Location: Sarasota
Do Not Show Listings
3664 TIN CUP BLVD, SARASOTA, FL 34232
$2,450154 Days on yellowkey MLS ID: A4671629
REDUCED by $50 (2.0%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 2016Community: Enclave/Frst LakesVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: Welcome to this beautifully appointed 2-bedroom, 2-bath end-unit villa on a premium corner lot directly across from the resort-style community pool in the gated community of The Enclave at Forest Lakes in Sarasota. Offering nearly 1,600 square feet of bright, open living space, this freshly painted home is available for annual lease. The gourmet kitchen is perfect for entertaining, featuring granite countertops, a large island, abundant cabinetry, and stainless-steel appliances—including a built-in oven, microwave, and range with hood. The open-concept design flows seamlessly into the spacious living area, highlighted by high ceilings and abundant natural light from large windows throughout. The primary suite serves as a private retreat with a walk-in closet, dual-sink vanity, and walk-in shower. A full dining room and a second bedroom with a built-in Murphy bed add flexibility and function. Additional highlights include tile and carpet flooring, a full-size washer and dryer, a two-car garage, and a covered lanai perfect for relaxing outdoors. Lawn care and trash service are included for your convenience. Residents of The Enclave at Forest Lakes enjoy resort-style amenities, including a sparkling pool and beautifully maintained grounds. Ideally located in the heart of Sarasota, this home is just minutes from I-75, world-renowned Siesta Key Beach, downtown Sarasota, and the shops and dining of St. Armands Circle.
Listing is courtesy of: MCGREGOR INTERNATIONAL REAL ESTATE CO (941-363-1210)
Listing Agent: Warren Mcgregor (941-447-1253)
6154 MIDNIGHT PASS RD #A06, SARASOTA, FL 34242
$7,50076 Days on yellowkey MLS ID: TB8468618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1071 Built: 1966Community: Casa Blanca VillasVilla
Elementary School: None
High School: None
Middle School: None
Remarks: Enjoy a perfect vacation in this spacious 2 bedroom, 2 bath large villa. With 2 Queen and 2 Twin beds, this is the perfect villa even for a large family up to 6. From this villa, you are just steps to Crescent Beach - world renowned whitest sand. Enjoy Wi-Fi community internet access, a 32" flat screen TV with HD/DVD in the living room, and a TV with DVD/VHS in the master bedroom. Kids will enjoy exploring the "Rainy Day" toy box. Bathroom shower and tub are equipped with grab-bars. Casa Blanca is within a short distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key.
Listing is courtesy of: DESTINATION FLORIDA RENTALS & REAL ESTATE (727-866-7368)
Listing Agent: Heather Sutter (727-432-0234)
1900 BENJAMIN FRANKLIN DR #V-15, SARASOTA, FL 34236
$8,000595 Days on yellowkey MLS ID: A4621429
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967Community: Lido Harbour/First LidoSpa: NoVilla
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: VACATION RENTAL: A gorgeous renovated 2 bedroom, 2 bath Villa located on Lido Key just steps to the beach! Come discover Lido South, a rare beach side treasure located at the south end of Lido Key, From the front entrance you’ll be wowed by the inviting interior. Beautifully designed, light and bright…you’ll feel right at home! A cook’s gem, the sleek kitchen with top-of-the-line appliances includes Subzero, Wolf, and Bosch which overlooks the dining and living room. An extra special feature is the lovely, enclosed lanai with its own TV seating area. The master bedroom retreat has a private bath, large walk-in closet and Smart TV for private viewing. The guest room features a very comfortable queen Murphy bed and closet with private entrance. Both bathrooms are modern, sleek, and functional. A shoji sliding barn door leads to the laundry room which holds an all-in-one washer/dryer, tankless hot water heater, and more storage space. For your added comfort this Villa incudes Wifi, carport and private BBQ grill. Lido South is a friendly, relaxed community with a large Gulf side heated pool with open deck, chaises, chairs and umbrellas, Club room and guest parking. Neighbors gather at the Sun deck at sunset for cocktails, and there is always someone to chat with at the pool. Looking to explore…World famous St. Armand's restaurants and shops and South Lido Park is just a short stroll with exercise trails, kayak launch and mangrove tunnels to explore. No pets and no smoking permitted. Booked Jan - Mar 2027.
Listing is courtesy of: GULF COAST RENTAL HOMES&CONDOS (941-212-1972)
Listing Agent: Diann Thelen (941-920-0758)
5222 MYRTLE #9, SARASOTA, FL 34235
$2,400176 Days on yellowkey MLS ID: A4669089
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1981Community: SomersetSpa: NoVilla
Elementary School: Gocio Elementary
Remarks: 3-to-12-month lease options: $2900 for 3 months; $2400 for 12 months with a Lease-to-Own option. DOG FRIENDLY. Astounding, Furnished Rental in The Meadows available immediately with Monthly Options*** This charming villa feels like a small house while being maintenance-free. As you park your car under the assigned, attached carport, a welcoming front courtyard greets you upon arrival. Inside, you’ll love the bright and open floor plan featuring cathedral ceilings, abundant natural light, new lighting throughout and updated kitchen and bathrooms. Primary bathroom is wheelchair accessible. The premium vinyl flooring (no carpet!) leads you room to room straight to the glass-enclosed Florida room which boasts a wall of sliders that showcase the beautiful garden view. The open-concept kitchen is equipped with gleaming, new white Quartz countertops, a breakfast bar, stainless steel appliances, and brand-new white cabinetry, with easy access through sliding glass doors to the front patio. The expansive and airy floor plan has been designed carefree and casual Florida living, with no one above or below you and appointed with chic, contemporary furnishings. Additional features include an attached 1-car carport, exterior storage closet, interior washer/dryer, king-sized beds in both bedrooms. The condo is ideally located just 20 steps away from the heated community pool and nature walking trail. The Meadows is a superior location set on 1,600 park-like acres, providing a resort-style community just 15 minutes from downtown. Residents can enjoy 14 miles of biking and hiking trails, various activities, a fitness center, a Junior Olympic pool, pickleball courts, dining options, and pay-to-play access to three 18-hole golf courses and a top tennis complex for very affordable membership pricing. Its prime location also places you near award-winning beaches, vibrant arts and culture, Nathan Benderson Park, Mote SEA Aquarium, and The Mall at University Town Center, a premier shopping, entertainment, and dining destination. This condo offers a hassle-free move-in experience, with everything you need in a desirable location at a very reasonable rental rate. The owner will consider one small pet (a dog, not cats). There is a 2-step application process with applicable fees, and a security deposit (and pet deposit if applicable) is required. Annual (12-month) tenants are responsible for water, Wi-Fi, cleaning, and electricity. The landlord may require all tenants to obtain renter’s insurance upon landlord’s discretion. Overnight parking of trucks or commercial vehicles is not permitted per association rules. Come enjoy the beautiful Sarasota lifestyle in The Meadows.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Amy Chapman (941-225-1500)
5256 MYRTLEWOOD RD #22, SARASOTA, FL 34235
$2,3501 Day on yellowkey MLS ID: A4689723
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1981Community: The Meadows/SomersetVilla
Remarks: Turnkey Furnished Rental – Available for both Season & Off-Season. Experience resort-style living in this immaculate 2BR/2BA “End-Unit” villa in the heart of the beautiful Meadows, surrounded by lush, paradise-like landscaping and top-tier amenities. Enjoy stunning long garden views from the screened-in lanai, equipped with new sunshades, just a short stroll from the pool. The sunny and warm yellow living room creates a bright, inviting atmosphere, radiating good energy and making it a truly happy place to unwind. It seamlessly flows into the updated open-concept kitchen, perfect for both relaxation and entertaining. The kitchen features wood cabinets, granite countertops, an undermount sink, new faucets, dishwasher and stainless-steel appliances. Additional upgrades include Ceiling fans, additional lighting, Chandelier, mounted TV, Window coverings, updated shower doors, and Closet shelving for added storage. As you arrive, a beautifully enlarged front courtyard with brick pavers and lush landscaping warmly welcomes you. Prime Location: Minutes from Lakewood Ranch, Nathan Benderson Park (home to world-class rowing events premier sports fields), and stunning world-class beaches. Very close to shopping, dining, and entertainment at Downtown Lakewood Ranch and UTC Mall. Easy access to I-75, Sarasota Airport, Tampa International Airport and St. Petersburg. Your slice of paradise awaits!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Andrew Barnard (941-920-2001)
4819 VILLAGE GARDENS DR #110, SARASOTA, FL 34234
$1,99561 Days on yellowkey MLS ID: A4682380
0 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1074 Built: 1981Community: Village Gardens Ph 2Spa: NoVilla
Remarks: This well-kept 1,074 Villa offers a comfortable and practical layout ideal for long-term living. The home features spacious interior areas that provide a flexible canvas for your personal furnishings and style. The vaulted celing in the living area adds to the spacious feeling and the abundant sliders invite narural light and offer a peaceful garden view, creating a calm backdrop for everyday routines. This 2 bed, 2 bath home has been freshly painted, the flooring was recently updated in the main living areas. The updated Kitchen has newer appliances, including a gas range, dishwasher, french door refrigerator and cabinets with soft-close drawers and pull-outs. The primary bedroom has a walk-in closet, sliders that open onto the enclosed Florida room, with views of the garden-like setting outside. The second bedroom can be used for guests or as an office/den. The enclosed Florida room is a perfect flex space for yoga, exercise room or home office. The community offers a heated pool, grill area, shuffleboard, a tennis court and clubhouse. Sorry, no motorcycles or trucks allowed per association rules. Please allow at least 15 days for approval.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Stephanie Deshaies (941-780-3229)
3010 RINGWOOD MDW #6, SARASOTA, FL 34235
$2,1006 Days on yellowkey MLS ID: A4689324
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1301 Built: 1981Community: Villas Of PapillionVilla
Remarks: Two bedroom two bath Villa located in the "Heart of The Meadows". Walking distance to the Meadows shopping center and the Villas of Papillion community pool. Painted with neutral colors, kitchen boasts granite counter tops, a large pantry and space for a small breakfast table. Sliding glass doors across the back of the living room area open to a large screened lanai which has a large storage closet for all those beach chairs and other items. The Meadows offers 13 miles of walking trails throughout the golf community, close to I-75, the University Town Center Mall, dining and shopping. Just a short drive to any of the Suncoast beaches. Owner will allow one small pet with deposit, property is a NO SMOKING unit.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Shirley Cuddy (941-321-1549)
2821 MARRAKESH LN, SARASOTA, FL 34234
$3,60047 Days on yellowkey MLS ID: A4683921
REDUCED by $100 (2.7%) on 04/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2025Community: Gracewater/Sarasota Ph 1Villa
Remarks: An Ascendia Group Property! Discover modern luxury living in the heart of Gracewater at Sarasota the area's most exciting new master-planned community! This brand-new 2-bedroom, 2-bath home (paired villa style) plus den is available as an annual rental, offering the perfect blend of coastal sophistication, and low-maintenance convenience– all just under 10 minutes from vibrant downtown Sarasota. Spacious open-concept layout with high-end finishes, abundant natural light, and contemporary design. Resort style amenities feature a community pool with cabanas, fitness center, pickleball courts clubhouse and dog park (coming soon or now open).
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
7537 PRESERVES CT, SARASOTA, FL 34243
$1,99518 Days on yellowkey MLS ID: A4687820
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1395 Built: 1993Community: The Preserves At Palm-AireSpa: NoVilla
Remarks: THE PRESERVES AT PALM-AIRE welcomes you to your next vacation get away. NOW available as an off season turnkey fully furnished rental is this this beautiful condo and offers you a very spacious paired villa featuring 2 bedrooms, 2 bathrooms a large kitchen and dining / family room combination. Once you step inside your eves will immediately take you past the family room through the Florida room and outside to the peaceful garden in the back yard where you can take your favorite morning or evening beverage and go outside, relax and take it all in. This condo also offers you a community pool to enjoy after a day at the beach, a match of tennis or a round of golf. Palm-Aire Country Club offers you a short term guest package for a fee and you will be able to enjoy all the amenities that the Country Club has to offer. So whether you are relocating to the area or waiting on your home to sell or even looking for another home to purchase this villa is perfect for a short term transitional stay. Palm-Aire Country Club is centrally located off of University Parkway and Whitfield Ave and within minutes to UTC, I-75, US 301, fine dining, plenty of shopping an so much more. This villa will be available May 1st, 2026 and available through the end of December 2026. This villa has a 2 car garage however there is only 1 space in the garage ant 2 parking spaces in the driveway. Contact us today and secure your next place is paradise, you will not be disappointed.
Listing is courtesy of: PERLA'S PROPERTIES, LLC (941-242-9903)
Listing Agent: Perla Whitaker (941-812-7216)
3102 WINDRUSH BOURNE #4, SARASOTA, FL 34235
$2,350235 Days on yellowkey MLS ID: A4662981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1283 Built: 1984Community: Windrush BourneVilla
Remarks: Available for short-term rental (3-month minimum). This beautiful end-unit villa in The Meadows offers the perfect home away from home; ideal if you’re building, remodeling, relocating, or simply looking for a Florida getaway. Bright and welcoming, the villa features cathedral ceilings, tall windows, and walls of sliders that fill the space with natural light while showcasing tranquil pond views and lush landscaping. The kitchen is designed for both style and convenience with off-white soft-close cabinetry, stunning Baltic granite countertops, and easy access to the grilling patio. The primary suite offers a peaceful retreat with pond views, crown molding, a walk-in closet, dual vanities, and a glass-enclosed shower. With no adjacent neighbors, enjoy true privacy and serenity. Step outside to a heated community pool just a block away, or explore all The Meadows has to offer: 14 miles of biking and hiking trails, tennis courts, pickleball, dining close by; all set on 1,650 acres of park-like grounds with 80 lakes. The location is unbeatable; just 15 minutes to downtown Sarasota, St. Armands Circle, Lido Beach, and close to UTC Mall, Nathan Benderson Park, Whole Foods, Trader Joe’s, the new Mote SEA Aquarium, and more. Utilities, cable, and Wi-Fi are included, plus a one-car garage for your convenience. Whether you’re here for work, transition, or relaxation, this villa is the perfect spot to enjoy the Sarasota lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
4327 RUM CAY PL #21, SARASOTA, FL 34233
$1,79520 Days on yellowkey MLS ID: A4687484
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1350 Built: 1983Community: Center Gate Estate Vill 1Villa
Remarks: This is an unfurnished 2 bedroom, 2 bathroom villa with an enclosed Florida room located in the 55+ Center Gate Villas community in Sarasota! This single-story villa features a 2-car garage, tile flooring throughout the main living areas, carpet in the bedrooms, and crown molding. The front entry includes a decorative stained glass sidelight. The spacious kitchen has cream flat-panel cabinets, a stone tile backsplash, stainless steel appliances including a double oven range, and a trey ceiling. A pass-through opening with a decorative tile border connects the kitchen to the dining area. The living and dining area is large and open with sliding glass doors leading to the enclosed Florida room. The enclosed Florida room features floor-to-ceiling windows with views of the yard and it provides access to the screened patio. The master bedroom has carpet and sliding glass door access to the screened patio area. The master bathroom includes a dressing area with a single sink vanity and a separate walk-in shower with frosted glass doors. The spare bedroom has carpet. The spare bathroom has been tastefully updated with marble-look tile walls, a frameless glass walk-in shower, and a gray vanity. The laundry area is in the garage with a washer, dryer, and utility sink. The 2-car garage offers built-in cabinets. Center Gate Villas is part of the larger Center Gate community, a 55+ maintenance-free villa community built in the 1980s. You must be 55 year old or older to lease in this community. Residents have access to a community pool and enjoy landscaped greenbelts, walkways, and private roads. Center Gate is conveniently located near I-75, Bee Ridge Road, and Cattlemen Road, providing easy access to Doctors Hospital, Publix, Walmart, Home Depot, and a variety of restaurants and shopping. Siesta Key Beach is not far from the community, and downtown Sarasota is also a short drive away. Please allow up to 3 weeks after lease signing for community approval before move-in. We score every application. If an application doesn't score high enough, the resident may be required to place the equivalent of two months' rent in a security deposit. Please be aware that leasing this property includes a non-optional Home Assistant Services Package that will cost an additional $39 per month. These services and their cost are separate from Tenant's monthly rent payment and all other payments described in the Lease or any separate Lease addendums. The Home Assistant Services offered are described in the Resident Welcome Packet which can be viewed on our website at Sarasota Management & Leasing.
Listing is courtesy of: SARASOTA MANAGEMENT & LEASING (941-377-8400)
Listing Agent: Todd Roughton (941-377-8400)
4349 WOODMANS CHART #166, SARASOTA, FL 34235
$2,8008 Days on yellowkey MLS ID: A4688794
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1977Community: Woodmans ChartSpa: NoVilla
Remarks: Large villa with a unique floor plan features 3 bedrooms and 2 baths. Tiled flooring throughout, a beautifully updated kitchen, both baths are updated as well. Access the rear screened lanai through either the living room or family room. An atrium patio located between the living room and master bedroom offers a quiet relaxation place for enjoying the sun. This area is also a great place for the plant enthusiast to enjoy a little gardening. The fenced area between the large 2 car garage and villa is a paver patio sanctuary perfect for setting up a grill or outdoor table and chairs for dining and is accessible from the family room. Side by Side washer and dryer are neatly tucked away in a laundry room. Close to the UTC Mall, downtown Sarasota and all the city's attractions as well as many fine places to dine. Enjoy the Country Club of The Meadows with miles of walking trails, golfing, tennis, pickleball and a fitness center.
7510 PRESERVES CT, SARASOTA, FL 34243
$2,6008 Days on yellowkey MLS ID: A4688751
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1262 Built: 1992Community: The Preserves At Palm-AireVilla
Remarks: Sleek. Modern. Immaculate. Just listed in the fabulous and intimate community of "The Preserves at Palm Aire" this split plan villa features an open concept and is light, bright and beautifully updated with thick stone counters, crisp white cabinets, very nice fans and fixtures and gorgeous wood plank style tile. Smart floorplan. Expansive and private front courtyard makes for a wonderful entertaining space.. back lanai overlooks deep green space with tennis courts in the distance. Large 2 car garage with recently finished epoxy floor. Lovely and vibrant community with a pool for your use, maintenance free lawn care, lush landscaping and a location that can't be beat. Just moments to the fabulous UTC mall, the new Whole Foods, Fresh Market, fantastic dining options and just 15 minutes to downtown Sarasota and the world famous sugar sand beach of Siesta Key. The optional Palm Aire Country Club is within walking distance. There are two 18 hole golf courses, fitness center, 10 tennis and pickle ball courts, Jr.. Olympic size heated pool and a fun clubhouse with a scrumptious Sunday brunch and other activities throughout the year. Come and live the Florida dream in one of the best cities you could ever find.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Teresa Ribaudo (941-376-4500)
1631 BONITA LANE #C, SARASOTA, FL 34239
$2,1009 Days on yellowkey MLS ID: A4688916
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 578 Built: 1939Community: GranadaVilla
Remarks: Charming Vintage Old Florida Totally Independent mother-in-law cottage nestled in lush, tropical setting. 1BR/1B - Fully Furnished - Turnkey . Lots of windows and skylights. Clean and Fresh. Tile floors. Furnished in contemporary rustic style. Could not ask for better location than historic Granada neighborhood. Siesta Key and Downtown minutes away. Daily Shopping minutes away. 578 sq. ft. + additional large screened porch. Cottage has full kitchen with appliances, all dishes, cookware, glasses, etc; , home office space, ample closet space, large screened private yard, private carport, open aire shower as well as shower in bathroom, private large storage shed, private laundry. Small, cozy. This is a PERFECT FIT FOR ONE OCCUPANT who enjoys serenity, privacy, and beauty of nature. A retreat from the hustle and bustle. The cottage is not a fit for more than one occupant. Small pets allowed; No Smoking. Parking in your carport or on street. Minimum Lease: 3 months; longer lease possible and desirable. ALL UTILITIES INCLUDED, a value of more than $500: water/sewer/trash; electric; A/C and heat; high speed internet; Smart TV; pest control; property maintenance. No other bills
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
1900 BENJAMIN FRANKLIN DR #3, SARASOTA, FL 34236
$4,300349 Days on yellowkey MLS ID: A4650732
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1967Community: Lido HarbourVilla
Remarks: Completely upgraded and fully remodeled turnkey beach villa on Lido Beach. This beautifully appointed residence offers 2 bedrooms, 2 bathrooms, plus a Florida room, and is just steps from private beach access. Enjoy a heated resort-style pool and the ultimate coastal lifestyle. 1.5 miles from St. Armand's Circle and minutes from downtown Sarasota. Park your car under the covered door-front parking. Drop your bags and hit the sand! Offered fully furnished, this villa is ideal for a long-term rental at $5,000 per month plus utilities, OR seasonal at $8,500 a month- all utilities and internet included. The home features all new luxury furnishings, new high-end linens, and new upgraded appliances in chef's kitchen, with new washer and dryer. Covered front-door parking and additional guest parking are included. Pet-friendly for certified pets. Call for details, to schedule a conversation, tour, or to enjoy a live virtual tour of this exceptional property. Live like a king or queen on Lido Beach, whether for the winter season or year-round.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
4845 WINSLOW BEACON #51, SARASOTA, FL 34235
$1,55065 Days on yellowkey MLS ID: A4681185
REDUCED by $50 (3.1%) on 04/04/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1985Community: Winslow BeaconVilla
Remarks: Annual UNfurnished Come HOME to peace and tranquility to enjoy a wonderfully renovated ground floor unit with preserve views. You will enjoy spending time in this wonderful kitchen featuring solid wooden cabinetry topped with Silestone counters and complemented with stainless-steel appliances. There is a pass-through to the dining area with a breakfast bar. The dining and living room are open to the serene preserve views beyond your screened-in lanai. You can swim in the community pool and enjoy all the nature and amenities that come with living at The Meadows. The sprawling property has 15 miles of paved walking and biking trails that weave through the many neighborhoods that comprise The Meadows. This collection of communities features over 80 pristine lakes and is home to The Meadows Country Club, which offers three 18-hole private and public golf courses. These links meander through the neighborhoods, making this community one of the prettiest locations in the greater Sarasota area to call home, with its lush, old-growth Florida landscaping. While membership to The Meadows Country Club offers excellent amenities and should be considered, The Meadows Community Association also offers the Renaissance Access Plan to annual tenants. The Renaissance Access card can be used to enjoy many of the Meadows Country Club facilities, which include: the fitness center, junior Olympic pool, golf, dining, and social events. Beyond the resort amenities, this condo is a pleasant walk, to Nathan Benderson Park, with its World Class Rowing and Aquatic Sports Arena; five minutes by car to Whole Foods and the University Town Center Mall; 15 minutes from downtown Sarasota, and 20 minutes to shopping and dining at Saint Armand's Circle and the quartz sand beach on Siesta Key, the number one beach in the country. Call today for your next home! This community is governed by a homeowners association. Approval may include an application, background screening, fees, vehicle restrictions and an approval process. Contact the agent for details.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
2009 RIVERBLUFF PKWY #V334, SARASOTA, FL 34231
$1,895126 Days on yellowkey MLS ID: A4674441
0 Days Off yellowkey (back on 4/4/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1971Community: Strathmore Riverside IiiVilla
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: PRICE IMPROVEMENT! Discover the largest floor plan in Strathmore Riverside III, an impeccably maintained 55+ community perfectly situated in central Sarasota. This spacious 2-bedroom, 2-bath home with an additional office or hobby room offers abundant natural light, beautifully painted neutral interiors, and high-end tile and laminate flooring throughout. The split-bedroom layout provides wonderful privacy, while the inviting living room, formal dining area, and enclosed lanai create ideal spaces for relaxing or entertaining. Just outside the front entry, you’ll appreciate the large storage and laundry closet, adding everyday convenience. Enjoy a lovely view of Phillippi Creek right across the street, and take comfort knowing the property is located in Flood Zone X. Strathmore Riverside III offers an exceptional lifestyle with a heated pool, sauna, showers, fitness center, library, meeting spaces, and a vibrant clubhouse hosting weekly events. Trash, water, sewer, and basic cable are included, making this an outstanding value. The location is unbeatable—minutes to Siesta Key Beach, downtown Sarasota, UTC Mall, I-75, and several top-rated golf courses. Available for an annual lease, this home delivers comfort, convenience, and a true Florida lifestyle in one of Sarasota’s most desirable 55+ communities.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Karin Robison (847-323-5209)
7172 GREY SQUIRREL BLVD #81, SARASOTA, FL 34231
$3,200295 Days on yellowkey MLS ID: A4655538
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1121 Built: 1981Community: Woodside South Ph 1 2 & 3Villa
Remarks: 3 month stay required. Available Jan-March 2026. Come experience the peaceful and convenient lifestyle offered by this charming 2 bedroom, 2 bath villa located in the desirable Woodside South community. Tucked away in a quiet cul-de-sac, this home boasts mature landscaping that creates a tranquil park-like setting. Enjoy your morning coffee in the cozy dining area or spend your evenings relaxing on the lanai. Centrally located near dining, shopping, and beautiful Siesta Key Beach.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
4504 DEER TRAIL BLVD, SARASOTA, FL 34238
$2,09967 Days on yellowkey MLS ID: A4681631
REDUCED by $100 (4.5%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1457 Built: 1992Community: Villas At Deer CreekVilla
Remarks: Discover the perfect blend of comfort and convenience in this stunning maintenance free Villa for Rent located within the prestigious gated community of Deer Creek. This charming residence offers a welcoming and luxurious lifestyle with modern amenities and thoughtful design. The Two Spacious Bedrooms and Bathrooms are perfect for families, couples, or individuals seeking ample space and privacy. Provides secure and convenient parking with the Two-Car Garage and additional storage potential. Enjoy the serene outdoor space year-round with a Screened Lanai, ideal for relaxation or entertaining guests. Move into a fresh, modern space with updated amenities that add a touch of elegance to your daily routine. Pets Okay. This is a Non-Smoking Unit. Utilities are not included. Contact us today to schedule a viewing and make this exceptional home yours! *****For community access, call our office 24 hours before your scheduled showing appointment*****
Listing is courtesy of: REAL PROPERTY MANAGEMENT (970-852-3115)
Listing Agent: John Michailidis (941-225-8185)
8288 VARENNA DR, SARASOTA, FL 34231
$2,89582 Days on yellowkey MLS ID: A4679518
0 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Community: Esplanade By Siesta KeyVilla
Remarks: Live your best life at this resort style, maintenance free, gated community just 1.5 miles from Siesta Key. This beautifully designed villa has 2 bedrooms, 2 baths plus a den/office and all the space you'll need to work from home or use the office space as an extra bedroom. The large dining room area just off the open kitchen and spacious great room is perfect for entertaining. Relax on the peaceful screened lanai overlooking the lake or enjoy the heated community pool or spa at the clubhouse. The walk-in closets, kitchen pantry, inside laundry room, walk-in shower and two car garage all add in making this a very comfortable home. With the many community features you'll never need to leave the community. These features include, clubhouse, heated pool and spa, billiards room, clay tennis courts, fitness center, library, catering kitchen, fire pit, and gazebo. Schedule a showing and live this lifestyle in paradise.
Listing Agent: Maureen Plichta (941-812-5799)
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