Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2066 7TH ST, SARASOTA, FL 34237
$1,7953 Days on yellowkey MLS ID: A4697905
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 944 Built: 1948Community: Pos Sub Of Lt 7 Blk NSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Tuttle Elementary
High School: Sarasota High
Tax Year:
Middle School: Booker Middle
Remarks: Step on into this adorable 2-bedroom, 1-bathroom home, close to all things Downtown Sarasota! The Florida room entrance is surrounded by ample windows, creating the perfect bright and airy atmosphere for the rest of the home! The kitchen, with a side entrance to the home, features sleek and modern cabinets with classic stainless-steel hardware, an exposed pantry space for additional storage, and appliances, including a range, refrigerator, and microwave! The open floor plan concept is the perfect layout for this home, creating an inviting space for all of your friends and family. Along with ample large windows in every room, this home is also adorned with unique built-in shelving throughout, giving you all the extra room you need to make every space your own! Both bedrooms feature ceiling fans and a full-sized closet for all of your storage and wardrobe needs. The shared bathroom comes complete with a beautiful, tiled shower, marble-inspired tile flooring, and a marble vanity with cabinetry under the sink to match. Enjoy the luxury of a covered back patio and abundant backyard space, perfect to entertain your friends and family, and enjoy all the warm Florida weather all year-round. Washer and dryer hookups out back for added convenience. Minutes away from Downtown Sarasota and right near Gillespie Park, you are close to all things shopping, dining, and entertainment, and only a short drive to some of Florida's most beautiful beaches! Spend days off at Paine Park with the family or take a stroll down Main Street; the options are endless! Don't miss out on this ideal location and schedule a showing with one of our leasing agents today! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! Application fee: $100 Application fee Pets: Pets accepted. $250 Refundable pet fee and $25/mo. pet rent Utilities: Electric and Water is tenant responsibility THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. Qualifications: We run a complete background check that includes credit, criminal, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550. This property is professionally managed by PMI Southwest Florida
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Brandon Green (941-806-9963)
275 LIME CIR, SARASOTA, FL 34237
$12,5003 Days on yellowkey MLS ID: A4697223
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3022 Built: 2025Community: Terrace GardensSpa: YesSingle Family
Elementary School: Alta Vista Elementary
Middle School: None
Remarks: Experience luxury living in the heart of downtown Sarasota in this exceptional contemporary pool home, ideally situated at the end of a cul-de-sac in a quiet, family-friendly residential neighborhood just moments from the city's renowned dining, shopping, arts, and entertainment destinations. Walk to award-winning restaurants, the marina, theaters, opera house, movie theater, and vibrant downtown attractions while enjoying the privacy and comfort of an established neighborhood setting. Sarasota Memorial Hospital is just minutes away, and the world-famous beaches of Siesta Key and Lido Key are within a short drive. Bordering Payne Park and the Legacy Trail, this prime location offers immediate access to miles of scenic walking and biking paths, tennis courts, playgrounds, a skate park, and numerous recreational amenities. Zoned for Alta Vista and Sarasota High. Professionally designed by one of Ringling College of Art and Design's own, this exceptional residence showcases a blend of contemporary architecture, artistic vision, and functional luxury. Thoughtfully curated finishes, abundant natural light, and purposeful living spaces create a home that is both visually striking and exceptionally livable. This spacious 3,022-square-foot residence features five bedrooms, three-and-a-half bathrooms, and a versatile fifth bedroom with a built-in Murphy bed that can function as a guest room, home office, or both. A separate bonus room provides additional flexible living space ideal for a media room, lounge, fitness area, or guest accommodations. The open-concept floor plan is ideal for both everyday living and entertaining, showcasing a chef-inspired kitchen that flows seamlessly into the main living and dining areas. High ceilings, abundant natural light, and modern finishes create a bright and refined atmosphere throughout. The private outdoor living space is equally impressive, featuring a heated pool, spa, covered lanai, and fully equipped outdoor kitchen, creating the perfect setting for year-round Florida living. The expansive second-floor sundeck offers an additional outdoor gathering space complete with a pool table and lounge area. Additional highlights include an oversized two-car garage equipped with dual EV chargers, generous storage throughout, and premium finishes and furnishings. Offered fully furnished with stylish, modern décor. All photographs depict the home's actual furnishings and finishes; no images have been virtually staged. Also offered unfurnished if the tenant prefers. A rare opportunity to lease one of downtown Sarasota's premier luxury residences, with exceptional amenities and an unbeatable location.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Shaun Peens (941-993-0649)
8424 NANDINA DR, SARASOTA, FL 34240
$2,7953 Days on yellowkey MLS ID: A4697774
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1580 Built: 2013Community: Palmer Lake A RepSingle Family
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Headline 3BR/2BA Lakefront Single-Family Home | Palmer Lake Sarasota | Screened Lanai | Pet Friendly | Garage Description Paradise awaits at Palmer Lake — one of Sarasota's most desirable residential communities! This beautiful 3-bedroom, 2-bathroom single-family home sits on a stunning lakefront lot at 8424 Nandina Drive, Sarasota, FL 34240, offering breathtaking Florida sunset views right from your backyard. Home Features: Spacious open layout with 3 bedrooms and 2 full bathrooms Screened-in lanai — perfect for year-round Florida outdoor living Large kitchen with center island, ideal for entertaining Dedicated in-home laundry room with abundant cabinetry Fenced backyard — great for pets and families 2-car garage with extra storage space Basic cable (HOA-provided) and internet included in rent Lawncare included — truly low-maintenance living Community & Location: Lakefront lot with gorgeous sunset views Part of the established Palmer Lake neighborhood, Sarasota FL Minutes from the Big Cat Habitat and the popular Celery Fields walking trails Easy access to I-75, UTC Mall, Sarasota Premium Outlets, and Waterside Place Close to top-rated Sarasota County schools Short drive to Siesta Key Beach, downtown Sarasota, and Sarasota-Bradenton International Airport (SRQ) Lease Details: 12-month annual lease Rent includes: basic cable, internet, and lawncare Security deposit: 1x monthly rent (zero-deposit option available via The Guarantors — ask us!) HOA application required | $150 application fee each tenant (or couple) | 2–3 week processing time Pets: One pet allowed, up to 50 lbs | $250 pet deposit + $25/month pet fee In-home laundry At PMI Southwest Florida, we strive to provide an experience that is cost-effective and convenient. That’s why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our Standard Program handles insurance, air filter changes, utility set up, credit building, rent rewards and more at a rate of *$39.95/month, added to every property as a required program. You have the option to elect our Premium Program, which includes all of the above plus identity protection & pest control at a rate of *$49.95/month. *If you provide your own insurance policy, the RBP cost will be reduced by $11.95, which is the amount of the insurance premium billed by Second Nature Insurance Services. More details upon application.
Listing Agent: Nancy Guerrero (941-400-8134)
3435 DUNBAR DR, SARASOTA, FL 34232
$2,0007 Days on yellowkey MLS ID: A4697575
0 Days Off yellowkey (back on 6/23/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1326 Built: 1977Community: Sarasota SpgsSingle Family
Elementary School: Brentwood Elementary
Remarks: Annual unfurnished single-family home offering 2 bedrooms, 2 bathrooms, a one-car garage, and a large, fully fenced backyard. This well-maintained home features a spacious split-bedroom floor plan with tile flooring throughout and a versatile living room, dining room, and family room layout. The kitchen offers an eat-in dining area and a convenient pass-through window to the family room, creating an open and functional living space. Just beyond the family room is a spacious enclosed lanai, perfect for relaxing or enjoying additional living space year-round. The primary suite features a walk-in closet, private access to the lanai, and an updated en-suite bathroom with a tub/shower combination. The guest bedroom includes a built-in closet, while the updated guest bathroom features a walk-in shower. Outside, you'll find a large, fully fenced backyard complete with a storage shed, providing plenty of room for outdoor activities and entertaining. This home is dog-friendly and offers plenty of secure outdoor space for your four-legged companion. Located outside of an HOA, you'll enjoy added flexibility and fewer restrictions. Conveniently situated near shopping, dining, parks, and major roadways, this home offers easy access to everything Sarasota has to offer.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
5320 MOELLER AVE, SARASOTA, FL 34233
$3,00091 Days on yellowkey MLS ID: A4682919
INCREASED by $200 (7.1%) on 06/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1979Community: Cedar Grove Of 1St Add ToSpa: NoSingle Family
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Fully furnished pool home in the highly sought-after Ashton Elementary School district. Ideal for families relocating to Sarasota, building a home, or seeking a turnkey rental while getting to know the area. Bright, open living spaces and a private pool complement a prime location just minutes from Siesta Key Beach, shopping, dining, parks, and medical facilities. Flexible lease terms available; current rate reflects an annual lease, with shorter terms offered at adjusted seasonal rates plus applicable taxes. Tenant is responsible for lawn and pool maintenance. Pets considered with owner approval and applicable fees.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Irma Scherer (941-279-3630)
3700 S OSPREY AVE #221, SARASOTA, FL 34239
$1,62578 Days on yellowkey MLS ID: A4689484
REDUCED by $24 (1.5%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1053 Built: 1979Community: Plaza GardensCondo
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Ideally situated close to downtown Sarasota and Sarasota Memorial Hospital. This non-street facing second-floor end unit, providing extra privacy has 2 bedrooms and 2 baths, private screened lanai and assigned parking. The building is equipped with a convenient elevator for easy access to your unit. Publix grocery store is just across the street and Siesta Key beach is over the bridge 5 minutes away. Don't miss this opportunity to live in a prime Sarasota location! Reduced security deposit to qualified applicants. Easy to show, schedule today.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Maureen Plichta (941-812-5799)
517 BEARDED OAKS CIR, SARASOTA, FL 34232
$2,30016 Days on yellowkey MLS ID: A4696585
REDUCED by $100 (4.2%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1304 Built: 1989Community: Bearded OaksSingle Family
Elementary School: Fruitville Elementary
Remarks: Sarasota 3 bedroom rental home on a cul-de-sac with 2 car garage. Presenting this annual rental opportunity for a super clean, well-maintained single family home with open floor plan. The home comes with a 2 car garage with a brand new washer and dryer. The kitchen appliances are newer. This cozy three-bedroom, two-bathroom residence is located on a pond and features beautiful water views from your large screened lanai. The home is situated in Bearded Oaks, a quiet neighborhood of 57 homes with a community pool, and is known for its lush greenery and mature oak trees. Residents enjoy a peaceful suburban atmosphere with the convenience of being close to downtown Sarasota, providing easy access to schools, hospitals, shops, restaurants and cultural attractions. Situated on a quite cul-de-sac, this 3BR/2BA home has an open floor plan, newer appliances, two car garage, and a large screened in Lanai with a beautiful lake view. This is a very peaceful area with a community pool for residents to enjoy. Come see for yourself! You will not be disappointed! Work trucks or vans must be parked in garage.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
5333 DUNCANWOOD DR, SARASOTA, FL 34232
$2,35057 Days on yellowkey MLS ID: A4691939
REDUCED by $45 (1.9%) on 06/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1577 Built: 1967Community: Ridgewood Estates Add 07 Resub 01Single Family
Remarks: COTNER LOT!!!!!!!! Well established family neighborhood is in a great school district. This is essentially the middle of our town of Sarasota, close to Siesta Key gulf beaches, restaurants and shopping with easy access to Interstate I75. This split plan 3-bedroom 2 bath is on a large corner lot and has tons of natural light. kitchen and baths have been completely remodeled with stone counters and ceramic accent tile. Stainless steel appliances are featured in this large galley kitchen, with room for table. Bonus room off from the kitchen could be used as office/den, or even separate living area or 4th bedroom if needed. Washer and dryer included and there is a generous utility and storage space under air. new flooring in two of the 3 bedrooms. Additionally, there is a breezy screened- in lanai area. Owners have left a portable garage for tenant's use. Separate shed is on property that the owners use to store things. Pest control and lawn care included.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Robin Turner (941-376-7322)
124 TUCKER AVE, SARASOTA, FL 34232
$2,59519 Days on yellowkey MLS ID: A4696316
0 Days Off yellowkey (back on 6/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2012Community: Tuckers SubSingle Family
Remarks: Headline Great Three Bedroom Single Level Sarasota Home- Quiet street with cul-de-sac and no through traffic Description Neighborhood GREAT LOCATION!!! Quiet small neighborhood located off of Fruitville Rd just east of McIntosh. This desirable location puts you in close proximity to both downtown Sarasota and the UTC /Benderson area. Living Area The open-floor plan is spacious, light and bright, with gorgeous tile floors throughout. No carpet to fuss over. The living room and great room has a decorative tray ceiling, ceiling fans and opens to the kitchen and dining area. Kitchen The Kitchen is perfect for the Chef in the family. Very large, with beautiful custom cabinetry, granite counters, new stainless steel appliances, an island with a breakfast bar, plus an additional breakfast area. Perfect for entertaining. Bedrooms/Baths The Primary bedroom is spacious and offers plenty of closet space and a beautiful en-suite with dual sinks, marble counters, designer fixtures and a walk-in shower. The two additional bedrooms are extra-large with plenty of closet space and directly across from the full bath with modern amenities including a marble counter-top, tile floors, soaking tub and shower combo. A washer and dryer, plus a two car attached garage with plenty of storage, complete this home. Exterior/Parking The exterior is well manicured and has great curb appeal with the lush landscaping and brick paved drive. The lot is large with plenty of lawn to enjoy and partially fenced. The patio is very private and offers additional room to entertain or relax. Available for minimum one year lease with option to renew. Included in Rent: Landscaping Minimum security deposit req'd equal to 1x the monthly rent, OR: Security Deposit Option: We've partnered with The Guarantors so you can move in without paying a security deposit. Ask about this as an option if you are interested.t: Pets: Yes - Pet Rent $35 a month per pet and additional $250 Security Deposit per pet. Other: At PMI Southwest Florida, we strive to provide an experience that is cost effective and convenient. That’s why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our Standard Program handles insurance, air filter changes, utility set up, credit building, rent rewards and more at a rate of *$39.95/month, added to every property as a required program. You have the option to elect our Premium Program, which includes all of the above plus identity protection & pest control at a rate of *$49.95/month. *If you provide your own insurance policy, the RBP cost will be reduced by $11.95, which is the amount of the insurance premium billed by Second Nature Insurance Services This home also comes with high speed internet up to 1 Gig at an exclusive group rate of $65.00, and includes 24/7 premium support and setup to help get you connected at move-in.
4 MAGGIE LN #Harmony, SARASOTA, FL 34232
$2,15621 Days on yellowkey MLS ID: O6414364
REDUCED by $1 (0.0%) on 06/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 940 Built: 2023Apartment
Remarks: Active senior living community! Currently offering up to 2 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Total Monthly Leasing Price (TMLP) includes base rent and mandatory monthly fees and is based on a 12+ month lease term. Additional fees may apply. Please contact the community for a full fee breakdown. Life is a musical journey. Like a melody that inspires movement and joy, Arietta (meaning “melody”) guides you toward a life filled with purpose and passion. Discover exceptional comfort and expansive living with some of the largest two-bedroom apartment homes in Sarasota, FL, thoughtfully designed for today’s senior lifestyle. With personalized services, engaging amenities, and community connection, you can embrace the rhythm of carefree living and enjoy the beautiful harmony ahead. Active senior living at Arietta is defined by our robust lifestyle program and engaging community culture. Surrounded by like-minded seniors, our residents embrace an active lifestyle by participating in a myriad of events such as socials, fitness classes, educational events, outings, and activities to enhance their well-being and nourish their vibrant spirit. Get a feel for what a month at our apartment rentals for seniors looks like by downloading our sample event calendar, or call us to see what we have planned for our residents this month – we’re happy to share!
Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)
Listing Agent: Aj Rebhan (704-502-7778)
4 MAGGIE LN #Symphony, SARASOTA, FL 34232
$2,46121 Days on yellowkey MLS ID: O6414374
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1492 Built: 2023Apartment
4503 HALE ST, SARASOTA, FL 34233
$1,97558 Days on yellowkey MLS ID: A4691841
0 Days Off yellowkey (back on 6/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1100 Built: 1990Half Duplex
Remarks: Annual Rental Sarasota. Newly updated and refurbished annual rental located in the McIntosh and Bee Ridge area of Sarasota. This 1100 sq ft duplex features two bedrooms and two bathrooms, and is ready for immediate occupancy. The Master opens onto a deck to the fenced backyard. Washer dryer located in the garage. Key features include: Prime location: Conveniently situated near three shopping centers, local parks, and just two minutes from Doctors Hospital. Privacy and Parking: Includes a fenced backyard for privacy, a one-car garage, and driveway space for 2 additional vehicles. Please note that this is a no pets and no smoking property.
1770 S OVAL DR, SARASOTA, FL 34239
$8,95010 Days on yellowkey MLS ID: A4697020
0 Days Off yellowkey (back on 6/20/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3771 Built: 1935Community: Mcclellan ParkSpa: YesSingle Family
Remarks: This unique single family pool home is located in the historic McClellan Park neighborhood—a sought-after "West of the Trail" area in Sarasota, Florida. A true personal sanctuary that gives you the feel of being in your own tropical oasis. The original floorplan has been modified and added onto to give this home the ability to be utilized to fit your needs. 3 different decks ,a beautiful pool (not heated) and hot tub ,a screened-in Lanai and tropical landscaping. Entry to original Living Room with fireplace opens to a flex room with doors to a side deck. The original first floor Master Bedroom with fully updated ensuite bath is perfect for In-laws and guests ,2 more bedrooms and a guest bath are down the hallway. The modern custom built Kitchen with stainless appliances, double oven ,gas stove, beautiful wood cabinetry and stone counters leads you into the new Great Room with vaulted ceilings , built-in entertainment center and French doors leading to the screened -in Lanai. A full Pool Bath, Laundry Room with expansive cabinetry and 3 car Garage complete the first floor. The new Master Suite occupies the entire second floor creating your own private retreat which leads out to a large wraparound balcony overlooking the pool ,and lush tropical back yard setting. There is a gorgeous custom spa-like Bath and 2 large walk-in closets. A Spiral Staircase leads up to a loft perfect for a study/reading nook. This property has many closets and extra spaces for storage. This home with natural Florida landscape and foliage really gives you the feel of living in a Tropical Oasis while being minutes away from schools ,shopping ,Sarasota Memorial Hospital and the vibrant Sarasota downtown and waterfront. The owner is covering ALL ELECTRIC bills which is very rare and a big savings to tenants. All other utilities are the Tenant's responsibility. Pool care and all landscaping maintenance is included. Pets are accepted at owners discretion with a Non-refundable pet fee.
Listing Agent: Catherine Foley (941-961-8978)
7779 AROLLA PINE BLVD, SARASOTA, FL 34240
$3,25040 Days on yellowkey MLS ID: A4693909
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2013 Built: 2003Community: Villages/Pine Tree D E & GSingle Family
Remarks: This charming home is located in The Enclave, east of I-75 and minutes from UTC shopping, dining, and Benderson Park. The Celery Fields trails are blocks away! Enjoy 3 bedrooms, 2 baths, over 2000 square feet of living space, a dedicated dining space and kitchen eating space, and a 3 car garage. A large, open concept kitchen and family room with higher ceilings create a spacious feel. The living room/den space has opportunity as a home office. A covered patio overlooks a private, fenced backyard. Yard maintenance is included in the rent. Owner requires background check for approval, paid by tenant.
Listing is courtesy of: SWILLEY & ASSOCIATES REALTY (941-504-0947)
Listing Agent: Wendy Norman (941-356-1529)
33 S GULFSTREAM AVE #409, SARASOTA, FL 34236
$3,30051 Days on yellowkey MLS ID: A4692135
0 Days Off yellowkey (back on 6/19/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1055 Built: 1964Community: Gulfstream TowersSpa: NoCondo
Remarks: Wake up to treetop and partial bay views in this beautifully turn-key furnished 2-bedroom, 2-bath corner residence, perfectly positioned in the heart of downtown Sarasota overlooking Marina Jack. Located in a Mid-Century Modern architectural gem designed by renowned architect Tim Seibert, this residence blends timeless design with effortless living. The thoughtfully designed split floorplan offers privacy and comfort, featuring a spacious primary suite with partial bay views, ensuite bath with shower/tub combo, walk-in closet, and a queen-size Saatva adjustable bed. The guest suite includes its own attached bath, queen bed, and a dedicated workspace with desk and Aeron chair - ideal for guests or working from home. Step outside and enjoy Sarasota's most vibrant lifestyle; award-winning dining, theater, opera, and waterfront strolls are just steps away. Complimentary trolley access makes trips to St. Armands Circle and Lido Key beaches seamless and convenient. Residents of this boutique, pet-friendly community enjoy resort-style amenities including a heated pool with expansive sun deck, elegant entertainment space with full kitchen, library with piano, fitness room, bike storage, and convenient laundry facilities on each floor. One well-behaved dog under 30 lbs is welcome (with proper documentation). One assigned garage parking space included. Annual lease only. Tenant responsible for electric. No smoking permitted. Opportunities like this are rare - secure your place in one of downtown Sarasota's most iconic and walkable locations.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
508 LAUREL PARK DR, SARASOTA, FL 34236
$4,90080 Days on yellowkey MLS ID: A4689094
REDUCED by $350 (6.7%) on 05/04/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2019Community: Enclave/Laurel Park RepTownhouse
Remarks: ANNUAL UNFURNISHED TOWNHOME AVAILABLE FOR LEASE IN ENCLAVE--DOWNTOWN SARASOTA. Built to the highest standards with impact windows and doors, this elegant residence features a charming gated entry leading to a welcoming foyer and private elevator that provides easy access to every level. The first floor offers a private two-car garage and oversized closet, while the second level boasts a gourmet kitchen with quartz counters, stainless appliances, induction cooktop, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level includes two generous en-suite bedrooms with walk-in closets, and the entire fourth floor is dedicated to a luxurious owner’s suite featuring a walk-in closet, spa-like bath, and a thoughtful bar area with beverage refrigerator. Every level enjoys dual balconies for seamless indoor-outdoor living, complemented by hardwood floors throughout the main areas. Located in the desirable Enclave at Laurel Park, this home is walking distance to Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown. Nearby Payne Park offers tennis, playgrounds, and a skate park, while Siesta Key, Lido Beach, Legacy Trail, and countless parks and preserves are just moments away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
420 BEACH RD #502, SARASOTA, FL 34242
$6,5008 Days on yellowkey MLS ID: A4696888
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1980Community: Siesta Gulf ViewCondo
Elementary School: Phillippi Shores Elementary
Remarks: Turnkey furnished beachfront retreat on Siesta Key, one-month minimum rental. Greet each morning to the sound of the Gulf and close every evening beneath a glowing horizon and dazzling sunset from this gulf-front residence at Siesta Gulf View. Two bedrooms and two baths, this home opens onto a 31-foot screened and glass-enclosed lanai that runs the full width of the unit, framing an uninterrupted western sweep of Siesta Beach and the Gulf. Step out from the living room, kitchen, or primary suite to take in both the coastline and the wild dune grasses below. The primary suite has a king size bed, walk in closet, and double vanity. The second bedroom has queen size bed and private bath. Kitchen has a built in desk. Beautifully updated and meticulously maintained, equipped with all the comforts of home. Take the stairs or elevator down for a quick run to the sand, pool, tennis/pickleball, gym, or garage. Siesta Gulf View is a gated, 59-unit enclave set across seven acres with 400 feet of frontage on the famed quartz sands. Enjoy a 25'x40' heated pool, tennis and pickleball courts, a refreshed fitness studio, and a clubhouse. A private gate leads to a boardwalk with picnic spots, two grills, and benches made for birdwatching. Assigned under-building parking, generous guest spaces, ground-floor overflow storage. Best of all, the energy of Siesta Key Village, its dining, boutiques, and live music sits just a few blocks away. Island-style living, an unobstructed panorama, and a full-length beachfront lanai: a rare invitation to call this stretch of coast your own, whether its a month or the entire season, you won't want to leave!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Joanna Benante (941-356-7718)
5417 DUNCANWOOD DR, SARASOTA, FL 34232
$2,30031 Days on yellowkey MLS ID: A4694905
0 Days Off yellowkey (back on 6/17/2026)
REDUCED by $100 (4.2%) on 06/09/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1371 Built: 1973Community: Ridgewood Estates 12 AddSingle Family
Remarks: Charming 3BR/2BA single-family POOL home ideally located off Bee Ridge Road & Cattlemen in the heart of Sarasota. This home offers a unique vintage feel blended with modern updates. Cute kitchen with updated counters and modern appliances. The spacious layout features two large living room areas, providing plenty of room to relax, entertain, or create a separate family and media space. Step outside to enjoy the oversized screened-in lanai overlooking a deep swimming pool and fully fenced backyard - perfect for entertaining, pets, and enjoying the Florida lifestyle year-round. Additional features include an in-unit washer and dryer, workshop space, and covered parking for two vehicles. No HOA restrictions mean boats and trailers are permitted, giving you the flexibility hard to find in Sarasota. Conveniently located just 20 minutes from Siesta Key Beach, shopping, dining, and everything Sarasota has to offer. Quick access to I-75. NOT IN A FLOOD ZONE. Pet-friendly and full of character, this home is a rare rental opportunity with space, charm, and freedom.
3269 BENEVA RD #102, SARASOTA, FL 34232
$1,20070 Days on yellowkey MLS ID: A4690193
REDUCED by $800 (40.0%) on 06/02/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1979Community: Village Brooke Sec 3Condo
Elementary School: Wilkinson Elementary
Remarks: Looking for a 6-month lease on a comfortable place to explore Sarasota without stretching your budget? Settle right in at this inviting first-floor condo in Village Brooke, a friendly, centrally located community that makes it easy to feel at home. Step inside to a well-designed kitchen with attractive counters and a handy pass-through bar top to the dining area, ceramic tile flowing through the main living spaces, and a generously sized bedroom with a walk-in closet. Out back, your private south-facing screened lanai is the spot you'll keep coming back to, shaded and breezy through the warmer summer months, with comfortable warmth as the season turns toward fall. Village Brooke sits just across from the Village Green public golf course and is known for its beautifully maintained grounds and genuinely welcoming atmosphere. There's always something going on: an active social calendar of weekly gatherings, seasonal events, and easy ways to get to know your neighbors. Residents enjoy two heated pools, tennis courts set up for pickleball too, shuffleboard, peaceful ponds with shaded gazebos, outdoor barbecue and picnic areas, and a clubhouse complete with billiards, a library, a gathering room, and a kitchen for social events. Best of all, daily living stays simple: water and sewer, basic cable, trash service, pest control, and grounds maintenance are all included. You're minutes from shopping, dining, and golf, and just a short drive to Sarasota's beaches and the Gulf waters of Siesta Key. For residents seeking comfort, community, and value through the summer and fall, this one checks every box, and a shorter lease term may be available with renegotiated rates. Property is also being offered for sale at $135,000. See MLS A4674580.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
3012 CLAY CIR, SARASOTA, FL 34234
$2,20042 Days on yellowkey MLS ID: A4693753
REDUCED by $200 (8.3%) on 06/17/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1971Community: Newtown EstatesSingle Family
Elementary School: Emma E. Booker Elementary
Remarks: Fully remodeled rental available at 3012 Clay Cir in Sarasota, offering a functional layout, spacious living areas, and abundant natural light throughout. This home features all-new flooring, updated bathrooms, fresh interior paint, and modern finishes, along with refreshed front landscaping that adds great curb appeal. The open kitchen flows seamlessly into the main living space—perfect for both everyday living and entertaining. The primary suite includes a private bathroom, while additional bedrooms provide flexibility for guests, a home office, or extra space. Enjoy a comfortable outdoor area ideal for year-round Florida living. Conveniently located near downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools—this is a great opportunity for a long-term rental, seasonal stay, or flexible living option.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Taymer Graham (941-224-8737)
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