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.

Set in Longboat Key, FL, this furnished 3-bed, 2-bath house offers turnkey coastal living with vaulted ceilings and premium appliances. The 2,091 sqft layout includes an office, open floor plan, private lap pool, and rare 3-car garage. Residents enjoy exclusive Bay Isle Beach Club access with private Gulf beach, plus close proximity to Publix and St. Armands Circle.

Set in Longboat Key, FL, this fully furnished 2-bed, 2-bath apartment offers a reimagined 1920s bungalow with open-concept living and high ceilings. The 1,650 sqft layout includes a gourmet kitchen with stainless steel appliances, lagoon-style heated pool, and separate hot tub in a private fenced yard. Just two blocks from Whitney Beach and one block from Sarasota Bay boat access.

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!

Set in Longboat Key, FL, this remodeled 4-bed, 2-bath house sits in historic Longbeach Village on the north end of the island. The 1,280 sqft layout features brand-new appliances, cabinetry, and flooring throughout, plus washer/dryer hookups and central air. Lawn maintenance included in rent, with pristine beaches and a grocery store just steps away.

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.

House in Longboat Key, FL, this 4-bed, 3.5-bath waterfront home sits on a canal in Country Club Shores with direct boating access. The 3,268 sqft layout includes a gourmet kitchen, bonus room, office, and private heated pool with spa. An 11,000 lb boat lift provides easy access to Sarasota Bay and the Gulf, with pristine beaches and St. Armands Circle nearby.

This 2-bed, 2-bath waterfront villa in Longboat Key offers panoramic bay views and turnkey furnished living just feet from the Intracoastal Waterway. The 1,399 sqft layout includes in-unit laundry, walk-in closets, and central air, with deeded beach access across the street. Spanish Main Yacht Club's 55+ community adds a heated pool, clubhouse, and 40-slip marina for boats up to 40 feet.

In Longboat Key, FL, this 3-bed, 2-bath house offers 1,454 sqft with lush tropical landscaping and a heated pool. The chef's kitchen features premium Wolf appliances, while the screened lanai provides outdoor dining space. Just a short stroll to Whitney Beach and fishing docks, with top restaurants like Mar Vista and Shore minutes away.

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.