Family-friendly holiday rentals in Okaloosa County

2 Beach Chairs Included! Villa @ Sandpiper Cove

Unit 27 @ Sandpiper Cove has the MOST to offer in Destin! 5 pools, 3 hot tubs, 6 tennis courts, shuffleboard, fishing, beach bar, beach volleyball, and FREE par 3 nine hole golf included! Villa features a large private deck, WIFI, open spaces, and fully renovated. Just a two minute walk to the beach! Sandpiper Cove offers a family setting with no high rise elevators. Full water front restaurant and bar located less than 1 minute walk from unit. Free use of owners beach chairs, umbrellas, & toys!

Waterview Villa, Steps to the Sand, King Bed, Pool

Located in the heart of Destin, FL, this stunning top-floor beach villa duplex offers 2 bedrooms and 2 baths, perfect for families or friends. The master suite features a king bed, while the second bedroom includes full bunk beds and a twin trundle. Enjoy breathtaking private lake views and easy access to the white sand beach only steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this serene beach getaway

3BR Crystal Beach Retreat | Pool + Walk to Beach

Whether chasing sunsets, grilling out, or splashing in the pool, we offer the perfect mix of comfort, convenience, and coastal charm for your vacay. 📍 LOCATION ✦5-min walk to TWO beach accesses ✦Close to Destin Commons ✦Quiet street with a laid-back beach vibe ✔3 Bedrooms ✔Private Plunge Pool ✔323 Steps To The Beach ✔Fenced Backyard ✔Fire Pit + Park Style Grill ✔Smart TVs In All Rooms ✔Digital Game Table ✔Beach Wagon + Beach Chairs (4) ✔Easy Parking + Unloading ✔1100 sq. ft Open Floor Plan

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

The Crow’s Nest is part of the Manor on the Bay, a large home transformed into multiple rental units. The full property is also avail for rent. This pvte 2nd story space bosts nautical design elements. Sip coffee on your balcony while watching the dolphins play. With options to cook in the well appointed galley kitchen or check out our local sea food spots, you wont leave here hungry. What I love: ✔ stunning views ✔ pvte space ✔ HUGE luxury spa w/pool & beach ✔ Dolphins! ✔ Book what you need

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min

The Escapes by Dave presents The Beach Escape - Destin, a professionally designed home that is a 5-minute walk to the beach and a 2-minute drive to Destin Commons. After your day on the beach, rinse off at the backyard outdoor shower and take a dip in the heated saltwater pool and 8ft x 8ft hot tub. Relax on the in-pool tanning ledge loungers while the children play in the shaded sandbox. Enjoy the fire pit while lounging in our comfortable, oversized adirondack chairs, while making S’Mores!

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.

SunDestin Resort: Gulf Front Resort

1BR/1.5Bath condominium sleeps SIX with two (2) queen beds in the bedroom and a queen sofa bed in the common area. Located within SunDestin Resort, the property has all you need for a luxurious vacation. The property is located directly on the Gulf, and the condominium has a partial view of the Gulf from within the unit. The property offers direct beach access, two outdoor pools, hot tub, onsite restaurant with a bar, mini store, and free parking. All new doors, windows and balcony.

Luxurious BeachHouse Pickeball+HeatedPool

🏖️ Our beautiful one-story open-floor house is the best choice for your beach vacation with your beloved family and friends. Perfectly located in a quiet community just a few minutes walk (~10 mins). White Sand Beach is close to the community pool and minutes away from shops, restaurants, and everything you need. With 3 bedrooms, 2 bathrooms, and a lovely private backyard, there is more than enough room for 11 guests and your pup, so you won't have to leave anyone behind!

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

Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.

Steps to Private Beach • Gulf Views • Kids Pool

Wake up to turquoise Gulf views and your own stretch of sugar-white sand. Beach days are easy with chairs, umbrellas, and toys ready for you—just grab and go. From your private balcony, enjoy your morning coffee or evening drink while the kids play below in the courtyard. In the summer, s’mores nights, outdoor movies, and live music are all included and just steps away. Big Kahuna’s Water Park and The Track are right nearby—walkable and easy, no car needed.

Sunsail Cottage-Golf Cart Deals-Pool Heat Deals

Sunsail Cottage is a gorgeous, coastal modern styled 3 bedroom home, nestled in a quaint neighborhood in the heart of Crystal Beach! Accommodating up to 8, it's perfect for two small families, a couples trip, or a friends getaway! Our spacious layout, modern design, and private pool will have you entering "relax" mode from your first steps inside. Come sail away with us at Sunsail Cottage!!

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.