Book Our Destin Seasonal Rentals | Top Seasonal Rentals in Florida | Five Star Properties

How may we help you?

There are times when a weekend getaway to a tropical destination will do the trick and other times when an extended adventure is required. When your craving for a great getaway includes a seasonal escape from the routine of everyday life, look no further than an Emerald Coast retreat organized by Five Star Properties. With luxurious, comfortable and sophisticated beachside properties waiting to be called your home away from home, there’s no reason not to seize the season and indulge in the upscale seasonal rentals in Florida dotting Destin, 30A and the entire Emerald Coast.

Book our Seasonal Rentals in Florida Below

Destin Seasonal Rentals on the Emerald Coast

*Prices estimated based on nightly

Enter your dates to see rates!

Loading...

Unable to find any listings.

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

Make the Most of Your Stay with a Destin Seasonal Rental

Whether our guests are seeking something simple or require a sprawling estate made to accommodate a large traveling group, our Destin seasonal rentals are designed with space, light and a view in mind. Guests at many of our seasonal Emerald Coast rentals enjoy the benefit of spacious open-concept floor plans that are graced with floor to ceiling windows, vaulted ceilings, gorgeous stonework throughout and interior décor that’s made to reflect the elegant beauty of the natural surroundings. No matter if you’re arriving in Destin as a solo traveler, in the company of a significant other seeking a romantic escape or traveling alongside a large group of family and friends, our seasonal rentals promise to keep comfort and a welcoming ambiance a top priority. Open living designs mean that guests can easily move between interior spaces including the living, sleeping, and dining areas without any hassle at all. Guests in a large group in particular will appreciate the ability to be moving throughout the property while still socializing with others. When it’s time to retreat to an oasis of privacy and tranquility, it’s never far away. Where ultra-plush mattresses and expansive master suites keep you dreaming sweet during your stay, multi-level balconies, large patios, and gorgeous views are there to keep you company when it’s time for a morning cup of coffee.

When it comes to furnishings, our seasonal rentals find just the right balance between home-inspired comforts and those one of a kind coastal-inspired designs that speak to Destin-specific style. Guests will often enjoy a range of in-home features that just might include everything from plush and extended sofas to decorative loveseats, area rugs, end tables, coffee tables and more. These comforting furnishings are often combined with eye-catching wall art that depicts the beauty of the great outdoors, meaning time in the sunshine and open-air is never far from mind.

It’s hard to deny that Destin and the entirety of 30A is packed with flavorful stops to enjoy in the form of fantastic restaurants, cafes and bars. While it’s fun to head out and experience these destinations for yourself, sometimes a home-cooked meal is all it takes to hit the spot. When this is the case, guests who book our seasonal rentals are in luck. Many of our properties are additionally outfitted with fully equipped kitchens making it simple to serve up a meal at a moment’s notice. Take advantage of the fact that these culinary spaces are also often adorned with modern appliances, spacious counters and cookware ready to be used.

A Seasonal Vacation with Class

While our seasonal rentals in Florida are sure to please, a Florida getaway is the perfect time to ask for something more. We’re here to help when you’re looking for that seasonal rental complete with a private pool, hot tub perfect for relaxing, gorgeous Mediterranean style archways and columns or a super-modern take on interior design. We pride ourselves on keeping your customized stay top of mind and can help with everything from in-home concierge services to a seasonal rental equipped with a rooftop terrace, direct beach access and beyond.

Guests who value the ability to remain connected while traveling will find the in-home Wi-Fi and high-speed internet a simple way to send vacation pictures instantaneously or a route to streaming your favorite movie or show on a night spend indoors cozied up with those you love. While we value the fact that many of our guests booking a seasonal rental are doing so to get far from the daily grind, when you’re in the mood to check in on the latest local or global news headlines, there’s no reason not to thanks to Wi-Fi access during your stay. However you choose to spend your time, we’re sure that your stay in our seasonal rentals will be unforgettable.

Connect in Customized Style When You’re Visiting Destin

At Five Star Properties, we’re proud to provide every guest we partner with exciting access to a portfolio of luxurious seasonal rentals in Destin that offer up a one-of-a-kind adventure. We’ve long been dedicated to creating customized stays and helping visitors make the most of their Destin journey is our specialty! For us it comes down to the personalized details within stunning accommodations that make all the difference in the guest experience. We know that having the option to make a getaway your own is what turns a fun journey into an unforgettable adventure!

Our team is always thrilled to be able to help seasonal travelers get settled in a vacation rental that’s just their style with a focus firmly on vacation fun. That said, we also work closely with guests who are looking to book a seasonal rental on the Emerald Coast and need to balance work and vacation fun alike. In the modern work world, more professionals than ever are being offered the option to take their work out of the office and on the road. Remote-working options are on the rise which provides professionals with a chance to pick and choose new places to both work and explore in tandem. Destin is a delightful place to work remotely thanks to its stunning landscapes, amazing access to fun, and great weather year-round. Remote-working travelers who book our Destin seasonal rentals on the Emerald Coast will find our properties can accommodate every need that makes a productive workday entirely possible!

In our properties with easy access to Wi-Fi and high-speed internet, remote-working guests will find their Destin experience is seamless from start to finish. At the touch of a button, guests can send and receive essential digital files from colleagues from across the map. They can also connect with team meetings on virtual platforms whenever it’s required. Those who opt to book a seasonal rental that includes access to smart televisions can count on being able to cast virtual meetings to larger screens when it’s a preferable option too! Overall, our Destin seasonal rentals on the Emerald Coast make it simple for remote-working travelers to meet deadlines with the peace of mind they deserve. Those looking for even more in the way of convenience, space, and comfort will want to be sure to inquire about our Destin seasonal rentals that offer up access to dedicated offices and workspaces within. These are ideal additions to a stay for those who are traveling with others and may need a bit of added privacy to make the workday experience a success. This also makes it simple for other travelers to enjoy their well-earned time in Destin without any added hassle! Even our properties with cozy reading nooks can work well for travelers looking to settle in with a laptop and get to work in a comfortable and welcoming space.

Remote-working guests excited to book a seasonal rental in Destin won’t want to overlook the benefits of booking a property with access to a full kitchen as well. This makes it simple to personalize every lunch break and snack stop during a workday. Similarly, booking a property with easy access to great and furnished outdoor spaces means that added inspiration and motivation is always waiting just beyond the door. The reward for all of our remote-working guests is knowing that when the workday comes to an end, all of Destin is available to be enjoyed just steps from your rental!

Enjoy the Adventure

Half the fun of a trip this direction is getting out and exploring and when your travels bring you to Destin, there’s much to be experienced in the way of discovery! Spend some time at the Destin History and Fishing Museum when you’re passionate about the past and excited to learn more about this area’s roots as well as its strong connection to maritime culture. When you’re in the mood to stroll, people-watch, enjoy the scenery, and simply make the most of time at your own pace, heading over to the Destin Harbor Boardwalk is always a great idea! This vibrant and fun area is a wonderful place to watch boats sail by, but it’s also filled with savory eateries and exciting shops to check out. If you happen to be traveling this way with the entire family and you’re looking to cool off in amusement-style fun when the Destin temperature rise, be sure to set aside time on the itinerary for a trip to Big Kahuna’s Water & Adventure Park. This thrilling locale is one where you can access theme park attractions as well as water slides and lazy rivers alike. If time on the shoreline is more your style, an afternoon at James Lee Beach is sure to please. Grab a chair and umbrella and settle into sugar-white sands before taking a dip in the blue waters too. If you’re looking for some guided fun under the waves, booking a tour with Destin Snorkel is always a memorable experience. When getting into nature and admiring wildlife as well is what gets your heart racing, spending some quality time at scenic Henderson Beach State Park is a must! Here, visitors can observe shorebirds, make the most of time on the sand or explore dunes and nature trails as well. There are plenty of picnic tables and pavilions on-site for those days when a fresh-air picnic with those you love most might just hit the spot.

Savor the Elegance of the Emerald Coast

Florida’s gulf coast comes with a variety of gorgeous landscapes and activities begging to be experienced. Let the team at Five Star Properties handle your Destin seasonal rental details so you can get out and be a part of the fun. Contact us today to begin planning your next trip!