
Family-friendly holiday rentals in Santa Rosa Island
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Santa Rosa Island

Total holiday rentals
Explore 2,150 holiday rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 39,240 verified reviews to help you choose

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Holiday rentals with a pool
2,020 properties feature pools

Rentals with dedicated workspaces
1,220 properties have a dedicated workspace

Wifi availability
2,120 of Santa Rosa Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Santa Rosa Island rentals

4.8 Average rating
Santa Rosa Island stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Santa Rosa Island’s top spots include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park and Crab Island
Top-rated family-friendly rentals in Santa Rosa Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA
Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the BEACH. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

Amazing Top-Floor Condo, Free Beach Service!
Decorated in soothing designer colors with a coastal feel, the unit has 2 bedrooms with comfortable king size beds, flat screen TVs and private bathrooms; two bunk beds in a hallway alcove; 2.5 bathroom, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa. The unit sleeps eight. Plus, you'll have access to all of Waterscape Resort's fabulous amenities! Complimentary beach service with 2 beach chairs and umbrella.

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.

Penthouse-Huge Roof Top Patio w/ Hot Tub-LazyRiver
Our spacious Penthouse has amazing views on top of the world! Come enjoy our lovely condo with a roof top patio & private hot tub to see all of Okaloosa Island beach & bay for miles. Or have a romantic evening on the roof top patio with a huge hot tub that overlooks beautiful Choctawhatchee Bay. Located on Okaloosa Island at Destin West Beach and Bay Resort, this island connects Destin to Fort Walton Beach. We are on the bayside. We now offer 1 FREE set-up of beach service March 1-Oct.31st.

Destin West Villa #V502 Beach Vacation Awaits
Newly updated beach-side 5th floor unit. Renovated bathroom with a large walk in shower. It has one of the best views in the Florida panhandle. A 180 degree view of the emerald waters of the Gulf of Mexico, the Okaloosa Island sand dunes, Destin and Choctawhatchee Bay. Your unit is Gulfside. You are steps away from the white sandy beach, 7 different pools and many restaurants and fun activities to walk to. Relax in the lazy river pool, sunbathe at the beach or spend your day being adventurous.

Newly Remodeled Luxury Studio-Beach/Hot Tub/Pool
Welcome to Surfboards Island Condo! This property is located on the beach. It is a studio located on the ground floor of building 6 next to the tennis courts. Decorated in a coastal surf motif, the unit is well equipped and cozy. The kitchen is fully furnished with everything you need to make a great meal. There is a king size bed and a sofa sleeper that will accommodate 4 people in the unit. The extra large TV is viewable from anywhere in the condo. This unit is next to the seasonally heated

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.

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.

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

Beachfront condo with views
Gulf Dunes 105 – Gulf‑Front & Beachfront Feel the island vibes in this updated 1‑bed, 1.5‑bath condo on Okaloosa Island! Sleeps 6 with king bed, hallway bunks, and sleeper sofa. Enjoy a private balcony with Gulf views, direct beach access, pool, and free beach service (Mar–Oct). Walk to the Boardwalk for food and fun. Perfect for couples and small families. Heated pool 84–85 degrees (Nov–Mar).

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.
Popular amenities for Santa Rosa Island family-friendly rentals
Family-friendly home rentals with a hot tub

Panoramic Gulf Views! | 3 Kings

Keeler Island Princess #508 Okaloosa Island Bchfrt

The Merry Whale on The Emerald Coast

Sugar Sand Cottage at Destin Pointe

Lovely beach-front condo with free beach setup.

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

607 Destin West Resort - Gulfside Penthouse View!

Colorful Paradise Okaloosa Island Umbrella, Chairs
Family- and pet-friendly home rentals

Modern Island Condo: Walk to Beach, Private Yard!

Its 5 o'clock here

Beauty & The Beach near Gulf Beaches & Bay

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

Luxurious BeachHouse Pickeball+HeatedPool

Our Happy Place

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

West Destin -Sandy Suns 2 BR So Cute-Pets Allowed
Family-friendly home rentals with a pool

Pirates Point of View Top Floor!

Sandy Cheeks/Okaloosa Island

Pool Table, Lazy River, & HUGE Patio! Destin West!

Beach front Condo with Beach service!

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

Beach front 2/2 with gulf view.

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Vitamin Sea
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £131 | £148 | £183 | £181 | £190 | £245 | £261 | £181 | £152 | £145 | £134 | £133 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
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- Rentals with pools Santa Rosa Island
- Townhouse rentals Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Rentals with a fireplace Santa Rosa Island
- Rentals with a washing machine and dryer Santa Rosa Island
- Rentals with a sauna Santa Rosa Island
- Family-friendly rentals Okaloosa County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Henderson Beach State Park
- Frank Brown Park
- Seacrest Beach
- Village of Baytowne Wharf
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Gulf Breeze Zoo
- Topsail Hill Preserve State Park
- Pier Park
- Fort Walton Beach Landing
- Jade East Towers
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Camp Helen State Park
- Gulf World Marine Park
- Gulfarium Marine Adventure Park





