Houses for Rent in Longboat Key, FL

House in Longboat Key, FL, this 4-bed, 3-bath Gulf-front retreat spans 4,000 sqft with vaulted ceilings and walls of windows framing beach views. The layout includes a primary suite with private balcony, gourmet kitchen with stainless appliances, and private pool with direct beach access. A fit for small dog owners with generous outdoor space, plus a 4-car garage for ample storage.

This stunning 3-bedroom, 3-bathroom house offers 2,045 sq ft of luxurious living in Country Club Shores. Enjoy the serene ambiance with central air, a deck, and a refreshing pool. Included utilities such as cable, internet, and water make for stress-free living. Perfect for seasonal rentals, available for select dates in late 2026 and early 2027. Embrace the ultimate Florida lifestyle in this exquisite property!

Right in Longboat Key, FL, this 1-bed, 1-bath cottage offers 700 sqft with vaulted ceilings and a contemporary kitchen. The house includes in-unit laundry, high-speed internet, and boat parking with nearby launch access - a fit for remote workers seeking waterfront living. Whitney Beach sits just a short stroll away, with a grocery store under 0.1 miles from the door.

This 3-bed, 2-bath house in Historic Longbeach Village was fully rebuilt in 2025 with modern upgrades including vaulted ceilings, gourmet kitchen with quartz countertops, and spa bathrooms. The 1,500 sqft layout comes fully furnished with a home office, tropical backyard with fire pit, and garage parking. Steps from Whitney Beach and waterfront dining.

Located in Longboat Key, FL, this waterfront 3-bed, 2-bath house sits on a deep-water canal with direct Gulf access in Country Club Shores. The 1,305 sqft layout features a brand-new 20,000-pound boat lift, private heated pool, and open-concept kitchen with quartz island. Deeded beach access across the street, plus pool service and lawn care included.

Set in Longboat Key, FL, this 4-bed, 3.5-bath waterfront house offers direct Sarasota Bay access with a private dock and deeded beach access across the street. The 2,292 sqft layout features a large heated pool, screened patio with built-in gas grill, and outdoor dining area. Fish from your dock, walk to sugar white sand beaches, or enjoy sunset dinners poolside just 2 miles from St. Armand's Circle.

Set in Longboat Key, FL, this fully renovated 3-bed, 3-bath house sits on a wide deep-water canal with direct bay access and no bridges. The 3,230 sqft layout features a heated pool, hot tub, and brand new boat dock with lift for waterfront living. A private beach is directly across the street, with grocery just steps away.

Quietly set in Longboat Key, FL, this 5-bed, 5.5-bath house sits on a peaceful cul-de-sac with private deeded Gulf-front beach access. The 4,858 sqft layout features a chef's kitchen with granite counters and double wall oven, plus a screened lanai with heated pool and spa overlooking a canal to the bay. Fully furnished with king beds in three suites.