Waterfront holiday rentals in Santa Rosa Island

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.

Beach · View · Walkability

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.

View · Beach · Getting around

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.

View · Beach · Nearby

Luxury 1-bdrm Studio. 2 Pools/Sauna/Hot Tub/Beach

Newly renovated! - Welcome to The Oasis, a luxury beach studio at El Matador Condos on Okaloosa Island, Fort Walton Beach, FL. Be our guest at this beautifully decorated, clean, comfortable studio, ideal for small families, small groups, couples, singles, & business travelers. You'll have direct access to the private beach & all the amenities including a seasonally heated outdoor pool, Gulf view pool, hot tub, sauna, gym, tennis/pickleball & basketball court, BBQ areas, & a laundry room.

Beach · View · Sleep quality

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.

View · Beach · Condition

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.

View · River · Family

Destin West V409 Cozy Beach Getaway 7Amazing Pools

7POOLS🏊‍♀️LAZY RIVER 🏖️ PRIVATE BEACH YOUR PERFECT MODERN COASTAL RETREAT IS WAITING! 🌴☀️ Whether you’re planning a romantic escape , a fun-filled family getaway , or a memorable trip with friends, this modern coastal retreat offers the perfect blend of relaxation, recreation, and unforgettable seaside moments. Enjoy so many resort-style amenities, you may never want to leave. And when adventure calls, you’ll be right in the center of it all.

View · Beach · Hospitality

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.

View · Beach · TV

216 | Free Beach Svc + Beach Towels +Luxe Interior

SOLA VITA Welcome to Sola Vita, where beach days are easy, views are dreamy, and the little extras make your stay unforgettable. Enjoy free seasonal beach service, a huge private balcony with Gulf views, luxe coastal interiors, and a fun milkshake machine we know you'll love. Thoughtfully curated and filled with sunshine, this is a bright, refined space where comfort, style, and unforgettable Gulf views come together.

View · Beach · Location

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.

Beach · View · Layout

Beachfront Bliss! Gulf Waves at The Palms #201

Wake up to gorgeous Gulf views at The Palms #201! 🌊 This beachfront 2BR/2BA end unit sleeps 6 with 2 king beds and a sofa sleeper. Enjoy water views from the living room, kitchen, and primary bedroom—then take the elevator down and step onto the sand. You’ll also get a reserved garage parking space and free daily beach service from March through October, including 2 chairs and an umbrella—a $40/day value! ☀️

View · Beach · Hospitality

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.

View · Beach · Air conditioning