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.

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.

*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.

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 Spotless Beachfront 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.

Penthouse Views & Coastal Ease: 2 BR w/ King Beds

Penthouse Views & Coastal Ease Experience stunning soundfront sunrises and sunsets from this elegant 6th-floor retreat. This pedestrian-friendly gem is just a 5-minute stroll along the boardwalk to the beach, dining, and shops. Resort Living: Shared pool and hot tub access, Gated Access. Top Comfort: Two King beds, Smart TVs, and high-speed WiFi. Ultimate Convenience: Full kitchen, coffee station, in-unit laundry, and elevator access. Your perfect waterfront escape starts here!

Little Blue Gem

This charming condo is all about location, convenience, and fun. Just a 5-minute stroll to the beach, you’ll have your toes in the sand in no time.Step outside your back door, and the pool is right there waiting for you! Whether you’re lounging poolside or hitting the tennis courts, there’s always something to do. We’ve stocked this condo with everything you need—from pool toys to beach essentials, so just pack your swimsuit and get ready to relax and play!

2B/2bath condo beach across street 1st floor unit

My place is close to Destin, crab island. Board walk with volleyball, lots of bars and restaurants across the street walking distance. Boat, jet ski, paddle board rentals next door. family-friendly activities, nightlife, close to the airport, public transport. You’ll love my place because of Great location, clean affordable, private pier, pool, quite condo complex. , the people, the ambiance, the outdoors space. Next door to elks lodge.

Unit #1 Waterfront + Heated Pool and Spa Access

🌴 Newly Renovated 1BR Apt w/ Waterfront Views! 🌊 Welcome to your perfect getaway on beautiful Okaloosa Island! This charming one-bedroom, one-bath apartment offers breathtaking views of the Inter-coastal Waterway and direct access to the beaches of the Emerald Coast. Only a 5-minute walk to public beach access, it’s the ideal spot for family beach days, sunset strolls, or simply relaxing in a peaceful, newly renovated space. 🌅

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.

Seaside getaway !

Enjoy fall beach bliss on Okaloosa Island! Still warm enough to swim, sunbathe, and catch stunning Gulf sunsets. This cozy 1st-floor condo sleeps 4 and is steps from the sand. Features a full kitchen, private patio, beach gear, pool, sports courts, BBQs, and free parking. Shops and dining are just 1–1.5 miles away. Perfect for couples, families, or remote work. Book your peaceful off-season escape today!