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.

4.97 out of 5 average rating, 116 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.

ValueFamilyCheck-in

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, 288 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.

ValueFamilyGetting around

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.

4.97 out of 5 average rating, 119 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.

ValueFamilyBeach

A clear view of the beach and ocean can be seen from the balcony, with lounge chairs and umbrellas set up along the shoreline. A spacious pool area, filled with sun loungers and palm trees, is visible below, complementing the scenic ocean backdrop.

4.92 out of 5 average rating, 133 reviews

DestinWest G405 Kid-friendly/oceanview/Lazyriver

[new patio furniture] Destin West Resort Gulfside 405 (2mins to the beach and pool) ~ 1 Bdr + 1 bunkroom with 2 full baths, Sleeps 6 ~ great ocean view ~ free beach service: 2 chairs & 1 umbrella (seasonal: 3/1 - 10/31, 9am-5pm) ~ 1 King Bdr with a private bathroom ~ 1 bunk room (2 twin beds, each with its own TV) with a private bathroom ~ 1 Q pullout sleeper ~ pack n play ~ 4 smart TVs ~ full kitchen stocked with cookware (Keurig and a traditional coffee maker). ~ washer/dryer

LocationFamilySleep quality

4.95 out of 5 average rating, 196 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.

ValueLocationSolo travel

4.78 out of 5 average rating, 102 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.

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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, 118 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

FamilyLocationCheck-in

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, 104 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.

LocationFamilyView

A cozy living area features a red sofa accented with a starfish-patterned throw. Two comfortable chairs are positioned beside a glass-top coffee table. A cheerful yellow wall enhances the space, complemented by beach-themed decorations and soft lighting from nearby windows.

4.97 out of 5 average rating, 135 reviews

Mellow at Yellow Umbrellow on the Emerald Coast!

Come Mellow at the Yellow Umbrellow. A bright and cozy condo on the beach! The Yellow Umbrellow sleeps six, features a short walk to the beach, beach chair service (just let the guys know you are with Sunset Cottages 7B and you will have 2 nice chairs and 1 umbrella!), a heated pool for winter guests, WIFI and a short drive to dining and night life. We've been renting our 'home away from home' for 14 years!

FamilyValueBathroom

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, 164 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.

FamilyLocationLong stay

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.

4.87 out of 5 average rating, 195 reviews

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!

LocationValueAccess

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, 120 reviews

Gorgeous Gulf Front condo with amazing views!

Your romantic Gulf-front getaway begins here and is a top-rated destination for couples...This recently updated condo offers new furnishings and is tastefully decorated in warm blue-grey and emerald tones - perfect for a seaside vacation. The Gulf views from your private top floor balcony are unparalleled and promise amazing sunsets.

FamilyLocationQuiet

Popular amenities for Santa Rosa Island condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Condo rentals with a pool

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, 321 reviews

Oceanfront 3 King BR/3BA Condo Steps 2 Sand & Surf

LocationFamilyBeach

4.93 out of 5 average rating, 130 reviews

Sublime Luxe Retreat + Free Beach Service

LocationFamilyCheck-in

A panoramic view of a sandy beach is visible, leading to the turquoise waters of the Gulf of Mexico under a clear blue sky. A wooden walkway extends towards the beach, while a solitary figure can be seen strolling along the shoreline.

4.96 out of 5 average rating, 104 reviews

Beach FRONT Condo-Pools-Lazy River-Free Beach Serv

ValueLocationCondition

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.

4.96 out of 5 average rating, 237 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

LocationValueAccess

A spacious living area features a large sofa and a mounted television, along with soft blue lighting that creates a calming atmosphere. The decor includes a decorative wall unit and stylish accents, contributing to a welcoming environment for relaxation.

4.96 out of 5 average rating, 123 reviews

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

ValueFamilyNearby

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, 200 reviews

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

LocationValueLaundry

A serene view of the Gulf waters features soft blue hues blending into the horizon. A long wooden pier extends into the distance, providing a focal point against the clear skies and white sandy beach in the foreground.

4.88 out of 5 average rating, 137 reviews

Direct Beach FRONT-Amazing Views-Lazy River-Pools!

ValueFamilyHot tub

4.98 out of 5 average rating, 138 reviews

Beachfront Bliss! Gulf Waves at The Palms #201

ValueLocationParking

Weekly condo rentals

A light-filled living area features a leather sleeper sofa facing large sliding glass doors that open to a private balcony with ocean views. A coffee table sits on a decorative rug, and palm trees are visible outside, enhancing the coastal ambiance.

5.0 out of 5 average rating, 121 reviews

Panoramic Gulf Views! | 3 Kings

FamilyValueAccess

A living area features a comfortable sectional sofa and two armchairs, creating a welcoming space. A television is positioned on a white media unit. Natural light filters through expansive sliding glass doors, revealing a private balcony with ocean views. A decorative rug and a potted plant enhance the ambiance.

4.98 out of 5 average rating, 101 reviews

Unobstructed Gulf Views · Sleeps 8

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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!

LocationFamilyBreakfast

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, 217 reviews

Waterpark Condo with Free Beach Setup & Aqua Pass

FamilyLocationCondition

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.

4.96 out of 5 average rating, 99 reviews

"SeaGlass" - Oceanfront with expansive balcony.

LocationFamilyAmenities

A bright living area features a comfortable sectional sofa and a rustic wooden coffee table. Large windows offer ocean views, with light-colored curtains framing the scene. A small dining table is positioned near the sliding glass doors, leading to a balcony with additional seating.

4.98 out of 5 average rating, 83 reviews

Gulf-Front Escape on Okaloosa Island (Veranda 203)

ValueLocationAccuracy

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.

4.92 out of 5 average rating, 66 reviews

Paradise at Dune Pointe - Penthouse | Ocean views|

LocationValueHospitality

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, 56 reviews

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

LocationFamilyWalkability

Pet-friendly condo rentals

4.96 out of 5 average rating, 114 reviews

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

LocationFamilyCheck-in

4.84 out of 5 average rating, 113 reviews

A wooden boardwalk leads towards the beach, framed by a pergola overhead. Soft sand and gentle blue waves can be seen ahead, with several beach umbrellas dotting the shoreline. The open sky above reveals a mix of clouds and sunlight, creating a serene coastal view.

Condo in Miramar Beach

Private Beach access POOL pets Yes No Stairs

ValueLocationCondition

4.87 out of 5 average rating, 108 reviews

West Destin -Sandy Suns 2 BR So Cute-Pets Allowed

ValueFamilyOutdoor spaces

4.88 out of 5 average rating, 173 reviews

Waterfront Paradise•2.5 Miles from Beach•Boat Slip

ValueFamilyBeach

4.89 out of 5 average rating, 259 reviews

A panoramic view showcases a busy bridge spanning turquoise waters. Vehicles are seen traveling on the bridge, while boats are navigating the water below. Sandy shores and a distant coastline are visible under a clear sky, creating a vibrant coastal scene.

Condo in Destin

Come find your Destiny in Destin!!!

FamilyLocationHospitality

4.97 out of 5 average rating, 409 reviews

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.

Condo in Miramar Beach

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

LocationValueLayout

A light-filled studio features a spacious bed with soft linens and decorative pillows. A comfortable sofa is positioned nearby, and sliding glass doors lead to an outdoor area with views. Light tile flooring complements the warm yellow walls, adding to the inviting ambiance.

4.89 out of 5 average rating, 188 reviews

Ground floor! Waterfront condo at Pirates Bay!

FamilyValueCondition

A serene balcony view captures a vibrant sunset over the Santa Rosa Sound. Two comfortable chairs surround a small table, overlooking a resort-style pool and boat docks below, framed by palm trees. The sky displays a warm blend of colors, enhancing the tranquil atmosphere.