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

Annual Furnished Rental Available at 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 s

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 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 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

Property Status: Active Discover your own slice of paradise in this exquisite three-story home located on the beautiful Longboat Key, Florida. This spacious, fully furnished rental is available for a year-long lease, offering the perfect blend of luxury, comfort, and convenience just a short 3-minute walk from the pristine Gulf beaches. The first floor of the home is thoughtfully designed with additional storage rooms, ensuring that you have plenty of space to keep your belongings organized. Whether it’s beach gear, seasonal items, or extra household supplies, this home ha

Property Status: Active Experience Elevated Sarasota Living at 3500 Bay Shore Road This newly reimagined coastal contemporary residence embodies modern luxury and effortless sophistication. Completely redesigned and renovated in June 2025, this home feels brand-new from top to bottom. Every element was carefully curated for comfort, beauty, and functionality—offering the ideal balance between serene retreat and entertainer’s paradise. Step inside to discover a light-filled, open layout featuring soaring ceilings, expansive windows, and a striking 12-foot custom fireplace w

Come explore this beautifully updated 988 sq. ft. home, thoughtfully designed for both relaxation and entertaining. This cozy yet spacious cottage offers 2 bedrooms and 1.5 bathrooms, ideal for a year-round retreat or comfortable living. The open-concept layout features a main bedroom with a king-size bed, a second bedroom with a queen bed, and a bright sunroom with a full-size pull-out sofa, desk, and direct access to the patio. Enjoy your morning coffee or evening meals on one of two private patios overlooking the inviting pool. Set on a lush, fully fenced 1/3-acre lot

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 "STUDENT SPECIAL" - (MAY - AUG RENT $1500) THEN (SEPT-APRIL RENT $1700) - 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

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

Discover the epitome of living at this beautifully renovated 3-bedroom, 2.5-bath home located directly across from the street from waterfront of Sarasota Bay. Recently updated, the open and inviting layout offers approximately 1,775 square feet of living space designed for both comfort and style. Features include a spacious living area with a cozy fireplace, hurricane-rated windows and doors, an upgraded kitchen and baths, and a screened lanai perfect for enjoying refreshing breezes and serene water views. The oversized one-car garage includes built-in workbenches, provid

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 Id: 445094 Welcome to your new home at 3906 Sarasota Ave in Sarasota, FL! This charming 2 bedroom, 1 bathroom property offers a fenced yard, washer/dryer hookups, and a patio. Enjoy the convenience of off-street parking and on-site laundry. Pets allowed (cats, small dogs) with a beautiful lawn and patio. Central Air, wired for internet. Short walk to Indian Beach Park. Don't miss out on this amazing opportunity!

Introducing a charming & spacious 2 Bedroom 2 Bath Single Family Home located in the desirable Sarasota, FL area. This cozy home features a convenient 1 Car Garage, perfect for parking and storage. Enjoy the beautiful Florida weather from the comfort of your own screened lanai, ideal for relaxing or entertaining guests. With a prime location and all the essential amenities, this home is the perfect place to settle down and make lasting memories. Don't miss out on this wonderful opportunity to call this lovely house your new home. Property is partially furnished, and furnis

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. Additionally, there is no HOA. Sorry, the owner of this property does not accept government housing voucher programs. To move-in: $50 application fee PER resident 18+ years of age. First month's rent. Security (Starts at one month's rent, but is dependent on a credit/ba