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!

Sylvia's Suite Dreams-kayak & paddleboard free

Live like a local on beautiful Poquito Bayou in Shalimar, FL. This detached guest house will give you access to a gorgeous dock complete with private parking and located less than 20 minutes, by boat or car, from world class beaches and Destin. Our property can accommodate a 2-axle boat trailer. Wake up in the morning and watch the dolphin jump off the dock, fish, go for a swim, paddleboard, kayak or just relax with a cup of coffee. We will work with ALL DOD and DOD contractors and personnel.

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1203—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 12th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

Tiny House for 4, close to beach

30 minutes away from Destin FL, voted for it’s Beautiful Beaches. Tiny house for 4 has all your essential needs for a cozy getaway , including beach towels. Back porch with privately fenced back yard. The backyard has a gate with code if you’re interested in storing your boat, jet ski’s, etc., during your visit. ( must ask for code) NEAR BY ACTIVITIES: Emerald Coast Zoo, Hunting, Golfing, Charter fishing, Parasailing, Snorkeling, Canoeing, Tubing down river, Hiking and Amusement Parks.

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.

Beachfront at Pelican Beach, Stunning Ocean View

Pelican Beach Resort 306 - 3rd floor 1 Bedroom 2 Bathroom 873 sq.ft. condo with Wifi, Free Parking, Smart/Cable TVs, Beach Chairs and Umbrella aiming best class service is right on the beach with great views of Gulf Coast from the balcony. No road crossings, just go down and enjoy our private beach. Pelican Beach offers the dream vacation with BEST views, sand and sea in the area at 5 minute drive from heart of Destin, Harborwalk Village and across Big Kahuna Water & Adventure Park.

Fully Remodeled Beach Condo with Amazing Views

Welcome to your premium vacation rental at the Pelican Beach Resort!!! This 16th-floor condo is decorated in a beach theme, serving both modern and traditional coastal styles. Located directly on the white sands of Destin, it offers unobstructed and boundless views of the beach and the ocean. The initial remodeling process has been completed in 2020, and lots of new upgrades have been completed by the end of 2022. It is a perfectly refreshing getaway for your family!

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.

Walk to Beach · Private Heated Pool · Fenced

Six-minute walk to Crystal Beach. Private heated pool, free year-round. Fully fenced yard for kids and dogs. Sleeps 8: king, queen, bunk room. You unpack once and the vacation just starts. Beach wagon stocked. Grill ready. Outdoor shower for the rinse-off. Walk to Destin Commons, Whole Foods, ice cream. King has en-suite bath for multi-gen privacy. Owner-managed. 4.96 across 209 stays. Guest Favorite. Superhost. The easy Destin trip you've been picturing.

Pelican Beach Resort 5th Floor - On the beach-

Gorgeous 5th-floor beachfront condo at Pelican Beach Resort with unobstructed Gulf views from the living room, kitchen, dining area, and private balcony. Fully upgraded, brand-new kitchen, and stylish furniture. Bunk beds include personal flat-screen TVs. Enjoy breathtaking sunrise and sunsets, high-speed Wi-Fi, Netflix on every TV, and beach chairs with umbrella in the unit. Pelican Beach guests return year after year—come see why!

Incredible Direct Ocean View|2 Pools|Beach Chairs

Looking to enjoy the perfect beachfront getaway with comfort, convenience, and unbeatable views? Our condo offers the ideal escape for families, couples, or beach lovers seeking relaxation, sunshine, and effortless access to the Gulf. Located in the popular SunDestin Beach Resort, this updated 5th‑floor unit combines modern amenities with a direct, unobstructed view of the beach—just steps from the sand.

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!!