The holiday season is the perfect time to create lasting memories with your loved ones, and what better way to do that than by spending your Christmas on the beautiful shores of Siesta Key, Florida?
With its powdery white sand beaches and crystal-clear waters, Siesta Key offers a dreamy backdrop for a family Christmas vacation. To make your trip even more magical, we’ve curated a list of ten exquisite Siesta Key rentals that will enhance your holiday experience. Let’s dive into the world of Siesta Key beachfront vacation rentals and discover your ideal Christmas retreat!
From beachfront getaways to cozy cottages, there’s a perfect rental for every family.
The Solaster
Experience the epitome of luxury with The Solaster, a lavish escape in Siesta Key, Florida, offering six bedrooms and six full bathrooms, complete with two private heated pools. Conveniently positioned near Siesta Key Village, Crescent Beach, and Point of Rocks, this property is your gateway to a perfect vacation.
Your comfort is ensured with provided linens, complimentary WiFi, and 8 HDTVs for your entertainment. The Solaster boasts a fully equipped kitchen and gas grills for culinary enthusiasts. This pet-friendly property extends a warm welcome to your furry friends and maintains a CottageClean Program to guarantee a top-tier stay!
Siesta Salt Life
Siesta Salt Life is a luxurious coastal villa that offers luxury, convenience, and relaxation. This property boasts six bedrooms and four full bathrooms, including two master bedrooms, offering accommodation for up to 16 guests. The sleeping arrangements consist of two king beds and six queen beds, all outfitted with premium-quality linens.
For your convenience, a starter pack of essential toiletries and home necessities is thoughtfully provided. Each unit offers screened-in balconies furnished with comfortable seating, two fully equipped kitchens, complimentary WiFi, and 8 HDTVs with streaming capabilities. The outdoor haven features a tranquil pool, comfortable loungers, and a barbecue area, creating an ideal setting for family gatherings.
Sandpiper Cottage
Sandpiper Cottage is a vibrant, colorful vacation home on Siesta Key, offering a variety of amenities for a comfortable stay. The open-concept design connects the kitchen, living room, and dining area, providing a perfect space for entertaining and spending quality time with loved ones.
The main house has four bedrooms and 3.5 full bathrooms, accommodating up to 10 guests. The cottage also features a dedicated workspace with a desk for work or personal tasks. A spiral staircase leads to separate living quarters, offering privacy and tranquility.
The cottage also features a large private heated pool, perfect for relaxation and easy access from the main living areas. The cottage can accommodate up to 14 guests with different bedding configurations, including a queen bed and a sleeper sofa.
The Big Kahuna
Situated in Siesta Key Village, The Big Kahuna is a luxurious vacation home in Siesta Key Village, mere minutes away from Siesta Key Beach. Boasting eight generous bedrooms and six full bathrooms, it comfortably accommodates up to 24 guests.
The property showcases two fully equipped kitchens with modern appliances and balconies that offer breathtaking vistas of the pool areas. Additionally, you’ll find two private heated pools and two exclusive cabana rooms for added luxury.
The Big Kahuna also supplies beach essentials such as towels, chairs, coolers, and a handy caddy for your beach days. For those with larger groups or families, Casa Ohana and Casa Mahalo each provide four bedrooms, ensuring a perfect fit for your needs.
Luna Flores
Luna Flores is a luxurious vacation property that combines Luna Nueva and Villa Las Flores, offering up to 16 guests. The property features six bedrooms and four full baths, with sleeping arrangements including three king beds, two queen beds, two twin beds, and two queen EZ beds.
Luna Nueva and Villa Las Flores have fully equipped kitchens, outdoor dining areas, and gas grills. The property is enclosed by a privacy wall and lush landscaping, providing seclusion and tranquility. The property is conveniently located near Siesta Key Village and Siesta Key Beach, offering a memorable and enjoyable vacation experience.
The Nautilus
Experience luxury at The Nautilus, a stunning beachfront mansion located at Siesta Key’s southern tip. With eight bedrooms, six full baths, two full kitchens, and roomy balconies, it comfortably accommodates up to 24 guests. Plus, it’s a pet-friendly property, so your furry friends can join in the vacation fun!
The Nautilus features two private heated pools and two private cabana rooms, complete with outdoor refrigerators, dining tables, and HDTVs. The property is conveniently located near Crescent Village Crescent Beach and Point of Rocks, offering shopping in Siesta Key, dining, and entertainment options. The CottageClean Program ensures safety and satisfaction, making guests feel like walking into a brand-new vacation home.
The Abalone
The Abalone is a luxurious vacation home in Siesta Key, offering a relaxed atmosphere with coastal decor. The property is conveniently located near Crescent Village, Crescent Beach, and Point of Rocks, making it an ideal spot for exploring the area.
This property boasts two exclusive cabana rooms, outdoor refrigerators, and dining spaces. Offering eight bedrooms and six full bathrooms, it comfortably hosts up to 24 guests. Additionally, two private garages can accommodate four cars in total. Our CottageClean Program guarantees rigorous cleanliness standards, providing guests with peace of mind throughout their vacation.
The Conch
The Conch is a luxurious vacation home on Siesta Key, featuring an open layout kitchen and living room with coastal decor, a balcony overlooking the pool area, and two private heated pools.
This property provides a total of eight lavish bedrooms and six full bathrooms, offering a comfortable stay for up to 24 guests. The amenities include two full kitchens, two private cabana rooms, outdoor refrigerators, and inviting dining and lounge areas. Additionally, for larger groups, The Conch can accommodate up to 26 guests by combining Casa Coquina and Casa Antilles.
The property is equipped with two private elevators, two full kitchens, and outdoor beverage refrigerators to enhance your experience. At The Conch, our commitment is to ensure a comfortable and unforgettable stay for all our guests.
Sandy Seahorse Cottage
Sandy Seahorse Cottage is a tranquil retreat in south Siesta Key, offering expansive outdoor lanais and a heated swimming pool. The cottage offers six bedrooms, four full baths, and two half baths, accommodating up to 16 guests.
The accommodations feature a variety of sleeping options, including two king beds, two queen beds, four twin beds, and two queen air beds. To enhance your beach experience, the cottage supplies beach towels, chairs, a cooler, and a convenient caddy for easy access to Crescent Beach and Siesta Key Village. You can choose between the Seahorse Cabana and Sandy Cabana options, each offering distinct bedding configurations.
The Hummingbird
The Hummingbird is a private retreat in Siesta Key Village, offering six bedrooms, six full bathrooms, and four distinct units: Lantana, Mimosa, Plumbago, and Vinca. The property can be rented separately or reserved for a spacious stay. The Hummingbird features a private heated pool and lounging area, a screened-in lanai, and a serene outdoor oasis, perfect for soaking up the perfect weather in Siesta Key!
Nestled close to Siesta Key Beach, famous for its pristine white sands and captivating sunsets, this property offers easy access. The Hummingbird can comfortably host up to 20 guests, providing six king beds and four queen sleeper sofas for a restful stay. Enjoy three spacious balcony areas and four fully equipped kitchens for preparing delicious home-cooked meals. Whether it’s a special occasion or a family vacation, The Hummingbird is the perfect choice for your getaway!
Plan Your Stay!
Are you ready to find the perfect tropical Christmas escape? Browse our entire selection of vacation rentals in Siesta Key today and find the perfect match for your family!
Book Your Stay with The Cottages on the Key
The Cottages on the Key, a top vacation rental company, offers stunning Siesta Key vacation rentals for a dreamy family Christmas experience. With perfect weather and a variety of things to do in Siesta Key, it’s the perfect place for a holiday vacation!
With various options, including Siesta Key rentals with pools, beachfront luxury, and cozy charm, each rental caters to a variety of family needs. Book your vacation rental in Siesta Key today for a family Christmas vacation and create cherished memories while celebrating the holiday season in style.