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.

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!!

Beachfront 2 Bedroom, 2 story with Loft

2-bed, 2-bath, 2 story, top floor condo in a private 9-unit complex right on the beach of Gulf of Mexico. Enjoy coastal luxury and convenience while indulging in the breathtaking views and refreshing sea breeze from your own private balcony. You'll have exclusive access to a beachfront pool, perfect for a refreshing dip after beach. This condo comes with deeded beach access, the Gulf of Mexico is your private backyard where you can enjoy direct and convenient entry to the pristine shoreline.

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.

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

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.

Sunny Happy Place by the Beach, Pool, Ocean View

A few feet from the beautiful beaches of Okaloosa Island! 1 Bedroom condo, sleeps 6, Ocean View from the front balcony. Heated pool. Private access to the beach. 2 chairs and 1 umbrella reserved at the beach, plus 4 chairs in the condo. Beach service offers kayak, paddleboard and chair rentals (March 1 to Oct 31). Close to Conference center, Ft Walton Bch and Destin. Special rates offered to military on TDY (must show orders), and snowbirds.

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

Step into this artsy mid-century bayfront home where dolphins play in Choctawhatchee Bay! One story, all tile, sleeps 10 on half an acre of lush tropical landscaping with sweeping bay views from nearly every room. Gourmet kitchen, private pool, bayfront swim & fishing platform, 3 kayaks, 2 paddleboards, 2 bikes & hammocks. Circular drive — bring your boat or jet skis! Dog friendly! Just 6 min to beach. Pool unheated. Guests 25+ to book

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.

*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.