Family-friendly holiday rentals in Santa Rosa Island

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

Enjoy this luxurious 3bd/2ba 1,777 sq ft family friendly condo with a luxury master suite with Jacuzzi; & large balcony overlooking Choctawhatchee Bay. Walk to the dock & eat or sign up for a fishing charter, or rent your own jet skis or pontoon boat and make your way to Destin's Crab Island! Downstairs is the Lazy River, Waterfall pool, 2 heated pools, and 2 heated jet spas. Wristbands are required for this area. Guests can use the sky-bridge to access the beach, restaurants, and entertainment.

KitchenFamilyParking

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.

FamilyIndoor spacesHot tub

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.

Indoor spacesFamilyCondition

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

Hello vacationers! You've found the perfect vacation spot! If you are searching for a beautiful, well-furnished condo with gorgeous 180 degree views of sugar white sand and emerald waters, then you have found the right place. This direct beachfront condo is on Okaloosa Island connecting Destin to Ft. Walton. It's a corner condo with sweeping, unobstructed views. Destin West Resort is in walking distance to so many attractions. FREE beach service included til Oct 31! Must be 25 or older to stay.

FamilyIndoor spacesBarbecue

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, 134 reviews

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

Walk to the Beach at Sunset or Sunrise Every Day! 2 pools, indoor pool & outdoor pool next to the White Sand Beach Access, BBQ Area, elevator & fitness room amenity. Come and enjoy Fun & Sun at our condo by the beach! Gorgeous 2 Br 2 Ba condo is an amazingly nice & quiet like open air community on 2nd floor/elevator, balcony view looks over the neighboring county beach access and down the shoreline PERFECT for those summer fun & sunsets! Morning /Afternoon Walk on the 2 miles Santa Rosa Blvd.

KitchenIndoor spacesSleep quality

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, 125 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.

Indoor spacesFamilyTV

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.

4.88 out of 5 average rating, 133 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.

Indoor spacesKitchenDecor

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.

FamilyIndoor spacesBarbecue

4.93 out of 5 average rating, 105 reviews

216 | Free Beach Svc + Beach Towels +Luxe Interior

SOLA VITA Welcome to Sola Vita, where beach days are easy, views are dreamy, and the little extras make your stay unforgettable. Enjoy free seasonal beach service, a huge private balcony with Gulf views, luxe coastal interiors, and a fun milkshake machine we know you'll love. Thoughtfully curated and filled with sunshine, this is a bright, refined space where comfort, style, and unforgettable Gulf views come together.

Indoor spacesFamilySleep quality

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, 581 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!

Indoor spacesFamilyCondition

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, 109 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.

KitchenFamilyLayout

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, 313 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

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 145 reviews

Ocean view condo, Lazy River & Beach, Destin West

FamilyKitchenWalkability

4.84 out of 5 average rating, 142 reviews

Destin West V409 Cozy Beach Getaway 7Amazing Pools

FamilyIndoor spacesWi-Fi

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

KitchenIndoor spacesLocation

4.79 out of 5 average rating, 135 reviews

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

Indoor spacesFamilyAccess

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!

FamilyKitchenAccess

The living area features soft blue walls and large windows providing natural light. A comfortable sofa is complemented by decorative pillows, while a wooden coffee table creates a focal point. A flat-screen TV and light blue curtains enhance the serene atmosphere.

4.94 out of 5 average rating, 190 reviews

Waterscape A207/Free BCH SVC/2 Kings/75' TV

FamilyIndoor spacesWi-Fi

A view of the beach features a line of blue umbrellas and chairs on the white sand. Pavilions with teal roofs offer shaded seating areas, accompanied by grassy spaces. The clear blue ocean stretches across the background, enhancing the beach setting.

4.86 out of 5 average rating, 107 reviews

Gulf View-Island Princess King w/King bed 1.5 ba.

Indoor spacesKitchenComfort

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!

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Family- and pet-friendly home rentals

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

KitchenIndoor spacesCheckout

4.96 out of 5 average rating, 113 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!

Indoor spacesFamilyBathroom

4.89 out of 5 average rating, 341 reviews

Apartment in Santa Rosa 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.

Our Happy Place

Indoor spacesKitchenHospitality

4.8 out of 5 average rating, 129 reviews

Condo in Fort Walton Beach

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

KitchenFamilyParks

4.97 out of 5 average rating, 116 reviews

A serene beach scene features soft white sand leading to calm, turquoise waters. Colorful beach chairs and umbrellas are arranged along the shoreline, with a few people enjoying the water. The bright blue sky is dotted with wispy clouds.

4.82 out of 5 average rating, 252 reviews

Okaloosa Island Beach Condo14/Small Pet/Pool/Grill

FamilyIndoor spacesCleanliness

Condo in Fort Walton Beach

Waterfront Paradise•2.5 Miles from Beach•Boat Slip

FamilyKitchenSleep quality

4.89 out of 5 average rating, 174 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

FamilyIndoor spacesLayout

4.82 out of 5 average rating, 108 reviews

Apartment in Santa Rosa Island

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

Indoor spacesFamilyLaundry

4.83 out of 5 average rating, 118 reviews

Family-friendly home rentals with a pool

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

FamilyKitchenGetting around

4.96 out of 5 average rating, 238 reviews

The living area features a light-colored sofa adorned with colorful cushions, complemented by a patterned area rug. A ceiling fan is visible above, and large glass doors open to a balcony with a view of the beach. A wall art piece depicting a whale adds character to the space.

4.95 out of 5 average rating, 172 reviews

Beach front 2/2 with gulf view.

KitchenFamilyAir conditioning

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

Indoor spacesFamilyWalkability

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, 168 reviews

Beachfront Bliss 2BR/2BA Condo Stunning Ocean View

KitchenFamilyAccess

4.93 out of 5 average rating, 135 reviews

Beachfront Condo | Gulf Views | Okaloosa Island

Indoor spacesFamilyTV

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, 121 reviews

Gorgeous Gulf Front condo with amazing views!

KitchenIndoor spacesWalkability

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, 85 reviews

Gulf-Front Escape on Okaloosa Island (Veranda 203)

Indoor spacesKitchenSolo travel