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, 215 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.

Indoor spacesKitchenRiver

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, 115 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 spacesFamilyParking

Guesthouse in Fort Walton Beach

A spacious outdoor area features a blue umbrella over a dining table, adjacent to a clear swimming pool. Lush greenery surrounds the pool deck, with views of the tranquil water in the background. The scene is complemented by palm trees and a well-maintained lawn.

4.84 out of 5 average rating, 202 reviews

Private Guest House on the Water | Boat Docks!

You’re invited to enjoy the breathtaking panoramic views as you start your day on our private 2nd floor waterfront deck. This lovely beach house offers 1 queen bd in the bdrm, a twin/full bunk bed, and the sofa in the living room is a pull-out queen bed. Full-size kitchen and dining area. Dock your boat in a private boat slip for a small daily fee. ✔ OMG Views ✯ Waterfront ✯ Private Beach ✯ Entire Place ✯ Boat Slips ✯ Trailer parking ✯ 2 Story Dock ✔ Dog friendly ✔ Full Kitchen ✔ 2 x SmartTV

Indoor spacesFamilyDecor

A spacious screened-in lanai is showcased, featuring a gathering area with a circular seating arrangement. A gas fireplace adds warmth, while soft lighting illuminates the saltwater pool outside, creating a calming ambiance. Colorful lounge chairs line the pool for relaxation.

4.99 out of 5 average rating, 101 reviews

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M

Luxurious home 4 miles to Beach! -Salt Water Pool(heat fee)&Hot tub -Lanai w/seating and 75"TV -Fast WI-FI -Fully equipped kitchen -Dedicated workstation -Coffee bar -Cali King Bed w/ensuite(soaking tub) -Smart TV's & Fans every room -Blackout curtains & Sound machines -Hair Dryer,Steamer -Grill w/propane -Games -Pacn'Play, high chair, baby monitor -4.2 Miles>Beach -9.2 Miles>Crab Island, Destin -4.6 Miles>Eglin AF Base -2.3 Miles>Walmart -0.8 Miles>Publix -7.4 Miles>Airport -2.5 Miles>Hospital

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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.

4.96 out of 5 average rating, 235 reviews

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

KitchenFamilyBeach

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

"Panoramic Gulf" Highlights: - Beachfront Condo at Island Princess - Corner Unit, Second Floor - Gulf and Garden Patio Views - King Bed in Each Room - Custom Bunk Bed: Twin over King over Twin - Leather Sleeper Sofa with Upgraded Mattress - Free “Platinum” Beach Service: 2 Chairs, Umbrella, and Table + Kayak / Paddleboard access (Mar-Oct) - Cable + Streaming - Wifi - Seasonally Heated Pool - Washer/Dryer in the Condo - Keurig and drip coffee makers - Pack n' Play - Shopping / Restaurants Nearby

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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, 116 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.

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4.98 out of 5 average rating, 118 reviews

115+ Five-Star Reviews | Renovated Gulf View Condo

Relax and unwind in our beautifully renovated Island Princess condo on Okaloosa Island. With 10 years of hosting experience and 115+ five-star reviews, we provide a clean, comfortable vacation home guests return to year after year. Enjoy beautiful Gulf and bay views from our oversized private balcony, comfortable beds, fully equipped kitchen, spacious living area, direct beach access, and complimentary beach service (2 chairs + umbrella) Mar–Oct. Located in Fort Walton Beach, near Destin.

KitchenIndoor spacesTV

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, 118 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 spacesFamilyPool

4.96 out of 5 average rating, 147 reviews

The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.

Home in Destin

Sugar Sand Cottage at Destin Pointe

This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

KitchenFamilyAccuracy

A spacious living area features a sectional couch complemented by a round coffee table. Warm wood accents are highlighted by overhead pendant lighting. The adjoining kitchen showcases a large island with bar seating, while a dining area in the background is arranged with a large table.

4.98 out of 5 average rating, 139 reviews

Stunning updated 4 bedroom home. 8 mins from beach

Escape with family or friends to this stunning, fully renovated coastal home. Only a short drive from the Gulf Coast's pristine beaches, this cozy home offers all the comforts of home and conveniently located near downtown FWB. Walk up the street for public water access to view the bay. Ample parking in the driveway for your boat, trailer or RV. Enjoy the large fenced-in backyard, perfect for outdoor entertaining. Book now and experience the best of Florida's Emerald Coast.

FamilyKitchenParks

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, 152 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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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

4.84 out of 5 average rating, 139 reviews

Destin West V409 Cozy Beach Getaway 7Amazing Pools

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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, 139 reviews

Destin West: Luxurious BAY View BEACH Access CONDO

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4.99 out of 5 average rating, 229 reviews

Condo in Destin

100 ft to sand, Corner unit, Hot Tub, Garden view

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A modern kitchen features dark cabinetry and light granite countertops. Open shelves display various kitchenware, while a stainless steel oven and hood are positioned next to a sleek stovetop. Colorful wall art related to marine life adds a coastal touch to the space.

4.89 out of 5 average rating, 123 reviews

Newly Remodeled Luxury Studio-Beach/Hot Tub/Pool

KitchenFamilyWalkability

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.

4.89 out of 5 average rating, 158 reviews

Ocean Views at Waterscape Resort!

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4.78 out of 5 average rating, 134 reviews

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

Indoor spacesFamilyWalkability

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, 208 reviews

Waterscape 4th Flr 1 Bedroom w Bunks on the beach

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Condo in Fort Walton Beach

A comfortable living area is furnished with a light gray sofa, a side chair, and a coffee table. A neutral area rug lies below, while a dining space is visible in the background, featuring a large table with six chairs. Natural light enters through multiple windows.

4.87 out of 5 average rating, 175 reviews

Tranquil & Pristine at El Matador Resort

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Family- and pet-friendly home rentals

Condo in Fort Walton Beach

4.97 out of 5 average rating, 108 reviews

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

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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, 249 reviews

Okaloosa Island Beach Condo14/Small Pet/Pool/Grill

Indoor spacesFamilyGetting around

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.

4.83 out of 5 average rating, 447 reviews

Condo across the street from the gulf

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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, 107 reviews

3 Br Waterfront Florida Classic on the Bayou

Indoor spacesFamilyBathroom

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, 122 reviews

Our Happy Place

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Apartment in Okaloosa Island

A spacious living area features a large white couch accented by colorful throw pillows. A woven coffee table sits on a patterned area rug, providing a focal point. A blue armchair and a small dining space with a table and chairs complete the inviting atmosphere.

4.91 out of 5 average rating, 122 reviews

Heated POOL and SPA-Bluefish #4 - OKA Island 2BR

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Townhouse in Okaloosa 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.

4.95 out of 5 average rating, 223 reviews

Beauty & The Beach near Gulf Beaches & Bay

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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, 217 reviews

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

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Family-friendly home 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.

4.94 out of 5 average rating, 317 reviews

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

FamilyIndoor spacesSleep quality

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, 164 reviews

Beach front 2/2 with gulf view.

FamilyKitchenOutdoor spaces

A spacious outdoor area features a large swimming pool, surrounded by a concrete deck. Lush greenery provides a natural backdrop, and a few lounge chairs are positioned nearby for relaxation.

4.91 out of 5 average rating, 149 reviews

Relaxing Pool Retreat Near Beaches & Destin!

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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, 117 reviews

Gorgeous Gulf Front condo with amazing views!

Indoor spacesFamilyView

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, 101 reviews

Direct Gulf Views, Private Pool, Sleeps 4

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The image displays a direct view from the private balcony overlooking the sandy beach and the Gulf of Mexico. The soft white sand stretches into the distance, meeting the calm waters with varying shades of blue and green under a clear sky.

4.89 out of 5 average rating, 212 reviews

Relaxing Gulf Front Couple's Retreat*Beach Service

FamilyIndoor spacesTV

5.0 out of 5 average rating, 97 reviews

Clean & Luxurious Beachfront ~ 7 Pools+HotTubs+Gym

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