Longboat Key, FL Houses for Rent with Private Pool

This home has a split plan, generous size bedrooms and walk-in closets with a coastal theme flare. Open floor concept with formal dining. The kitchen as the heart of the home is expertly appointed with everything you will need for your home cooked meals. Head outside to the brand new beautiful pool and spa. One end features a soaking or sunbathing area, then step into the crystal clear deep end.

Jennifer LeBlanc PRECISE REALTY CORP

Newly remodeled bungalow blocks from Whitney Beach & a block from bay. Historic home was once a post office in the 1920's. Open layout w/high ceilings, stainless appliances w/ gas stove. Heated swimming pool & hot tub. Relax & listen to breezy palms smack up against each other in this gorgeous landscaping! Sleep tight in a quiet neighborhood that allows zero public parking. Very serene, private

Keith Gordon GETMOREOFFERS

Exceptional Rental Opportunity in Queens HarbourIntroducing a remarkable opportunity to rent a stunning 4-bedroom corner lot residence in the highly sought-after Queens Harbour community, located behind the gates of the Longboat Key Club. This property features a brand new roof and offers the perfect setting for those looking to embrace the Florida lifestyle.The home is filled with abundant

Danielle Gladding COLDWELL BANKER REALTY

Annual Rental – Stunning Waterfront Home in Country Club Shores on Longboat Key. Experience the best of waterfront living in this beautiful 4-bedroom, 3.5-bathroom home located in the sought-after Country Club Shores community on Longboat Key. This spacious and elegant residence offers breathtaking canal views, luxurious amenities, and direct boating access and boat lift. This exceptional home

Karie Gorgone WAGNER REALTY

Location, location, location. This furnished rental offers the perfect blend of convenience and waterfront living. Enjoy direct access to the Gulf of Mexico with a private dock and boat lift, take a walk on the pristine white sand beaches or relax and unwind in the pool. Nestled in a prime location just minutes from St. Armands Circle, you'll have access to the best dining, shopping and

Marcia Benson Berkshire Hathaway Florida Realty

Unique 3 bedrooms and 3 bathrooms property in Longboat Key ready for immediate occupancy, all repairs are done. Bay Isles community has a lot to offer to prospective long term renters. Set in The Bayou behind 2 security gates. House was remodeled in the last couple of years. Fully furnished with contemporary decoration and furniture. Kitchen equipped with high end stainless steel appliances and

Gary Dontsov LONDON FOSTER REALTY

LIVE THE LIFE ON LONGBOAT KEY...in this three bedroom, two-and-a-half bathroom villa in the BAY ISLES gated community. Open floor plan, with vaulted ceilings, hardwood floors throughout. Private screened in pool with a view of the golf course and evening sunsets with plenty of space for entertaining. Kitchen is equipped with everything a cook would need including a separate wet bar with a

Teresa Ribaudo JENNETTE PROPERTIES INC

Booked May 1st- June 16th, July13th-July 27th, Nov 14th-rest of 2025. Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Every detail was thought out from kitchen to bathrooms. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty of

Jennifer LeBlanc PRECISE REALTY CORP

Available May-December with a 90 Day minimum at $15,550 per month plus taxes and fees booked for 2024 season. Welcome to The Captain's Quarters! This newly built Luxury Rental Home on Longboat Key has everything for you and your family to enjoy your home away from home! This three-story 3-bedroom, 3.5-bath home boasts top of the line features, Smart Home technology, and beautiful décor

Jaime Barcelo GULF COAST REALTY & MANAGEMENT

Booked March through Sep 3rd 2025. Looking for a 3 month renter for January, February, and March or the month of January 2026. This fabulous newly constructed 4 bedroom 3 bath pool home is located on the south end of Longboat Key. Spacious with an open floorplan, the kitchen and family room are perfect to entertain your friends and family. From the stainless steel appliances to the gorgeous

Jennifer LeBlanc PRECISE REALTY CORP

SEASONAL: All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort-style living positioned behind the guarded Harbourside gates of Bay Isles. This updated 3 bedroom, 2 1/2 bath home overlooks the Longboat Key Club golf course! With over 2,500 sq. feet of living space, pool, private Beach Club access and sought after Southern Longboat address this is the

Diann Thelen GULF COAST RENTAL HOMES&CONDOS