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, 218 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.

Condo in Fort Walton Beach

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.

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

4.96 out of 5 average rating, 238 reviews

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, 117 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.

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.

Apartment in Santa Rosa Island

A bright and airy living area features a light-colored sofa and matching armchairs arranged around a wooden coffee table. Coastal-themed artwork is displayed on the walls, and a flat-screen TV is mounted above a small console table. Natural light filters through sheer curtains.

Little Blue Gem

This charming condo is all about location, convenience, and fun. Just a 5-minute stroll to the beach, you’ll have your toes in the sand in no time.Step outside your back door, and the pool is right there waiting for you! Whether you’re lounging poolside or hitting the tennis courts, there’s always something to do. We’ve stocked this condo with everything you need—from pool toys to beach essentials, so just pack your swimsuit and get ready to relax and play!

4.82 out of 5 average rating, 114 reviews

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, 160 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.

Condo in Fort Walton Beach

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

4.97 out of 5 average rating, 116 reviews

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, 110 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.

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.

3 Br Waterfront Florida Classic on the Bayou

Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.

4.96 out of 5 average rating, 113 reviews

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, 314 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.

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, 198 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!

A welcoming wooden sign is displayed at the entrance, painted in blue with white lettering that reads 'Welcome to the Beach House.' Decorative elements featuring seashells are included, emphasizing a vacation ambiance.

4.84 out of 5 average rating, 456 reviews

Condo across the street from the gulf

Directly across the street from the gulf . Walking distance to several resturants including a 24 hour restaurant and 24 hour convenience store . All new appliances and roomy . Large pool for your use . Beach access directly across street, barbecue grills , showers and restrooms . No smoking inside the unit .

Popular amenities for Santa Rosa Island family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 165 reviews

Keeler Island Princess #508 Okaloosa Island Bchfrt

4.84 out of 5 average rating, 143 reviews

Destin West V409 Cozy Beach Getaway 7Amazing Pools

The living area features a leather couch and a recliner, complemented by a coffee table and a dining table with six chairs. A 55-inch TV is positioned nearby, with views of the bay accessible through sliding glass doors leading to the balcony, enhancing the space's openness.

4.94 out of 5 average rating, 143 reviews

Destin West: Luxurious BAY View BEACH Access CONDO

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, 126 reviews

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

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.

4.82 out of 5 average rating, 144 reviews

Cheery Condo-Free Beach Service-Direct Ocean View!

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, 106 reviews

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

4.79 out of 5 average rating, 135 reviews

Kid-friendly! Lazy River~Skywalk over to beach!

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

Family- and pet-friendly home rentals

Apartment in Santa Rosa Island

A light and airy living room showcases a comfortable sofa adorned with soft pillows. A coffee table sits in the center, complemented by a lamp on a side table. Sheer curtains frame a window, allowing natural light to brighten the space.

Heated POOL and SPA -Bluefish 3 - OKA Island 2BR

4.83 out of 5 average rating, 129 reviews

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.

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

4.82 out of 5 average rating, 108 reviews

Home in Fort Walton Beach

The outdoor area features a non-heated swimming pool surrounded by a concrete patio. A small table with chairs is positioned nearby, offering a space for relaxation. Lush greenery provides shade, and a seating area with chairs is visible on the lawn.

#1 4BR HUGE PET Friendly Home Away from Snow!

4.89 out of 5 average rating, 341 reviews

Condo in Fort Walton Beach

Waterfront Paradise•2.5 Miles from Beach•Boat Slip

4.89 out of 5 average rating, 175 reviews

Townhouse in Santa Rosa Island

An open living space features a large flat-screen television mounted on a white wall. A comfortable sectional sofa is positioned around a coffee table, complemented by decorative elements such as a plant and books. A sleek kitchen bar with stools enhances the layout, creating a welcoming atmosphere.

Beauty & The Beach near Gulf Beaches & Bay

4.94 out of 5 average rating, 232 reviews

Cottage in Fort Walton Beach

A cozy living area features sloped ceilings and abundant natural light from large windows. A plush sectional sofa is arranged around a circular coffee table, complemented by a patterned area rug. A single lamp provides additional lighting, enhancing the space's comfort.

"Quirky Cottage"

4.91 out of 5 average rating, 295 reviews

Home in Fort Walton Beach

The living area features a comfortable sofa facing a large television mounted against a light-colored wall. An open kitchen with modern appliances is visible, complemented by a wooden island with seating for four. Warm wooden tones and elegant flooring enhance the space.

House 5 min to Beach, Fire Pit, Deck, Pickleball

4.85 out of 5 average rating, 137 reviews

4.89 out of 5 average rating, 261 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!!!

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.

4.98 out of 5 average rating, 120 reviews

Condo With Serene Panoramic Views of the Gulf

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, 227 reviews

Sunshine and beach time /Okaloosa Island

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, 583 reviews

Emerald Waters & Sugar White Sand!

A bright living area features a light grey wall with natural lighting from large windows. Two cozy sofas, one in dark grey and the other in a mixed pattern, offer seating. A white coffee table sits in the center, complemented by a decorative rug and a fan overhead.

4.92 out of 5 average rating, 135 reviews

Beach Side- 2Br 2Ba 3bed | POOLS- GEM-BEACH!

4.93 out of 5 average rating, 135 reviews

Beachfront Condo | Gulf Views | Okaloosa Island

A bright living area is shown, featuring a comfortable seafoam green couch and accent pillows. A large television is mounted on the wall. A coffee table sits on a patterned blue rug, with a view of the water visible through sliding glass doors that lead to a private balcony.

5.0 out of 5 average rating, 116 reviews

Beach front Condo with Beach service!

A view from the balcony captures the surrounding landscape, featuring buildings in the distance and palm trees along the street. The clear blue sky and sunlight enhance the open atmosphere, while the nearby sandy beach is visible, inviting outdoor relaxation.

4.97 out of 5 average rating, 70 reviews

Sandy Cheeks/Okaloosa Island

A living area features comfortable seating arrangements, including a sofa and an armchair. A coffee table occupies the center, with a dining table nearby. Natural light flows in through sliding glass doors, leading to the patio. Soft hues of blue adorn the walls, enhancing the serene ambiance.