Holiday houses 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

314 Island Princess - Beach, Pool, Spa, Balcony!

This wonderful condo is your ticket to the beautiful beach vacation. Enjoy the view from the balcony overlooking the Emerald Green waters on the Gulf of Mexico. Unit comes fully furnished. Complex includes pool, spa, fitness center, covered parking, and other amenities. Close to restaurants other fun entertaining activities within a short distance of this condo. Island Princess is one of Okaloosa Island most popular vacation properties. Overnight security. Beautifully landscaped premises.

Pool Table, Lazy River, & HUGE Patio! Destin West!

🏝️With Gulf views out the guest bedrooms and expansive bay and resort views out the master bedroom and living room, you'll keep the entire family happy. Located on beautiful Okaloosa Island, Osprey 504 has a large balcony, TVs in every bedroom, WiFi, and even a 7' slate pool table. Your family will love all the amenities that Destin West Beach and Bay Resort is famous for. The lazy river, 7 pools, 3 hot tubs, marina, and private beach access are yours to make memories of a lifetime!

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.

Ground Floor unit - ON THE BEACH!

Impeccably furnished GROUND FLOOR one bedroom unit DIRECTLY ON THE BEACH with PRIVATE ACCESS to the sugar white sand beaches and emerald waters of The Gulf of Mexico. The unit is located on Okaloosa Island, walking distance to restaurants and attractions, about 6 miles to Destin and 16 miles to Miramar Beach. 3 adult limit. Sorry, no pets. Please note that the building exterior is currently being re-sided (Jan, '26), so the building will be "Zen blue" in a month or so.

Waterfront condo with boat slip

Unpack your bags and relax. Enjoy the balcony overlooking the coastal waterway or walk across the street to the white sand beaches of Gulf of Mexico. Primary bedroom has unobstructed views of the water fitted with a comfortable king size bed. The Guest bedroom sleeps 4 with bunk beds and another full bathroom down the hall. Property is fully stocked with all your kitchen needs. In unit washer/dryer are also available for your stay. Ask about our extended stay discounts.

Tiny Beach Boardwalk Bungalow D | Rooftop Retreat

Escape to Beach Boardwalk Bungalow D | Rooftop Retreat, a one of a kind container home on Okaloosa Island. Walk to the Gulf in just 3 minutes, then return to a cozy queen bed, modern comforts, and your private rooftop deck with elevated island views. With Stewby’s Seafood and Santa Rosa Sound nearby, this tiny retreat is perfect for couples, solo travelers, sunset lovers, and anyone ready to slow down by the coast.

Keeler Island Princess #508 Okaloosa Island Bchfrt

Escape the average life at the Majestic Island Princess. Reserve your time today at the Keeler Island Princess #508. Every angle in the living area provides a view so irresistible, you won't be able to take your eyes away from the enticing waters. The diamond sand sparkles with the sun's continuous movement in the sky. Each day, you will discover a new focal point and anticipate its return.

3 Br Waterfront Florida Classic on the Bayou

Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.

2nd floor beachfront with amazing views

Quiet, clean, and recently redecorated, this 2BR condo is right on Fort Walton's unique soft, white, sugar sand. Located in a quiet section of the much-desired Island Echos, this is the perfect place for your relaxing and fun beach vacation! You just can't beat this one for your getaway - we loved it so much we bought it! Guarantee you will love it too!

Beautiful Okaloosa Island 2BR Beach House Retreat.

Welcome to our charming and cozy beach house on Okaloosa Island! This lovely 2-bedroom, 1-bathroom unit is perfect for couples or small families looking for a relaxing beach vacation. The house is just a short 2-3 minute walk to the beautiful white sand beach, and is located in a quiet residential area on the island.