Waterside Single Family Homes For Rent in Sarasota - 4 homes

Remarks: Siesta Key Waterfront Luxury Rental * Grand Canal • Private Dock • Pool • Boat Lift • Move-In Ready * Live the Ultimate Florida Waterfront Lifestyle. Now available For Immediate Move-in — a beautifully remodeled 2 Bedroom, 2½ Bath home located directly on the Grand Canal in Siesta Key * Property Highlights: 2 Bedrooms | 2½ Bathrooms * 2½ Car Garage with Epoxy Painted Floors * Brand New Appliances * New Washer & Dryer * Completely Remodeled - Modern & Move-In Ready * Private Backyard Pool * Separate Art Studio / Office with Private Paver Patio * Meditation Area with Outdoor Shower * Maintenance-Free Astro Turf & Beautiful Tropical Landscaping * Boater's Dream Waterfront Setup: 16,000 lb Boat Lift * Floating Drive-On Dock (Perfect for a 23' Boat or Jet Skis) * Brand New Dock with Shore Power * Direct Grand Canal Access * Enjoy peaceful canal views, mature tropical trees, and a private waterfront dock just steps from your door. This home blends luxury, comfort, and coastal lifestyle in one of Florida's most desirable waterfront communities * Prime Siesta Key Location * True Waterfront Living * Call Today for your Private Viewing!

Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)

Listing Agent: Justin Shirley (941-448-4872)

Remarks: AVAILABLE after June 1, 2026! Enjoy your own slice of paradise on World Famous Siesta Key! This beautifully renovated turnkey 3-bedroom, 2-bath heated pool home is just a short distance from the #1-rated beaches and the charming shops and restaurants of Siesta Key Village. Whether you're here for million-dollar sunsets, endless watersports, the famous Sunday Drum Circle, or simply peaceful days spent relaxing by the pool, this home is the perfect place to settle in and enjoy it all. The home comfortably sleeps 6-8 guests, with a king bed in the primary bedroom, a queen bed in the second bedroom, and a twin bed with a pull-out trundle in the third. The full-sized chef’s kitchen overlooks the pool, while two separate gathering spaces provide plenty of room to relax, unwind, or entertain. Outside, the fabulous outdoor living space invites you to soak up the Florida sunshine in your own private retreat. 30-day minimum term only. Jan-April = $9,200, May-October = $5,525, November = $6,300, December = $7,350. 13% tourism tax added to all leases under 6 months. Just bring your toothbrush and sunscreen! SORRY, NOT AVAILABLE AS AN ANNUAL RENTAL. Currently booked Dec 15, 2026-Mar 15, 2027.

Listing is courtesy of: TNG REAL ESTATE (941-773-9599)

Listing Agent: Scott Nold (941-773-9599)

Remarks: New Construction 3-Bedroom 2-Bathroom Home with Lake Views in Avanti at Waterside! Be the first to live in this brand-new 3-bedroom, 2-bathroom home in the sought-after Avanti at Waterside community in Lakewood Ranch! This light-filled, open-concept residence offers a seamless layout that’s perfect for both everyday living and entertaining. Enjoy peaceful lake views right from your backyard, creating a relaxing setting to come home to. With modern finishes, energy-efficient features, and fresh, never-lived-in construction, this home delivers comfort, convenience, and style. Located just minutes from Waterside Place, where you’ll find dining, shopping, weekend farmers markets, and vibrant community events. Plus, it’s a short drive to Siesta Key Beach, Downtown Sarasota, and UTC Mall. This brand-new construction home features a spacious open floor plan, scenic lake views, and a prime location in Lakewood Ranch. Contact us today to schedule a private showing and make this beautiful new home yours!

Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)

Listing Agent: Ryan Miller (941-954-6925)

Remarks: Now available for rent in Lakehouse Cove at Waterside this beautifully maintained, less-than-two-year-old home offers 4 bedrooms, 2 baths, and a private pool in one of Lakewood Ranch’s most sought-after communities. Offered at $4,600 per month, the lease includes pool maintenance and yard maintenance for easy, carefree living. Inside, you’ll find tile floors throughout, built-in closet systems, and a fireplace in the great room that adds warmth and style to the open living space. Lakehouse Cove residents enjoy exceptional amenities on a 7-acre campus, including a resort-style pool, state-of-the-art fitness center, waterfront clubhouse, boathouse with kayak storage, 2 dog parks, 6 pickleball courts, and acres of walking trails. Ideally located just a short stroll or golf cart ride to Waterside Place, where you’ll enjoy a lively dining and social scene with the Sunday Farmers Market, weekly Ranch Nite with live music and food trucks, and so much more.

Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)

Listing Agent: Sarah Lowry (941-400-9026)