Houses for Rent in Longboat Key, FL

Embrace coastal living in this expansive 4-bedroom, 3-bath home boasting over 4,200 sq. ft. of elegant space. Experience natural light through walls of windows in the open living area with vaulted ceilings. The gourmet kitchen, equipped with stainless steel appliances and a curved island, showcases breathtaking Gulf views. Enjoy a private pool, generous patio, and direct beach access. The primary suite features a private balcony and spa-style bath, adding luxury to everyday life.

Experience luxurious coastal living in this expansive 6-bedroom, 5.5-bath home featuring stunning custom murals and a private elevator. Boasting a gourmet kitchen with high-end appliances, this property offers direct Gulf access and boasts a four-car garage. Enjoy indoor-outdoor living with balconies overlooking the canal and pool. This is truly a haven for boating enthusiasts and those desiring upscale serenity on Longboat Key.

This amazing 3-bedroom, 3-bath home offers an impressive 4,322 sq ft of space with upscale features including an updated kitchen, hardwood floors, and a relaxing deck. Enjoy private beach access, a pool, and convenient amenities like an elevator and in-unit laundry. Pet-friendly with utilities included, this residence is perfect for a luxurious coastal lifestyle. Available starting November 16, 2025.

Experience the ultimate in coastal luxury at this 1-bed, 2-bath residence featuring 1,721 sq ft of exquisite living space. Flooded with natural light from floor-to-ceiling windows, it offers breathtaking sunrise and sunset views. Indulge in the gourmet kitchen with top-tier Wolf and Sub-Zero appliances, and retreat to the elegant owner's suite with a spacious walk-in closet. Enjoy exclusive amenities, including St. Regis concierge services, a residents-only pool, and direct access to pristine beachfront.

Experience luxury living in this beautifully renovated 3-bedroom, 3-bathroom home boasting 3,230 sq ft of space. Features include a modern kitchen with new appliances, an inviting heated pool, and a hot tub. Perfect for boating enthusiasts, it offers a brand new boat dock and lift, plus private beach access just across the street. Enjoy breathtaking views of the wide canal from the main sitting area, making it an ideal retreat for family and friends.

Experience tranquil living in this beautifully appointed 3-bedroom, 3-bath home, offering 2,487 sq ft of elegant space. The open concept design features soaring ceilings and natural light. Enjoy a gourmet kitchen with quartz counters and high-end appliances, a cozy fireplace in the Great Room, and a serene primary suite with a spa-like bathroom. Unwind on the screened patio overlooking lush greens or take advantage of the community pool and exclusive access to private beach club bliss.

Embrace the coastal lifestyle in this stunning 3-bedroom, 3.5-bath waterfront home boasting direct water access and a private dock, perfect for boating enthusiasts. Two floating jet ski docks add to the allure. Enjoy serene water and lush golf course views while being secure with hurricane-rated doors. Spread across 3,101 sq. ft., this residence captures the essence of Florida living with both luxury and tranquility.

Experience a luxury getaway in this stunning 5-bedroom, 5.1-bathroom home. Spanning 4,858 sq ft, this thoughtfully designed residence features state-of-the-art kitchen appliances, granite countertops, and spacious living areas. Enjoy the screened lanai overlooking the canal, or take a short stroll to the private deeded beach. Ideal for relaxation and recreation, this home is close to golf courses, boutique shopping, and outdoor activities like biking and boating.

This beautifully renovated 3-bedroom, 2.5-bathroom waterfront home features 1,882 sq ft of open living space and stunning bay views, perfect for hosting gatherings. Enjoy 125 ft of canal frontage, a jet ski lift, and docking for a 30 ft boat. A spacious outdoor area invites dining and lounging, complemented by an above-ground spa. Situated in the tranquil Sleepy Lagoon community, a short walk brings residents to a private beach and nearby restaurants and shops, plus a gym membership with an annual lease.

Enjoy coastal living in this newly renovated 2-bedroom, 2-bath waterfront villa that offers breathtaking full-bay views. This turnkey furnished gem features a spacious layout, perfect for a tranquil lifestyle. Steps from the Intracoastal Waterway and close to your deeded beach access, experience the best of island living. The vibrant Spanish Main Yacht Club community adds to the charm with a heated pool and clubhouse amenities, all within minutes of downtown shopping and dining.

Nestled in the exclusive Bay Isles community, this 3-bed, 2.5-bath villa offers a spacious 2,424 sq ft of modern living. Featuring vaulted ceilings, hardwood floors, and a chef's kitchen complete with a wet bar and wine cooler. Enjoy a private pool with stunning golf course views. Access to a private beach club enhances the coastal lifestyle, and the Longboat Key Town Center is just a short drive away.

This tropical retreat accommodates up to 9 guests, featuring a lush garden, a sparkling heated pool, and a spacious screened lanai for outdoor relaxation. The stylish chef's kitchen boasts premium appliances, including a Wolf range, and the newly updated bedrooms provide comfort with a king bed in the primary suite and fun bunk beds in the kids' room. Just a short stroll from Whitney Beach and local dining options, this home is perfect for unforgettable family getaways.

Experience coastal elegance in this stunning turnkey pool home, featuring 4 bedrooms and 3 baths across nearly 2,500 sq. ft. Enjoy 120 feet of canal frontage, a 10,000 lbs boat lift, and deeded beach access just steps away. The gourmet kitchen and bright open layout are perfect for entertaining, while the outdoor kitchen and seating area overlook the sparkling pool and lush landscaping. Close to vibrant local amenities and just minutes from the Gulf of Mexico, this home is a boater’s paradise!

Experience luxurious living in this stunning 4-bedroom, 3.5-bathroom home, boasting breathtaking canal views and direct access to Sarasota Bay. The spacious layout includes a gourmet kitchen, a dedicated office, and a bonus room, perfect for relaxation and productivity. Enjoy your private heated pool and spa, surrounded by beautiful landscaping. This residence features an 11,000 lb boat lift, making it a true boater’s paradise, all just minutes from pristine beaches and upscale dining.

This beautifully renovated 3-bedroom, 2.5-bath villa boasts 2,396 sq ft of spacious living under vaulted ceilings and skylights, perfect for entertaining. The gourmet kitchen features solid cherry wood cabinetry, quartz counters, and a massive butler’s pantry. Enjoy outdoor living on the two-level screened lanai with an outdoor kitchen. Located in the guard-gated Bay Isles, residents have access to the beach club and amenities including a heated pool and BBQ area.