Family-friendly vacation 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, 196 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.

4.99 out of 5 average rating, 103 reviews

An aerial view captures the beachfront property with the sparkling Gulf waters in the background. The surrounding area includes manicured landscapes and beach access points, emphasizing the close proximity to nature and leisure activities.

Condo in Miramar Beach

Gulf Views with Resort Style Pool•Beach Service

Welcome to Serenity, A Wave From It All! at Beach Resort in Miramar Beach. Make memories while enjoying glistening views of the Gulf from this stylish 4th floor condo. Located directly across the street from the white sand beaches and Emerald Green shore line of Destin and perfectly situated near beach-front restaurants, world class shopping, stunning golf courses and endless entertainment options. 20-min to Crab Island and the Harborwalk. 15-min to SanDestin/Baytowne Wharf 40-min to airport

4.9 out of 5 average rating, 145 reviews

An aerial view of the cottage showcases its light blue exterior and a covered balcony. Two chairs are positioned on the balcony, overlooking a grassy yard framed by palm trees. The pathway leads to the entrance, providing a calming coastal ambiance.

Cottage in Destin

One Block to Crystal Beach + Pool + King Bed + Convenient Location

- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - Comfortable King bed - This is the downstairs unit (upstairs rents separately through same host.) The Destin Doublemint, a bright and airy one-bedroom cottage, offers you the perfect location for your next family getaway. It's less than a minute to the beach, making it easy to pop back over for a dip in the pool or to watch a movie in the AC before walking back over for a Gulf sunset.

A large, mickey-shaped pool is surrounded by lounge chairs and tropical landscaping. In the background, the waterway can be seen, framed by palm trees and extending toward the horizon under a clear blue sky.

4.9 out of 5 average rating, 430 reviews

Relaxing Soundside Condo - WataView!

Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

Houseboat in Fort Walton Beach

A houseboat is docked on a covered pier, surrounded by calm water. White chairs are positioned on the deck, offering a relaxing view of the bayou. Lush greenery frames the setting, while the dock's wooden surface provides easy access.

4.95 out of 5 average rating, 111 reviews

Unique water front stay Houseboat Destin/FWB

Seas the Day, center on Ft. Walton Beach,quiet bayou connected to bay and gulf on private 1 acre residence. We are 1 of only 3 HB for 50 miles in area. Paddle boards, kayaks , fishing poles and outdoor fire pit. Car needed to get to white sand beaches (4 miles). Shopping close by. A comfy futon in for a second bed. Boat has AC and heat. Unit is to stay docked.Recently renovated inside and out . Larger deck area with loungers . New lighting and ceiling this past spring! Rare find

A cozy living area is furnished with a dark sofa adorned with decorative cushions. A flat-screen TV is positioned on a light-toned console beneath a large wall art piece depicting a serene waterscape. Natural light filters through a window, enhancing the welcoming ambiance.

4.96 out of 5 average rating, 208 reviews

**Lovely Condo 3 minutes to Beach!!**

Location! Location! Location! Only a three minute drive to the white sand beaches of the emerald coast, and only two minutes to downtown! This cute condo will not disappoint with it's beachy decor. This condo is open and airy with lots of natural lighting. Has balcony seating for those breezy summer nights. Free parking, beach chairs, and a laundry room offered inside unit. We also offer a huge weekly and monthly discount rate. No pets policy. No parties. No smoking inside unit.

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.

4.86 out of 5 average rating, 118 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.

A serene twilight view captures the sky filled with clouds reflecting subtle shades of orange and blue. The marina lights twinkle along the water's edge, while the horizon highlights an array of colors as day transitions into night.

4.97 out of 5 average rating, 192 reviews

Perfect View on Santa Rosa Sound with 2 Pools!

Enjoy beautiful blue skies and gorgeous sunsets over the Santa Rosa Sound, while looking out over the marina from your very own private deck! This gorgeous studio unit has one of the best views in the entire 120 room complex! Located in the preferred A building, this Non-Smoking, NO PETS ALLOWED, sparkling clean top floor unit has a beautiful bathroom with full size tile shower and newer plumbing fixtures. Marina slip is not available for rent at this time.

A private balcony offers stunning views of the Gulf of Mexico, showcasing vibrant blue waters and white sand beaches. Outdoor seating includes a square table and two chairs, all framed by large sliding glass doors that enhance accessibility to the beautiful surroundings.

4.8 out of 5 average rating, 141 reviews

Okaloosa Island Gulf View Resort Studio w/ Balcony

Escape to the stunning white sand beaches of the Gulf of Mexico and stay in this charming studio condo on Okaloosa Island! Located in the popular Islander Beach Resort, this unit is newly renovated and boasts breathtaking views of the emerald green waters. Step outside onto your private balcony to watch the sunset or enjoy your morning coffee with the sound of the waves. Book your stay today and experience the best of the Florida panhandle!

A view of the Gulf can be seen through vibrant blooming flowers and palm trees. A wooden pergola is present in the background, with sun loungers visible at the pool area, creating a serene coastal atmosphere.

4.93 out of 5 average rating, 182 reviews

Sea Shell at Sunset Cottages - Beach Service Inc

Sea Shell condo is located in the 19 unit Sunset Cottages complex on Okaloosa Island in Fort Walton Beach, FL. “Gulf Side”, just over 200 steps from the sand, no roads to cross, relaxing on the beach in minutes! The Sea Shell has 2nd floor partial gulf views from the dining room window, and both balconies. Inside is a spacious 750 sq.ft. to lounge and relax including; large great room, large bedroom and bath, condo built in 2000.

Apartment in Fort Walton Beach

A clear view of the shared pool is presented, surrounded by lush palm trees and neatly manicured grass. The pool's blue water glistens under the sun, with a portion of a nearby dock and waterfront visible in the background.

4.93 out of 5 average rating, 130 reviews

Pirates Point of View Top Floor!

This sunny Fort Walton Beach getaway is perfect for small families, couples, and businesspeople alike, with a small private beach, two shared pools, and more! With shopping and dining just a short walk away, you'll love your new home away from home for four's great location, almost as much as you'll love relaxing in the pools or boating at the dock! Okaloosa Island's boardwalk and pristine beaches are just a short drive away.

A panoramic view captures the lagoon-style pool surrounded by lush greenery and palm trees. The sparkling water reflects the vibrant blue sky, showcasing the serene waterfront and distant boats that can be seen along the coastline.

4.76 out of 5 average rating, 254 reviews

Waterfront Condo *w/pool access*

Waterfront condo-studio in Ft. Walton Beach. It is a 4th-floor unit, that can accommodate 4 people with a Queen sized bed and a sofa sleeper. Sliding glass doors from floor to ceiling leads to a gorgeous balcony overlooking the gulf and the pool. Se habla español. TDY rates available! Please send a message to request, we will match the per diem rates with some exceptions for holidays and peak season.

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

4.81 out of 5 average rating, 190 reviews

A spacious pool area is surrounded by palm trees and tropical landscaping. The water is calm and reflective, with lounge chairs positioned around the pool. In the background, tall buildings are visible against a clear blue sky.

Apartment in Sandestin

9th floor OCEAN VIEW studio @Sandestin resort

Condo in The Village of Baytowne Wharf

A spacious studio layout is illustrated, featuring a king size bed with blue bedding and a cozy sofa in a warm blue tone. Bright natural light filters in through large windows, with a dining area set near the kitchenette and a decorative rug adding color to the space.

4.95 out of 5 average rating, 154 reviews

Serene Condo w/ Shared Pool, Hot Tub & Bch Access

A glass-top table sits on a balcony, adorned with an assortment of fresh fruits and two glasses. The railing frames a panoramic view of the turquoise water and sandy beach below, dotted with umbrellas. Sunlight reflects off the ocean, creating a serene ambiance.

4.94 out of 5 average rating, 108 reviews

Pelican Beach Top Floor Beachfront with Ocean View

Superhost

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.

Guesthouse in Fort Walton Beach

4.82 out of 5 average rating, 174 reviews

Private Guest House on the Water | Boat Docks!

A comfortable living area is featured, showcasing a spacious sofa and armchair. Natural light illuminates the room through large sliding glass doors that open to a lush green view. A light-colored area rug adds warmth, while decorative accents enhance the inviting setting.

4.91 out of 5 average rating, 139 reviews

Condo on a Golf Course, 5 Minute Walk to Pvt Beach

A spacious rooftop patio is showcased, featuring a large hot tub surrounded by tile flooring. Two lounge chairs are positioned nearby. Expansive views of the horizon can be seen in the background, emphasizing the open sky and serene atmosphere.

4.95 out of 5 average rating, 127 reviews

Penthouse-Private Hot Tub-Lazy River-Amazing Views

The living area features a light-colored sofa paired with a matching armchair, arranged around a white coffee table. A large television is positioned on a console, and floor-to-ceiling windows provide views of turquoise waters and the balcony. Soft curtains frame the windows.

4.85 out of 5 average rating, 231 reviews

Breathtaking views! 2024 updated condo in Destin

A bright living area is shown, featuring a spacious gray sofa and a wooden coffee table. Large sliding glass doors provide unobstructed ocean views, while a ceiling fan circulates air above. A small dining table with chairs complements the relaxed coastal decor.

4.99 out of 5 average rating, 251 reviews

Beachfront! Newly remodeled! Right on the beach!

Family- and pet-friendly home rentals

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.

4.97 out of 5 average rating, 362 reviews

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

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.

4.92 out of 5 average rating, 273 reviews

"Quirky Cottage"

A serene beach scene showcases white sand and calm, turquoise waters under a clear blue sky. Colorful umbrellas provide shade over beach chairs, while distant swimmers can be seen enjoying the water. The atmosphere is peaceful, highlighting the beach's inviting nature.

4.8 out of 5 average rating, 128 reviews

Okaloosa Island Beach Condo5/Small Pet/Pool/Grill

Home in Fort Walton Beach

The exterior of the home is showcased, featuring a single-story structure with light-colored siding and a black roof. A flagpole with a flag stands at the front. Palm trees and a grassy yard are visible, along with a driveway leading to the entrance.

4.92 out of 5 average rating, 131 reviews

Ocean 5-Bed Oasis: Pickleball, Arcade and Grill

4.88 out of 5 average rating, 155 reviews

Waterfront Paradise•Snowbird Rates Available

Home in Fort Walton Beach

A well-arranged guest suite with a spacious bed dressed in a light yellow striped cover. A compact dining table and two chairs are positioned nearby, complemented by a refrigerator and microwave on a side table. A mirror and wall art featuring sunflowers enhance the inviting decor.

4.96 out of 5 average rating, 101 reviews

Cheerful Guest Suite w/private entrance

A pair of flip-flops rests atop soft, white sand, framed by delicate sea oats and bright sunflowers. A large sea shell is positioned nearby, with the gentle waves of the Gulf visible in the background under a clear blue sky.

4.86 out of 5 average rating, 117 reviews

“Sandy Thongs” Beachfront Oasis Amazing Gulf View

4.99 out of 5 average rating, 100 reviews

A charming two-story beach house features a white exterior with a welcoming front porch. Lush greenery frames the pathway leading to the entrance, surrounded by a landscaped yard that enhances the inviting appeal of the property.

Home in Santa Rosa Beach

Cozy Beach Getaway | Fast Wi-Fi for Remote Work

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 230 reviews

A wide expanse of pristine white sand stretches along the tranquil shoreline of Okaloosa Island. The sun reflects off the calm waters, creating a gentle shimmer. Soft clouds drift across the sky, adding a serene backdrop to the beachside scene.

Condo in Okaloosa Island

Sunny Happy Place by the Beach, Pool, Ocean View

A balcony view showcases bright blue outdoor chairs and a small table. Below, a spacious pool is surrounded by lush greenery and palm trees, with marina access visible in the background. The serene waters of Santa Rosa Sound reflect the cloudy sky.

4.99 out of 5 average rating, 69 reviews

Soundside Waterfront Condo

A table set for refreshments showcases a spread of crackers, cheese, fruits, and chilled water with lemon. In the background, the emerald waters of the Gulf are visible, with beach umbrellas dotting the shoreline under a partly cloudy sky.

4.99 out of 5 average rating, 102 reviews

Spacious, elegant, beachfront, w/office

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, 42 reviews

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

A private patio features two white chairs positioned to face the bay, offering a view of the water and a wooden dock. Palm trees are visible along the shoreline, with the horizon meeting the sky in the background.

4.96 out of 5 average rating, 159 reviews

R&R Coastal Condo

A well-appointed studio condo features a spacious bed adorned with a coastal-themed blanket. Nearby, a love seat and a dining area with contemporary lighting elements are visible. Light, neutral wall colors create a calm atmosphere, complemented by tasteful decor, including ocean-themed accents.

4.82 out of 5 average rating, 268 reviews

B103 Coastal Connection at Pirates Bay

A vibrant living area features a light-colored sofa paired with a matching armchair. A circular coffee table sits between, while a dining table with four chairs is positioned nearby. Walls are decorated with subtle aquatic-themed artwork, and light streams in from multiple sources, enhancing the bright ambiance.

4.94 out of 5 average rating, 237 reviews

Free Chair Service-Beachfront 6th Floor

A balcony features two high-back chairs, facing the beach and ocean. Soft waves roll onto the sandy shore, with beach chairs and umbrellas visible in the distance. The clear blue sky and gentle clouds create a serene backdrop.