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, 201 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.

A bright studio room features a spacious bed with decorative pillows and a cozy blanket. A comfortable sofa is positioned nearby, and a small dining area is visible. Large sliding glass doors open to a balcony, allowing natural light to fill the space.

5 out of 5 average rating, 118 reviews

Waterfront cozy condo with king bed & resort pool

Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

A balcony table set for two overlooks the serene Choctawhatchee Bay. A bottle of wine is paired with two glasses, inviting relaxation. The expansive water view stretches towards the horizon under a clear blue sky.

4.82 out of 5 average rating, 101 reviews

Destin West Penthouse Bay, Roof Top terrace

This fresh looking/newly remodeled Sandpiper PENTHOUSE Condo offers the best of two worlds. It offers breath taking, direct-shot views of the pristine Choctawhatchee Bay , Lazy River and Zero entry & seasonally heated Water Fall pool. The Hot tubs, New Marina and BBQ pits are right below your two balconies. This is a 1 Bedroom with Bunk Room and 2 baths Penthouse condo on the Bay side of Destin West. The views from the roof-top floor blow away the condos on the lower floors. On site Marina!

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, 194 reviews

Waterfront Studio • Santa Rosa Sound • Sunsets

Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

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, 196 reviews

Sunshine and beach time /Okaloosa Island

Plan your SUMMER at the BEACH! SNOWBIRDS message us for a monthly rate (Oct-Feb). Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). (USB port outlets, no carpet, stainless appliances, and keyless entry). A one minute walk to the white sand, wifi in the unit, 2 beach chairs, cooler, beach towels, and beach umbrella. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation! 683 Nautilus court

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.

4.81 out of 5 average rating, 139 reviews

Cheery Condo-Free Beach Service-Direct Ocean View!

Let your cares literally drift away in this relaxing, kid-friendly, beautifully decorated condo with a King bed w/bath + twin/twin bunk area w/bath - Queen LR sleeper sofa. Enjoy stunning views of the Gulf of Mexico and pool area from your private balcony. We invite you to enjoy your special vacation at this perfect Emerald Coast paradise. Free beach service (2 chairs and umbrella) is INCLUDED! (March 1-Oct 31). *Note - Okaloosa County Tourist Tax of 6% will be applied to this booking.

A view showcasing a lazy river surrounded by lush palm trees and a spacious pool area. The ocean is visible in the background, with several lounge chairs scattered throughout the landscape. Modern resort buildings are positioned in a welcoming arrangement, enhancing the tropical atmosphere.

4.83 out of 5 average rating, 102 reviews

DestinWest Pelican Bayside, Lazy River, Hot Tub.

Master bedroom with bathroom, bunk room with bathroom (the bunk room has one bunk bed and no door), sofa sleeper. Balcony with lazy river and bay view. You will find everything here from Lazy River, seven pools (one heated, one with waterfall), hot tubs, zero entry pool, gym, bbq area. Next door is an arcade with virtual reality, bar and food. You have access to swim and play in both the ocean and the bay. It is a short walk to the Okaloosa boardwalk for shopping, restaurants and fun

A light blue bedroom features a spacious bed dressed in a colorfully patterned quilt. Accents include two bedside tables with lamps, a stylish chair, and a window that allows natural light to brighten the space. Decorative beach-themed art complements the serene atmosphere.

4.96 out of 5 average rating, 126 reviews

Retreat by the Sea at Seacrest Condo

Welcome to Retreat by the Sea. This studio is at Seacrest Condominiums located directly on the beach on beautiful Okaloosa Island in Fort Walton Beach six miles from Destin. Relax on the balcony and enjoy the beautiful views of the Gulf and amazing sunrises and sunsets. You have direct access to the beach and all the amenities that the condo has to offer including indoor/outdoor pool, gym and bbq area. This amazing studio also has a kitchenette, mini-refrigerator and private laundry.

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.

4.95 out of 5 average rating, 112 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

A modern living area is featured, showcasing a plush sectional sofa with decorative pillows. A wooden coffee table sits in front of the sofa, accompanied by a round ottoman. A fully equipped kitchen is visible, with stainless steel appliances and a stacked washer/dryer unit in the corner.

4.89 out of 5 average rating, 114 reviews

Stylish Okaloosa Island 1BR Condo: Easy Beach Walk

Welcome to Sandy Pointe 212, a cozy one-bedroom, one-bathroom condo just steps away from the beautiful beaches of Okaloosa Island. Enjoy direct beach access and all the amenities needed for a comfortable stay, including a fully equipped kitchen with a stove, microwave, refrigerator, and dishwasher. Guests have access to the beach and can also take advantage of the shared outdoor grill area. Assigned covered parking is available for one vehicle in the carport under the building.

4.84 out of 5 average rating, 128 reviews

Destin West V409 Cozy Beach Getaway 7Amazing Pools

Newly updated modern beach-side unit. Luxurious renovated bathroom. This Gulfside unit is steps away from the white sandy beach, 7 different pools, and many restaurants. Located on the 4th-floor with one of the best views in the Florida panhandle. A 180-degree view of the emerald waters of the Gulf of Mexico, Choctawhatchee Bay, the Okaloosa Island sand dunes, and the Destin city-scape. Relax in the lazy river pool, sunbathe at the beach, or spend your day being adventurous.

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.

4.87 out of 5 average rating, 123 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.

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

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 out of 5 average rating, 106 reviews

Panoramic Gulf Views! | 3 Kings

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.

4.82 out of 5 average rating, 143 reviews

Keeler Island Princess Okaloosa Island Beachfront

4.97 out of 5 average rating, 109 reviews

A bright living area features large sliding glass doors providing direct views of the beach. The space includes a dining table set for four and a cozy seating arrangement. Light colors throughout create a spacious and airy feel, complemented by coastal-themed decor.

Apartment in Destin

Incredible View | Outdoor Pool | Hot Tub | Chairs

4.95 out of 5 average rating, 103 reviews

The image shows a stunning beachfront view featuring a clear, turquoise sea and soft white sand. Colorful beach umbrellas and chairs line the shore, while elegant beachfront properties are positioned in the background, emphasizing the relaxed coastal atmosphere.

Apartment in Destin

308 Gulf Views • SUPER HOT Special Book May 1st

The image captures a panoramic view from the balcony, displaying the bay on the left, the town of Destin in the center, and the beach on the right. Green rooftops of nearby buildings and palm trees are visible in the foreground, contributing to a coastal atmosphere.

4.85 out of 5 average rating, 234 reviews

Destin West V506 - Free Beach Service & Lazy River

Superhost

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.

4.87 out of 5 average rating, 127 reviews

Direct Beach FRONT-Amazing Views-Lazy River-Beach

Apartment in Okaloosa Island

A beach chair labeled 'Colorful Paradise' is positioned on the soft, white sand, with clear turquoise waters in the background. The scene captures the serene coastal environment of the Emerald Coast, inviting relaxation and enjoyment of the beach.

4.97 out of 5 average rating, 118 reviews

Colorful Paradise Okaloosa Island Umbrella, Chairs

4.93 out of 5 average rating, 191 reviews

A bright living area features a comfortable gray sofa adorned with turquoise accents. A circular wooden dining table is set for four, while large glass doors lead to a balcony with unobstructed ocean views. Subtle coastal decor enhances the serene atmosphere.

Apartment in Destin

Beach Condo on the White Sands - Renovated

Family- and pet-friendly home rentals

Guest suite in Fort Walton Beach

The exterior of the house features a stone facade and a welcoming entrance, framed by greenery. A manicured lawn leads to the front door, inviting guests. Large trees provide shade, enhancing the home's curb appeal.

4.85 out of 5 average rating, 286 reviews

Spacious, Cozy and Private

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.

4.91 out of 5 average rating, 276 reviews

"Quirky Cottage"

A spacious living area features light-colored walls and warm wood flooring. A comfortable blue sofa is placed opposite two beige armchairs, with a small side table beside each. Large windows are adorned with sheer curtains, allowing natural light to fill the room.

4.84 out of 5 average rating, 213 reviews

Affordable Beach Vacation, Walk To The Beach!

4.83 out of 5 average rating, 115 reviews

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.

Home in Ferry Park

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

4.88 out of 5 average rating, 162 reviews

Waterfront Paradise•2.5 Miles from Beach•Boat Slip

Guest house 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.

4.83 out of 5 average rating, 183 reviews

Private Guest House on the Water | Boat Docks!

4.85 out of 5 average rating, 208 reviews

Fort Walton Beach Top Floor | Pool & Destin Sunset

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, 118 reviews

“Sandy Thongs” Beachfront Oasis Amazing Gulf View

Family-friendly home rentals with a pool

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.

4.96 out of 5 average rating, 78 reviews

9 Unit Building, Private Pool, Gulf Front View

Flat in Fort Walton Beach

An open-concept living area features a light-colored sofa adorned with throw pillows, overlooking a modern kitchen with stainless steel appliances. A spacious dining table with blue barstools is positioned near a decorative blue accent wall, while a wall-mounted TV adds to the contemporary decor.

4.96 out of 5 average rating, 57 reviews

Unit #6 Waterfront + Heated Pool and Spa Access

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, 43 reviews

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

Flat in Fort Walton Beach

A view from the balcony showcases a vibrant pool area surrounded by palm trees. The scene features a lazy river, lounge chairs, and water play structures. The Gulf of Mexico can be seen in the background, adding to the relaxing atmosphere.

4.87 out of 5 average rating, 55 reviews

208B Coastal Escape

A wide-angle view captures the pristine beach and calm blue waters. Sun loungers are lined along the shore, complemented by the distant fishing pier extending into the ocean. Lush palm trees frame the lower part of the image, enhancing the coastal scenery.

4.94 out of 5 average rating, 64 reviews

603 Destin West Gulfside - Amazing Penthouse View!

4.97 out of 5 average rating, 88 reviews

Stars & Sea•Beautiful Waterfront Condo•Sleeps 4

Superhost

5 out of 5 average rating, 3 reviews

WaterScape Now Booking 2026! Beach/resort/pool/spa

A view from the balcony reveals a boardwalk leading to the beach, flanked by palm trees. The ocean is visible in the distance under a clear blue sky. Multiple parked cars are situated in the foreground, with a beachside building peeking through.