Location: Sarasota
Do Not Show Listings
301 AVENIDA MADERA #B, SARASOTA, FL 34242
$12,60097 Days on yellowkey MLS ID: A4690443
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright open floor plan with a relaxed coastal theme, a fully equipped kitchen featuring granite countertops, stainless steel appliances, and a Keurig coffee maker, plus a spacious dining area overlooking a peaceful canal. The home comfortably sleeps up to 6 guests with a queen-size sofa bed and an auto-inflatable queen EZ bed, while the primary suite includes a private full bathroom. Step outside to enjoy true Florida living—grill out, swim, sunbathe, or fish right from the canal, and don’t forget your furry companions as this property is extremely pet-friendly. The shared pool area (with Unit A) adds to the experience, while both units has private entrances with no shared interior walls, ensuring added privacy. For peace of mind, exterior security cameras are in place, and the unit is strictly smoke-free with no indoor smoking permitted. Whether you're walking, biking, or taking the trolley to Siesta Key Village, everything you need is within reach—making this an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
3751 S SCHOOL AVE #29, SARASOTA, FL 34239
$1,59554 Days on yellowkey MLS ID: A4696143
REDUCED by $30 (1.8%) on 07/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972Community: Sunland AptsSpa: NoCondo
Elementary School: None
High School: None
Middle School: None
Remarks: Large 2 bedroom condo with two master suites and enormous Lani. 55 yrs and older community. Sought after Southgate! This spacious remodeled unit is top floor serviced by elevator. This condo is move in ready. Amazing Location, just across the street from the Siesta Mall with shopping, restaurants and fitness center. This unit couldn't be any more convenient! Walk to the Post Office. Very private location. Quiet top floor unit. No Pets. 55+ Huge 30' screened in balcony!
Listing is courtesy of: YORKSHIRE INTERNATIONAL R.E. (941-366-0000)
Listing Agent: Jules Roman (941-366-0000)
301 AVENIDA MADERA #A, SARASOTA, FL 34242
$12,60097 Days on yellowkey MLS ID: A4690447
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Community: Siesta Manor Sec 1Spa: NoSingle Family
Remarks: If you’re searching for the perfect location for your next vacation, your search ends here! This beautifully updated 2-bedroom, 2-bath home is ideally situated in the heart of Siesta Key, within Siesta Key Village and just a few blocks from the world-famous Siesta Key Beach. Designed with a bright coastal theme, the home features an inviting open layout and a fully updated kitchen with solid surface countertops, stainless steel appliances, and a charming breakfast nook. The spacious primary suite offers a king-sized bed and a private en suite bathroom with a walk-in shower. A standout feature of this home is the private rooftop deck, complete with outdoor furniture, a grill, and umbrellas for shielding the sun- perfect for enjoying sunny afternoons or relaxing evenings while taking in stunning sunset views over Siesta Key Beach. During the day, enjoy the convenience of walking to the beach, local shops, and restaurants, or take a short drive over the bridge into Sarasota for even more dining, shopping, and entertainment options. This pet-friendly home is ideal for family gatherings, and for larger groups, Unit B can also be rented for additional space. The pool area is shared with the neighboring unit, while both units maintain privacy with separate entrances and no shared interior walls. The home is strictly smoke-free with no indoor smoking permitted. Enjoy your stay in this exceptional island retreat!
5253 AVENIDA DEL MARE, SARASOTA, FL 34242
$4,50040 Days on yellowkey MLS ID: A4697624
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1438 Built: 1950Community: Sarasota BeachSingle Family
Remarks: This is a short-term rental. Listing price reflects off season rate, in season rates will be higher. Escape to paradise at this beautiful vacation retreat located on the coveted north end of Siesta Key. Nestled in a quiet residential neighborhood, this spacious and elegantly appointed home offers the perfect blend of privacy, comfort, and convenience—just minutes from world-famous Siesta Key Beach and Siesta Key Village. This coastal-inspired home features 3 bedrooms, 2 baths, bright open living spaces, comfortable furnishings, and plenty of room for the family to enjoy. A fully equipped kitchen, inviting indoor-outdoor living areas capture the essence of Florida coastal living, whether you’re catching world-famous sunsets on the quartz sands of Siesta Beach or grilling in the private, lush backyard, this is your perfect Florida getaway.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
2308 WATERBLUFF PL #V304, SARASOTA, FL 34231
$4,250379 Days on yellowkey MLS ID: A4658883
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1312 Built: 1971Community: Strathmore Riverside IiiVilla
Remarks: BOOKED FROM 11/1/2025 TO MAY 7, 2026. Located in the 55+ Private and Active Community of Strathmore Villas. This 2bed/2bath villa has been beautifully updated and furnished, kitchen has a center island and seating area, stainless appliances, and fully equipped. There is a large family room and dining room, plus a formal living area. The primary bedroom has a king-sized bed, walk-in closet, and ensuite bathroom with single vanity. There is also an indoor closet with a washer and dryer. Relax on the peaceful outside furnished patio with BBQ grill. This community offers many amenities which include a clubhouse with a full-service kitchen, billiard room, meeting room, library, fitness center, shuffleboard, and many social activities, large, heated pool with a beautiful paver deck and water/marina views to see gorgeous sunsets! The marina connects to Phillippi Creek, Sarasota Bay, and the Gulf of Mexico. You are ideally located to shopping, dining, downtown Sarasota and a very short drive to the famous Siesta Key Beach and village. *AT LEAST ONE OCCUPANT MUST BE 55+.**
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Chrissie Cummings (772-532-8229)
2933 MAIDEN LN, SARASOTA, FL 34231
$5,700593 Days on yellowkey MLS ID: A4632386
INCREASED by $2,200 (62.9%) on 07/01/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1529 Built: 2021Community: Hyde Park TerraceSingle Family
Elementary School: Wilkinson Elementary
High School: Riverview High
Remarks: Adorable home built in 2021 in the heart of Sarasota. Designer furnishings from Crate & Barrel, West Elm, are blended with custom wood furniture. Situated in central Sarasota, Close to Siesta Key this spacious home is like new and designed to embrace indoor/outdoor living and entertaining. The short drive to Siesta Key, downtown, and the areas best dining makes this home the perfect location. A spacious lanai allows for great entertaining alongside a spacious deck for grilling. Upon entering the home, you will immediately notice the open floor-plan and vaulted ceilings filled with natural light. The kitchen has plenty of counter space and comes well equipped to cook a family meal after a day of fun in the sun. The primary bedroom includes a King sized bed as well as a private bathroom with walk-in shower, built-in dresser, and large custom closet. The secondary bedrooms share a bathroom, which includes a tub-shower. This home is thoughtfully filled with everything your family needs for a coastal beach getaway including games and beach equipment! The property is fully fenced with lush tropical landscaping. Guest will have private access to the entire property. Rental terms are flexible, open to longer leases. Furnishings can be adjusted to occupants needs. Rental price varies depending on month.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Seth Westerberg (941-342-7653)
3709 ALDEN WAY, SARASOTA, FL 34232
$2,500482 Days on yellowkey MLS ID: A4647375
REDUCED by $100 (3.8%) on 06/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1290 Built: 1991Community: Sarasota SpgsSingle Family
Remarks: Welcome to your own private waterfront retreat on beautiful Lake Flamingo. This charming 3-bedroom, 2-bath home offers a peaceful setting where you can start your mornings with coffee on the brand-new expansive deck, taking in stunning sunrise views and abundant wildlife along the spring-fed lake. Designed with a spacious open and split-bedroom floor plan, the home is filled with natural light thanks to large windows that frame picturesque views of the lake and surrounding natural beauty. The bright interior features attractive white cabinetry, wood flooring in the bedrooms, and numerous updates throughout, creating a warm and inviting atmosphere. Recent improvements include a new duct work, freshly painted interior, new landscaping, and a brand-new deck, making this home truly move-in ready. The oversized deck is perfect for entertaining, grilling dinner, or simply relaxing with a glass of wine while enjoying the peaceful waterfront setting. Both the deck and backyard are fully fenced, offering exceptional privacy and security. Garden enthusiasts will appreciate the generous side yard with plenty of room to create their own outdoor oasis. Storage is abundant with two walk-in closets, a large 10' x 3' closet in the third bedroom, a linen closet, and a spacious storage shed. Despite its tranquil setting, this home is ideally located just 1–2 blocks from supermarkets, restaurants, shops, and a pharmacy, providing everyday convenience while feeling worlds away from it all. Flexible lease terms available.
5219 INVERNESS DR, SARASOTA, FL 34243
$3,200112 Days on yellowkey MLS ID: A4689313
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1933 Built: 1996Community: De Soto Lakes Country Club ColoSingle Family
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Turnkey Furnished Home in Palm Aire. Available October thru Mid December 2026. Welcome to this delightful vacation home nestled in the picturesque Palm Aire community of Sarasota, Florida! This three bedroom single family home is a warm and inviting haven to call your Sarasota home away from home. As you step inside, you'll feel an immediate sense of comfort and relaxation. The tastefully decorated interior boasts modern furnishings and an abundance of natural light, setting the perfect backdrop for your dream getaway. Gather in the open-plan living area, where a cozy sofa and armchairs beckon you to unwind after a day of sunshine-filled adventures. Movie nights will be a hit with the large flat-screen TV, and the dining table seating four provides a wonderful setting for shared meals and lively conversations. Our fully equipped kitchen awaits your culinary masterpieces, equipped with all the essentials to prepare your favorite dishes. And for your convenience, a separate laundry room with a washer and dryer stands ready to take care of any laundry needs. The master bedroom is a tranquil retreat, featuring a sumptuous king-size bed, an en-suite bathroom with a refreshing shower, and ample closet space. Step through the glass sliders and find yourself on the outdoor screened lanai, a perfect spot to bask in the golden rays of the Florida sun. Additional comfort awaits in the second and third bedrooms, both offering queen-size beds to ensure a restful night's sleep. Between these bedrooms, a convenient second bathroom with a soothing bathtub completes the setup. Outside, our screened-in lanai invites you to start the day with a cup of coffee amidst the gentle morning breeze or gather around the fire pit for enchanting evenings under the starry skies. The private backyard, adorned with a privacy fence, a sizzling barbecue grill, and beautiful landscaping, is an oasis of serenity where you can truly soak up the Florida sunshine. Inquire about an optional membership available thru the Palm Aire Country Club which offers an array of amenities to elevate your experience. Tee off on the golf course, engage in friendly tennis matches, and indulge in delectable treats at the clubhouse's restaurant and bar. Venturing beyond, the allure of Siesta Key and Lido Key's captivating beaches awaits you, just a short drive away. And when you crave a taste of Sarasota's vibrant energy, downtown's eclectic restaurants, charming shops, and cultural hotspots are within easy reach. This inviting vacation home is ready to welcome you. Secure your spot today and embark on an unforgettable Sarasota getaway filled with comfort, convenience, and joy.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Sundi Engle (941-350-5963)
1707 CARIBBEAN DR, SARASOTA, FL 34231
$12,50029 Days on yellowkey MLS ID: A4698589
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 5012 Built: 1959Community: Coral CoveSingle Family
Elementary School: Gulf Gate Elementary
Remarks: Experience elevated coastal living in Coral Cove, one of Sarasota’s most desirable West of Trail waterfront communities. This fully updated British West Indies-style residence offers over 5,000 square feet of beautifully renovated living space on an oversized 0.59-acre corner lot directly across from the neighborhood’s private park and boat ramp. Designed for comfort, style, and everyday functionality, this 4-bedroom, 3.5-bath home blends luxury finishes with the relaxed Sarasota waterfront lifestyle. Inside, tall 10–12 foot ceilings, engineered hardwood flooring, solid core shaker-style interior doors, impact-rated windows and doors, and abundant natural light create an impressive yet inviting atmosphere. The chef’s kitchen is a true centerpiece, featuring Café Series appliances, Dolomite countertops, waterfall-edge peninsula seating, a fluted range hood, walk-in pantry, and soft-close white cabinetry, all opening seamlessly to the main living and dining spaces. The home offers two true primary suites, including a ground-floor retreat and a private upstairs suite with a spa-inspired bathroom, freestanding tub, dual vanities, walk-in shower, and oversized walk-in closet. An additional ensuite bedroom and a flexible fourth bedroom or office provide plenty of space for guests, work, or extended living. Step outside to your private resort-style setting with a large pool, limestone decking, lush landscaping, brand-new dock, and floating jet ski pad. With no HOA, a private neighborhood boat launch just across the street, and close proximity to Siesta Key Beach, shopping, dining, and downtown Sarasota, this home delivers the best of luxury waterfront leasing in one of Sarasota’s premier coastal locations. Available for lease and fully renovated with a new metal roof, impact-rated windows, updated finishes, and no flood damage during recent hurricanes, this Coral Cove residence offers the rare combination of size, style, elevation, and location.
Listing Agent: Noah Ward (715-531-8021)
3720 EL POINIER CT #515, SARASOTA, FL 34232
$1,69529 Days on yellowkey MLS ID: A4698480
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1023 Built: 1974Community: Village PlazaCondo
Remarks: Fantastic Turnkey furnished, ground floor, unit at a 55+ community. Village Plaza is an amenities rich community with Clubhouse where there is always something happening: fitness classes, billiards, card games, weekly happy hour, community BBQ area, shuffleboard, pickleball, movie nights, parties, Bingo pool at Village Plaza. The location can't be beat - just around the corner from groceries, banking, medical facilities, shopping, restaurants and public transit, 3 miles from I-75 and 15 minutes to downtown Sarasota. This immaculate unit has the perfect floorplan for everyone to enjoy ~ big kitchen, well appointed, spacious gathering area, nice master bedroom, and second bedroom that is the perfect flex room for and office/den/etc. This unit has a oversized screened lanai that is also glassed in so you can make the most of every Florida season. This unit is available to rent for a month, 6 months or possibly annual!
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Dave Edgson (941-921-5999)
7322 34TH CT E, SARASOTA, FL 34243
$3,90034 Days on yellowkey MLS ID: A4697512
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2328 Built: 2023Community: Grady PointeSingle Family
High School: Southeast High
Remarks: Section 8 Welcome FOR RENT – Spacious 5 Bedroom Home with 2 Master Suites in Sarasota Description Section 8 Welcome – Move-In Ready! Waterview Welcome to this beautifully designed 5-bedroom, 3-bathroom home located in a quiet cul-de-sac in Sarasota. Built in 2023, this modern home offers over 2,300 sq. ft. of living space with an open-concept floor plan perfect for large families, multigenerational living, or roommates seeking privacy and comfort. Property Features: * 5 Spacious Bedrooms * 2 Private Master Suites with En-Suite Bathrooms * 3 Full Bathrooms * Open Concept Living & Dining Area * Modern Kitchen with Large Island & Stainless Steel Appliances * Walk-In Closets * Washer & Dryer Included * Attached 2-Car Garage * Fenced Backyard * Water View Lot * Energy-Efficient New Construction * Pet Friendly (subject to approval) Prime Location Conveniently located near UTC Mall, Sarasota-Bradenton Airport, I-75, Downtown Sarasota, Lakewood Ranch, shopping, restaurants, and Gulf Coast beaches.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Aimy Van (941-214-4789)
3700 BENEVA RD #0, SARASOTA, FL 34232
$1,8001031 Days on yellowkey MLS ID: A4584543
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1066 Built: 1981Community: Beneva Village Sec 3Apartment
Remarks: Beautifully updated Condo(s), New Vinyl Flooring, New Kitchen Quartz countertops & Appliances, New Bathrooms - Quartz countertops and fixtures, New Paint, updated molding and accent wall. Townhome with newly tiled patio and new screen lanai and view of golf course. Ground floor walkways are being updated with new tile. Second story walkway replaced with new indoor/outdoor carpeting. A/C 3 years old. Roof replacement underway, View of Golf Course and large back yard. Community Pool. Covered parking. No Pets allowed.. Annual rental, Several units become available periodically. Rents range from $2,000 to $2,300/mo. Confirm unit available and rental rate with Property Manager. NEXT AVAILABLE UNIT 7/1/25
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
1817 IVANHOE ST #A&B, SARASOTA, FL 34231
$3,1001042 Days on yellowkey MLS ID: A4583147
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1428 Built: 1947Community: South Highland Amd OfSingle Family
Remarks: FULLY FURNISHED #A 2 x 2 Available 5/1/25 Short term $5,500/mo or Long Term $3,495/mo. Guest House, Unit #B, Unavailable until 4/1/25 - 2 bedroom x 1 Bathroom $2,500/mo. > Annual rental. Freshly renovated house with brand new kitchen and new bathrooms! When you stay here you'll get a sense of a friendly quiet laid-back feeling in this nice house and neighborhood. When you walk in, you will immediately see how spacious it is. You have plenty of room to stretch out and relax in this lovely environment. Primary housel sleeps 6 comfortably. The larger spacious bedroom has 2 queen size beds in it. You'll notice throughout the house how the quality is. The color selections are attractive from floor to ceiling! When you walk out on the back porch, you'll see inviting outdoor furniture and a good size yard for your doggie to romp around in. You can sit on the outdoor furniture, serve dinner outside and enjoy the gorgeous weather with your loved ones! This rental house is less than 10 minutes to the world famous Siesta Keys Beach - ranked # 1 this year on TripAdvisor! If you would like to take a stroll, you're about 1-2 minutes walking distance to the famous Walt's Fish House. Their food is delicious. They have an outdoor bar too. Seasonal rate schedule; July-Dec $3,500/mo., Jan-Apr=$7,500/mo.
1203 LYRIC LN, SARASOTA, FL 34242
$7,500399 Days on yellowkey MLS ID: A4656825
REDUCED by $2,000 (21.1%) on 06/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2605 Built: 1964Community: Acreage & UnrecSingle Family
Remarks: Coastal Luxury Rental – Steps from Siesta Key Beach & Turtle Beach/Midnight Pass ***Seasonal or Annual Lease Available | 2 Bed • 2 Bath • Detached Garage /Game room/Workspace • RV Pad w/ 50-Amp + Pump-Out. Live the ultimate Siesta Key lifestyle in this completely remodeled and newly furnished coastal retreat, ideally located just ½ mile from the #1 rated Siesta Key Beach.***This stunning 2-bedroom, 2-bath residence features a private detached garage that doubles as a game room, home office, or creative workspace, plus a dedicated RV pad with 50-amp electrical hookup and pump-out station — an extremely rare amenity this close to the beach. ** Property Highlights: **Fully renovated interior – like new **Professionally furnished – turnkey & move-in ready** Bright open floor plan with coastal-inspired design** Modern kitchen with updated appliances & finishes ** Detached garage / game room / workspace – rare bonus feature ** Private outdoor areas perfect for relaxing or entertaining. ** Prime Location:** ½ mile to Siesta Key Beach ** Minutes to Siesta Village restaurants, nightlife & boutiques ** Easy access to downtown Sarasota, marinas, boating & golf.***Lease Options: Fully Furnished > Seasonal or Annual lease available*** This is a rare opportunity to lease a fully remodeled, professionally furnished home with RV parking & hookups, located minutes from Siesta Key Beach — perfect for snowbirds, traveling executives, digital nomads, boaters, and RV enthusiasts.
2441 WEBBER ST, SARASOTA, FL 34239
$8,500138 Days on yellowkey MLS ID: S5145822
REDUCED by $1,000 (10.5%) on 06/30/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025Community: Orange ParkSpa: YesSingle Family
Elementary School: Southside Elementary
Remarks: Virtually Staged. Brand-new 2025 contemporary pool home in Sarasota offering modern design, quality construction, and convenient access to the area’s best amenities. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and cultural attractions, this home delivers the ideal combination of style and location. Furnished or Unfurnished. Can be rented for seasonal rental price is subject to change based on season and availability. Situated on a private 85’ x 117’ fenced and professionally landscaped lot, the backyard features a heated pool and spa with sun shelf, creating a relaxing outdoor retreat perfect for entertaining or enjoying Florida living year-round. Built with all-concrete block construction, impact-rated windows and doors, and energy-efficient systems, the home offers durability, safety, and lower insurance costs. Inside, the open-concept design features 10+ foot ceilings, large windows, and abundant natural light. The gourmet kitchen includes a waterfall island, Monogram appliances, induction cooktop, InstaHot water, and custom cabinetry, and opens seamlessly to the main living and dining areas. The 2,726 sq ft single-story floor plan includes 4 bedrooms and 3.5 bathrooms, with three ensuite bedrooms providing privacy for guests or family. The primary suite offers dual walk-in closets and a spa-inspired bathroom with soaking tub and glass-enclosed shower. Located in the highly regarded Southside Elementary School district, this newly built home is move-in ready and ideally positioned in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
2826 MARLETTE ST, SARASOTA, FL 34231
$3,500139 Days on yellowkey MLS ID: A4686026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1476 Built: 1950Community: Sarasota-Venice Co SubSpa: YesSingle Family
Remarks: Beautifully updated single-family home available for rent in one of Sarasota's most sought-after locations — just minutes from world-famous Siesta Key Beach, downtown Sarasota's dining and arts scene, and top-rated schools. No HOA restrictions. No CDD fees. Just a turnkey home ready for you to move right in. This thoughtfully designed residence offers flexible living for a wide range of lifestyles. The main home provides bright, comfortable living spaces anchored by a modern electric fireplace, while a private in-law suite with its own full kitchen gives you options — whether you need space for family members, a long-term guest, a home office, or a creative studio. Every major system has been recently updated, so you can move in with total confidence: new roof (2023), HVAC (2021), new flooring (2023), remodeled bathrooms, new windows (2024), new front door (2025), updated landscaping, and all-new appliances. Smart-home features including a Google Nest thermostat and Ring security cameras are already in place for your comfort and peace of mind. The fully fenced private lot offers a quiet retreat to relax and entertain — rare for a rental in this price range. Furniture and select equipment may be included for qualifying tenants, making this one of the most seamless move-in opportunities on the market. Available now. No HOA. No CDD. Pets considered on a case-by-case basis.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Rian Kelly (941-780-3890)
SARASOTA, FL 34238
$1,800734 Days on yellowkey MLS ID: N6133940
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1353 Built: 1984Community: Village Des Pins IVilla
Remarks: RATE IS ALL INCLUSIVE FOR A WEEKLY RENTAL MAY - DECEMBER! SHORT TERM RENTALS! THIS IS NOT A MONTHLY RATE!!!!! 5 minutes to Siesta Key Beach. Short walk to the HEATED pool, spa, and clubhouse! This very well appointed and updated 2/2 villa will be your slice of paradise! Both bedrooms have queen beds. Split bedroom floor plan. Huge master bedroom closet. Separate vanity area in master bath. ZERO carpet! Updated kitchen with granite counters! Eat in kitchen as well as 6 person dining room table. Large living area with vaulted ceilings, ceiling fan, flat screen TV, couch and large sitting chair! Room for everyone! Flat screen TV's in both bedrooms. Spacious, private and cozy lanai. Full size washer/dryer. One car garage. Village Des Pins offers one of the best locations in proximity to Siesta Key Beach and the only community with a ONE WEEK MINIMUM RENTAL. As you enter VDP, you are greeted by a beautiful fountain, lakes, and mature trees. Amenities in the community are top notch! Gazebos, grills, pickle ball, tennis courts, shuffle board, basket ball, clubhouse with pool table, and even a putting green! What more could you ask for??? Well.... the destinations are endless! Ringling Museum of Art, Van Wezel Performing Arts Hall, Marie Selby Botanical Gardens, Marina Jacks, O'leary's. Or head south and visit downtown Venice, full of boutiques, fine dining, or Shark's restaurant sitting directly on the beach! Availability in MAY - DEC 2026! Holiday weekly rates will vary! Discounts may apply for stays longer than one week. Come enjoy the best that Sarasota has to offer in a beautiful villa!
Listing is courtesy of: WHITE SANDS PARADISE REALTY (941-416-1500)
Listing Agent: Christina Johnson (941-416-1500)
3225 RAMBLEWOOD DR N, SARASOTA, FL 34237
$2,00056 Days on yellowkey MLS ID: A4695517
0 Days Off yellowkey (back on 6/30/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1343 Built: 1974Community: Ramblewood AcresCondo
Remarks: Pet-friendly and perfect for you and your furry bestie! Welcome to this roomy 3-bedroom, 2.5-bathroom two-story townhome at 3325 Ramblewood Dr in the popular Ramblewood Acres community. This bright and functional home features a large living area, a well-equipped kitchen, and plenty of space for comfortable everyday living. The primary bedroom offers a generous closet, while the two additional bedrooms provide great flexibility for family, roommates, or a home office. Relax on your private screened patio, enjoy extra storage space, and take advantage of the convenient carport parking. Ramblewood Acres is a fantastic gated community that offers three swimming pools, tennis courts, a fitness center, clubhouse, and playground. Perfect for taking your floof on plenty of walks around the community! Whether you’re working from home or heading out to explore downtown Sarasota’s beaches, dining, and shopping, this location has it all with easy access to I-75. Available for annual lease. Ready to make this your new home? Schedule your showing today!
Listing Agent: Jeffrey Plekan (518-320-2989)
5571 ROSEHILL RD #104, SARASOTA, FL 34233
$1,95055 Days on yellowkey MLS ID: A4695986
REDUCED by $100 (4.9%) on 06/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1112 Built: 2002Community: Admirals WalkSpa: NoCondo
Remarks: Virtually Staged. Enjoy the best of Florida living in this beautifully updated ground-floor 2-bedroom, 2-bath condominium located within a desirable gated community just minutes from world-famous Siesta Key Beach. Offering the perfect combination of comfort, convenience, and location, this spacious residence features a new A/C, new water heater, new refrigerator, and a recently updated roof for added peace of mind. Residents enjoy access to resort-style amenities including a heated swimming pool, spa, fitness center, and clubhouse. Whether you're spending the day relaxing by the pool, biking along the Legacy Trail, enjoying nearby golf courses, or heading to Siesta Key for a sunset walk on the beach, you'll love the lifestyle this location provides. The ground-floor location offers easy access with no stairs to climb, making daily living and bringing in groceries a breeze. Conveniently situated near shopping, dining, parks, entertainment, and I-75, you'll have easy access to Downtown Sarasota, Venice, Lakewood Ranch, and UTC while still enjoying the privacy and security of a gated community. If you're looking for a well-maintained rental in one of Sarasota's most desirable locations, this is an opportunity you won't want to miss.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Jordan Cadavid Jones (941-900-5968)
5779 WILENA PL, SARASOTA, FL 34238
$3,80030 Days on yellowkey MLS ID: A4697929
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2004Community: VillagewalkSingle Family
Remarks: This Oakmont model 3 bedroom, 2.5 bathroom single family home with a water view is located in the gated, resort style community of VillageWalk on Palmer Ranch. The main living areas and bedrooms have luxury vinyl with neutral tile in the kitchen and bathrooms. There are plantation shutters throughout and granite countertops and stainless appliances in the kitchen. Community amenities include 2 pools, resort and lap, fitness center, 6 har-tru tennis courts, pickleball, clubhouse and miles of walking paths. There's a restaurant and Tiki Bar as well. VillageWalk is conveniently located to Siesta Key Beach, the Legacy Trail and shopping and dining.
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Scott Albert (941-929-9333)
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