Family-friendly holiday rentals in Choctawhatchee Bay

A light-filled living area features a comfortable sofa facing large glass doors that open to a private balcony, revealing sweeping views of the Gulf of Mexico. A wooden dining table is set, accompanied by modern white chairs. A unique chandelier hangs above, adding contemporary style.

4.96 out of 5 average rating, 245 reviews

The Merry Whale on The Emerald Coast

Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

Superhost

A cozy living area features a soft green sofa adorned with patterned cushions. A wooden coffee table sits on a geometric rug, while decorative mirrors and wall art enhance the space. Natural light illuminates the room through a nearby window.

Flat in Santa Rosa Beach

4.9 out of 5 average rating, 168 reviews

On 30A! New 1BR Apt. w/ KING 10min walk to beach!

Welcome to Boho Bleu! Our newly renovated 1BR apartment ON 30A w/ a private entrance just a 10min. walk to the beach. Enjoy the luxurious king bed, fully stocked kitchen, TV w/ Amazon Firestick, washer/dryer access & private patio. Serene Stallworth Beach (AKA Beach Highlands) just .4mi. away. Walk to 30A favorites such as Stinky's Fish Camp and Elmo's Grill. Enjoy the natural beauty and activities at nearby Topsail Hill Preserve State Park. Book “Boho Bleu” now for your perfect getaway!

Apartment in Miramar Beach

A spacious studio bedroom features a king bed with layered bedding and decorative pillows. Two bedside lamps provide soft lighting. A comfortable sofa is adorned with colorful cushions, and a small round table sits next to a chair. Large windows offer a view of the greenery outside.

4.98 out of 5 average rating, 101 reviews

*Luxury Baytowne Wharf- Bahia Breeze* w/Pool View

Welcome to the *New* luxurious dream getaway at Baytowne Wharf in Sandestin overlooking the main pool. Our charming unit, located in the heart of a vibrant waterfront village, offers an unforgettable pristine vacation experience. Perfectly designed for comfort, this stylish studio boasts a comfortable 1 King bed ideal for couples, making it an ideal retreat for couples, friends or small families seeking a fun filled exciting vacation surrounded by the best beaches & golf courses in Florida!

Treehouse in Santa Rosa Beach

A bright and inviting living space features large windows overlooking the bayou. The room includes a spacious bed, a cozy seating area with a sofa, and a dining space. A statement chandelier adds a touch of elegance, while wooden accents enhance the warm ambiance.

4.93 out of 5 average rating, 166 reviews

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Apartment in Santa Rosa Beach

The Zoo Gallery is a two-story building featuring a welcoming porch with red chairs. Lush greenery surrounds the steps, and abundant windows allow natural light to fill the space. A clear blue sky complements the bright yellow exterior, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 317 reviews

89.HotzAvenue - Downtown Grayton Beach 1

Relax in old Florida's charming Grayton Beach, just steps from the powder white beaches of South Walton. Downtown Grayton #1 is centrally located on world-famous Scenic 30A - minutes from Seaside, Watercolor, Alys Beach, and Rosemary Beach. Your recently refurbished condo offers an eclectic, comfortable, convenient escape for couples, solo travelers and families. One story above a Grayton Beach staple, The Zoo Gallery & directly across the street from the legendary Red Bar!

4.95 out of 5 average rating, 152 reviews

The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.

Home in Santa Rosa Beach

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

4.99 out of 5 average rating, 225 reviews

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.

4.95 out of 5 average rating, 120 reviews

Beach Condo Steps to Sand | Fully Renovated + Pool

Enjoy a relaxing stay in the heart of Destin 🌴☀️ Beautifully renovated condo with new furniture, appliances, flooring, and modern coastal decor—clean, bright, and comfortable. Walk to the beach, restaurants, shops, and entertainment, or drive 2 minutes to Henderson Beach State Park and June White Decker Park. Includes beach chairs, umbrella, cooler, and toys—everything you need for a fun, stress-free stay. Perfect for families, couples, or a beach getaway.

4.98 out of 5 average rating, 121 reviews

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.

Townhouse in Miramar Beach

4.88 out of 5 average rating, 117 reviews

Chic 2BR retreat w/ golf cart & pool

Welcome to your Sandestin retreat - a peaceful Fairways townhouse just a short golf cart ride from the beach. - Sleeps 6 | 2 bedrooms | 3 beds | 2.5 baths - 6-seater golf cart included - beach & heated pool 5-7 mins away - Patio w/ fire table, BBQ grill & outdoor dining - Beach essentials provided - Washer/dryer on-site & self check-in via smart lock - Long-term stays welcome - snowbird pricing Nov-Feb

4.92 out of 5 average rating, 116 reviews

Home in Destin

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!!