Houses for Rent in Longboat Key Club, Longboat Key, FL

Welcome boating enthusiasts to this exceptional waterfront residence located in the highly desirable Country Club Shores community on Longboat Key. Situated on a deep-water canal with direct access to the Gulf of America, this beautifully updated two-bedroom, two-bath home with a den offers the ultimate island lifestyle for boaters and beach lovers alike. The property features a brand-new 13,000-pound boat lift and a newly constructed seawall, ideal for accommodating larger vessels and frequent boating excursions. This residence is in the final stages of being fully furni

Property Status: Active Welcome to Beach & Boaters Paradise located on Longboat Key. Enjoy immediate access access to beautiful Sarasota Bay, the Gulf of Mexico and Longboat Key's sugar white sand beaches and emerald green waters. Fish off the dock or walk to the beach! Or enjoy the large heated pool in this 4 bedroom, 3.5 bath luxury waterfront home designed to provide you and your family a lifetime of vacation memories to cherish. The deeded beach access is a short walk across Gulf of Mexico Drive. The dock-side screened patio has a large family-friendly heated pool and

The Residences at The St. Regis Longboat Key mark the debut of a truly iconic address — the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico. Welcome home to the legendary service and sophistication of St. Regis, paired with the tranquil allure of a seaside retreat on the exclusive barrier island of Longboat Key, Florida. Step inside to beautifully designed interiors featuring soaring ceilings and expansive floor-to-ceiling sliding glass doors that wrap around the living, dining, and kitchen spaces — framing breathtaking sunrise

Property Status: Active LONGBOAT KEY...If you're looking for a Luxury winter vacation home, stop searching. You have just found the perfect house located on a private & peaceful cul-de-sac. This beautiful 5 bedroom, 5.1 bathrooms has everything you would want and more with all the comforts of home. All new furniture throughout in every room. Primary, 1st & 2nd bedrooms all have king size beds. Bedrooms 3 & 4 have twin beds. Kitchen is a chef's delight with, state of the art appliances, granite countertops, solid wood cabinets, double wall oven, generous amount of counter s

Property Status: Active Mid-Century Modern Beach Escape on Lido Key with Newly Remodeled Bathrooms! Welcome to your perfect coastal getaway! This stunning beach house in Lido Shores on Lido Key, Florida offers the ideal blend of modern comfort and island charm. Whether you’re here for a family vacation, a romantic retreat, or a long weekend with friends, this home has everything you need to relax and recharge. Property Highlights: * Prime Location: Steps from Lido Beach and minutes to the shops and dining at St. Armands Circle. * Two Freshly Remodeled Bathrooms: Recently u

Property Status: Active ** Short-term rental in beautiful Lido Key, Sarasota. This 3-bedroom, 2-bath, pool home is available this 2025-2026 season. Located in St. Armand's Sq., this is right where you want to be! Property is a 3 bed/ 2 bath/ Pool home with washer & dryer. Completely renovated and walking distance to Lido Beach! Home featues two (2) rooms with queen size beds and one room with two (2) twin size beds. Office Phone: (407) 309-9155 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable bu

Property Status: Active 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 features four bedrooms, a spacious bonus room, and a dedicated office, providing plenty of space for both relaxation and productivity. The private heated pool

Property Status: Active Absolutely gorgeous modern single family home in the heart of St. Armand's Key/Lido Key available for rent. This high end turnkey furnished three bedroom, three and a half bathroom beauty has all the bells and whistles. This light and bright home boasts over 3,500 square feet, living room/dining room/kitchen combination with a bonus nook, kitchen with stainless appliances, island and plenty of cabinets and counter space, three stories with an elevator, all the bedrooms on the same floor, laundry room, first level with storage area and a two car atta

Property Status: Active Absolutely gorgeous turnkey furnished home on Lido Shores. This turnkey furnished two story house has a whopping 3,211 square feet, four bedrooms, three bathrooms, two master suites, living room/kitchen/breakfast nook combination, formal living area, laundry room with plenty of counter space and a utility sink, vaulted ceilings, three bedrooms on the first floor and one of the master suites on the second floor. The primary bedroom retreat has a king sized bed, a bedroom balcony that looks out to the private pool, a separate sitting room with balcony

Property Status: Active This St. Armands bay front home is a boater's paradise located in between two of Sarasota's largest passes with crystal clear waters and quick access to the Gulf of Mexico. Positioned between downtown Sarasota and the Lido Key Beaches, this residence has very rare, deep-water dockage to accommodate larger yachts with room for jet skis and an additional boat without blocking the mile-wide views. The architecturally designed home on a double lot, was extensively refreshed in 2020 to enhance a casual, yet luxurious feel.  Entering through the gates, yo

West of N Tamiami Trail and the bay (US-41) in a private and quiet neighborhood. - Walk 2 blocks to watch the sunsets on the bay or exercise or stroll through the beautiful neighborhood on the Sarasota Recreational Trail. Duplex in Ind. Beach/Sapphire Shores neighborhood. Fully remodeled unit with new roof, impact windows, updated plumbing/electrical, and central cooling/heating. Updated kitchen with shaker cabinets, quartz counter tops, and stainless steel appliances. Beautiful bathroom with modern plumbing fixtures. Shared covered laundry. 1-1/2 miles to downtown Sarasot

Property Status: Active Located in the highly sought-after community of Bird Key, this immaculate 3-bedroom, 3-bath home plus dedicated office offers the perfect blend of classic Florida charm and modern comfort. Ideally positioned between downtown Sarasota and Lido Key, you’re just minutes from St. Armands Circle, world-class beaches, dining, and cultural attractions. The light-filled open floor plan is designed for effortless living and entertaining, with expansive sliding glass doors leading to a private backyard oasis. The split-bedroom layout provides privacy, with e

Property Status: Active West of N Tamiami Trail and the bay (US-41) in a private and quiet neighborhood.- Walk 2 blocks to watch the sunsets on the bay or exercise or stroll through the beautiful neighborhood on the Sarasota Recreational Trail. Duplex in Ind. Beach/Sapphire Shores neighborhood. Fully remodeled unit with new roof, impact windows, updated plumbing/electrical, and central cooling/heating. Updated kitchen with shaker cabinets, quartz counter tops, and stainless steel appliances. Beautiful bathroom with modern plumbing fixtures. Shared covered laundry. 1-1/2 mi

Property Status: Active West of N Tamiami Trail and the bay (US-41) in a private and quiet neighborhood. - Walk 2 blocks to watch the sunsets on the bay or exercise or stroll through the beautiful neighborhood on the Sarasota Recreational Trail. Duplex in Ind. Beach/Sapphire Shores neighborhood. Fully remodeled unit with new roof, impact windows, updated plumbing/electrical, and central cooling/heating. Updated kitchen with shaker cabinets, quartz counter tops, and stainless steel appliances. Beautiful bathroom with modern plumbing fixtures. Shared covered laundry. 1-1/2 m

Property Status: Active FIRST MONTH RENT FREE - Welcome to your new home in the charming Indian Beach-Sapphire Shores neighborhood! This is a delightful two-story townhome with 2 bedrooms and 1.5 bathrooms and offers a cozy yet spacious living experience across 1,200 square feet. The main floor features a welcoming living room and dining room combination, perfect for entertaining or relaxing. Enjoy the convenience of in-unit laundry with a washer and dryer included. The fully equipped kitchen with stainless steel appliances and plenty of cabinetry comes ready for your culi

Short-Term Waterfront Home in Bird Key. Enjoy the ultimate Florida waterfront lifestyle in this comfortable and inviting 4-bedroom, 3-bathroom pool home, perfectly situated on a canal with no bridges to the bay and able to accommodate up to a 26' boat. This beautifully positioned home offers effortless boating access and relaxed coastal living in one of Sarasota’s most prestigious neighborhoods. The open floor plan is filled with natural light and features a spacious living room that opens directly onto an expansive covered lanai—ideal for indoor-outdoor living and enterta

Property Status: Active Turnkey Waterfront Retreat on Siesta Key – A Fully Furnished Coastal Paradise! Discover the ultimate coastal lifestyle in this fully furnished, move-in-ready 4-bedroom, 3-bathroom waterfront retreat on the north end of Siesta Key. Perfectly situated just minutes from Sarasota’s top attractions, this home blends luxury, tranquility, and convenience. Set on 0.4 acres of deep sailboat water, the property boasts 68 feet of waterfrontage on Bayou Louise and a 20-foot dock with direct, bridge-free access to Big Pass and the Gulf of Mexico. Spend your days

Property Status: Active Nestled on the tranquil waterfront of Longboat Key, this stunning residence offers the ultimate coastal lifestyle. With direct water access and a private dock, boating and jet skiing are right at your doorstep. Two floating jet ski docks can also accommodate dinghies, making this property a boater’s dream. The home is ideally situated beside the golf course, blending serene water views with lush fairways. Inside, hurricane-rated doors provide peace of mind during storm season. This rare combination of water, golf, and security makes 2254 Harbour Cou

Property Status: Active Lido Towers Unit 108 has a beautiful renovated interior and is perfect for your escape to Sarasota Florida. This 1 bedroom/1.5 bath is open and bright and has a cozy lanai lending itself to you enjoying the warmth of your coffee each morning before you stroll out to the beach (which is footsteps away). You won’t see any snowflakes here! The master bedroom has a huge king sized bed and a beautiful renovated bathroom. Open living room, dining room, and kitchen. New flooring that is classy to say the least! After you wrap up Christmas, hop on a

Property Status: Active AVAILABLE - APRIL 2026 - ANNUAL RENTAL - Welcome home! Enjoy the serenity of this 3 bed, 3 bath, 2 car garage residence, located in Harbour Oaks within the gated community of Bay Isles in the heart of Longboat Key. This tastefully appointed home with open concept floor plan features vaulted ceilings and skylights which create an abundance of natural light throughout the home. The amazing gourmet kitchen offers custom cabinets with soft-close drawers, quartz counters, an appliance package inclusive of refrigerator, induction range, dishwasher and mi

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 cabinetry, topped with quartz counters, breakfast bar, massive butlers pantry, breakfast bar and an eat in space and stainless steel appliances. The flooring is all solid surface, either ti

This two-bedroom, one-bathroom home is located west of the Trail and features a large carport. The property includes access to a pool shared with only three other units. Each unit is equipped with its own laundry room featuring washer and dryer hook-ups. The interior is light and spacious, with no carpet; instead, you will find tile or hardwood flooring throughout. Additionally, there is no HOA. To move-in: $50 application fee PER tenant 18+ years of age through All County Pros. First month's rent. Security (Starts at one month's rent, but is dependent on a credit/backgro

Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the door with its original decor. Mexican tile floors are throughout the entire house with handmade ceramic Mexican accents. The main living room has built-in cabinets and a large firepl

This gorgeous modern unfurnished townhouse boasts 4 spacious bedrooms and 3.5 bathrooms, offering ample space and comfort for a family. The kitchen is a chef's dream with granite countertops and stainless steel appliances. The open floor plan includes dining space and cozy living room, both featuring high/vaulted ceilings and hardwood floors, creating a warm and inviting atmosphere. The townhouse also includes loft space for a dedicated office/desk space, perfect for those who work from home or homework. The primary suite is a true retreat with a walk-in closet and a pr

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this home for a $500 non-refundable holding fee until it's ready for move-in. This fee must be paid within 24 hours of being pre-qualified and will be applied to your first month’s rent if