Book what you need

Newly Remodeled Beachfront w/ View Destin Condo

Welcome to your beachfront getaway, located along the beautiful Emerald Coast between Fort Walton Beach and Destin. This remodeled 3-bedroom, 3-bathroom condo comfortably sleeps up to 6 guests and offers breathtaking ocean views right from your private 4th-floor balcony. This newly renovated condo has everything you need to feel right at home. You will never want to leave! Walk right downstairs to swim in pool/hot tub, walk right out to beach or enjoy an amazing view from your patio.

Vitamin Sea Studio on Okaloosa

Escape to our tranquil studio, nestled in the heart of Okaloosa Island. Designed for relaxation, with easy access to the island's top attractions. What You'll Love: Peaceful Ambiance: A calm, private space perfect for unwinding after a day of exploration. Central Location: Just minutes from pristine beaches, local dining, and attractions Whether you're here to relax or adventure, our studio provides the perfect setting. Book your stay and experience the charm of Okaloosa Island.

Our Happy Place

Pack your bags and head to Our Happy Place. Readily equipped with everything you will need for relaxation, fun or adventure. Our Happy Place is situated on the water where you can sit and watch boats go by, or fish from the shore. Take a dip in the community pool that offers plenty of lounger chairs and tables with umbrellas. Just across the street you will find a boardwalk to stoll down to the white sandy beaches where you can soak up the sun and Gulf of Mexico views.

Pirates Point of View Top Floor!

This sunny Fort Walton Beach getaway is perfect for small families, couples, and businesspeople alike, with a small private beach, two shared pools, and more! With shopping and dining just a short walk away, you'll love your new home away from home for four's great location, almost as much as you'll love relaxing in the pools or boating at the dock! Okaloosa Island's boardwalk and pristine beaches are just a short drive away.

The Hangout Okaloosa Island Beach Cottage

Discover The Hangout Beach Cottage, your slice of paradise on Okaloosa Island! This chic retreat is the right side of a charming Original Okaloosa Island Duplex, strategically positioned off Beach Access #1, just a stone's throw from the renowned Stewby's. Enjoy the luxury of a private entrance and driveway, leading to two expansive outdoor living areas – a partially fenced front oasis and a fully fenced backyard haven.

The Sand Dollar Stay!

Welcome to The Sand Dollar Stay—your cozy coastal retreat. Ideal for beach vacations, military personnel, travel nurses. Nestled near the sugar-white sands of Fort Walton Beach and just minutes from Destin, Hurlburt Field, and Eglin Air Force Base. Newly renovated, fully equipped, and designed to sleep four comfortably. Discover the Emerald Coast in style—without breaking the bank.

The Adventurer’s Micro Studio at Beachview

Live above the buzz and steps from the beach! This modern micro studio sits inside the island’s hottest new restaurant — Beachview — where breakfast, lunch, and dinner are literally outside your door. Wake up, walk out, and you’re on the sand in minutes. Perfect for beach lovers and foodies who want it all in one spot — no car needed!

Sea of Serenity

"Sea of Serenity" offers gorgeous sugar white sand Gulf beaches across the street and incredible Bayfront fun out its backdoor...with water views from every window. New boho beach renovation with designer furnishings. Let "Sea of Serenity" turn your dream vacation into a reality!!