Siesta Key, Florida Vacation Rentals

Explore 961 rental homes and villas in Siesta Key, Florida for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $59 per night with homes containing as many as 10 bedrooms and 11 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Siesta Key Overview
Nestled on the Gulf of Mexico, Siesta Key is a Floridian treasure that offers an unparalleled beach experience with its signature white quartz sands and crystal-clear waters. This barrier island is a sanctuary for those seeking a tranquil retreat with the comforts of a private oasis. Imagine waking up in your own secluded home, where the first sight is the shimmering turquoise waves just steps away. Siesta Key is abundant with private home rentals, many of which are pet-friendly, ensuring that your entire family, including your four-legged members, can bask in the sun-soaked serenity. These homes often come with their own swimming pools, providing an exclusive haven for you to cool off and relax in privacy after a day on the sands. The crown jewel of Siesta Key is the world-famous Siesta Beach, celebrated for its powdery, cool-to-the-touch sand that has earned it top rankings among the nation's best beaches. The expansive shoreline invites you to lounge under the sun, while the gentle Gulf waves beckon for a refreshing swim or paddleboarding adventure. For snorkeling enthusiasts, the underwater world of Point of Rocks awaits at the southern end of Crescent Beach, offering a glimpse into the vibrant marine life and captivating geological structures. The island's waterways are a paradise for kayakers and anglers, with the delightful possibility of encountering playful dolphins and gentle manatees. The heart of the island, Siesta Key Village, exudes a quaint charm with its array of boutique shops, delectable seafood restaurants, and tropical bars. As the sun dips below the horizon, the village comes alive with the sounds of live music and the laughter of those enjoying the island's laid-back nightlife. Venture a short distance to Sarasota for a taste of culture at the Ringling Museum of Art or an evening at the Sarasota Opera House. For nature lovers, Myakka River State Park offers a wilderness adventure with its rich biodiversity and thrilling alligator encounters. Siesta Key's unique blend of pristine beaches, private luxury accommodations, and a warm, inviting community creates a vacation experience that is both rejuvenating and unforgettable. With direct beach access from many homes and a plethora of activities to indulge in, Siesta Key is not just a destination—it's a coastal paradise that calls for you to make it your own.
Cultural Attractions in Siesta Key
Siesta Key, Florida, may be renowned for its stunning quartz-sand beaches and laid-back island vibe, but it also offers a variety of cultural activities that cater to travelers with a love for the arts, history, and local customs. While Siesta Key itself is a small barrier island, it is part of the greater Sarasota area, which is known as the cultural capital of Florida's Gulf Coast. The arts and cultural scene here is vibrant and diverse, with numerous opportunities for visitors to engage with local culture. Begin your cultural exploration at the Ringling Museum of Art in Sarasota, which is just a short drive from Siesta Key. This impressive museum was established by circus magnate John Ringling and houses an extensive collection of European paintings, including a significant number of Baroque works. The museum's grounds also include the historic Ca' d'Zan mansion, a Venetian Gothic-style home that offers a glimpse into the opulent lifestyle of the Ringlings. For live performances, the Sarasota Opera House and the Van Wezel Performing Arts Hall host a variety of shows, from classical operas to modern dance performances and Broadway tours. The Sarasota Ballet and the Sarasota Orchestra also contribute to the rich tapestry of performing arts in the area. Art enthusiasts will enjoy the numerous galleries in Sarasota's downtown and the Rosemary District, where local and international artists display their work. The first Friday of each month sees the popular Palm Avenue Art Walk, where galleries open their doors for evening viewings and artist meet-and-greets. Local customs and history can be experienced at the Sarasota Classic Car Museum, where automobile history comes to life, or during a visit to Historic Spanish Point, an archaeological site that offers 5,000 years of Florida history through its preserved buildings and grounds. Live music can be found at various venues and events throughout the year. Siesta Key itself hosts Siesta Fiesta, an annual arts and crafts festival that includes live music and a chance to interact with local artisans. For a more intimate setting, the Siesta Key Drum Circle, which gathers every Sunday evening at Siesta Beach, offers a unique experience where locals and visitors alike can enjoy rhythmic drumming as the sun sets over the Gulf of Mexico. While Siesta Key's tranquil beaches are its main draw, the nearby cultural offerings of Sarasota provide a rich complement to the natural beauty of the island, ensuring that cultural aficionados will find plenty to satisfy their interests.
Kids IconFamily friendly activities in Siesta Key
Siesta Key, Florida, is a sun-drenched paradise that offers a treasure trove of activities for families traveling with children. This barrier island on the Gulf of Mexico is renowned for its powdery white sand beaches and tranquil blue waters, creating the perfect backdrop for a memorable family vacation. The main attraction for families is undoubtedly Siesta Beach, which has been consistently ranked as one of the top beaches in the United States. The fine, quartz sand is cool to the touch, making it ideal for kids to play and build sandcastles without the discomfort of hot sand. The gentle waves are safe for swimming, and lifeguards are on duty to ensure everyone's safety. For a break from the sun, Siesta Key's playgrounds provide shaded areas where children can swing, slide, and climb. The beach also offers tennis and volleyball courts for some family-friendly competition. Picnic areas are available, so you can enjoy a seaside lunch while the kids play nearby. Adventure-seeking families can explore the island's natural beauty by renting kayaks or paddleboards. Glide through the calm waters of the Gulf or venture into the mangrove tunnels of nearby Jim Neville Marine Preserve, where you might spot dolphins, manatees, and a variety of birds. For a unique experience, take a family-friendly boat tour. These tours offer opportunities to learn about local marine life, and some even include snorkeling stops where children can discover the underwater world of the Gulf. When the sun sets, Siesta Key Village comes alive with family-oriented entertainment. Enjoy live music, indulge in delicious ice cream, or savor a meal at one of the many kid-friendly restaurants. The laid-back atmosphere of the village is perfect for a relaxing evening stroll with the family. For a change of scenery, take a short drive to Sarasota, where you'll find the Mote Marine Laboratory & Aquarium. Here, children can get up close with marine animals and learn about conservation efforts. The Sarasota Jungle Gardens are also nearby, offering a chance to feed flamingos and enjoy a variety of animal shows. Siesta Key's blend of natural beauty, outdoor activities, and family-friendly amenities make it an ideal destination for those traveling with children. Whether building sandcastles on the beach, exploring the local marine life, or simply enjoying the island's laid-back charm, Siesta Key promises a vacation filled with joy and relaxation for the whole family.
Nature IconOutdoor activities in Siesta Key
Siesta Key, Florida, is a barrier island nestled on the Gulf of Mexico, renowned for its powdery white sand beaches and tranquil blue waters. It's a paradise for outdoor enthusiasts and nature lovers, offering a plethora of activities that allow visitors to connect with the natural world. The crown jewel of Siesta Key is undoubtedly its beaches. Siesta Beach, with its fine quartz sand that stays cool underfoot, is often lauded as one of the best beaches in the United States. It's an ideal spot for sunbathing, beach volleyball, and building sandcastles. The gentle waves make it perfect for swimming, while the wide shoreline invites long, leisurely walks at sunset. For those seeking a more secluded beach experience, Crescent Beach provides a quieter alternative, with opportunities for snorkeling around the Point of Rocks, where limestone formations host a variety of marine life. Turtle Beach, on the southern end of the island, is a haven for shell collectors and those hoping to spot sea turtles during nesting season. Kayaking and paddleboarding are popular activities in Siesta Key, with the calm waters of the Gulf and the island's lagoon-like Intracoastal Waterway offering perfect conditions for both beginners and experienced paddlers. Exploring the mangrove tunnels at nearby Jim Neville Marine Preserve is a magical experience, where the quiet waters are home to an array of birds, fish, and manatees. For a more adrenaline-fueled adventure, parasailing over the Gulf provides a bird's-eye view of the island's stunning landscape, while jet skiing offers a high-speed way to explore the surrounding waters. Fishing enthusiasts will find plenty of opportunities, whether casting a line from the shore, a pier, or aboard a chartered fishing boat. The rich waters around Siesta Key are teeming with snook, redfish, tarpon, and grouper, among other species. Nature trails and parks are also part of Siesta Key's charm. The nearby Myakka River State Park is one of Florida's oldest and largest state parks, where visitors can hike, bike, or take a scenic drive through diverse ecosystems. The park's canopy walkway offers a unique perspective of the forest from above. For a tranquil end to an active day, nothing beats watching the sun dip below the horizon at Siesta Key. The island's westward-facing beaches offer some of the most spectacular sunsets on the Gulf Coast, a natural wonder that draws visitors and locals alike to pause and savor the moment. In Siesta Key, the blend of stunning beaches, abundant wildlife, and a variety of outdoor activities creates an idyllic setting for nature lovers to immerse themselves in Florida's coastal beauty.
Weather IconWeather in Siesta Key
Siesta Key, Florida, is a sun-soaked paradise known for its stunning beaches and pleasant climate. The weather here is typically warm year-round, with a subtropical climate that brings mild winters and hot, humid summers. During the winter months, from December to February, temperatures are mild and comfortable, ranging from the mid-60s to the mid-70s Fahrenheit. This is a popular time for visitors looking to escape colder climates, as the weather is perfect for beach activities and outdoor exploration without the intense heat of summer. Spring, from March to May, sees a gradual increase in temperature, with averages ranging from the high 70s to the mid-80s. This season is characterized by low humidity and a moderate amount of rainfall, making it an ideal time to enjoy the island's natural beauty and outdoor activities before the summer heat sets in. Summer, from June to August, is the hottest and most humid time of the year, with temperatures often reaching into the 90s. The warm Gulf waters are particularly inviting during this season, and while afternoon thunderstorms are common, they usually pass quickly, leaving the rest of the day for sunshine and beach time. Despite the heat, this is a popular season for visitors, especially families on summer vacation. Autumn, from September to November, brings a slight relief from the summer heat, with temperatures ranging from the high 70s to the high 80s. The humidity begins to drop, and the weather is generally pleasant, though this is also the peak of hurricane season, so visitors should be aware of the potential for tropical storms. The most popular weather conditions in Siesta Key are prevalent during the spring and late fall, when the temperatures are warm but not excessively hot, and the humidity is lower. These times of the year offer the perfect balance for enjoying the island's outdoor activities, such as swimming, boating, and exploring the local wildlife. For those seeking the most pleasant climate, late spring and early fall are particularly delightful times to visit Siesta Key. The weather during these periods is warm enough for all beach-related activities but avoids the peak summer heat and humidity, making for an idyllic beach vacation experience.
Transportation in Siesta Key
Siesta Key, Florida, is a serene barrier island off the coast of Sarasota, known for its powdery white sand beaches and tranquil blue waters. This idyllic destination is accessible in a variety of ways, catering to the needs of beach-goers and sun-seekers alike. Most visitors arrive at Siesta Key by flying into Sarasota-Bradenton International Airport, which is conveniently located about 10 miles from the island. From the airport, travelers can take a taxi, rent a car, or use ride-sharing services such as Uber or Lyft to reach their final destination on the Key. For those who prefer to drive, Siesta Key is connected to the mainland by two bridges, making it easily accessible by car. This is a popular option as it offers the flexibility to explore the surrounding areas at your own pace. There are also several car rental agencies in the vicinity for those who need a vehicle during their stay. Once on Siesta Key, getting around can be as relaxed as the island's vibe. The Siesta Key Breeze Trolley offers a free and convenient way to travel from the north end of the island to the south. It runs daily, making stops at the beaches, shops, and restaurants, allowing visitors to hop on and off as they please. For a more personalized experience, there are numerous bike and scooter rental shops on the island. This is a fun and eco-friendly way to explore the local area, with many paths and lanes designated for cyclists and scooter riders. Siesta Key is also quite walkable, especially in the main beach areas where you'll find a cluster of accommodations, dining spots, and local stores. The compact nature of the island means that many attractions are within a comfortable walking distance, particularly in Siesta Village, where the atmosphere is lively and pedestrian-friendly. For those looking to venture off the island, Sarasota County operates a public bus service with routes connecting Siesta Key to downtown Sarasota and other nearby areas. This can be a cost-effective option for day trips or exploring the cultural attractions in the region. In conclusion, Siesta Key offers a laid-back and accessible experience for travelers. Whether you're looking to stay put on the island or explore the greater Sarasota area, there are transportation options to suit every preference, ensuring your visit is as carefree as the island itself.