Houses for Rent in City Island, Sarasota, FL

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 West of N Tamiami Trail and the bay (US-41) - 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 Sarasota, 4 miles to

Property Status: Active West of N Tamiami Trail and the bay (US-41) - 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 Sarasota, 4 miles to

Be the first to live in this beautifully built, brand-new 2-bedroom, 1-bath home. Offering thoughtfully designed living space, this modern residence blends quality finishes with an unbeatable downtown location. The interior features Quartz countertops, soft-close kitchen cabinetry, and a clean, contemporary layout. Central air conditioning, impact-rated doors and windows, and washer/dryer hookups provide comfort, efficiency, and convenience. Step outside to enjoy a private fenced backyard, perfect for relaxing or creating your own outdoor retreat. Situated just minutes fro

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

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

Get ready to fall in love with this updated 2-bedroom, 1-bathroom duplex in the heart of Sarasota! Located off of Central Ave, you're truly in the middle of it all—just moments from Downtown Sarasota, the Rosemary District, incredible local dining, boutique shopping, arts, culture, and some of Florida's most breathtaking beaches. Step inside and you'll feel instantly at home. The open-concept layout is perfect for entertaining, whether you're hosting friends for dinner or enjoying a cozy night in. The bright and functional kitchen offers plenty of cabinet and counter space

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

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 Stunning ANNUAL rental property available in the sought after community of Library Mews. This light and bright, two story meticulously maintained home has two bedrooms, two and a half bathrooms and plenty of room to spread out. The first floor has a large living room, dining room, kitchen with high end appliances, marble countertops, kitchen island with seating and plenty of cabinet and counter space for cooking, preparing and entertaining. The first level also has an outdoor patio to enjoy the beautiful Florida weather and a bonus space off the kit

Property Status: Active Rarely available ANNUAL FURNISHED RENTAL TOWNHOUSE in the heart of SARASOTA DOWNTOWN! This charming residence features almost 2,300 sq ft and a unique layout, including 3 bedrooms, 3.5 bathrooms, a formal dining area, and a two-car garage with updated epoxy flooring. Inside, comfort meets elegance with tall ceilings, arch elements, wide accent moldings and baseboards, granite countertops, and high-quality hardwood flooring throughout the house, with no carpet hassle. The spacious living room flows into the kitchen and dining area, creating a large,

Property Status: Active Two-bedroom 1 Bath home available not far from downtown Sarasota. Indoor laundry room with an enclosed front porch sitting area. Office Phone: (941) 552-6036 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Annual Rental. Nestled on the picturesque and historic 13th Street of Sarasota, this delightful 2-bedroom, 1-bath home offers the perfect blend of comfort and character. Step inside to a bright, open-concept layout with vaulted ceilings that create a welcoming sense of space. The kitchen and living room flow seamlessly—ideal for entertaining guests or enjoying a cozy night in. Wake up to abundant natural light, then start your day with coffee on the covered lanai or the inviting front porch. Outside, the spacious fully fenced yard offers plenty of room for gardening or wee

Property Status: Active STUNNING UNFURNISHED SINGLE FAMILY HOME IN THE SOUGHT AFTER COMMUNITY OF HARBOR ACRES IS AVAILABLE TO RENT!!! This is the one you've been looking for! Renovated from top to bottom this home has all the bells and whistles with a contemporary design, spacious floor plan, two stories, split bedrooms and a private second floor primary bedroom. The kitchen is truly the heart of this home with two islands, stainless appliances, double ovens, drawer microwave, counter and cabinet space for all your needs, open dining room space, coffee bar and large floor

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 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

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

Property Status: Active Available on 12/19/2025. Stunning home for rent rebuilt in 2017 with 3-bedroom & 2-bathroom It features updated plumbing, electrical systems (including a new meter), a new AC system (complete with mechanics and ductwork), a durable metal roof with new trusses, and modern windows. This single-story gem offers 1,513 square feet of thoughtfully designed living space highlighted by tray ceilings with integrated lighting, a vaulted ceiling in the living room and beautiful tile flooring throughout, perfect for modern comfort and functionality. The open-co

Property Status: Active Welcome to your dream home in beautiful, sunny Sarasota. This fully renovated 3 bedroom, 2 bathroom home offers the perfect blend of modern style, comfort, and convenience just minutes from world famous Siesta Key Beach, vibrant downtown Sarasota, and top rated schools. Enjoy sleek finishes, new flooring, fresh paint, and stylish fixtures throughout. Fully renovated kitchen featuring stainless steel appliances, granite countertops, new cabinetry, and a sleek tile backsplash. This home offers 3 spacious bedrooms with ample closet space and 2 full bat

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 THIS HOME WILL BE AVAILABLE ON APRIL 1, 2026 - LONG TERM LEASE. Perfect for 3-4 multiple single people tenants. The back unit has private entrance. This is a 2,100 Sq Ft home, 5 Bdrm, 2 full baths home in walking distance to Downtown! Description: BD#1: king, BD#2: queen, BD#3: queen, BD #4 two twin. Office and Large living room. Kitchen. Front porch with outdoor furniture. Perfect location in Sarasota's cultural arts district. Walk to "By The Bay" Park, free Friday night concerts, dining, shopping. Use our bicycle for Fresh Market and Farmers