Houses for Rent in City Island, Sarasota, FL

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 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 ** 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

Welcome home to this 2-bedroom, 1-bathroom duplex ideally located off Central Avenue in the heart of Sarasota. Just minutes from Downtown and the vibrant Rosemary District, you'll enjoy effortless access to award-winning dining, boutique shopping, live entertainment, and some of Florida's most stunning beaches. Step inside to a bright and inviting open-concept layout designed for both comfortable everyday living and easy entertaining. The kitchen is both functional and spacious, offering ample cabinet and counter space along with essential appliances, including a refrigera

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

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 20,000-pound boat lift and a newly constructed seawall, ideal for accommodating larger vessels and frequent boating excursions. Available for long-term annual lease at rate of $7,000 per

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

SEASONAL VACATION RENTAL IN THE BROADWAY PROMENADE! AVAILABLE DEC-APRIL 2027. Enjoy the best of Sarasota living in this spacious two-bedroom, two-bath residence at Broadway Promenade. The well-appointed galley kitchen features granite countertops, a convenient pass-through, and a breakfast bar, along with stainless steel appliances and a pantry—perfect for both everyday living and entertaining. The open living and dining areas overlook the tranquil courtyard, creating a bright and inviting atmosphere. The primary suite offers a private balcony, a walk-in closet, and an en-

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

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

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 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.

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 on a

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

Real Property Management Horizons are delighted to offer for rent this stunning, recently re-modelled 2-bed / 2-bath furnished condo located at the coveted, landmark building at 101 S Gulfstream Ave in Sarasota, FL. Situated in a waterfront position in downtown Sarasota, this condo offers stunning views of the marina & Sarasota Bay from the swimming pool and sun deck. The block has gated secure parking and the entrance is secure with a 24 hour concierge in the lobby. Spanning a generous 1320sq ft, the open plan concept and extended kitchen, is ideal for those who love t

Property Status: Active THIS HOME WILL BE AVAILABLE ON APRIL 1, 2026 - MONTH-TO-MONTH lease 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 Market. Enjoy Sunday-Funday at Modern hotel. Gas grill. Fenced-in yard is fully fur

ONLY AVAILABLE APRIL 15 thru OCTOBER 31, 2026. This natural light filled 2 bedroom unit is on the 3rd floor with western view. The kitchen is fully equipped with a pass thru to the dining area. The balcony has a table and chairs for morning coffee or for watching the sun set. Recreational amenities in this beautiful downtown building include a fitness center with all new equipment including locker rooms and sauna. The pool is heated and there is a hot tub at one end. There is also movie theatre and media room, a business center with computer, printer, fax and scanner, and

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