Top Destin Florida Winter Rentals | Five Star Properties Destin/30A

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Destin Florida Winter Rentals

Destin Florida Winter Rentals

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BR | BA | Sleeps: | Sq Ft
Private Pool
Pet Friendly
Hot Tub
Game Room


It’s no secret Florida is a favorite escape for snowbirds and others who like to escape the months of winter’s chill. That’s why we’re proud to offer these Destin Florida Winter Rentals with special monthly pricing for 30-night bookings (November-February only). Our Destin or 30A Winter Rentals are the perfect place to spend the holidays, or just to enjoy the beauty and warmth of the Emerald Coast during the cold winter months. We offer special monthly rates on our winter vacation houses to make Florida living easy in the winter! Plus, our luxurious beach houses and beachfront condos offer exciting amenities like private pools which can be heated (for an additional fee) and access to community amenities where applicable. Some of our homes offer beach views, ocean views, waterfront or beachfront locations, and either an indoor or outdoor fireplace, or both, for getting cozy on cool nights.

In all of our Destin Winter rentals you’ll find gourmet kitchens and lots of gathering rooms, which makes them a perfect spot to spend the holiday months, gathering with family or friends for an extended winter holiday, or for everyday living. In addition, all homes include free internet and Wi-Fi, and some of our properties even include a home office space to make working from home easy! Check out our inventory of Winter Vacation Rentals here, or at our sister company, Bliss Beach Rentals, where you’ll find only the finest houses and condos with the finest amenities on the Emerald Coast.

At Five Star and Bliss, we LOVE Snowbirds, and are proud to offer guests who book a stay in our Destin or South Walton winter rentals on the Emerald Coast easy access to a full collection of luxurious and stylish furnishings in all of our property selections. These collections can include everything from plush sofas and loveseats to stylish area rugs, wall art, innovative lighting, charming accent chairs, and more! No matter what furnishing collections entail, guests will love that so many are infused into a decorative aesthetic that balances home-inspired comforts with those one-of-a-kind Florida-inspired style elements too. This combination makes it refreshingly simple for our guests to settle into the style and luxury they’ve found from the moment they step through the front door.

After a day of fun out and about in Destin, guests looking to rest up and rejuvenate can do so in luxurious bedrooms found in our rentals as well. These peaceful rooms are often designed with maximum space in mind and can easily double as an oasis of restoration and rejuvenation for guests. Bedrooms include large bedroom sets topped with plush mattresses, premium linens, and high-quality comforters as well. Those looking for even more can ask about our properties with large master-suites that enjoy extras like walk-in closets, en suite baths, and private terrace or balcony access points too.

While getting out and about to explore Destin is something travelers can always look forward to when enjoying a trip this way, at Five Star Properties, we work hard to make sure time inside our Destin winter rentals is just as appealing. We start with options to customize downtime at the touch of a button. Visitors in our winter rentals will find many properties are equipped with easy access to Wi-Fi and high-speed internet. These convenient points of connection make it easy for guests to send and share vacation photos to friends and family back home in real-time. Updating social media with your latest Destin adventures is a breeze while the latest global headlines are only a click of the button away as well. After a day of fun, consider the benefits of spending a quiet night in, streaming movies and shows on large flat-screen and smart televisions found in many of our rental properties in this area as well.

When cravings come calling, a late-night snack is always an option in our Destin winter rentals that enjoy fully equipped on-site kitchens too. These culinary spaces are often wonderfully comprehensive and include everything from spacious counters and custom cabinetry to cooking basics and high-end appliances as well.

Sensational Getaways

Make the most of winter by asking for more when it comes to your rental property. We’re here to help you find a Destin winter rental that includes an outdoor kitchen, pet-friendly accommodations, direct beach access or multi-level living spaces upon request. We’re also ready and waiting to greet you upon arrival and can easily help set up in-home concierge services when you value convenience above all else. Take time to enjoy the view and create a truly unforgettable stay when you go above and beyond with Destin, Florida winter rental details.

Your Property Partner for Destin Florida Winter Rentals

The team at Five Star Properties knows what it takes to create an experience that sticks with you long after you’ve left the Emerald Coast. We can do 1-4 month rentals, and in some cases even longer. Five Star can help you find a Winter home in Florida without a mortgage! Let us take your trip to the next level of excellence by booking you into a property that’s sure to surpass your every expectation. Contact us today for more information and to begin planning!