Apartments for Rent in Siesta, Siesta Key, FL

The advertised rate of $20,643/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 26, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this charming Key West-style beach cottage on Siesta Key, offering a cozy 2-bedroom, 1-bath retreat for 4 guests. This delightful

The advertised rate of $8,925/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 23, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this charming Key West-style cottage on Siesta Key. This cozy 2-bedroom, 1-bath cottage offers approximately 400 square feet of in

The advertised rate of $8,248/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 23, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this charming Key West-style beach cottage in Siesta Key Village. This cozy 2-bedroom, 1-bath cottage comfortably sleeps 4 and is

The advertised rate of $9,525/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 24, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this charming 1-bedroom, 1-bath cottage in Siesta Key, offering a cozy atmosphere perfect for couples. This private retreat feat

The advertised rate of $8,850/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this beautifully appointed, fully renovated 3-bedroom, 3-bathroom waterfront home on Siesta Key. This private retreat offers the p

The advertised rate of $15,937/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 3, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this beautifully remodeled single-family home, offering 3 spacious bedrooms and 2 modern bathrooms, perfect for families or groups

The advertised rate of $25,114/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 3, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this serene 3-bedroom home in Sarasota, offering a luxurious and comfortable vacation getaway. This home is perfect for families an

The advertised rate of $18,450/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 4, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this spacious 4-bedroom, 2-bathroom single-family home, ideal for families or groups. This family-friendly residence is designed f

Charming Cottage in Siesta Key. Get ready to be WOWED! This is a rare and special opportunity to live in a charming two-bedroom, one-bath home in the highly desired Village area of Siesta Key. You'll love the front porch, perfect for morning coffee surrounded by lush tropical landscaping. There's always something blooming in the garden, attracting box turtles, bunnies, birds, and butterflies. Inside the home, you'll find luxury custom tiles throughout, original wood flooring in the kitchen, and beautiful tongue-and-groove walls and ceilings. The many windows let in plent

Rarely available for an annual lease, this beautifully updated Key West-style canal home offers the ultimate Siesta Key lifestyle. Thoughtfully designed with spacious living areas, exceptional outdoor spaces, a private pool, boat dock, and separate guest house, this property delivers the perfect blend of luxury, comfort, and coastal living. The main residence features three of the home’s four bedrooms, including an impressive primary suite occupying the entire top floor. The generously sized suite includes a private sitting area and a stunning ensuite bath with a luxuriou

Property Status: Pending FURNISHED BIRD KEY POOL HOME available for seasonal or extended leases. AVAILABLE DECEMBER 1 - 3 MONTH MINIMUM. This spacious single-level residence offers 3 bedrooms, 3.5 bathrooms and 2,203 square feet, with a thoughtfully designed floor plan that provides privacy for each bedroom. Interior features include raised tray ceilings, crown molding, tile and hardwood flooring, abundant natural light and sliding glass doors connecting the living areas to the outdoor space. The private, fenced and walled corner lot is surrounded by tropical landscaping a

Property Status: Active ## TURNKEY. FULLY FURNISHED. PRIVATE POOL. WALK TO SIESTA KEY BEACH. Experience the ultimate Siesta Key getaway in this beautifully renovated and **fully furnished 4-bedroom, 3-bath home**, ideally located less than one mile from the world-famous sands of Siesta Key Beach. Designed for comfort, privacy and effortless coastal living, this approximately 2,500-square-foot residence is available completely turnkey, with everything you need for an unforgettable stay. From the moment you arrive, the home delivers a polished modern experience with an open,

Property Status: Active FURNISHED SEASONAL RENTAL ON SIESTA KEY. Enjoy island living in this spacious 4-bedroom, 3.5-bath home offering more than 2,300 square feet of living space and a PRIVATE POOL AND SPA. Located in the desirable Siesta Beach neighborhood, this inviting home combines a relaxed coastal feel with plenty of space for entertaining and extended stays. The light-filled interior features an OPEN FLOOR PLAN, vaulted ceilings and an updated kitchen with white cabinetry, quartz countertops and stainless steel appliances. The spacious upstairs primary suite offers

10-Min Walk to the Beach! Private Heated Pool! Newly Renovated 4BR with Game Room and Golf Cart! Welcome to your Siesta Key getaway on a beautiful Palm Island - a quiet neighborhood, just a short walk to Siesta Beach, famous for its powder-soft sands and turquoise waters. It is also conveniently located within a walking distance to the vibrant life of Siesta Key Village with plenty of local restaurants and shopping. Step into your private heated pool, surrounded by lush landscaping and plenty of seating. After a day in the sun, enjoy the ultimate Family Game Room. This sp

Property Id: 2868573 Experience the best of Siesta Key coastal living in this beautiful top-floor 2-bedroom, 2-bathroom condo at Whispering Sands. Located directly on the world-famous Siesta Beach, this spacious residence offers breathtaking Gulf views, abundant natural light, and a relaxed Florida lifestyle. The open and inviting living area provides the perfect space to relax or entertain, with large windows showcasing stunning views of the Gulf of Mexico. The well-appointed kitchen offers ample cabinetry and counter space, while the comfortable bedrooms provide peacefu

Welcome to your ideal Siesta Key retreat! This charming property is perfect for those seeking a peaceful escape while enjoying proximity to all the local attractions. Nestled in Siesta Key, you'll find yourself surrounded by vibrant restaurants, shopping at department stores, and a short drive to the acclaimed Sarasota Memorial Hospital and Sarasota Academy of the Arts. Key features of this property include comfortable living spaces and efficient central heating and air conditioning, ensuring a pleasant atmosphere year-round. Ceiling fans offer additional comfort, making

Property Status: Active Experience elevated beachfront living in this rarely available, higher-floor, 2,415-square-foot Gulf-front retreat. Offered as a long-term rental. This expansive three-bedroom, two-bathroom unit seamlessly blends refined comfort with panoramic Gulf views, catering to the most discerning rental client. Triple sliding glass windows flood the open-concept living area with natural light, capturing sweeping views of the Gulf of Mexico. Two generous guest bedrooms are ideal accommodations for visitors, a dedicated home office, or a media room. Includes tw

Property Status: Active LONG TERM RENTAL! Welcome to this newly renovated Siesta Key condo perfectly located just steps from a private fishing pier with lounge chairs and stunning views of the Sarasota skyline, where you can spend your days dolphin watching, manatee spotting, or kayaking. Inside, this tranquil retreat features two spacious master suites on separate floors-each with ample closet space, a private balcony, and a TV-making it ideal for two couples or a family of four, complete with a fully equipped chef's kitchen and an upstairs washer and dryer. As a resident