Vacation rentals in Santa Rosa Island

The image depicts a vibrant pool area surrounded by lush palm trees, extending toward the Gulf of Mexico in the background. Families are enjoying the water, with splash pads and colorful play structures visible. Sun loungers and umbrellas are placed around the pool deck.

4.92 out of 5 average rating, 180 reviews

Waterscape 4th Flr 1 Bedroom w Bunks on the beach

Relax in this beautifully decorated 1BR/2BA condo at Waterscape Resort with 4th-floor views of the courtyard, heated pool, and partial beach/ocean views. The master bedroom features a king bed and en-suite bath. Kids love the bunk beds with TVs. The unit also includes a sofa bed, stainless steel appliances, new flooring, in-unit washer/dryer, and beach chairs with an umbrella. Many repeat guests return for the bunk beds and resort amenities, including three pools, a waterfall, and a lazy river.

The living area features a light-colored sofa and a wooden coffee table, with a flat-screen TV on an entertainment unit. Natural light enters through sliding glass doors leading to a balcony with outdoor dining furniture, providing views of the bay.

4.91 out of 5 average rating, 102 reviews

Destin West, Bayside, 2 BR+ Bunk Room, sleeps 8

GREAT VIEWS!!! Sandpiper unit 502 has 2 bedrooms, two baths, and a private bunk-bedroom, so its really a 3 BR...sleeps 8. It is furnished with a new sofa sleeper and matching couch in family room. All of this is designer furnished condo accommodates up to eight people to sleep. The interior of the unit reflects a classic, high-end feeling. Walking distance to many restaurants and activities. My place is close to restaurants and dining, the beach is 5 minute away over elevated walkway, .

A light and airy living space features a comfortable seating arrangement with a sectional sofa adorned with patterned throw pillows. A large tufted ottoman sits in the center, complemented by a textured area rug. Soft lighting illuminates the room, enhancing its inviting ambiance.

4.93 out of 5 average rating, 285 reviews

Oceanfront 3BR/3BA Condo | Steps to Sand & Surf!

Experience the Gulf in a Newly Remodeled Condo! This family-friendly ground-floor unit offers ultimate convenience. The master bedroom has ocean views, a king bed with a pullout trundle. The second bedroom has a king bed with a trundle, and the third has a queen bed. The living room includes a queen sofa bed. Each bedroom has a private bath and TV. Enjoy free beach service March–Oct with two chairs & an umbrella. Step onto the sand, relax, and unwind! Guests 27+ only. No smoking. No parties

A vibrant living area features a light-colored sofa paired with a matching armchair. A circular coffee table sits between, while a dining table with four chairs is positioned nearby. Walls are decorated with subtle aquatic-themed artwork, and light streams in from multiple sources, enhancing the bright ambiance.

4.94 out of 5 average rating, 237 reviews

Free Chair Service-Beachfront 6th Floor

Beautiful sixth-floor balcony views of beachfront, barrier island chain, and sound area! Exceptionally convenient white-sands beach access and gorgeous emerald waters! Enjoy the indoor/outdoor pool and on-site gym. This beach condo is not only fantastically located on the quieter end of Okaloosa Island, but also comes with modern, coastal-themed furnishings. Access the Destin and Fort Walton Beach attractions only a few miles down the street. Includes free chairs and umbrella on the beach!

A large, mickey-shaped pool is surrounded by lounge chairs and tropical landscaping. In the background, the waterway can be seen, framed by palm trees and extending toward the horizon under a clear blue sky.

4.9 out of 5 average rating, 430 reviews

Relaxing Soundside Condo - WataView!

Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

A cozy living area is furnished with a dark sofa adorned with decorative cushions. A flat-screen TV is positioned on a light-toned console beneath a large wall art piece depicting a serene waterscape. Natural light filters through a window, enhancing the welcoming ambiance.

4.96 out of 5 average rating, 208 reviews

**Lovely Condo 3 minutes to Beach!!**

Location! Location! Location! Only a three minute drive to the white sand beaches of the emerald coast, and only two minutes to downtown! This cute condo will not disappoint with it's beachy decor. This condo is open and airy with lots of natural lighting. Has balcony seating for those breezy summer nights. Free parking, beach chairs, and a laundry room offered inside unit. We also offer a huge weekly and monthly discount rate. No pets policy. No parties. No smoking inside unit.

A pair of flip-flops rests atop soft, white sand, framed by delicate sea oats and bright sunflowers. A large sea shell is positioned nearby, with the gentle waves of the Gulf visible in the background under a clear blue sky.

4.86 out of 5 average rating, 117 reviews

“Sandy Thongs” Beachfront Oasis Amazing Gulf View

Welcome to “Sandy Thongs”, a completely updated, beachfront condo with a fresh new look, making it one of the most desirable properties on Okaloosa Island. Breathtaking sunrises, sunsets and gulf views await you. Sandy Thongs is equipped with everything you will need for your stay, including beach towels and beach service, which includes 2-chairs, and an umbrella setup daily on the beach March 1-October 31st. Need more space ask about our other unit, “Sunset Dreams”.

A table set for refreshments showcases a spread of crackers, cheese, fruits, and chilled water with lemon. In the background, the emerald waters of the Gulf are visible, with beach umbrellas dotting the shoreline under a partly cloudy sky.

4.99 out of 5 average rating, 102 reviews

Spacious, elegant, beachfront, w/office

* Huge oceanfront lanai * Free beach service April 1-Oct 31 *Adult/Kiddie pool; tennis *Private office space in the condo *High chair/pack-n-play *Huge 1453 sq ft *Fully stocked kitchen incl. air fryer *Near Destin but WAY less crowded *South facing for sunrise & sunset (seasonal) & sometimes dolphins! *Open the door to your private lanai for REAL white noise of the ocean waves

A private balcony is featured, showcasing a round table with two chairs. The expansive view includes the Gulf waters and sandy beach under a partly cloudy sky with sunlight reflecting off the water.

4.94 out of 5 average rating, 177 reviews

Gulf View Studio condo Fort Walton Beach

Islander 705 Studio condo with a beautiful Gulf view on Okaloosa Island. This 7th floor unit sleeps 2 and includes - 1 King bed - 1 sofa sleeper - 1 Full bathroom (glass shower) - Keurig Mini - 1 full kitchen with stove, refrigerator, microwave, dish washer Complimentary beach service 2 chairs and 1 umbrella included March - October! Enjoy amazing views of the Gulf & white sand beaches with the perfect sunset view from the balcony!

An expansive view of the Gulf of Mexico is seen from the balcony, showcasing the sandy beach and turquoise water. The beach is lined with sun loungers, and the resort pool is visible nearby. Lush palm trees and pavilions add to the coastal landscape.

4.84 out of 5 average rating, 195 reviews

Islander Resort Okaloosa IsIand Beach Condo

Escape to Okaloosa Island and stay at this cozy studio condominium at the Islander Resort. This 6th-floor unit is perfect for couples or small families looking for a beach getaway. Wake up to stunning views of the Gulf of Mexico from the private balcony, relax on the pristine white sand beach, or take a dip in the Gulf-front pool. Take advantage of the resort's amenities, including a fitness center, shuffleboard, and barbecue grills.

A panoramic view of the beach showcases soft white sands meeting the tranquil turquoise waters of the Gulf. Beach umbrellas and chairs line the shore, with a clear blue sky above enhancing the serene coastal landscape.

4.98 out of 5 average rating, 110 reviews

Island Princess 618 | Gulf Views & Beach Service

Experience the ultimate beach getaway at our renovated condo on stunning Okaloosa Island. This beachfront retreat features two spacious bedrooms, two modern bathrooms, and a rare oversized balcony perfect for soaking in the breathtaking views. Relax on the sugar-white sands and take in the emerald-green waters of the Gulf with complimentary beach service, including two chairs and an umbrella, provided from March 1st to October 31st.

A balcony features two high-back chairs, facing the beach and ocean. Soft waves roll onto the sandy shore, with beach chairs and umbrellas visible in the distance. The clear blue sky and gentle clouds create a serene backdrop.

4.82 out of 5 average rating, 118 reviews

Beachfront! Sand-Sun-Surf on Fort Walton Beach FL

Relax and getaway to this beachfront condo retreat on Okaloosa Island in Fort Walton Beach, Florida. Just steps to the sugar-white sand and emerald Gulf coast waters, this updated 2BR/2BA condo features a private balcony with dolphin & sunset views, modern kitchen, Wi-Fi, washer/dryer, and pool (heated in the winter). Free beach service (2 chairs + umbrella, Mar–Oct). Only 5 miles to Destin!

Popular amenities for Okaloosa Island vacation rentals

Free parking on premises

Stay near Santa Rosa Island's top sights

Destin Harbor Boardwalk

417 locals recommend

Gulfarium Marine Adventure Park

539 locals recommend

Crab Island

337 locals recommend

Okaloosa Island beach vacation rentals

4.95 out of 5 average rating, 210 reviews

A light-filled living area features a comfortable sofa facing large glass doors that open to a private balcony, revealing sweeping views of the Gulf of Mexico. A wooden dining table is set, accompanied by modern white chairs. A unique chandelier hangs above, adding contemporary style.

Condo in Destin

The Merry Whale on The Emerald Coast

A round glass table is surrounded by four comfortable chairs on a private balcony. The beach extends below, with soft white sand meeting the calm turquoise water. A pier can be seen in the distance under a clear blue sky.

4.96 out of 5 average rating, 119 reviews

Beachfront-Top Floor-West Corner-Free Bch Bch+ Gym

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.

4.96 out of 5 average rating, 105 reviews

Beach Penthouse on Okaloosa Island in FWB, FL

A private balcony is presented with a table and two cushioned chairs, overlooking the sandy beach and tranquil waters of the Gulf of Mexico. A clear blue sky complements the serene beach setting, providing a picturesque environment for relaxation.

4.95 out of 5 average rating, 42 reviews

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

A light-filled living space is showcased, featuring a comfortable sofa and a coffee table at the center. Large glass doors open to a balcony, allowing natural light to flow in. Two lamps provide additional warmth, while neutral tones create a calming ambiance.

4.81 out of 5 average rating, 232 reviews

Waterfront two bedrooms apartment

The image captures an expansive view of the tranquil Gulf of Mexico. Gentle waves roll onto a sandy beach, while a clear blue sky stretches above, dotted with soft clouds. The horizon blends seamlessly with the serene water, creating a calming seaside atmosphere.

4.94 out of 5 average rating, 184 reviews

Sunshine and beach time /Okaloosa Island

The image displays a direct view from the private balcony overlooking the sandy beach and the Gulf of Mexico. The soft white sand stretches into the distance, meeting the calm waters with varying shades of blue and green under a clear sky.

4.88 out of 5 average rating, 179 reviews

Relaxing Gulf Front Couple's Retreat*Beach Service

The living area is equipped with a large sectional sofa and a coffee table, offering a comfortable space for relaxation. Floor-to-ceiling sliding doors provide access to the balcony, allowing natural light to fill the room. A flat-screen television is positioned on a media console, enhancing entertainment options.

4.96 out of 5 average rating, 82 reviews

Island Paradise on Okaloosa Island

Okaloosa Island home rentals

Home in Fort Walton Beach

4.8 out of 5 average rating, 5 reviews

The Blue Bungalow

4.96 out of 5 average rating, 120 reviews

The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.

Home in Destin

Sugar Sand Cottage at Destin Pointe

Home in Fort Walton Beach

A well-arranged guest suite with a spacious bed dressed in a light yellow striped cover. A compact dining table and two chairs are positioned nearby, complemented by a refrigerator and microwave on a side table. A mirror and wall art featuring sunflowers enhance the inviting decor.

4.96 out of 5 average rating, 101 reviews

Cheerful Guest Suite w/private entrance

A spacious living area features a sectional couch complemented by a round coffee table. Warm wood accents are highlighted by overhead pendant lighting. The adjoining kitchen showcases a large island with bar seating, while a dining area in the background is arranged with a large table.

4.99 out of 5 average rating, 108 reviews

Stunning updated 4 bedroom home. 8 mins from beach

A clear view of a private pool is framed by swaying palm trees, with the bay visible in the background. Two lounge chairs are positioned near the water's edge, inviting relaxation by the shimmering pool under a bright blue sky.

4.96 out of 5 average rating, 45 reviews

Waterfront Home-Dock, Pool, Kayaks, Dogs Welcome!

A game room features a vibrant red pool table, positioned centrally under recessed lighting. Surrounding walls display decorative accents, including a mirror and wall art. A window provides natural light, while a television is mounted on an adjacent wall.

4.92 out of 5 average rating, 145 reviews

Three Forty Eight The Great Escape! (Pet Friendly)

Home in Fort Walton Beach

The kitchen features modern appliances including a black refrigerator, stove, and microwave. White cabinets hold dishware and pantry items, while a stackable washer and dryer are conveniently located. A red accent table and a colorful framed artwork add character to the inviting space.

5 out of 5 average rating, 21 reviews

A+Location/Pets:)/ Snowbird Special/ Fenced Yard!

A private pool is enclosed by a screened-in structure, allowing for a comfortable swimming experience. Colorful pool floats and lounge items are placed nearby, with a bright blue water surface reflecting light. Lush greenery is visible beyond the pool area, offering a sense of privacy.

4.91 out of 5 average rating, 285 reviews

Touch of Madagascar-Whole House/winter heated pool

Okaloosa Island apartment rentals

Apartment in Okaloosa Island

The living space features a comfortable gray sofa accompanied by a blue armchair. Light blue walls complement the decor, while a dining area with a white table and four chairs is visible in the background. Natural light filters through sheer curtains, creating a bright atmosphere.

5 out of 5 average rating, 17 reviews

Vitamin Sea Studio on Okaloosa

A wide view of a sandy beach is captured, with the ocean's waves gently rolling onto the shore. The skyline features a mix of low-rise buildings and palm trees, showcasing the vibrant coastal atmosphere. The clear blue sky complements the serene ocean hues.

4.76 out of 5 average rating, 17 reviews

Lover's Micro Studio Hideaway at Beachview

5 out of 5 average rating, 5 reviews

1 BR + 1.5 BA + Pontoon + Pickleball Fun

4.98 out of 5 average rating, 240 reviews

A serene beach scene is presented, featuring gentle waves lapping at the shore. Seagulls stand along the water's edge, while a distant bird floats on the surface of the aquamarine water, illuminated by the soft glow of the evening sky.

Apartment in Destin

Inlet Reef 612 - Beach view luxury condo in Destin

4.97 out of 5 average rating, 533 reviews

A charming two-story blue house features a welcoming front porch with white double doors. Lush palm trees and decorative potted plants enhance the exterior. The driveway is lined with white fencing, and an orange couch offers a spot for relaxation.

Apartment in Destin

Bunny Hole in Frangista Beach (Cleaning Included)

An open living area features a yellow sofa and a light blue armchair positioned around a wooden coffee table. A round mirror hangs on the wall opposite the seating. Natural light filters through the window, which is dressed in light curtains, illuminating the space.

4.89 out of 5 average rating, 122 reviews

The Sand Dollar Stay!

4.87 out of 5 average rating, 127 reviews

A serene bedroom showcases a spacious bed with a white quilted coverlet. A large piece of abstract art adorns the wall above the bed. A round mirror and minimalistic shelving with decorative items complement the light-colored walls and soft natural lighting.

Apartment in Destin

1 Block to Crystal Beach, Patio, Full Kitchen, W/D

A bright bedroom features a spacious bed with light bedding and decorative pillows. The room is complemented by bedside lamps, a window allowing natural light, and a mirror reflecting the space. A textured rug and potted plant add a natural touch to the decor.