Family-friendly holiday rentals in Santa Rosa Island

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

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.

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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.

Indoor spacesFamilyCheck-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.

Indoor spacesKitchenWi-Fi

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.

4.93 out of 5 average rating, 210 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.

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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, 122 reviews

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.

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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, 132 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

Indoor spacesKitchenSleep quality

A spacious living area is highlighted by a light-colored sectional sofa and a modern coffee table on a patterned rug. A flat-screen TV is mounted on the textured blue wall, and natural light filters through sheer curtains, enhancing the inviting ambiance.

4.94 out of 5 average rating, 158 reviews

2 min walk to Beach/Free Beach Service/Pool

Elevate your vacation experience with a stay at the Beach Hive! Conveniently located less than 2 minutes from the shores of the Gulf. Complimentary beach service (2 beach chairs and 1 umbrella) is available from 3/1-10/31. Escape the crowd & enjoy time at the Beach, lay by the pool or visit all that Okaloosa Island & the Emerald Coast have to offer. Then, return to this modern beach cottage to wind down and relax in style and comfort after a long day.

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Condo in Fort Walton Beach

4.96 out of 5 average rating, 114 reviews

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Kick back & relax in this calm, newly renovated ground-level condo on the Sound in Ft Walton Beach! ✨ Highlights: • 🌴 Waterfront views & stunning sunsets • 💦 Large resort-style pool • 🏖️ Minutes to beach access • 🍽️ Walk to local restaurants • 🚗 Easy parking & quiet community 🛏️ Queen bed w/Purple® mattress + Queen memory-foam sofa bed ☕ Kitchenette: Fridge • Air fryer/toaster • Microwave • Keurig •7.5 Miles to Destin

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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.

4.74 out of 5 average rating, 575 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!

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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.

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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!

KitchenFamilyComfort

A sweeping view overlooking the beach showcases soft white sand and the Gulf of Mexico's gentle waves. Blue beach umbrellas are set up along the shore, with a designated swimming area visible. In the foreground, a swimming pool is bordered by palm trees and lounge chairs.

4.93 out of 5 average rating, 310 reviews

Okaloosa Island Top Floor 2BR Beach Condo

Welcome to the Islander unit 707, a cozy beachfront condo located on the seventh (top) floor of the Islander Beach Resort on Okaloosa Island. This charming two-beds, two-bathroom unit has everything you need for a comfortable and relaxing stay. Enjoy stunning views of the Gulf of Mexico from the private balcony or take a short stroll to the white sandy beach just steps away.

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Popular amenities for Santa Rosa Island family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 105 reviews

607 Destin West Resort - Gulfside Penthouse View!

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4.84 out of 5 average rating, 141 reviews

Destin West V409 Cozy Beach Getaway 7Amazing Pools

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A bright living area features coastal-themed decor, including a soft beige sofa and armchair. Large glass doors open to a balcony with ocean views. Light cream walls are complemented by a colorful piece of art. A coffee table sits center stage, accompanied by a soft area rug.

4.88 out of 5 average rating, 160 reviews

Ocean Views at Waterscape Resort!

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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

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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

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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

KitchenIndoor spacesAir conditioning

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!

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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

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Family- and pet-friendly home rentals

Apartment in Okaloosa Island

A spacious living area is highlighted by a blue bedspread on a queen-sized bed and a dark gray sofa. The kitchen area features white cabinetry and modern appliances. Colorful artwork adorns the walls, creating a light and cheerful atmosphere.

4.8 out of 5 average rating, 127 reviews

Our Happy Place

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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, 176 reviews

Modern Island Condo: Walk to Beach, Private Yard!

FamilyKitchenAir conditioning

Home in Fort Walton Beach

A classic waterfront home is shown from the outside, featuring a large front porch with white railings. Colorful kayaks and paddleboards are displayed on a wooden rack beside a grassy yard, surrounded by lush greenery. Ceiling fans hang above, providing comfort.

4.95 out of 5 average rating, 110 reviews

3 Br Waterfront Florida Classic on the Bayou

FamilyIndoor spacesBeach

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

FamilyIndoor spacesAmenities

Home in Fort Walton Beach

A serene outdoor space features a private pool enclosed by a safety fence. Colorful seating options are arranged on a decorative mosaic patio, complemented by an umbrella providing shade. Lush trees provide greenery in the background, enhancing the peaceful atmosphere.

4.91 out of 5 average rating, 220 reviews

#2 4BR HUGE PET Friendly Home Away from Snow!

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Holiday home in Fort Walton Beach

A serene outdoor space features a heated pool reflecting the evening sky in shades of pink and purple. Cozy white lounge chairs are positioned nearby, and a patio area with ambient lighting is visible, enhancing the atmosphere. A hot tub and fire pit are also present.

4.91 out of 5 average rating, 186 reviews

Coastal Escape: Heated Pool, Hot Tub, Grill!

KitchenIndoor spacesBeach

Apartment in Okaloosa Island

A comfortable living area is featured with a spacious beige sofa adorned with blue cushions. A wooden coffee table is placed at the center, complementing the room's decor. Natural light enters through the window, while a cozy armchair adds additional seating. Light-colored curtains frame the window.

4.86 out of 5 average rating, 111 reviews

Heated POOL and SPA -Bluefish #7 - OKA Island 2BR

Indoor spacesKitchenBeach

Apartment in Fort Walton Beach

A spacious bedroom features a comfortable bed with blue and white striped bedding, complemented by a large round pillow. Two accent chairs are placed nearby, and large windows allow natural light to fill the room. A modern bathroom is accessible through a door.

4.82 out of 5 average rating, 107 reviews

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

Indoor spacesFamilyBathroom

Family-friendly home rentals with a pool

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

Indoor spacesKitchenAccess

4.92 out of 5 average rating, 133 reviews

Beachfront Condo | Gulf Views | Okaloosa Island

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A private balcony offers unobstructed views of the sandy beach and the vibrant turquoise waters of the Gulf. The shoreline stretches along the bottom of the image, while distant figures can be seen enjoying the beach.

4.94 out of 5 average rating, 167 reviews

Beachfront Bliss 2BR/2BA Condo Stunning Ocean View

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5.0 out of 5 average rating, 27 reviews

WaterScape | Resort | Renovated | Beach steps away

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4.97 out of 5 average rating, 33 reviews

Sunset Dreamin! Gorgeous 2BR Panoramic Water Views

Indoor spacesFamilyLayout

4.94 out of 5 average rating, 18 reviews

Home in Okaloosa Island

Snowbirds Retreat @ Destin West — 1 BR + Bunk Room

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An aerial view captures the expansive Waterscape Resort, featuring multiple engaging pool amenities surrounded by lush palm trees. The ocean's vibrant blue water is visible in the background, with clusters of nearby buildings housing vacation rentals.

5.0 out of 5 average rating, 22 reviews

Waterscape A202-Emerald Vista-2bd+bunks Ocean View

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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.