
Family-friendly holiday rentals in Santa Rosa Island
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Top-rated family-friendly rentals in Santa Rosa Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Destin West, Bayside, 2 BR+ Bunk Room, sleeps 8
GREAT VIEWS!!! Sandpiper unit 502 has 2 bedrooms, two baths, and a private bunk-bedroom, so its really a 3 BR...sleeps 8. It is furnished with a new sofa sleeper and matching couch in family room. All of this is designer furnished condo accommodates up to eight people to sleep. The interior of the unit reflects a classic, high-end feeling. Walking distance to many restaurants and activities. My place is close to restaurants and dining, the beach is 5 minute away over elevated walkway, .

Steps from Sand - Fort Walton Beach
Welcome to the Nautilus on Okaloosa Island! Enjoy an ocean view from this 2nd floor balcony where you are only steps away from sugar white sand beaches. This two bedroom, two bath condo is the perfect place for your beach vacation. The unit has everything you need, including a washer and dryer. Enjoy the nearby restaurants, shopping and heated pool. This destination will not disappoint! On-site amenities included: Heated pool Private beach access Complimentary Parking BBQ Grills And more!

Oceanfront 3BR/3BA Condo | Steps to Sand & Surf!
Experience the Gulf in a Newly Remodeled Condo! This family-friendly ground-floor unit offers ultimate convenience. The master bedroom has ocean views, a king bed with a pullout trundle. The second bedroom has a king bed with a trundle, and the third has a queen bed. The living room includes a queen sofa bed. Each bedroom has a private bath and TV. Enjoy free beach service March–Oct with two chairs & an umbrella. Step onto the sand, relax, and unwind! Guests 27+ only. No smoking. No parties

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.

Penthouse-Private Hot Tub-Lazy River-Amazing Views
Our spacious Penthouse has amazing views on top of the world! Come enjoy our relaxing condo with 2 porches to see all of Okaloosa Island, sailboats, & kite-boarders for miles. Or have a romantic evening on the roof top patio with a huge hot tub that overlooks beautiful Choctawhatchee Bay. We are located on Okaloosa Island. This island connects Destin to Fort Walton Beach. We are on the bayside. We now offer 1 set-up FREE beach service March 1-Oct.31st. Must be 25 or older to stay.

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

"Quirky Cottage"
Our "Quirky" Cottage is just that!! If you want to experience "old Florida" come and stay with us in our quirky cottage nestled in old oak trees! It was originally built in 1960 as a camping cabin, it came in a box as a do it yourself kit! There are a few left around town - really unique and private space! Located just 5-10 minutes from the Okaloosa Island beaches and everything downtown Fort Walton Beach has to offer and just 15 minutes to Destin. (all depending on traffic!)

Pool paradise with 75" TV - close to beach
Newly renovated condo with spectacular pool area close to the beach. *NO EARLY CHECK INS POSSIBLE DURING HIGH SEASON (March-October) during off season it depends on booking situation (back2back bookings) *RESORT FEE: separate charge not included in the initial charge. There is a resort fee due a few days prior to check in which we will request separately ($25/night). We have to charge separately as we are using a PMS that doesn't allow to add this charge. See below.

Kid-friendly! Lazy River~Skywalk over to beach!
This is a beautiful one bedroom condo plus bunk area located on Bayside of Destin West! The unit comes equipped with a beach cart to make the short walk to the beach even easier! You will love the location of this unit! Freshly painted, with beautifully decor, plus beach towels (2) - you will feel right at home at our 'Salty sandpiper'. With a fully stocked kitchen, washer and dryer, and a lazy river pool - this condo is the perfect place for your beach getaway!

Sunshine and beach time /Okaloosa Island
THANKSGIVING at the BEACH! Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). Fully furnished, ( 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

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!

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

Destin Retreat: Oceanview Poolside Luxury Condo

Majestic Sun B903* Gulf Views*Heated Pools/Hot Tub

9th floor OCEAN VIEW studio @Sandestin resort

Studio in Sandestin/ Free parking/Free beach tram

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

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views

BeachCorner XL Frig. Amazing beachwindow view

17th Floor Beachfront at Pelican, Stunning Views
Family- and pet-friendly home rentals

Spacious, Cozy and Private

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

Affordable Beach Vacation, Walk To The Beach!

5 min Walk 2 the Beach*House with Pool & Golf Cart

Little Breeze

Beauty & The Beach near Gulf Beaches & Bay

Cheerful Guest Suite w/private entrance

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A
Family-friendly home rentals with a pool

Waterscape A127 - Free Beach chairs & Lazy River!”

"SeaGlass" - Oceanfront with expansive balcony.

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

Beach & Bay views @ Destin West *Free Beach Svc*

Waterfront two bedrooms apartment

Stunning Ocean Vibes Retreat

Beach Side 1/1 Condo Paradise

Beachfront - Amazing View - Newly Remodeled!
Quick stats about holiday rentals that are family-friendly in Santa Rosa Island
Total holiday rentals
Explore 1,950 holiday rentals in Santa Rosa Island
Nightly prices starting at
Santa Rosa Island holiday rentals start at £45 per night before taxes and fees
Verified guest reviews
Over 39,480 verified reviews to help you choose
Pet-friendly holiday rentals
Find 100 rentals that welcome pets
Holiday rentals with a pool
1,850 properties feature pools
Rentals with dedicated workspaces
1,290 properties have a dedicated workspace
Wifi availability
1,950 of Santa Rosa Island holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Santa Rosa Island rentals
4.7 Average rating
Santa Rosa Island stays receive an average rating of 4.7 out of 5 from guests
Nearby attractions
Santa Rosa Island’s top spots include Destin Harbor Boardwalk, Crab Island and Gulfarium Marine Adventure Park
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- Family-friendly rentals Okaloosa County
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- Family-friendly rentals United States
- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Eglin Beach Park
- Raven Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Camp Helen State Park
- Pensacola Dog Beach West
- The Track - Destin
- Fred Gannon Rocky Bayou State Park
- Shipwreck Island Waterpark
- Wayside Park, Okaloosa Island
- Seacrest Beach
- Gulf World Marine Park