Holiday rentals in Santa Rosa Island

Beach Penthouse on Okaloosa Island in FWB, FL

Unit 301 has the best views being it is an end unit on the top floor. It also feels very spacious with its vaulted ceilings and unique loft area. Sleeps up to 6 people. Queen bed in Master. Another Queen bed and bath in loft. One full size sleeper sofa in living room. Owners have used the unit for past 9 years and have just decided to offer it as a rental. Freshly painted, and updated with new carpets, floors, furniture and appliances. Unit has everything you need for a wonderful vacation.

Luxury Coastal Studio with Pickleball

Located in Fort Walton’s most walkable neighborhood, this designer-curated space offers comfort and convenience minutes from the Emerald Coast’s stunning beaches. Enjoy local gems just steps from your door: stroll to Ferry Park for pickleball, tennis, and walking trails or explore Uptown Station’s shops, restaurants, and grocery—all within two blocks. With dedicated parking, in-unit laundry and a fully equipped kitchen, you’ll have everything you need for a relaxing getaway or an extended stay.

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

Beachfront Bliss! Gulf Waves at The Palms #201

Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

2BR Condo With in a 3 minutes walk to a beach

Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations. Beddings, towels washed with hot water Welcome to our beautiful furnish 2 bedrooms 1.5 bath condo. This 3rd floor condo is located at Okaloosa Island across the street from beautiful Gulf of Mexico beaches in just 3 minutes walk. A wonderful place to stay! Perfect location, close to everything Fort Walton Down town, Destin Harbor, Crab Island. Walking distance to restaurants

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.

WaterScape Now Booking 2026! Beach/resort/pool/spa

Stylish 3BR at WaterScape Resort #A225—just steps to pools, splash park, and the sugar-white sands of Fort Walton Beach. Two King suites with memory foam beds, a private bunkroom with 2 TVs, full kitchen with quartz & stainless, pull-out sofa, smart TVs, washer/dryer, tile floors, plus a fun milkshake bar and coffee bar. Also a selfie wall for those picture perfect shots! Complimentary beach service included. One of Expedia’s Top 10 global destinations!

A+Location/Pets Welcome/ Fenced Yard!

Welcome to your ultimate beachside crash pad--brand new, stylish, and built for whatever life throws your way. This newly built, 1-bed, 1-bath modern escape packs serious value into 500 sqft of smart design. It's your own private, fortress, just a short walk to the beach and downtown's best bars, restaurants, and nightlife. Everything here is brand new. The fully fenced yard makes it perfect for pets, with a patio, pergola, and an outdoor shower.

Beachside Container Tiny Home Saltwater Oasis

Escape to “The Saltwater Container: A Beachside Oasis” – the ultimate getaway for couples or solo travelers looking to reconnect with nature and the waves. This unique 20ft container home on Okaloosa Island offers an intimate escape just steps from the beach. With direct access to Beach Access #1 and a short stroll to the crystal-clear Gulf waters, you’ll feel the salt in the air and the sand beneath your feet in no time.

Okaloosa Island condo *free beach service

*Per guidelines, please do not book until 25 years old.* This 1 bedroom, 1 bath boasts a spacious living and kitchen area, king bed, queen couch pull out, and ottoman/twin convertor. 120 steps to our beach access, and take advantage of our included professional beach service during the spring/summer season. Only a few minutes to FWB, Destin, or Navarre, and a great place for families, military and snowbirds.

Gorgeous Gulf Front condo with amazing views!

Your romantic Gulf-front getaway begins here and is a top-rated destination for couples...This recently updated condo offers new furnishings and is tastefully decorated in warm blue-grey and emerald tones - perfect for a seaside vacation. The Gulf views from your private top floor balcony are unparalleled and promise amazing sunsets.

*Fully Renovated * Beach front Condo 2bd/2bath

*****Fully renovated 2bd/ 2bath, beach front, Steps to the sand and Gulf Mexico. Gulf front, covered parking, small complex, pool, shared common areas to BBQ and play cornhole, reserved beach chairs and umbrella, (during season) centrally located to all attractions. Destin Harbor 7miles away.