Remarks: DOWNTOWN SARASOTA Annual rental FURNISHED or partially furnished. Available May 15, 2026. 2BR + loft downtown townhouse. Owner provides streaming service. Reimburse Owner for WI-FI; Tenant responsible for electric and water. The Q defines LUXURY & QUALITY with a DOWNTOWN LIFESTYLE in an intimate 40 home community. Superbly planned & designed in a premier location, the Q is one block to Main Street - walk to shopping, restaurants, theater & all the arts. THIS IS THE MOST SOUGHT AFTER FLOOR PLAN IN THE Q. DAILY LIVING IS ON THE FIRST FLOOR AND THE BEDROOMS & LOFT ARE ON THE 2ND FLOOR. The FIRST FLOOR offers the Chef's Open Kitchen with island, breakfast bar, BOSCH stainless steel appliances, NATURAL GAS COOK-TOP, LUBE ITALIAN CABINETRY, QUARTZ COUNTER-TOPS, HANSGROHE faucets, custom lighting, VOLUME CEILINGS, OPEN PLAN LIVING & DINING ROOM. ROSEWOOD 8ft SOLID CORE DOORS throughout, Porcelain tile floors, Miami-Dade IMPACT RATED HURRICANE WINDOWS & DOORS, tankless gas hot water heater * FULL BLOCK CONSTRUCTION * The Master Retreat has a private balcony, large walk-in closet, glamorous bath with 2 vanities, soaking tub & large separate shower. Guest Bedroom with Murphy Bed, private bath & walk-in closet. There is also a Loft area for a DEN if needed. Walk to movie theaters, Whole Foods, Marina Jack's. Short drive to St Armand's Circle and Lido Beach. One look & you'll fall in love! Unit comes with attached garage - 1 space. Please note: Parking is limited. 1 car per household. A 2nd car must be parked off site.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Margaret Young (941-359-3435)

Remarks: Beautifully remodeled unfurnished two bedroom, two bathroom home for annual rental in the Gulf Gate community. This home has been freshly painted inside and out. Brand new floors have been put in through out the house. Bathrooms are fully remodeled with walk in showers and the bedrooms boast large walk in closets. The kitchen is fully equipped with all appliances you will need to make your meals. The living room/ dining room combo has lots of character with the large bay window for viewing the beautiful Florida days along with the original brick accent wall in the dining area. Off the kitchen and primary bedroom is a Florida room that can be used for extra seating or possibly an office/work space. One of the highlights of the home is the large screened in porch where you can sit and enjoy the luscious landscape and large back yard. There is also a one car garage for parking a car or extra storage along with a brand new washer and dryer. You won't want to miss the opportunity to stay in the heart of the beautiful, peaceful community of Gulf Gate.

Listing is courtesy of: BEACHSALESMOBI LLC (941-778-1979)

Listing Agent: Erika Taylor (941-773-8193)

Remarks: Palm Lakes. NEW to the rental market is this beautiful single family home featuring 2 bedrooms, 2 bathrooms and a single car garage. This home has been remodeled to include new ceramic flooring, new wood flooring in the bedrooms, freshly painted about a year ago and all new kitchen appliances. Palm Lakes is a gated community and features a community pool, clubhouse, playground and sidewalks for your convenience. This community is centrally located off of Tallevast Rd East of US 301 and within minuets to plenty of shopping, fine dining and ease of access to Bradenton or Sarasota. Contact us for all the details you will not be disappointed.

Listing is courtesy of: PERLA'S PROPERTIES, LLC (941-242-9903)

Listing Agent: Perla Whitaker (941-812-7216)

Remarks: **50% OFF 2ND MONTH RENT!! Beautiful, well maintained 2 bedroom/2 bath with oversize 1 car garage Gulf Gate home with an open floor plan and almost 1600 sq/ft of flexible living space. Fully renovated in 2015 including new windows, granite counters, tile backsplash, appliances, updated bathrooms, hot water heater, washer, dryer, and wood look laminate flooring throughout most of the living spaces. New Roof in 2021 and Air Conditioning in 2023. Located in desirable Gulf Gate within minutes of the world famous Siesta Key beach, the Legacy Trail, Westfield mall, Costco and within one of Sarasota's best school districts. Non-Furnished, Pet Friendly, Non-Smoking, First, Last and Security (may be option to split last month rent into installments - contact for details) along with tenant screening for each adult occupant. Rent includes lawn care and trash pick-up, tenant responsible for all other utilities. Owner is a licensed Realtor but home is privately owned - NOT A MANAGEMENT COMPANY NO HIDDEN FEES.

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: George Miller (941-374-1000)

Remarks: Nestled west of the trail and just steps from Sarasota Bay, this beautifully maintained home offers a rare blend of comfort, location, and lifestyle.This spacious residence features 2 oversized master suites, each with its own private upgraded bathroom, providing ideal privacy for families or roommates. One of the suites opens directly to the pool area through elegant French doors, creating a true indoor-outdoor living experience. The home is filled with natural light and upgraded details, including: Crown molding throughout Ceramic tile flooring (easy maintenance) Plantation shutters on all windows Impact-resistant acoustic windows (great for peace & quiet) Step outside to enjoy a private screened pool area, perfect for relaxing or entertaining guests. Just a few houses from Sarasota Bay Minutes to Downtown Sarasota Close to SRQ Airport, shopping, dining, and beaches

Listing is courtesy of: FLORIDA MORNING REALTY LLC (941-441-5990)

Listing Agent: Phoebe Zhang (727-458-5188)

Remarks: Utilities included! Waiting for your dream home to be finished or looking to spend several months in beautiful Sarasota, you have found your rental home! Situated in the lovely, peaceful Gulf Gate community, just 8 minutes to Siesta Key Beach, you will enjoy this fully remodeled 2 bedroom 2 bathroom home. This home provides a modern, updated finish with many sitting areas including the Florida room with farm table and screen patio area for breakfast or afternoon tea. Enjoy the fenced backyard and beautiful trees surrounding the property. You will immediately feel relaxed and ready to enjoy your time in Sarasota!

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Alice Lewis (941-402-5564)

Remarks: Beautiful Home located in highly sought-after Mira Lago on Palmer Ranch. Ideally located with easy access to beaches, shopping and dining, this meticulously maintained residence features modern finishes throughout. The open-concept floor plan offers a desirable split-bedroom layout plus a spacious den perfect for a home office or additional living area. The kitchen is equipped with stainless steel appliances and designed for the chef in the family. Luxury vinyl plank flooring throughout provides both style and easy maintenance. Located within a gated community offering added security and a community pool. An exceptional rental opportunity-expected to lease quickly!

Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)

Listing Agent: Paula Mapp (941-379-2448)

Remarks: SARASOTA'S very best place to live...PALMER RANCH. THE ISLES is a Luxury community to stay awhile. Great location close to the Siesta Key Beaches and minutes to shopping and restaurants. The Isles on Palmer Ranch is a master community built around lakes and native preserves. Heated Lagoon Poll, lighted tennis courts, bocce ball court, basketball court, playground and Lakeside Village Center with fitness facility. This well appointed two bedroom/two bath Villa home is available for your stay for a 3+ month Reservation. Move In and Enjoy the FLORIDA lifestyle in this lovely furnished home. Open Floor Plan and a large screened Lanai to barbecue, entertain and relax.

Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)

Listing Agent: Jane Hunter (941-896-0622)

Remarks: Experience villa living at its best in a prime Sarasota location! This home offers two bedrooms, two bathrooms, and an inviting open floor plan designed for comfortable everyday living. Relax year-round in the bright, open sunroom—perfect for enjoying the outdoors without the hassle of pests. Just steps from your door, the community pool offers a refreshing retreat on sunny afternoons. Located only minutes from downtown dining, shopping, and the iconic Ringling Bridge, spontaneous nights out are always within easy reach. This villa is a true gem in an unbeatable location—don’t miss your opportunity. Schedule your showing today!

Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)

Listing Agent: Patti O Grady (941-400-0423)

Remarks: Available on an annual basis, come escape to relaxed island living in this elevated 2-bedroom, 2-bathroom Siesta Key cottage. Tucked away on a quiet, tree-lined street and set on a large lot with tropical landscaping and low maintenance, it offers both privacy and ease. Just 2 miles from Siesta Key Beach, it’s an easy bike ride or drive to the world-famous white sands, making beach days effortless. Inside, vaulted ceilings and warm wood interiors create a true Old Florida feel with an open, comfortable layout. The main level offers living and dining space, a functional kitchen, and a guest bedroom with a full bath, while the upstairs loft-style primary suite provides a private retreat. A screened porch overlooks a spacious yard, ideal for unwinding or working remotely. With room for a boat or RV, a storage shed, and no HOA restrictions, this is a fantastic option for your relocation to Siesta Key.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Anthony Dalesandro (941-504-5371)

Remarks: This completely remodeled home over 375k spent up to an exceptional standard with expansive views of Sara Bay Golf Club. The home sits on a .38-acre lot and has a large completely enclosed swimming pool. Outdoor entertaining is a breeze with the indoor-outdoor patio accessed through expansive sliding doors. The kitchen designed for the chef of the family has stainless steel appliances along with Cambria quartz countertops with waterfall edges. Adjacent to the chef's kitchen is a separate wine and coffee area with built in wine fridge for your evening glass. The Primary bedroom features a huge his and hers closet along with a primary bathroom that has a soaking tub and dual outlet steam shower for your relaxation. The guest bedroom also has a contemporary feel along with walk in shower. All landscaping has been professionally installed and water for the exterior is fed from underground well water. There is also a new exterior shed for your belongings. The roof was replaced in 2023 and the attic completely insulated with closed cell foam insulation in the roof. Quick and easy access to Lido Beach, St. Armands Circle and downtown Sarasota, with UTC, Longboat Key and Anna Maria Island close by as well! Only one mile to Sarasota Bay but not in flood zone (Zone X). This house must be seen it will not disappoint. Bedroom Closet Type: Walk-in Closet House pictures are with furniture. Please note price is unfurnished. Furniture shown can be provided for an agreed cost.

Listing is courtesy of: MVB REAL ESTATE LLC (702-755-6657)

Listing Agent: Martin Rake (702-755-6657)

Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 2-bedroom, 2-bath Key West style 2 story home located in the gated community of Woodbrook, a sought-after Neal Community in Sarasota. Walk right across the street to the beautiful community pool! This home features 2 oversized ensuite bedrooms and a bright, open floorplan perfect for entertaining! The open-concept layout flows seamlessly into a well-appointed kitchen with new stainless-steel appliances, perfect for everyday living and entertaining. This home has a fenced in courtyard with a detached 2-car garage with separate a/c for added convenience. Enjoy being centrally located within walking distance to the community pool, spa, outdoor grills, and playground-ideal for relaxing and enjoying the Florida lifestyle. Rent includes lawn care and pest control for added ease. HOA approval required. Good credit and background required. This is a non-smoking home. Lease Terms: Available for a minimum one-year lease nor option for lease/purchase. Monthly charges: Rent $2400 Tenant Responsible for: Electric/Gas, Water/Sewer, Internet, Trash. Included in rent: Pest Control and lawn

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Lynn Clement (941-650-1138)

Remarks: Totally redone, 2 bedroom, 1 bath and a den house available. New kitchen, new paint, appliance, blinds etc. Back and side yard are fully fenced. Near Southside Elementary School, Southside Village shops and restaurants. A quick walking path to Westfield Siesta Key mall and Shops at Siesta Row. Near Sarasota Memorial Hospital and about 2-3 miles from downtown Sarasota.

Listing is courtesy of: MARLENE LANCASTER REALTY (941-374-7700)

Listing Agent: Sarah Massey, Pa (941-374-2525)

Remarks: Adorable 2 bedroom 1 bath home in central location, close to beaches, downtown Sarasota, I-75, St. Armand's Circle, and many restaurants and shopping options. Beautifully updated kitchen with custom cabinets and Quartz countertops, updated bath with walk in shower, new vanity, laminate flooring throughout the home, and newer furniture with a coastal living vibe. A fully fenced backyard makes this a perfect home for family entertaining or for pets. Short term or annual lease options. Home is situated at the end of a dead end street for added privacy.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Jennifer Bright (941-320-4989)

Remarks: Charming Sarasota Pool Home for Rent – Updated & Move-In Ready! Welcome to 5771 Timberlake Drive, where comfort, style, and effortless Florida living come together. This tastefully updated 2-bedroom, 2-bath home offers over 1,300 square feet of inviting living space designed for both relaxation and entertaining. Step inside to a bright, open layout featuring modern finishes and thoughtful upgrades throughout. The well-appointed kitchen includes all appliances, along with a full-size washer and dryer for added convenience—making this home truly move-in ready. Outdoors is your private Florida oasis. Enjoy a beautiful in-ground pool and a covered lanai, perfect for year-round outdoor living, dining, and entertaining. Best of all, pool maintenance and lawn care are included in the rental price, so you can simply enjoy the lifestyle without the upkeep. Additional highlights include a spacious garage with ample storage and flexibility, plus small pets are welcome—making this a rare find for pet lovers. Ideally located in a desirable Sarasota area close to shopping, dining, and world-renowned Gulf Coast beaches, this home offers the perfect balance of tranquility and convenience. Available now—schedule your private showing today!

Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)

Listing Agent: Christopher Plummer (813-599-4930)

Remarks: Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright open floor plan with a relaxed coastal theme, a fully equipped kitchen featuring granite countertops, stainless steel appliances, and a Keurig coffee maker, plus a spacious dining area overlooking a peaceful canal. The home comfortably sleeps up to 6 guests with a queen-size sofa bed and an auto-inflatable queen EZ bed, while the primary suite includes a private full bathroom. Step outside to enjoy true Florida living—grill out, swim, sunbathe, or fish right from the canal, and don’t forget your furry companions as this property is extremely pet-friendly. The shared pool area (with Unit A) adds to the experience, while both units has private entrances with no shared interior walls, ensuring added privacy. For peace of mind, exterior security cameras are in place, and the unit is strictly smoke-free with no indoor smoking permitted. Whether you're walking, biking, or taking the trolley to Siesta Key Village, everything you need is within reach—making this an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle.

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Robert D. Bevington (412-671-3142)

Remarks: If you’re searching for the perfect location for your next vacation, your search ends here! This beautifully updated 2-bedroom, 2-bath home is ideally situated in the heart of Siesta Key, within Siesta Key Village and just a few blocks from the world-famous Siesta Key Beach. Designed with a bright coastal theme, the home features an inviting open layout and a fully updated kitchen with solid surface countertops, stainless steel appliances, and a charming breakfast nook. The spacious primary suite offers a king-sized bed and a private en suite bathroom with a walk-in shower. A standout feature of this home is the private rooftop deck, complete with outdoor furniture, a grill, and umbrellas for shielding the sun- perfect for enjoying sunny afternoons or relaxing evenings while taking in stunning sunset views over Siesta Key Beach. During the day, enjoy the convenience of walking to the beach, local shops, and restaurants, or take a short drive over the bridge into Sarasota for even more dining, shopping, and entertainment options. This pet-friendly home is ideal for family gatherings, and for larger groups, Unit B can also be rented for additional space. The pool area is shared with the neighboring unit, while both units maintain privacy with separate entrances and no shared interior walls. The home is strictly smoke-free with no indoor smoking permitted. Enjoy your stay in this exceptional island retreat!

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Robert D. Bevington (412-671-3142)

Remarks: SINGLE-FAMILY HOME IN GATED COMMUNITY OF STONEYBROOK ESTATES: Need a place while you look for a place or build your dream home or just want to get away for a few months? This fully furnished single-family home located on Palmer Ranch might be just what you're looking for; two bedrooms, two baths, kitchen, dining area, family room and living room plus a large outdoor lanai with a scenic view of the preserve and small pond, plus room for one car in the attached garage, and is offered fully turnkey furnished, including washer and dryer. There is internet and TV service provided, and everything you would need for a few months in the Florida sunshine, just bring your clothes and bathing gear as there is a refreshing community pool at the entrance to the community, and there are several beaches just a short drive from the community. The sugary sandy beaches of Siesta Key are less than 15 minutes away, as well as Nokomis Beach and Venice Beach. The community borders the ever-popular Legacy walking and biking trail, and there is a Costco and YMCA just minutes away, plus many shops and restaurants. This residence requires a minimum of 3 months and is available through the end of October 2026. Stoneybrook Estates is not a part of the country club, however, members can use the dining facilities and pay to play on the golf course.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)

Listing Agent: Vicki Reilly (941-266-5962)

Remarks: WEST OF THE TRAIL, BUILT IN 1926! Historic home near the north bridge going to Siesta Key. Cozy and quaint historical home minutes from the Siesta Key and Hillview. Step back in time in this cozy and relaxing home. Wonderful library. Enclosed garden/courtyard. Garage not available. Non smoking. No long term rentals available.

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Robin De Busk (941-922-4959)

Remarks: Completely remodeled retro-chic masterpiece ready for move-in now. Brand new floors, cabinets, HVAC, refrigerator, gas oven, gas tankless water heater. You have to see it to believe it. Private off-street parking and plenty of outdoor living space: large screened front porch with additional extended uncovered decking, fully-fenced backyard retreat perfect for entertaining or a dog. Perfectly-located .2 miles from the Ringling Campus and directly across the street from beautiful Firehouse Park. Convenient to downtown shopping and driving and just a short ride to Sarasota's selection of world-class beaches. $300 Flat Fee covers all utilities: Electric, Water, Gas, INTERNET, Trash, Sewer, Lawn Care, Pest Control.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Ben Wilson (941-350-2128)