Siesta Key vacation rentals
Soak up Florida's Gulf Coast in style, with a stay in our Siesta Key pool villas and beachfront rentals with Concierge.
About our Siesta Key vacation rentals
Discover the perfect blend of relaxation and adventure on Florida's Gulf Coast, with our Siesta Key vacation rentals. Whether you're looking to unwind with loved ones or explore the vibrant surroundings, our fully-optimized Siesta Key vacation homes provide a first-class experience - with private pools, alfresco dining terraces, Jacuzzis, stylish interiors and more.
Strategically placed in either waterfront locations or just moments away from one of Florida's most renowned and stunning beaches, our Siesta Key pool villas and condo rentals in Sarasota promise carefree escapism. Siesta Key beach's 99% quartz sand stays invitingly cool underfoot, enabling sunseekers to enjoy carefree sunbathing, beach strolls, shelling and more. With lifeguards on duty, a buzzing resort village and endless leisure activities to soak up, Siesta Key is a top Florida beach spot.
Popular Siesta Key Vacation Rentals
Siesta Key BeachUnwind on one of the most beautiful beaches in the U.S., with its powdery white quartz sands and crystal-clear waters. Siesta Key is perfect for swimming, sunbathing, and enjoying breathtaking Gulf Coast sunsets.
WatersportsFrom kayaking, boogie boarding and paddleboarding to jet skiing and parasailing, Siesta Key offers endless opportunities for thrilling water adventures. Explore the coastline from an exciting new perspective!
Go FishingSiesta Key is a prime destination for anglers, whether you prefer shore fishing, pier fishing, or booking a private charter. Cast your line into the abundant waters of the Gulf and reel in everything from snapper to tarpon.
Cruise the WaterwaysExplore the serene beauty of Siesta Key’s 10-mile long shallow canal network and waterways on a private boat tour or rental. Glide past beautiful homes, lush mangroves, spot wildlife, and enjoy the tranquility of the island from the water.
Explore Siesta Key VillageStroll through the charming Siesta Key Village, where you’ll find a variety of boutique shops, casual eateries, and vibrant nightlife. It’s the perfect spot for a laid-back afternoon of shopping, dining, and people-watching.
Take a Scenic Bike RideHop on a bike and explore Siesta Key’s scenic bike paths, offering views of the island’s lush landscapes and beachfront vistas. It’s a fun and eco-friendly way to see the sights while enjoying the island’s natural beauty.
Explore the Point of RocksSnorkel or dive at Point of Rocks, a unique spot where the Gulf’s clear waters reveal vibrant marine life and fascinating underwater rock formations. It’s a hidden gem for nature lovers and water enthusiasts alike.
Watch a Sunset at Turtle BeachEnd your day with a peaceful sunset at Turtle Beach, a quieter spot on Siesta Key perfect for relaxing and watching the sky turn vibrant hues. It’s also a great place to spot local wildlife, including sea turtles and shorebirds.
Siesta Key Concierge Services
Elevate your Siesta Key stay, with our exceptional Concierge Services - designed to make every moment of your beach break an effortless experience. From private car and boat rentals to pre-arrival grocery shopping and private chefs, we cater to your every need. Families will enjoy added peace-of-mind from our babysitting services and baby equipment rentals, while adventure seekers will love our watersports hire options and private tours to dive into the Gulf Coast's natural and cultural treasures. Whatever your vision for the perfect vacation, our Concierge team is here to make it happen.
Siesta Key Pool Villas
Experience the ultimate Gulf Coast getaway, with our exclusive collection of Siesta Key pool villas.
Choose from well-equipped family villas with scenic pool cages and entertaining areas to waterfront pool villas complete with boat moorings and scenic beachfront pool rentals just moments from the ocean spray and pristine sand.
Popular Siesta Key Villas with Pools
Luxury Siesta Key Condo Rentals
Experience the perfect blend of style and comfort on Florida's Gulf Coast, with our Siesta Key condo rentals - designed to offer an affordable dose of exclusivity for couples, families and groups. Each of our unique condo rentals offers a chic, uplifting interior and private outdoor space - whether that's a sun-drenched terrace or a scenic private balcony to soak up the views.
Our wide range of Siesta Key condo rentals also includes communal pool access, bike storage and direct access to the pristine sands and waterways of Siesta Key, for a timeless Sarasota beach break.
Popular Siesta Key Condo Rentals
