It’s pretty safe to assume that if Santa could travel by jet ski, surfboard, or kayak instead of an ice-cold sled in blizzard conditions, he would. Santa may be stuck working the holidays (poor guy), but that doesn’t mean you shouldn’t strap on a floral print shirt, some sunglasses, and flip flops to enjoy a unique take on holiday cheer in Siesta Key. With the warm tropical breeze guiding your way, the sight of hundreds of palm trees strung in twinkling lights as visitors joyfully sing along to their favorite holiday tunes will melt even the coldest of grinch hearts. When you book our Siesta Key holiday rentals, gone are the stressful days of driving on icy roads, cleaning the house for company, and shoveling snow. In its place are frothy drinks served in coconuts with tiny umbrellas, fish tacos, and sincere holiday cheer from everyone you meet.
Browse Our Holiday Rentals Siesta Key Florida Below
Same Traditions, New Setting
The holidays are a time to honor the traditions dear to our hearts. Booking one of our holiday rentals Siesta Key Florida allows you to focus solely on the things that are important to you because you’ve left all the other stresses behind. Are you lovers on a romantic escape, a family seeking to bond on a get-together, friends looking forward to hearty waves of laughter, or a large group of associates on a work trip? Our inviting holiday rentals come in various designs and sizes, plus they can efficiently accommodate up to 18 guests.
If preparing a large meal to gather your family together is high on your priority list, rest assured that every Siesta Key rental is outfitted with a full-size kitchen that can accommodate a turkey dinner with all the fixings. With spacious countertops, your travel mate can join and help as you share a drink and engage in a cheerful conversation. Additionally, we understand how precious time is when on vacation. We want to make your stay as comfortable as possible. Therefore, many of these dining spaces have a dishwasher, making your work easier.
Assemble your guests in the dining area or opt to have your feast on the patio with the background noise of palm trees swaying and rolling waves to keep you company. If cooking a large meal is something you’d rather leave back home with snow shovel, book a rental in a central location that allows you to hop on the Old Town Trolley and dine out at one of Siesta Key’s prime restaurants.
Adults and children alike will enjoy gathering in the living room to build gingerbread houses. Pro tip: offer a prize to whoever can build the most impressive, freestanding palm tree out of candy (and definitely buy the large Tootsie Rolls for this mission). These living spaces host deluxe sofas topped with throw pillows, armchairs, area rugs, and coffee tables, which will make you feel at home. What do you do with the extra time you have? You can use the large-screen television for additional entertainment. Watch your favorite shows or stay updated with the happenings around the globe. The walls, beautifully adorned with art, cannot go unnoticed as they add charm to these rooms. You can view the outdoor vista from the large windows letting in plenty of natural light during the day.
The holidays are great! You can detach from the outside world and focus on de-stressing and rejuvenating. However, we understand that you may want to stay connected, which is incredible. With high-speed internet available at every holiday rentals Siesta Key Florida, you can easily stream your favorite holiday movies or video conference the family members that couldn’t join you for your tropical celebration. Even better, the internet is fast, letting you complete your assignments, if any, or attend work-related zoom meetings during your stay with us.
With day-to-day responsibilities, setting aside time to pamper yourself and rest is necessary. And what better place to do all that than from our charming holiday rentals? The bathrooms in our holiday rentals have everything from walk-in showers to ensuite baths offering a tub and shower combo. Including being spotless, they have first-rate towels and all the essential toiletries you need to refresh. Immerse into the bathtub to soothe the aching muscles while clearing your mind with calming music and a glass of your cherished drink in hand.
Getting a night of good sleep is one of the ways to guarantee you wake up energized and ready to tackle the day’s activities. Luckily, we have designed the bedrooms in our holiday homes just for that. When it’s time to rest, these majestic rooms are spacious and have large beds topped with five-star bedding. In addition, many of these rooms have expansive windows letting in light and early morning fresh air, which helps in giving these rooms the perfect ambiance you need to have an excellent rest. Not sleepy? Many of these resting spaces have televisions to stream a movie.
But There Is More
At Siesta Key holiday rentals, we understand your needs and are determined to ensure you make the best of your vacation. For that reason, we focus on helping our guests enjoy a personalized and memorable stay at every corner, the outdoors included. These spaces are immense and ideal even for families with youngsters. You can lounge on the cozy loungers as you get a tan or read a book while watching the young ones running around, playing games, or dipping their feet in the water.
We have you covered on beautiful sunny days when you want to enjoy every bit of your rental’s captivating outdoors. Depending on your holiday abode, you can use the immaculate private or communal pool and float leisurely or plunge into the water and have a good time. Are you worried about missing out on colder days? Worry not. You can request that the pools be heated so that you can have a great time too.
During your visit to this glorious place, you can be sure to experience true holiday joy in our adorable rentals. Inside and out, the fittings in our lovely homes are refined and comfortable. When an outdoor meal is all you crave, many of these spaces host a barbecue grill you can use at any time. The excellent part of outdoor cooking is the opportunity to have everyone on your trip involved. As some prepare fruit salads, others can wash the vegetables, while the rest grill the meat and prepare a mouthwatering dish. Even better, you get to savor fresh air, take group pictures, and admire the breathtaking scenery surrounding your home.
Imagine waking up to watch the sensational sunrise as you meditate or sip on a tasty hot cup of coffee. Or grabbing the sunset and later star gazing with the people you love. You can do that and more from the comfort of the spacious patios, decks, or balconies in your vacation rental. These spaces, outfitted with comfy seats and large tables, allow you to create Siesta Key, Florida memories. You can play games, build, and solve puzzles, and tell stories. If you are in for more fun, take turns singing along to songs as you record yourselves for future remembrance. Whatever your holiday plans and dreams are, be sure to fulfill them from our homes.
Experience True Holiday Joy in Our Siesta Key Holiday Rentals
Soak in the sunshine as you build a “snowman” out of sand or shop for one-of-a-kind gifts in gorgeous Siesta Key. Our reservation specialists would love to help you find the perfect holiday rental, so contact us today!