Remarks: Unfurnished annual rental located downtown, adjacent to Payne Park and minutes from Main Street. This newly built home features three bedrooms, 2 bathrooms, and a solar-heated private pool. Located on a quiet street in a coveted neighborhood within city limits, the property offers quick access to Selby Gardens, St. Armands Circle and the beaches of Siesta Key and Lido Key. The interior boasts soaring ceilings, luxury vinyl flooring, and an open kitchen equipped with new appliances, including an induction cooktop. The primary suite includes a walk-in tiled shower, a separate garden tub, and a closet with custom built-ins. Additional features include: Fenced and fully enclosed back and side yards, spacious two-car garage, and sleek stainless steel ceiling fans throughout. No cats.

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

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

Remarks: Welcome to this beautifully remodeled pool home in one of Sarasota’s most convenient locations! Nestled in the desirable Eastwood neighborhood off Beneva Road, this move-in-ready residence is ideally situated between Fruitville and Bahia Vista, offering quick access to downtown Sarasota, I-75, and the world-famous Gulf Coast beaches. This spacious home features 2 bedrooms plus a versatile bonus den that can easily function as a third bedroom, office, or flex space, making it perfect for a variety of lifestyles. The thoughtfully designed layout provides comfortable living and excellent natural light throughout. The large open kitchen overlooks the backyard and flows seamlessly into a bright, oversized family room filled with natural light, creating the perfect space for entertaining or relaxing with family. A separate living room and a second bedroom are located on the opposite side of the home, along with a modern, updated bathroom. A third den/bedroom shares the second full bath. One car garage with new washer and dryer. The primary suite offers its own private bathroom and direct access to the fenced backyard, where you'll find your private pool and outdoor space—perfect for enjoying Florida’s year-round sunshine, hosting gatherings, or creating your own backyard retreat. With its recent updates, flexible layout, and unbeatable location, this Sarasota pool home is the perfect blend of comfort, style, and convenience. *Landscaping to come soon! Legacy Trail is literally right there next to Parkland Ave!

Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-627-3321)

Listing Agent: Susan Brooks (302-650-6349)

Remarks: AVAILABLE after June 1, 2026! Enjoy your own slice of paradise on World Famous Siesta Key! This beautifully renovated turnkey 3-bedroom, 2-bath heated pool home is just a short distance from the #1-rated beaches and the charming shops and restaurants of Siesta Key Village. Whether you're here for million-dollar sunsets, endless watersports, the famous Sunday Drum Circle, or simply peaceful days spent relaxing by the pool, this home is the perfect place to settle in and enjoy it all. The home comfortably sleeps 6-8 guests, with a king bed in the primary bedroom, a queen bed in the second bedroom, and a twin bed with a pull-out trundle in the third. The full-sized chef’s kitchen overlooks the pool, while two separate gathering spaces provide plenty of room to relax, unwind, or entertain. Outside, the fabulous outdoor living space invites you to soak up the Florida sunshine in your own private retreat. 30-day minimum term only. Jan-April = $9,200, May-October = $5,525, November = $6,300, December = $7,350. 13% tourism tax added to all leases under 6 months. Just bring your toothbrush and sunscreen! SORRY, NOT AVAILABLE AS AN ANNUAL RENTAL. Currently booked Dec 15, 2026-Mar 15, 2027.

Listing is courtesy of: TNG REAL ESTATE (941-773-9599)

Listing Agent: Scott Nold (941-773-9599)

Remarks: Turnkey furnished single family home in the Meadows is available monthly 60 day minimum rental period. The large home has two bedrooms, two bathrooms plus a den then can be used as a third bedroom with a pull out couch, split bedrooms, and a living room/dining room combination. The kitchen has stainless appliances and a breakfast nook. The primary bedroom has a King sized bed. The guest bedroom has two twin beds and the second guest bedroom is set up as an office with a pull out sofa bed. The guest bathroom has a tub/shower combination. The home has a caged lanai with pool, several sitting areas and lush landscape. The home has a laundry room, two car garage and is located on a very quiet cul-de-sac. The Meadows is a five-star location on 1,600 park-like acres, a resort-lifestyle community 15 minutes from downtown. 5 minutes to University Mall and many fine dining establishments. Residents enjoy 14 miles of biking and hiking trails, fun-filled activities, a fitness center, Junior Olympic-sized pool, pickleball courts, dining venues, and pay-to-play on three 18-hole golf courses and top tennis complex. Its prime location places you near award-winning beaches, remarkable arts and culture, Nathan Benderson Park is very close with all the rowing competitions. Rent Schedule Re nt December 2026 $6,500.00 month January 2027 $7,000.00 month February to April 2027$7,800.00 month May 2027 to November 2027 no utilities paid $3,500.00 month

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Greg Sheller (941-266-8777)

Remarks: Single lever FURNISHED 3 bed/2 bath house in Sarasota, Florida, in VERY SAFE NEIGHBOURHOOD. Just 3 miles from famous Siesta Bridge : white sand, friendly waves . Kitchen with granite counter top, equipped with everything you need. Laundry room, garage. Primary bedroom with bathroom attached, kids room with bunk bed. Third bedroom is on the other side, you will love to fall asleep while watching jumping bunnies in the backyard through a low window.

Listing is courtesy of: NEO REMARKETING (305-363-5091)

Listing Agent: Sam Razavi Razavi (305-570-2939)

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: AVAILABLE AFTER MAY 31, 2026, FOR ALL SHOWINGS. **CURRENTLY TENANT OCCUPIED.** Welcome to Forest Lakes Country Club Estates, a well-established golfing community in Sarasota. ANNUAL UNFURNISHED RENTAL.(Photos are temporary - Waiting on new photos - no longer furnished) This charming nicely updated 3-bedroom, 2-bath single-family home features a bright and open floor r plan with terrazzo flooring throughout the main living areas, while the Florida room/Dining Area offers warm wood laminate flooring. The updated kitchen has been thoughtfully expanded and showcases modern cabinetry, quartz countertops, stainless steel appliances, and an oversized center island with breakfast bar—perfect for both everyday living and entertaining. The spacious Florida room and dining area are filled with natural light thanks to an abundance of windows, creating a warm and inviting atmosphere. Sliding glass doors lead to a private patio and beautifully landscaped, fully fenced backyard featuring tropical plants, fruit trees, and even space for a vegetable garden. At the front of the home, enjoy a charming enclosed and gated courtyard with an additional open patio area—ideal for relaxing outdoors. Conveniently located less than 5 miles from downtown Sarasota and I-75, and just a short 15-minute drive to the world-renowned Siesta Key Beach. Also nearby are the Legacy Trail, exceptional dining, shopping, and the vibrant arts and cultural scene Sarasota is known for. Small dog permitted with a non-refundable pet fee.

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

Listing Agent: Chrissie Cummings (772-532-8229)

Remarks: Beautifully remodeled 3-bedroom, 2-bath home offering approximately 1,650 sq.ft. of open-concept living in a prime Sarasota location! This updated home features a modern kitchen with granite countertops, newer appliances, and stylishly renovated bathrooms. Additional upgrades include a tankless water heater, updated landscaping, and a spacious fenced backyard perfect for enjoying the Florida lifestyle. A storage shed provides extra space for tools, bikes, or beach gear, and lawn maintenance is included for easy living. This home is being offered unfurnished and is available for an annual lease beginning July 15th. Conveniently located just 4 miles to world-famous Siesta Key Beach and only 10 minutes to Downtown Sarasota, with easy access to Legacy Trail, Bee Ridge Park, shopping, dining, and everything Sarasota has to offer. Located near Wilkinson K-8, Riverview High School, Community Day School, and Bizzy Bee Learning Center. First month, last month, and security deposit required to move in. Pets will be considered on a case-by-case basis. Tenant is responsible for water, electric, and internet. Schedule your private showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)

Listing Agent: Roni-Marie Gold, Pa (941-487-0105)

Remarks: Wonderful family home in beautiful neighborhood. Wood floors, wood cabinets, granite counter tops, stainless appliances. A very large screened and covered lanai with peaceful setting towards the wooded preserve. A sought after community with a pool and spa, tennis courts, exercise room and clubhouse. Centrally located and near everything.

Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)

Listing Agent: Timothy Bloch (941-504-1111)

Remarks: Available month-to-month June 1, 2026 through December 2026, this beautifully updated Gulf Gate Woods pool home is one of Sarasota’s most sought-after retreats. Fully furnished and designed for comfort, this 3-bedroom, 2-bath home sits on an oversized lot in the serene Gulf Gate Woods neighborhood and features updated hurricane doors and windows for added security and peace of mind. The thoughtfully designed split floorplan, ceramic tile throughout, and whole-house water filtration system enhance the home’s luxury feel. Enjoy seamless indoor-outdoor living with a private heated, caged pool accessible directly from the primary suite, guest bedroom, and main living area—perfect for swimming, lounging, or relaxing in an insect-free outdoor oasis. The large backyard is ideal for cookouts and gatherings, while the quiet residential location places you close to everything Sarasota has nearby, from scenic bike rides through Gulf Gate Woods to beautiful beaches just minutes away. Your stay includes Wi-Fi, air conditioning, water, trash removal, laundry, lawn service, and pool maintenance, ensuring a hassle-free experience from start to finish. Now available June 2026 through December 2026—don’t wait, this exceptional home will book quickly. Secure your stay today! Garage is not available for vehicle parking. Plenty of driveway space.

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

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

Remarks: ONLY ONE ROOM AVAILABLE – Furnished or Unfurnished Private Room for Rent in a Coliving Shared Housing 5BR/2BA Home. This listing is for one private bedroom only, not the entire house. Each tenant enjoys a private room while sharing the kitchen, dining area, laundry room with washer/dryer, garage, and entry areas with other roommates. Each room includes a 43" TV, bed frame and mattress, mini fridge/freezer, desk, chair, nightstand, closet/storage space, and a push-code door lock for added privacy and security. Rent is month-to-month and includes water, sewer, trash, electricity, and WiFi. Open driveway parking is available for one vehicle each tenant. Move-in requires one week’s rent, no credit check, and approval through a background check. To avoid application fees and deposits, tenants may register and qualify through the PadSplit website. A $25 cleaning fee applies upon move-out. No pets allowed.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Ceiliah Epner (786-479-5503)

Remarks: Available for move-in...furnished or unfurnished. This gem of a remodeled home is in an incredibly convenient location... it is close to public transportation, shopping & restaurants of downtown Sarasota, the soft sands and warm Gulf Waters of Lido Beach and Siesta Key Beach & is only blocks from the Legacy Trail where you can walk, run or ride your bikes from downtown all the way to Venice! You will love this light & bright home with a beautiful spacious master bedroom suite and 2 extra bedrooms. You will love the beautiful shaded back yard area to enjoy nature & the beautiful outdoor living... reach out with questions!

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

Listing Agent: Karie Backman (941-404-8389)

Remarks: Welcome to your dream home at 5151 Oakmont Place, nestled in the heart of the stunning Siesta Key, Sarasota, FL. This charming 3-bedroom, 2-bathroom residence offers 1,953 square feet of modern living space, designed for both comfort and style. Step inside to discover a thoughtfully laid-out floor plan that seamlessly blends contemporary design with functionality. The kitchen is a chef's delight, featuring sleek granite countertops and stainless steel appliances, perfect for culinary adventures. The bathrooms boast contemporary vanities and matching granite countertops, adding a touch of elegance to your daily routine. Enjoy the Florida sunshine in your private outdoor space, ideal for relaxing or entertaining guests. The home is equipped with central heating and air conditioning, ensuring year-round comfort. The attached two-car garage not only provides ample storage but also includes a convenient workspace for your projects. This pet-friendly home, with conditions, is unfurnished, allowing you to personalize it to your taste. Located approximately 1.5 miles from one of the best beaches in the country, you'll have easy access to the vibrant Siesta Key Village and a short drive to downtown Sarasota. Whether you're looking for a serene retreat or a lively community, this centrally located gem offers the best of both worlds. Don't miss the opportunity to make this beautiful home yours! Tenant will be responsible for a monthly lawn fee of $200.00.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Beth Harris (941-321-7148)

Remarks: SARASOTA...GROVE POINTE is a wonderful neighborhood and minutes from shopping, restaurants, and parks. ANNUAL LEASE...This well designed UNFURNISHED RENTAL HOME has FOUR BEDROOMS and THREE FULL BATHS. OPEN SPLIT FLOOR PLAN with spacious family room and living room. Newer appliances and granite counters. Eat in Kitchen and Formal Dining Room. New beautiful Laminate wood flooring throughout. All of the interior has been freshly painted. Private backyard, large lot with nice trees. Two car garage. Great school district. 15 MINUTES TO SIESTA BEACH. This house is move in ready.

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

Listing Agent: Teresa Ribaudo (941-376-4500)

Remarks: Awaiting your new home to be built or looking to spend a few months in Sarasota, this is your rental!! Gorgeous 3 bedroom 2 bath fully remodeled home located in Sunny Sarasota - approximately 8 minute drive to Siesta Key Beach - UTILITIES INCLUDED! This home offers a fully updated interior with a screened in porch for your morning breakfast or your evening cocktail. The patio in back includes two chaise lounges for afternoon sun surrounded by the fully fenced in backyard.

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

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

Remarks: 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, providing excellent storage and hobby space. Situated in the desirable Indian Beach neighborhood, this home is just minutes from downtown Sarasota, the Ringling Museum, Van Wezel Performing Arts Center, local parks, shopping, dining, and world-class beaches. For added convenience, yardwork is included in the rent, making this property truly low-maintenance.This home is available for immediate occupancy on a 12-month lease, combining comfort, lifestyle, and one of Sarasota’s most sought-after locations. Yardwork Included

Listing is courtesy of: SECURE DOOR PROPERTY MANAGEMENT (941-231-4065)

Listing Agent: Andrew Clark (941-929-4223)

Remarks: Available August 16, 2026. Turnkey furnished all inclusive rental home. 2-bedroom plus sunroom/3rd bedroom and 2 full bathrooms located in the desirable and walkable Indian Beach/Sapphire Shores neighborhood just north of downtown Sarasota and west of US-41. This classic Old Florida property features original vintage terrazzo (stone) flooring, impact windows throughout, new ductwork with whole-house air purification, a tankless water heater, new quartz kitchen counters, and a fenced and privacy-gated yard with tropical landscaping and outdoor seating areas. The new paver driveway, carport and front patio enhance the outdoor space, and Smart TVs are provided in the living room and both bedrooms. Conveniently located near Ringling College, New College, SRQ Airport, downtown Sarasota, area beaches, shopping, and bayfront parks. The sunroom with separate entrance offers flexible use as a third bedroom or office. The primary bathroom features a tub-shower combination, and the second bathroom includes a walk-in shower. Fully furnished with washer and dryer included. A separate studio apartment with its own entrance is located on the property; the front yard and patio are private to the main house, and the rear yard may be shared occasionally. Pet friendly with approval; fees or deposits may apply. Winter rates are $4,800 per month December through April with a two-month minimum, and $2,700 per month May through November. Off season price is for 1 month, with rates negotiable for longer stays. Utilities included with reasonable usage; utility allowance applies. A 13% tax applies to leases under six months. No tax on leases of six months or longer. Non-smoking property.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Mia Mckeehan (941-726-0898)

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: Casual and contemporary, this charming 3-bedroom, 2-bath home is perfectly situated in a well-established neighborhood in Sarasota, offering convenient access to downtown attractions, beautiful Gulf beaches, top-rated medical facilities, dining, and entertainment. Step inside to a warm and inviting family room filled with natural light, complete with a cozy reading nook and a fenced back yard. The home flows seamlessly into a spacious kitchen designed for gathering, featuring sleek upgrades, modern appliances, and a large island that serves as the heart of the home—perfect for hosting family and friends while enjoying views of your private outdoor retreat. The primary suite offers a peaceful escape, complete with a walk-in closet and bright sliding doors that open to the patio. The en-suite bathroom is thoughtfully designed with a spacious walk-in shower, dual shower heads, and additional storage for everyday convenience. Outdoors, the fenced backyard provides plenty of space to create your dream oasis, whether that includes a future pool or simply enjoying the existing patio decks and walkways surrounded by tropical greenery. Additional features include a 1-car garage with extra space for a workshop and a concrete driveway with room for additional parking. Located just moments from Bee Ridge Park, you’ll enjoy easy access to recreational amenities such as volleyball courts, basketball courts, baseball fields, a community garden, and picnic areas—perfect for outdoor living and leisure.

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

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

Remarks: Welcome to Heron's Aqua Breeze! This 3-bedroom 2 1/2 bath canal home with pool is back on the short-term rental market and located just 1 and as half miles to world famous SIESTA KEY BEACH! Spacious and well appointed, this home is equipped for a memory making vacation in a tropical paradise, The kitchen was recently remodeled with beautiful cabinetry and new stone counters and has been stocked with everything you might need for a romantic dinner or fun night with the family. Forget about Starbucks, owners have designated a coffee bar area complete with space and specialty appliances to kick start your mornings to lounge on the large private lanai overlooking the pool and canal with your perfect cup of coffee. Tons of natural light spill into every room and dining room looks right out to the canal. There is a large living room with lots of seating on the new and large luxury leather sectional, but also another gathering room to watch TV, read a book, or eat your eggs while watching the morning news. Owners have also appointed an office area with desk for those guests who have to do a little work. The generous sized primary bedroom has a large walk-in closet and has that Tommy Bahama feel. Two guest bedrooms are in the opposite side of the house, along with a bathroom with walk in and accessible shower. One of those guestrooms has a half bath as well. This neighborhood is the closest you get to Siesta Key. Four bikes are provided for guests, but BRING YOUR OWN BOAT, as this home has deep water docking outside your back door and it only takes 4 minutes to get to the Gulf of Mexico! Gorgeous view in the breezy back yard as it is lined with multimillion dollar estates that you will enjoy looking at while you are sipping your late afternoon libation. Go ahead and fire up that gas grill too, because sometimes you just want to stay in tank tops and shorts while enjoying the perfect temperatures Sarasota has to offer. This location is near great restaurants, shopping, and grocery/drug stores. Exterior of home has a driveway in front of a 2 car garage and circular drive space. When you are a guest here, you can't miss Sarasota's exceptional arts and theatre happenings, along with the very hyped about bustling downtown area, and thriving Main Street, located just 5-7 miles away. This property is a slice of heaven, feeling very private, and very casual. Annual lease will consider

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

Listing Agent: Robin Turner (941-376-7322)