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

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 ** 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 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

Welcome to your ultimate boutique retreat, complete with an outdoor infrared sauna, heated salt-water pool, and a private backyard that is fully fenced in - providing for a massive outdoor living space! Located 5 minutes to downtown Sarasota. This 1950's cottage is fully restored and nestled in a historic neighborhood. This open concept, two-bedrooms, one-bath house has hardwood floors throughout and is fully-equipped with a modern kitchen and an epic sunroom for enjoying your dining space while overlooking the private lush backyard. Unbeatable location: Only 5 minutes to

Property Status: Active MOVE IN JANUARY - REMAINDER JANUARY 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 c

Property Status: Active MOVE IN JANUARY - REMAINDER JANUARY 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 c

Property Status: Active Walk to your private neighborhood beach. Prime Annual Rental in Indian Beach–Sapphire Shores – Available Now! Rare opportunity to lease a charming single-family home, notably known as "The Beachouse" in the highly desirable Indian Beach–Sapphire Shores neighborhood, situated in upper Sarasota just minutes from downtown. This 2-bedroom, 1-bath residence features oversized bedrooms, a huge Chef's Kitchen, spacious living room featuring an original decorative fireplace and a large flexible bonus room ideal for a home office workspace or den. Step

Short term only home on the water on BIRD KEY. This comfortable and cozy 4-bedroom, 3-bathroom pool home is situated directly on a canal with no bridges to the bay, able to accommodate a 26' boat. The open floor plan is flooded with natural light and features a living room that opens directly onto a huge covered lanai. Your lanai offers comfortable seating and dining, and right thru the door you'll find a paver pool deck surrounded by a beautiful garden with chaise lounges for enjoying the some fun in the sun. The kitchen has solid wooden cabinetry, custom tile back splash

Property Status: Active SARASOTA'S SAINT ARMAND'S CIRCLE & LIDO KEY welcomes you to the EMBASSY VILLAS. FOR LEASE> Prime Location with a one month minimum stay. This stylishly remodeled corner unit townhouse is perfect for you to enjoy the island lifestyle and walk to the beautiful Lido Key Beaches and to the Saint Armand's Circle to enjoy the many world class restaurants, shops, ice cream cones, and events. Located TWO BLOCKS from the famous Lido Beach on the Gulf of Mexico, with food and drinks concessions, picnic tables, shade gazebo, restrooms, showers and the Lido Bea

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 o

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

Property Status: Active MOVE IN JANUARY - REMAINDER JANUARY 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

Seasonal Live at the beach downtown Sarasota with amazing views of Sarasota Bay! This fully and beautifully renovated 2/2 unit is filled with natural light from floor to ceiling new impact windows with custom electric shades. The flooring is all solid surface -LVP and marble so no carpeting! The kitchen is spacious with solid wooden cabinetry topped with slab granite counters with waterfall side and breakfast bar, custom subway tile design backsplash, pantry and complimented with stainless steel appliances. The living room and dining room are open planned with your view

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

Property Status: Active 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 built-in wine cooler. Access to the private deeded Bay Isles Beach Club. Just a short drive to the Longboat Key's Town Center for all your shopping needs. Dec-Ap

Single Family Home - Turnkey Furnished As Is. WEST OF THE TRAIL. OLD FLORIDA CHARM. OPEN FOR SEASON 2026!! Turnkey furnished as is. Available now! 6 month + 1 day minimum and up to a 12 month lease. Minutes from downtown Sarasota and the SRQ Airport. This home is a 3 bed/3 bath with a back family/sunroom. 1 car garage. Most of the yard is fenced. Immaculate home in a prime area. Minutes from the airport, downtown Sarasota, and area beaches. Tenant pays electric. All other utilities are included plus high speed internet. Experience the vibrant Bayfront community

This gorgeous modern 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 private balcon

Welcome to 2123 Phillippi St, Sarasota, FL 34231! Enjoy the perfect Florida lifestyle in this beautiful home just 10 minutes from Siesta Key Beach, one of the best beaches in the country! This home features an open floor plan, upgraded kitchen and bathrooms, and a screened-in lanai that opens to a massive backyard with a private pool — perfect for relaxing or entertaining. Located in a quiet neighborhood close to shopping, dining, and all that Sarasota has to offer, this home truly has it all. Highlights: -Massive backyard with pool -Only 10 minutes to Siesta Key Beach