Skip to main content
  • Couple walking in water

Stay Informed
This field is for validation purposes and should be left unchanged.

Snowbirds, Escape Winter’s Chill at the Beach

Trade in the winter blues for warm sunrays and sandy beaches at the Henderson Beach Vacation Rentals.  Make the most of your mornings, afternoons, and evenings on the Emerald Coast. Rise with the sun and fill your day with activities. Or take it easy and lounge in effortless luxury. Here you’ll find a perfect spot to fully embrace your leisure time and nourish bonds with friends and family. With the breathtaking Gulf of Mexico at your doorstep and bustling Destin nearby, blissful experiences are always on the to-do lists.

Complete the form below and one of our specialists will reach out to you. Your unforgettable winter adventure awaits!

2024-2025 Pricing

 

MM slash DD slash YYYY
MM slash DD slash YYYY

Henderson Vacation Rentals

Welcome to your private home by the gulf, designed to create the perfect winter getaway: seamless, sophisticated, and filled with delight. Enjoy a convenient escape that provides you with more time to contemplate the endless sky, warm waters, and sugar-white sand of the Emerald Coast.

    Living with view
    Kitchen
    bunk beds
    secondary bedroom
    primary bath 2
    Bunk-washer
Yoga on the beach

An Effortless Experience

Discover our signature amenities, designed so you can emerge from your stay with a renewed spirit and strengthened connections to family, friends, and colleagues.

Explore

Adventures await just outside our doors. From world class golf, to coastal town shopping, explore all that Destin has to offer.

The 30A area has an abundance of trail systems that connect to wildlife rich pine forests, globally rare dune lakes, coastal meadows and dune preservations.

Learn More
Air Force Armament Museum

Free indoor/outdoor museum on the world’s largest air base with over 25 planes, artifacts & weapons.

Learn More
Destin Harbour

The City of Destin’s Harbor Boardwalk stretches nearly a quarter of a mile along beautiful Destin Harbor, providing increased access to the waterfront and preserving the harbor’s unique character.

Learn More
History and Fishing Museum

The Destin History & Fishing Museum is dedicated to preserving, documenting and sharing the stories of the little fishing village that was founded on the sandy shores of East Pass in the 1830s.

Learn More

The Destin-Fort Walton Beach Convention Center offers Florida’s warmest welcome to events of all types. Whether a meeting, trade show or concert, groups of all types and sizes have a place here.

Learn More

Interactive exhibits on the human body, animals, colors & vehicles encourage children to explore.

Learn More
Grayton Beach

Grayton Beach consistently ranks among the most beautiful and pristine beaches in the United States. Western Lake offers fishing and paddling, and those who want to explore on foot have 4 miles of trails to traverse through a coastal forest where scrub oaks and magnolias are bent and twisted by salt winds.

Learn More

Open since 1955, this marine park features dolphin encounters & shows with sharks, rays & dolphins.

Learn More
HarborWalk Village

Waterfront village featuring entertainment, shopping, dining & boating excursions.

Learn More
Henderson Beach State Park

Beach haven offering a boardwalk, a pet-friendly nature trail plus a playground & campground.

Learn More

Consistently rated as one of the best golf courses in Destin, Kelly Plantation Golf Club offers challenging play amidst stunning coastal scenery.

Learn More

Okaloosa Island offers some of the top things to do on the Gulf Coast! Family fun tours, attractions, and dining are just some of the incredible things to do on the island!

Learn More
obaloosa boardwalk

Waterfront shopping & dining complex with public beach access, pirate shows & summer fireworks.

Learn More
okaloosa-island-pier

Expansive concrete pier known for its saltwater fishing, birdwatching & summer fireworks.

Learn More

Regatta Bay Golf Course is located in the beautiful city of Destin, FL which is nestled in the heart of Florida’s Emerald Coast. We are home to the best beaches in the world and known for our top ranked golf course. We are semi-private but also open to the public.

Learn More
silver sands premium outlets

Silver Sands Premium Outlets is located in Miramar Beach along Northwest Florida’s Gulf Coast. The center is home to 110 designer and name brand outlet stores offering savings of up to 65% off everyday.

Learn More
destin commons market

Our area is known for more than just beautiful beaches. We also boast a number of talented artists, top-notch local growers, and bakers that take the cake. The Destin Commons Market showcases a variety of handmade goods, home decor, tasty treats, original artwork, and much more.

Learn More
King Balcony Pool View

Park filled with secluded beaches, dune lakes, fishing & camping options, plus amenities for RVs.

Learn More