Picture this: powdery white sands, crystal-clear waters, and a tropical paradise right at your doorstep. Siesta Key, Florida, is a dreamy destination for those seeking a slice of coastal heaven. Whether you’re a beach bum, an adventure seeker, or a relaxation pro, Siesta Key has something for everyone. In this article, we’ll unveil the crème de la crème of Siesta Key vacation rentals on this idyllic island. From cozy beachfront cottages to luxurious waterfront villas, FLARBO has your back for the perfect Siesta Key vacation rentals!
A List of the Best Siesta Key Vacation Rentals
- 2 Bedroom Beachfront Condo
- 4 Bedroom Home with Putting Green
- 2 Bedroom Bayside Condo
- Vacation Rental with 3 Onsite Homes
- 2 Bedroom Ocean View Condo
- 2 Bedroom Boat-Friendly Condo
- 3 Bedroom Luxury Condo
- 4 Bedroom Townhouse with Private Pool
- 4 Bedroom Beachfront Cottage
________________________________________________
2 Bedroom Beachfront Condo – Siesta Key
Escape to Fisherman’s Cove beachfront condo, the southern sanctuary of Siesta Key. With panoramic Gulf and lagoon views from the top floor, this renovated two-bedroom, two-bath gem is an ideal haven for friends and family.
Enjoy upscale amenities, a reserved parking spot, and onsite management for a stress-free stay. Embrace the serene beach, heated pool, complimentary boat docks, and more. Explore local dining and activities, or simply relax on your private lanai, listening to the waves and savoring magical sunsets. Book your stay now and experience Siesta Key like never before.
________________________________________________
4 Bedroom Home with Putting Green – Siesta Key
A slice of paradise at Casa Leone! A 4-bedroom, 3-bath vacation retreat that accommodates up to 10 guests. Just a 5-minute drive from Siesta Key Village and the USA’s #1 Beach, it’s the ideal location to savor sun-soaked days and sandy shores.
This tropical home boasts a private putting green, a crystal-clear heated pool, and even a golf cart to explore the island’s treasures. With a range of nearby dining options and endless amenities, Siesta Key’s Casa Leone offers something for everyone.
________________________________________________
2 Bedroom Bayside Condo – Siesta Key
Indulge in the ultimate Siesta Key retreat! Nestled in the gated Midnight Cove 1 community, this newly remodeled, bayside condo with 2 bedrooms and 1.5 baths offers luxury and comfort. Immerse yourself in the lush surroundings, enjoy premium cable, and watch dolphins play from your private beach.
With amenities like tennis courts, heated pools, and nearby attractions, every moment promises relaxation or excitement. Siesta Key’s allure is endless—create unforgettable memories in this tropical paradise that beckons you back time and again.
________________________________________________
Vacation Rental with 3 Onsite Homes – Siesta Key
Gather your loved ones and head to this spacious property, just 4 miles from Siesta Key Beach. Perfect for large groups or family reunions, this unique retreat offers 3 separate living spaces with a total of 13 beds.
Relax, play games, and swim in the fun outdoor area, complete with a mother-in-law suite and a guest house. Enjoy a variety of activities from volleyball to sunbathing and make use of provided beach chairs, toys, and towels. With seven TVs and two laundry areas, this home has it all. The main house features an open layout with four bedrooms and three baths, while the mother-in-law suite and guest house provide additional privacy and comfort.
This ultimate Siesta Key compound awaits you!
________________________________________________
2 Bedroom Ocean View Condo – Siesta Key
Paradise at this newly renovated 5th-floor condo on Siesta Key Crescent Beach. Indulge in the breathtaking Gulf views from both bedrooms, each featuring private baths and sliders opening to the screened lanai.
The fully equipped kitchen and stylish living room provide modern comforts, and the 55″ flat screen TV adds a touch of luxury. Enjoy complimentary beach and lounge chairs just steps away, or explore the nearby Point of Rocks for shell hunting and snorkeling. Crescent Arms’ heated pool offers a secluded retreat. Your perfect Siesta Key vacation, blending convenience and tranquility, awaits!
________________________________________________
2 Bedroom Boat-Friendly Condo – Siesta Key
Indulge in Siesta Key’s spacious luxury at Bellevue-Siesta. This 1710 sqft 4th-floor condo is easily accessible with an elevator. Experience the best of both worlds with proximity to the beach, a serene sheltered pool, and a child-friendly beach just steps away.
Ensures comfort, great views, and secure payments. Sleeps 4 in 2 bedrooms and 2 bathrooms, offering a true home-away-from-home experience. Overlooking the marina, this stunning home is boat-friendly and ready to welcome you to Siesta Key’s tranquility.
________________________________________________
3 Bedroom Luxury Condo – Siesta Key
Elevate your trip on this luxurious 6th-floor condo in the Anchorage Yacht & Tennis Club, a gated resort-style community just north of the Stickney Point Bridge.
Enjoy breathtaking, unobstructed views of Siesta Key and the Gulf of Mexico from the expansive 440 sqft furnished balcony. With three bedrooms, a 2400 sqft open floor plan, updated kitchen, private marina, tennis courts, a heated pool, and private beach access, this is the ultimate Siesta Key retreat. You even have your very own pool table in the condo.
The amenities are endless – book your stay at the Anchorage today!
________________________________________________
4 Bedroom Townhouse with Private Pool – Siesta Key
The epitome of Siesta Key living at Casa Tegula, a stunning 4-bedroom and 3-bath home with coastal decor and brand-new furnishings. Ideal for large families and groups, it accommodates up to 12 guests in style and comfort. You’ll spend your days under the sun and in the pool.
The backyard is a treat – and even comes with a grill! Step onto the world-renowned beaches of Siesta Key, known for their clear blue waters and powdery white sands. After beachfront relaxation, explore the local villages for dining and drinks.
Whether you seek tranquility or action, Casa Tegula provides the perfect Siesta Key experience.
________________________________________________
4 Bedroom Beachfront Cottage – Siesta Key
Experience old Florida charm at this Siesta Key retreat, where the award-winning Crescent Beach is your backyard. With two of its four bedrooms offering Gulf views, this spacious home is perfect for families or small groups of up to 8.
Dive into the Olympic-sized pool, savor meals on the screened lanai with waterfront scenery, and relish the convenience of a fully equipped kitchen and onsite laundry.
Located in the heart of Crescent Beach, you’ll have shopping, dining, and Sarasota’s cultural amenities just moments away. Seize the front-row seat to Siesta Key’s famous sands and sunsets at this breathtaking beachfront home.
________________________________________________
Ready to turn your Siesta Key dreams into reality? With a list of the top Siesta Key vacation rentals, your beachfront escape awaits. Visit FLARBO, your trusted vacation rental platform, to find your perfect Siesta Key retreat. Pack your bags and get ready for an unforgettable adventure!
________________________________________________
For your long-term trip to Florida, think about booking a vacation rental on a site that will allow you to “Book the Same Vacation Rentals for Less”.
Skip the traveler fees that are charged on other large online travel agency platforms like Airbnb, HomeAway, VRBO and Expedia. Reserve your vacation rental on FLARBO – Florida Rental By Owners where there are no booking fees for either traveler or property owners. FLARBO, it’s the best option for Florida travellers.
________________________________________________
Interested in visiting Florida?
You can view all Florida vacation rental properties here. Get the whole house for a whole lot less!
________________________________________________
Browse and Book more vacation rentals on Florida Rental By Owners
