Holiday rentals in Santa Rosa Island

Gulf-Front Escape on Okaloosa Island (Veranda 203)

Welcome to your slice of paradise! This bright, beachy Gulf-front condo sits in a small, quiet complex where you can truly unwind. Soak up stunning views of emerald-green waters and sugar white sand - all just steps from your door. Enjoy your morning coffee with a sea breeze or unwind in the evening as the sun melts into the horizon. Come experience the charm of Okaloosa Island-where the pace is slower, the beaches are quieter, and every day feels like a getaway. SEASONAL BEACH SERVICE INCLUDED

Condo With Serene Panoramic Views of the Gulf

This newly renovated 2nd floor condominium provides panoramic views in a serene atmosphere directly on the Gulf. This unit features a corner wraparound balcony with master and living room views of the emerald waters gently lapping at the white sand beach. This condo is on the quieter, more secluded end of Okaloosa Island just steps to a private beach. Two reserved beach chairs and service are included in your stay (March-October). Relax with the whole family at this peaceful place to stay.

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.

Newly Remodeled Beachfront w/ Amazing View Destin

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.

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!

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.

Vitamin Sea

YOU FOUND THE BEACH!!!! Walk to the beach in just a few steps! Watch the ocean waves while you sip coffee in the morning from the front balcony! This is the perfect studio where you can spend your vacation! Features a full size fridge, cooktop, (no oven), queen bed, tv, cable, WiFi, beach chairs and towels. This little spot will not disappoint. Many restaurants, Okaloosa Boardwalk, and the pier all very close. Tom Thumb next door. Laundry on site

B-Fish, Private Pool, Across from Beach, Dogs OK

Enjoy the ultimate beach getaway in this modern multi-level 5BR/4BA duplex on Okaloosa Island in Fort Walton Beach, FL. Accommodating up to 12 guests, this spacious retreat features stylish interiors, a private pool, and a fenced gated pool deck perfect for relaxing after a day at the beach. Located directly across the street from the Gulf, you’ll enjoy easy beach access, nearby dining, and coastal attractions. Dogs welcome!

Direct Gulf Views, Private Pool, Sleeps 4

Wake up to the sound of waves and step onto your private balcony to watch the sun rise and set over the Gulf of Mexico. This beautifully appointed 1-bedroom condo sleeps 4 in a charming 9-unit boutique building — meaning no crowded elevators, no packed pool, and your own quiet slice of the Emerald Coast. Looking for a warm winter escape? Monthly rates and snowbird discounts available November through March.

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!