Siesta Key Vacation Rentals

Siesta Key, famous for it’s natural beauty, is one of the most popular beach destinations in Florida. In-between Sarasota and Venice on the west coast of Florida, Siesta Key is a barrier island that many families call their home away from home year after year. Enjoy the warm waters of the gulf of Mexico whilst you make great memories with your family and friends. Top up your tan on the sandy shores of Florida as you read a book and the kids play. If you’re looking for a beachfront condo to escape to for the winter then look no further.

Enjoy some of the worlds best sunsets from Siesta Key beach rentals, as the day turns into evening. As stunning as the white sand beaches are, you must try to get out on the water to get the full Siesta Key experience. Rent a kayak or take a boat tour to watch dolphins play or simply snorkel of the beach. You can ride a bike along the packed sand at the water’s edge to get some exercise and fresh air. 

There are lots of options in the area for cocktails or dinner such as the Siesta Key Oyster Bar, Sniki Tiki. The Hub Baha Grill and the Daiquiri Deck.

Siesta Key, located along Florida’s stunning Gulf Coast, is a true tropical paradise that has earned its reputation as one of the best beach destinations in the United States. Renowned for its powdery white sand, Siesta Key Beach boasts some of the softest, most pristine sand in the world, made up of 99% pure quartz crystal.

The beach’s gentle turquoise waters, combined with an abundance of sunshine, create the perfect setting for lounging, swimming, or taking in the mesmerizing sunsets. Beyond the beach, Siesta Key offers a vibrant dining scene with a variety of local seafood restaurants, casual eateries, and fine dining options, making it a haven for food lovers. The island is also home to unique boutiques, art galleries, and lively nightlife, ensuring there’s something for everyone, whether you seek relaxation or adventure.

Outdoor enthusiasts will appreciate the island’s many recreational activities, such as kayaking, paddle-boarding, fishing, and cycling. For those looking to explore, the nearby Siesta Key Village provides a charming atmosphere with its quaint shops, bars, and cafes. Whether you’re visiting for the first time or returning for another taste of paradise, Siesta Key offers an unforgettable experience, blending natural beauty, local culture, and endless opportunities for fun and relaxation.

Insider Tips for Your Visit

Beat the Crowds, Siesta Key is a popular destination, so arrive early for parking, especially if you’re visiting on the weekend. Pack Smart, bring reef-safe sunscreen to protect the area’s marine life, and consider a lightweight beach umbrella for sun protection.

Join the Fun, check out local events like sand sculpting competitions or beachfront yoga sessions to experience the island’s lively culture.

From lounging on the beach to indulging in mouthwatering cuisine, Siesta Key has everything you need for a memorable vacation. Relax, explore, and savor every moment in this coastal paradise!

What Makes Siesta Key So Special

Unbeatable Beaches Siesta Key Beach is world-famous for its powdery white sand, made of 99% quartz, which stays cool even on the hottest days. Crescent Beach offers a more secluded vibe, while Turtle Beach is ideal for shell collectors and those looking for a quiet retreat.

Charming Village Atmosphere

Siesta Key Village is the heart of the island, brimming with unique shops, live music, and a wide array of restaurants. The village’s relaxed, colorful vibe sets
the tone for your visit.

Adventures in Nature

Whether you’re kayaking through mangroves, paddle-boarding along the coast, or biking the island, Siesta Key is perfect for exploring the outdoors.

We offer a large selection of vacation rentals, from 1-3 bedroom condos to 4-8 bedroom vacation homes. All professionally managed by a local management company to support your vacation experience. Call our team to make a reservation or simply browse availability and rates then book on-line today so you can start counting down the days to your Florida Vacation.

Must-Try Restaurants in Siesta Key

• The Cottage: This vibrant spot in Siesta Key Village is known for its globally inspired dishes, fresh seafood, and creative cocktails. With a lively atmosphere and live music, it’s a must-visit.
• Sun Garden Cafe: Perfect for breakfast and brunch, this cozy eatery offers delicious dishes like sweet potato pancakes and pecan bacon waffles in a serene garden setting.
• Siesta Key Oyster Bar (SKOB): A laid-back favorite for fresh oysters, seafood, and handcrafted cocktails. It’s also known for live music and a fun atmosphere.
• Ophelia’s on the Bay: An elegant waterfront restaurant offering fresh seafood and stunning views, especially during sunset.
• Summer House Steak & Seafood: Known for upscale dining, this spot serves premium steaks, fresh seafood, and has an excellent wine selection.
• Big Water Fish Market: A casual spot perfect for fresh, local seafood like grouper sandwiches and fish tacos.
• Siesta Poke: A new addition to the dining scene, this Hawaiian-inspired restaurant specializes in customizable poke bowls with fresh ingredients and bold flavors.
• Lenny’z Pizza & Island Bar: Known for its laid-back vibe, this new spot serves delicious pizzas and island-inspired dishes.

Things to Do While You’re Staying in a Siesta Key Vacation Rental

Beach Bliss; Spend your day lounging on the soft, white sands of Siesta Key Beach, or take a peaceful stroll along Crescent or Turtle Beach. Renowned for its powdery white sand and clear turquoise waters, Siesta Beach is perfect for sunbathing, swimming, and beach volleyball. It’s consistently ranked among the best beaches in the U.S.

Explore Nearby St. Armands Circle: Just a short drive away, this bustling area is perfect for a mix of boutique shopping, dining, and people-watching.
Chase the Sunset: Whether you’re at Point of Rocks or Siesta Key Beach, the sunsets here are unforgettable. Bring a blanket, grab a drink, and watch the sky come alive with color.

Hit the Water From dolphin-watching cruises to private fishing charters, there’s no shortage of ways to enjoy the Gulf’s sparkling waters.
Experience the Drum Circle: Every Sunday evening, locals and visitors gather on Siesta Beach for a lively drum circle. It’s a unique cultural event you won’t want to miss.

Visit the Farmers Market: Held every Sunday morning in Siesta Key Village, this market features fresh produce, local crafts, and live music.

Take the Trolley: The Siesta Key Breeze Trolley is a free and convenient way to explore the island. Running daily from 8 a.m. to 10 p.m., it’s an easy way to get around without worrying about parking.

Kayak or Paddleboard: Explore Siesta Key’s stunning mangrove tunnels and calm waters with kayak or paddleboard rentals. Guided tours are also available for beginners.

Siesta Key Village: A charming area filled with boutiques, shops, and eateries. It’s an ideal place to stroll, shop for souvenirs, and enjoy local cuisine.

Fishing Charters: Embark on a fishing adventure with local charters offering half-day and full-day trips, suitable for both beginners and seasoned anglers.

Drum Circle at Siesta Beach: Every Sunday evening, locals and visitors gather at Siesta Beach for a vibrant drum circle, creating a festive and communal atmosphere.