Longboat Key, FL Houses for Rent

Seasonal/short term rental on Longboat Key Beautifully renovated 3 bedroom 2 1/2 bathroom villa right on the golf course in prestigious, guard gated, Bay Isles. This spacious light filled delight has vaulted ceilings with sky lights, and new high impact windows and doors. The open floor plan is perfect for family time and entertaining. The kitchen is very large and has solid cherry wood

Henry Rossi RENT SARASOTA

LONGBOAT KEY...This impeccable 3 bedroom, 2 bath home has been totally renovated. Open floor plan with oak plank flooring, updated recess lighting and hurricane windows and doors. Gorgeous kitchen with oversized quartz island, state of the art Kitchen Aid appliances. Immerse yourself in the backyard which features an 8' deep heated salt water pool, paver patio, high end artificial turf and fresh

Teresa Ribaudo JENNETTE PROPERTIES INC

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

Fabulous turnkey rental open for off-season. This European-styled home will surpass all your needs – whether you’re remodeling, relocating or simply need vacation time! Featuring three bedrooms, three ensuite baths, this 2-story home, boasts two lanai’s with seating, outdoor kitchen, a roof-top sun deck and sparkling heated lap pool. Upon entering the home, you’ll enjoy the bottom floor expanse

Diann Thelen GULF COAST RENTAL HOMES&CONDOS

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

Introducing a charming 3-bedroom, 2-bathroom single family home located in the prestigious Country Club Shores of Longboat Key, FL. This fully furnished property boasts deeded beach access, perfect for enjoying the sun and surf just steps away from your front door. The fenced backyard provides privacy and a great space for outdoor entertaining. Situated just 2.8 miles from the vibrant St. Armands

Ray Shope ROSEBAY INTERNATIONAL REALTY, INC

This immaculate 2-bedroom, 2-bath ground-floor villa located in the highly sought-out community of Windward Bay has peek-a-boo views of the Gulf. Turnkey furnished with one carport at your front door. The community of Windward Bay is pristine. There is private deeded beach access just across the street, two public beach access, two marinas BBQ grills, 1/2 mile of walking trails, two heated pools,

Joseph Stephens ONE STEP AHEAD REALTY INC

One or more photo(s) has been virtually staged. Introducing a stunning 3 bedroom, 3.5 bath, 2-story home, perfectly nestled on the tranquil north end of Longboat Key. This fully renovated gem is a true paradise, offering a blend of luxury and comfort. Step inside and be captivated by the elegant design and meticulous attention to detail throughout. The spacious living areas are bathed in natural

Robert Louloudes STARZ REAL ESTATE, LLC

Enjoy the relaxed luxury living in Hideaway Bay, a lovely private community of only 18 single-family homes on Longboat Key. This 4BR/4.5 B home Nestled on a waterfront canal near the serene shores of Longboat Key, 700 Hideaway Bay offers an exquisite retreat in the heart of Florida’s Gulf Coast. This stunning property is a sanctuary of luxury and tranquility. The residence boasts elegant

William Glade WILLIAM GLADE LIC. REAL ESTATE BROKER

This stunning property on Longboat Key is a true garden oasis, with butterflies fluttering around the lush landscaping and a private heated pool to relax in. The spacious lanai is perfect for al fresco dining, and the fully renovated kitchen boasts top-of-the-line appliances including a Wolf stove. The bedrooms and bathrooms have also been beautifully updated, with a brand new king-size bed in

Rinat Sikdar COLDWELL BANKER 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

Welcome to beachfront paradise on Longboat Key! This rare opportunity offers the best of coastal living with spectacular views of the coastline! Nestled along the shores of the Gulf of Mexico, this three bedroom, three bathroom home invites you to enjoy the ultimate beachfront experience. This is the perfect property for relaxing, soaking up the sun, enjoying breathtaking sunsets, and savoring

Michael Cella DALTON WADE INC

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 rest of 2024 through May 2025,booked July13th-July 27th, booked Oct-Dec. 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

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

Welcome to Haven on Hughes! This one-of-a-kind 4-bedroom, 2-bath, two-story spacious pool home is located on the Historic North End of gorgeous Longboat Key. The location of Haven on Hughes is perfect if you enjoy the feeling of a quiet seaside village with easy access to a variety of activities and conveniences. BEACHES: 7 blocks from the quiet and uncrowded beach of Longboat Key and a short

Andy Moore GULF COAST REALTY & MANAGEMENT

Booked rest of 2024. Booked March through August and Nov 21st-27th. 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 countertops and wonderful warm beachy flooring, this home has

Jennifer LeBlanc PRECISE REALTY CORP

SEASONAL: AVAILABLE FOR 2025 SEASON! 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

Diann Thelen GULF COAST RENTAL HOMES&CONDOS