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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 2023 winter adventure awaits!

2024-2025 Pricing


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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
    bunk beds
    secondary bedroom
    primary bath 2
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.


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.

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Air Force Armament Museum

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

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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.

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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.

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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.

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

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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.

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

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HarborWalk Village

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

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Henderson Beach State Park

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

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

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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!

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obaloosa boardwalk

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

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

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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.

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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.

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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.

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King Balcony Pool View

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

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