Apartment holiday rentals in Santa Rosa Island

An aerial view of a beachfront pool area is presented, showing a rectangular pool surrounded by white lounge chairs and shaded areas. The sandy beach is visible just beyond the pool, with a wooden boardwalk leading to the shore.

4.97 out of 5 average rating, 117 reviews

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.

A generous balcony features a round table surrounded by four striped chairs, offering ocean views. Two blue lounge chairs are positioned beside the table. The expansive space allows for comfortable relaxation while overlooking the beach and turquoise waters.

4.93 out of 5 average rating, 289 reviews

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA

Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the BEACH. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

A bright living area features a light grey wall with natural lighting from large windows. Two cozy sofas, one in dark grey and the other in a mixed pattern, offer seating. A white coffee table sits in the center, complemented by a decorative rug and a fan overhead.

4.92 out of 5 average rating, 133 reviews

Beach Side- 2Br 2Ba 3bed | POOLS- GEM-BEACH!

Walk to the Beach at Sunset or Sunrise Every Day! 2 pools, indoor pool & outdoor pool next to the White Sand Beach Access, BBQ Area, elevator & fitness room amenity. Come and enjoy Fun & Sun at our condo by the beach! Gorgeous 2 Br 2 Ba condo is an amazingly nice & quiet like open air community on 2nd floor/elevator, balcony view looks over the neighboring county beach access and down the shoreline PERFECT for those summer fun & sunsets! Morning /Afternoon Walk on the 2 miles Santa Rosa Blvd.

A spacious and inviting living area showcases a large sectional sofa adorned with blue and white accents. Natural light fills the space through expansive sliding glass doors that offer a view of the Gulf. A ceiling fan provides a refreshing breeze while a coffee table and a patterned armchair complete the seating arrangement.

4.98 out of 5 average rating, 120 reviews

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.

4.96 out of 5 average rating, 138 reviews

Penthouse-Huge Roof Top Patio w/ Hot Tub-LazyRiver

Our spacious Penthouse has amazing views on top of the world! Come enjoy our lovely condo with a roof top patio & private hot tub to see all of Okaloosa Island beach & bay for miles. Or have a romantic evening on the roof top patio with a huge hot tub that overlooks beautiful Choctawhatchee Bay. Located on Okaloosa Island at Destin West Beach and Bay Resort, this island connects Destin to Fort Walton Beach. We are on the bayside. We now offer 1 FREE set-up of beach service March 1-Oct.31st.

4.95 out of 5 average rating, 198 reviews

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.

Superhost

A spacious pool area is visible, surrounded by palm trees and lounge chairs. The sparkling water reflects sunlight under a clear blue sky, leading to the ocean in the background. The resort buildings are seen on either side of the pool, enhancing the inviting atmosphere.

4.88 out of 5 average rating, 143 reviews

Ocean view condo, Lazy River & Beach, Destin West

From your unit on the Gulf side of the resort, enjoy the spectacular ocean view, award winning lazy river, and many pools in this family friendly Destin West Beach and Bay Resort with private beach. Your unit is a couple blocks from Gulfarium Marine Adventure park, where you can swimming with dolphins. Enjoy the Broadwalk Okaloosa Island with seaside shops, eats, and entertainment within a block. Okaloosa Island fishing pier is within 2 blocks for fishing enthusiasts.

4.78 out of 5 average rating, 103 reviews

Okaloosa Island Beachfront Studio Paradise

NEW LISTING!! Welcome to Islander 202, a beautiful and cozy studio located right on the white sand beaches of Okaloosa Island. This charming unit is perfect for couples or solo travelers looking for a relaxing and romantic beach getaway. Whether you're looking to relax on the beach, explore the local area, or simply enjoy some peace and quiet with a loved one, Islander 202 is the perfect place to call home during your stay on Okaloosa Island.

Superhost

A serene view of the beach features soft white sand leading to the emerald waters of the Gulf of Mexico. Beach chairs are arranged in a neat line along the shore, enhancing the tranquil atmosphere. The sky is clear, adding to the inviting coastal scene.

4.75 out of 5 average rating, 577 reviews

Emerald Waters & Sugar White Sand!

Enjoy all the comforts of a North American lifestyle with a modern contemporary look and stunning Gulf-front views from our high-floor corner unit. Located right on the beach with no roads to cross and close to Destin. High-speed Wi-Fi, keyless entry, smart TV, beach towels, starter amenities, a seasonally heated Gulf-front pool (March 1–April 30 & Oct 1–Dec 31, subject to change) and MORE. Have a sunny day!

A small outdoor table is set with two cups and a plate of fresh fruit and a bagel. In the background, a view of the Gulf of Mexico is visible, with tall grass and a palm tree framing the beachfront setting.

4.95 out of 5 average rating, 108 reviews

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.

Superhost

A scenic view of the beach at sunset, with the sun dipping below the horizon. Gentle waves lap against the shore, while silhouettes of people can be seen strolling along the sandy beach. The sky is tinted with soft orange and yellow hues, enhancing the tranquil atmosphere.

4.78 out of 5 average rating, 165 reviews

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.

A serene beach scene captures the gentle waves lapping at the shore, reflecting the warm glow of the setting sun. The sky is painted in soft hues of orange and blue, creating a peaceful ambiance by the water.