Houses for Rent in Longboat Key, FL

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.

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.

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 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.

Experience island living in this newly remodeled bungalow just blocks from Whitney Beach and the bay. This historic post office turned home features high ceilings, modern stainless appliances, and a heated pool with hot tub. The serene, private property is surrounded by lush landscaping, offering peaceful vibes and ample boat parking. With spacious accommodations for 6 and available furnished, this charming getaway invites relaxation and enjoyment in a tranquil neighborhood setting.

Experience luxury living in this expansive 5-bedroom, 4.5-bathroom home featuring an automated design and incredible outdoor spaces. Lounge by the pool or entertain in the outdoor kitchen. Enjoy extras like kayaks, bikes, and beach gear. The updated kitchen and bath, private office, and spacious layout make it ideal for both relaxation and productivity. Utilities are included, ensuring a comfortable stay from June to September 2025.

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.

This tranquil 2-bedroom, 2-bath retreat features a versatile home office with a Murphy bed and a spacious open-concept layout. Enjoy a modern kitchen with stainless steel appliances, a master suite with a wet bar, and contemporary bathrooms. The private backyard oasis includes a lily pad pond and fire pit. Fully furnished and move-in ready, this home is steps from Whitney Beach and close to dining and entertainment in Longboat Key, Anna Maria Island, and Sarasota.

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.