Condo vacation 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.

4.96 out of 5 average rating, 105 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 large, inviting swimming pool features colorful floating lily pads and a rope bridge. Surrounding the pool are palm trees and lounge chairs, with poolside umbrellas providing shade. A colorful bar area is visible in the background, enhancing the resort's family-friendly atmosphere.

4.86 out of 5 average rating, 201 reviews

Waterpark Condo with Free Beach Setup & Aqua Pass

Welcome to Waterscape A419! This is a 1292 sqft 2 bedroom, 2 1/2 bath condo with a private bunk room that sleeps 8 people plus a baby. Waterscape is one of the newest and most luxurious direct beachfront resorts in Fort Walton Beach/Destin area. Our Unit is located on the 4th floor with partial beach/ocean views as well as the bay view. The resort has great amenities: 3 amazing swimming pools, a relaxing LAY-Z™ River, 10 gas grills, poolside Tiki Bar, fitness center, and private pristine beach.

4.95 out of 5 average rating, 146 reviews

Beachside-Top Floor-Pools-Free Bch Svc & Gym

Named as one of the top 10 “Best beaches in the US”. Come to Okaloosa Island for a great relaxing vacation! Surrounded by crystal clear emerald waters and sugar white beaches, this top floor (6) condominium offers spectacular views of the gulf and the night lights of Okaloosa Island with breathtaking sunrises and sunsets over the gulf. This is it...your Best Beach Retreat! Imagine your "toes in the sand" all within a stones throw from your front door. Come, See and Experience it for yourself!

Superhost

4.8 out of 5 average rating, 154 reviews

Amazing Top-Floor Condo, Free Beach Service!

Decorated in soothing designer colors with a coastal feel, the unit has 2 bedrooms with comfortable king size beds, flat screen TVs and private bathrooms; two bunk beds in a hallway alcove; 2.5 bathroom, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa. The unit sleeps eight. Plus, you'll have access to all of Waterscape Resort's fabulous amenities! Complimentary beach service with 2 beach chairs and umbrella.

A serene twilight view captures the sky filled with clouds reflecting subtle shades of orange and blue. The marina lights twinkle along the water's edge, while the horizon highlights an array of colors as day transitions into night.

4.97 out of 5 average rating, 193 reviews

Waterfront Studio • Santa Rosa Sound • Sunsets

Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

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, 299 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 scenic view of the Gulf of Mexico is captured from a private balcony. The image showcases soft waves and sandy beachfront lined with umbrellas and beach chairs. Tropical palm trees frame the foreground, while a well-maintained pool area is visible below.

4.81 out of 5 average rating, 139 reviews

Cheery Condo-Free Beach Service-Direct Ocean View!

Let your cares literally drift away in this relaxing, kid-friendly, beautifully decorated condo with a King bed w/bath + twin/twin bunk area w/bath - Queen LR sleeper sofa. Enjoy stunning views of the Gulf of Mexico and pool area from your private balcony. We invite you to enjoy your special vacation at this perfect Emerald Coast paradise. Free beach service (2 chairs and umbrella) is INCLUDED! (March 1-Oct 31). *Note - Okaloosa County Tourist Tax of 6% will be applied to this booking.

A balcony features a dining table set with two glasses and a bottle, overlooking the beach. Lounge chairs and umbrellas are visible on the sandy shore, with the Gulf of Mexico's turquoise waters in the background, highlighting direct beach access.

4.95 out of 5 average rating, 145 reviews

Lovely beach-front condo with free beach setup.

As soon as you enter our 3rd floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. Many updates done in March 2021: brand new queen size sleeper sofa bed, brand new stainless steel refrigerator, range, dishwasher and microwave, brand new furniture, new paint, new flooring, and brand new TV's. We have Netflix and high speed WiFi.

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, 107 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

The image captures a sprawling resort pool area lined with palm trees, inviting lounge chairs, and winding waterways. A mix of tranquil pools is observed, with gentle steps leading into the water and vibrant blue shades reflecting the clear skies.

4.87 out of 5 average rating, 122 reviews

Waterscape 5th Flr -Closest 1 Bedroom to the beach

Enjoy the best courtyard and ocean views from this 5th-floor 1BR condo, the closest 1-bedroom unit to the beach at Waterscape Resort. 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, in-unit washer/dryer, and beach chairs with umbrella stored in the unit. Guests return year after year for the views, comfort, and resort amenities like pools, waterfall, and lazy river.

The image showcases a private pool surrounded by a tiled deck and lounge chairs under clear blue skies. The pool offers views of the white sand beach and emerald waters beyond. Palm trees frame the scene, enhancing the beachfront atmosphere.

4.98 out of 5 average rating, 100 reviews

Veranda 102 - Direct Beachfront - Gulf Side Pool

Small quaint 9 unit complex. Direct BEACHFRONT on the white sand of Okaloosa Island, FL. Completely remodeled! Breathtaking views of the emerald green waters of the Gulf of Mexico (and dolphins) right from the private patio! Gulf side pool (not heated). Contactless check-in. Walk 1 mile to the Pier & Boardwalk and restaurants. 15 minutes to Ft. Walton Airport. 2 person beach service (1 umbrella & 2 chairs) available 3/1 - 10/31

A bright kitchen features modern stainless steel appliances and quartz countertops, with soft-close cabinets providing ample storage. The cozy living area includes a comfortable sofa and colorful decor, while the serene beachfront is visible through the window, where gentle ocean waves meet a colorful sky.

4.94 out of 5 average rating, 185 reviews

Beautiful Emerald Beach Condo

Stay with us, be our guest! Newly remodeled beach studio condo, beautifully decorated, clean, & comfortable. Fully equipped to make your stay a wonderful experience. Ideal for small families/groups, couples, single and/or business travelers. Our property offers several amenities. Beach only steps across the parking lot (approximately a 1.5-2min walk). Destin FL is about a 15min drive. Condo located on 1st floor of Building 6

Popular amenities for Santa Rosa Island condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A spacious living area is visible, featuring a comfortable sofa and dining tables. Large windows allow natural light to fill the room and offer views of the gulf. Decorative plants and artwork add subtle touches of color to the neutral tones throughout the space.

4.78 out of 5 average rating, 130 reviews

Beach-front: Sea Dunes Condo on Okaloosa Island

A private beachfront balcony is shown with two turquoise chairs facing the ocean. The sparkling water and sandy beach extend in the background under a clear, blue sky, creating a serene space for relaxation.

4.85 out of 5 average rating, 81 reviews

Direct Beach Views, Pool, Chairs & Balcony Bliss

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.

4.96 out of 5 average rating, 78 reviews

9 Unit Building, Private Pool, Gulf Front View

A spacious balcony offers a stunning view of the ocean and sandy beach. Outdoor seating is provided, featuring a lounge chair and decorative cushions. The horizon displays soft waves, and people can be seen enjoying the beach along the shoreline.

4.95 out of 5 average rating, 80 reviews

"SeaGlass" - Oceanfront with expansive balcony.

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, 43 reviews

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

A spacious studio unit features a comfortable bed with light bedding and decorative striped accents. A seating area includes a grey sofa and a small table set, overlooking large glass doors that open to stunning ocean views. A neutral color palette enhances the coastal ambiance.

4.97 out of 5 average rating, 97 reviews

Gorgeous Gulf Front condo with amazing views!

A spacious living area features large sliding glass doors that open to a private balcony with ocean views. Two wooden chairs are positioned on the balcony. Natural light fills the room, illuminating the modern furnishings and decorative elements in neutral tones.

5 out of 5 average rating, 93 reviews

1109 Oceanfront Pelican Beach: Fab Loc Pools/HTubs

The rooftop terrace features a private hot tub with water gently rippling. Expansive views of the beach and bay are visible against a backdrop of dramatic clouds and the setting sun, casting soft golden light across the scene.

4.97 out of 5 average rating, 30 reviews

Destin West Villa PH04~ Hot Tub,on Rooftop Terrace

Pet-friendly condo rentals

An open living area features a spacious layout with modern furnishings. A large flat-screen TV is mounted on the wall, while a dining table with seating for four is positioned beside the kitchen. Bright natural light filters in through windows, highlighting the sleek vinyl plank flooring.

4.95 out of 5 average rating, 238 reviews

Gorgeous/Pet friendly 3 bed 2 bath pool near beach

A sandy beach is lined with colorful umbrellas and beachgoers enjoying the sunny weather. The ocean features calming turquoise waters, with a gentle wave pattern. A green flag rises from a pole, indicating beach conditions, while tall grasses sway in the foreground against a clear blue sky.

4.93 out of 5 average rating, 181 reviews

Okaloosa Island Condo. (13 ).Small pet/pool/grill

A bright living area is highlighted by a large television and comfortable leather furniture, arranged around a vibrant leaf-patterned rug. Sheer curtains allow natural light to filter in, complemented by potted plants that add a touch of greenery to the space.

4.86 out of 5 average rating, 147 reviews

Modern Island Condo: Walk to Beach, Private Yard!

A comfortable living area features a cozy gray couch with decorative pillows, complemented by a blue accent chair. A wooden coffee table sits on a light rug, and wall art depicting nature is displayed above. A dining table for four is positioned nearby.

4.97 out of 5 average rating, 376 reviews

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool

Superhost

A spacious living area is furnished with a large sectional sofa and a wooden coffee table. Natural light flows through floor-to-ceiling windows that open to the outdoors. The dining space features metal stools at a breakfast bar, enhancing the open-concept layout.

4.86 out of 5 average rating, 116 reviews

Copper Cay-Pet N Family Friendly-Heated Pool

A balcony view captures two high-top chairs next to a small table, overlooking a large community pool surrounded by palm trees and vibrant landscaping. The serene Santa Rosa Sound can be seen in the background, under a clear blue sky.

4.88 out of 5 average rating, 161 reviews

Waterfront Paradise•5 Mins from Beach•Near Destin

4.85 out of 5 average rating, 206 reviews

Fort Walton Beach Top Floor | Pool & Destin Sunset

A wide view of the beach showcases vibrant umbrellas dotting the sandy shore, with the turquoise water gently lapping at the beach. The sky is clear with a few clouds, and guests can be seen enjoying the sun and surf.

4.82 out of 5 average rating, 371 reviews

Studio Condo with Beach/Harbor Access

Condo rentals with a pool

5 out of 5 average rating, 223 reviews

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

A spacious balcony offers stunning views of the ocean and beach, featuring a circular white table surrounded by four white chairs and two blue lounge chairs. Large glass doors provide access to the indoor area, enhancing the openness of the space.

5 out of 5 average rating, 30 reviews

3BR Oceanfront 3rd-Floor | Balcony | Pool

A serene beachfront view showcases the tranquil Gulf of Mexico with gentle waves lapping at the shore. A wooden walkway extends from the condominium to the beach, bordered by soft sand and coastal grass under a clear blue sky illuminated by sunlight.

5 out of 5 average rating, 31 reviews

It's a Shore Thing - Gulf Front - Pets Allowed!

5 out of 5 average rating, 17 reviews

Beach Getaway: Custom Remodel! Updated Pricing!

Two green beach chairs are positioned on the white sandy beach, facing the calm, emerald waters of the Gulf. The clear blue sky stretches above, complementing the serene beach environment.

4.98 out of 5 average rating, 51 reviews

Gulf Front #2002 ETW 3King /3Bath Renovated

The image captures a serene beach scene, with gentle waves lapping at the sandy shore. The view extends across the tranquil turquoise water, while a clear sky with soft clouds complements the peaceful coastal atmosphere.

4.91 out of 5 average rating, 46 reviews

Paradise at Dune Pointe - Penthouse | Ocean views|

A bright and airy room features large glass sliding doors that open to a private balcony with an ocean view. The space includes a spacious bed adorned with a patterned blue coverlet and a cozy loveseat, with a TV mounted on the wall.

4.95 out of 5 average rating, 202 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

An aerial view of a resort-style condominium showcases a large swimming pool surrounded by palm trees and lounge chairs. The multi-story building, featuring multiple balconies, is situated near the water, with the coastline visible in the distance under a clear blue sky.