Your Gateway to the #1 Beach in America
If you’re searching for the best Siesta Key vacation rentals, Gulf Coast Vacation Rentals is the top choice for your perfect Florida beach escape. From luxurious oceanfront condos and cozy beachfront villas to pet-friendly homes with pools, Gulf Coast Vacation Rentals offers a wide variety to suit every traveler’s needs.
Our rentals come equipped with full kitchens, HDTVs, air conditioning, and free parking to ensure your comfort. Many properties are just steps from Siesta Key Beach—the #1 beach in America—while others feature private pools or are close to the vibrant Siesta Key Village.
We also provide pet-friendly options so your furry friends can enjoy the getaway with you. Expect a clean, modern home where you can unwind after beach days or exploring the island.
Ready to find your dream Siesta Key rental? Book now with Gulf Coast Vacation Rentals and see why guests keep coming back year after year!
Prices estimated by average nightly rate. Enter dates to see exact rates!
Things To Do in Siesta Key
There are plenty of Siesta Key things to do for you and your family. It doesn’t matter what age you and your guests are, there is always something that will keep everyone entertained while staying in Siesta Key. While there are plenty of beaches in the area, Crescent Beach is one of the most family-friendly beaches where everyone will have a good time. If you are traveling with children, the shallow waters are perfect for them! If you would rather go snorkeling, head over to Point of Rocks, where the waters are calm, making it the perfect spot for beginner snorkelers.
Explore Siesta Key Village
Stroll through Siesta Key Village, the vibrant heart of the island. Discover boutique shops, local cafes, ice cream parlors, and great nightlife. Don’t miss the shopping opportunities at spots like Sandal Factory of Siesta Key, Island Trader Boutique, and Blvd Beachwear. After shopping, treat yourself to a local coffee at one of Siesta Key’s acclaimed coffee shops.
Enjoy the Beaches
- Siesta Key Beach: Ranked as one of America’s top beaches, the powdery quartz sand and clear waters make this the go-to spot for swimming, sunbathing, and beach volleyball.
- Sunday Drum Circle: Experience a unique local tradition every Sunday evening at sunset, where dancers and drummers gather beachfront for an energetic, inclusive celebration. Learn more about the Drum Circle here.
- Turtle Beach: Perfect for beachcombing, kayaking, and fishing, Turtle Beach is quieter and great for outdoor adventurers. Boat and kayak rentals are available from Siesta Key Paddleboards & Kayaks.
Outdoor Activities
- Biking & The Siesta Key Breeze Trolley: Rent bikes from local shops and explore over 25 miles of scenic paved trails, or hop on the free Siesta Key Breeze Trolley to easily access Village, beaches, and Midnight Pass Road. Get details on routes here.
- Kayaking & Paddleboarding: Paddle through lush mangroves, spot wildlife, or join a dolphin tour with trusted outfitters like Siesta Key Watersports.
- Fishing Charters: For anglers, Siesta Key offers excellent opportunities for inshore and offshore fishing. Book a local charter at CB’s Saltwater Outfitters.
Dining & Nightlife
- Diverse Eats: Savor everything from fresh seafood at Siesta Key Oyster Bar to family-friendly fare at The Cottage.
- Evening Fun: Enjoy live music, sunset cocktails, and a laid-back island vibe at Gilligan’s Island Bar & Grill.
More To Explore
- Eco-Tours: Try a local eco-tour or dolphin cruise with Adventure Kayak Outfitters, where guides share the secrets of Siesta Key’s unique coastal ecosystems.
- Day Trips to Sarasota: Just a short drive away, delve into downtown Sarasota’s vibrant arts, museums, and shopping scene at Visit Sarasota.
For a complete guide and insider tips, check out Be an Explorer and Discover What to Do In Siesta Key, Florida to maximize your Gulf Coast adventure!
Where to Stay on Siesta Key
Choosing the right place to stay can make your Siesta Key vacation rentals unforgettable! Whether you’re searching for a beachfront condo with endless ocean views, a classic island cottage, a siesta key vacation rental with pool for family fun, or a pet-friendly rental so your four-legged friend can tag along, you’ll find your perfect match right here.
Want to wake up just steps from the sand? Our oceanfront and beachfront properties put you front and center for sunrise strolls and lazy days under the sun. If relaxing by the water is your dream, our homes and condos with private or community pools deliver endless refreshment and relaxation, all with plenty of space to spread out and unwind.
Traveling with a pet? We know your furry companions are family, so we offer a selection of pet-friendly rentals on Siesta Key that make everyone feel at home. You’ll be close to parks, walking trails, and, of course, the beach.
Every rental is fully equipped for an easy, comfortable stay—think spacious living areas, updated kitchens, Wi-Fi, and laundry facilities. Plus, our dedicated team is here to help you every step of the way, making sure your getaway is seamless from booking to check-out.
With our wide variety of Siesta Key vacation rentals, your dream beach escape is just a click away. Start planning today and experience why so many guests return year after year!