Location: Sarasota
Do Not Show Listings
2443 WOOD ST, SARASOTA, FL 34237
$4,20044 Days on yellowkey MLS ID: A4693080
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 2024Community: Hudson ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: Unfurnished annual rental located downtown, adjacent to Payne Park and minutes from Main Street. This newly built home features three bedrooms, 2 bathrooms, and a solar-heated private pool. Located on a quiet street in a coveted neighborhood within city limits, the property offers quick access to Selby Gardens, St. Armands Circle and the beaches of Siesta Key and Lido Key. The interior boasts soaring ceilings, luxury vinyl flooring, and an open kitchen equipped with new appliances, including an induction cooktop. The primary suite includes a walk-in tiled shower, a separate garden tub, and a closet with custom built-ins. Additional features include: Fenced and fully enclosed back and side yards, spacious two-car garage, and sleek stainless steel ceiling fans throughout. No cats.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
345 PARKLAND AVE, SARASOTA, FL 34232
$2,795106 Days on yellowkey MLS ID: A4682269
REDUCED by $200 (6.7%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1672 Built: 1971Community: EastwoodSingle Family
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Welcome to this beautifully remodeled pool home in one of Sarasota’s most convenient locations! Nestled in the desirable Eastwood neighborhood off Beneva Road, this move-in-ready residence is ideally situated between Fruitville and Bahia Vista, offering quick access to downtown Sarasota, I-75, and the world-famous Gulf Coast beaches. This spacious home features 2 bedrooms plus a versatile bonus den that can easily function as a third bedroom, office, or flex space, making it perfect for a variety of lifestyles. The thoughtfully designed layout provides comfortable living and excellent natural light throughout. The large open kitchen overlooks the backyard and flows seamlessly into a bright, oversized family room filled with natural light, creating the perfect space for entertaining or relaxing with family. A separate living room and a second bedroom are located on the opposite side of the home, along with a modern, updated bathroom. A third den/bedroom shares the second full bath. One car garage with new washer and dryer. The primary suite offers its own private bathroom and direct access to the fenced backyard, where you'll find your private pool and outdoor space—perfect for enjoying Florida’s year-round sunshine, hosting gatherings, or creating your own backyard retreat. With its recent updates, flexible layout, and unbeatable location, this Sarasota pool home is the perfect blend of comfort, style, and convenience. *Landscaping to come soon! Legacy Trail is literally right there next to Parkland Ave!
Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-627-3321)
Listing Agent: Susan Brooks (302-650-6349)
1351 DIXIE LEE LN, SARASOTA, FL 34231
$12,000254 Days on yellowkey MLS ID: A4668211
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4339 Built: 1990Community: NoneSpa: NoSingle Family
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: ANNUAL RENTAL IN HIGHLY SOUGHT AFTER WEST OF TRAIL LOCATION NEAR THE FIELD CLUB. MAJOR RENOVATIONS ARE COMPLETE! Updates include exterior and interior painting, impact windows and doors, porcelain tile in the living room, dining room, and primary bedroom, updated guest bathrooms, updated landscaping, new outdoor kitchen grill, new refrigerator, and more. The open concept kitchen and family room overlook enclosed brick lanais and mature trees and landscaping—the perfect place for entertaining. The master bedroom and office are located on the first floor. The remaining bedrooms and game room are located upstairs—a perfect layout for guests/family. The screened patios with outdoor kitchen overlook the saltwater heated pool. The neighborhood has a brand new deeded boardwalk and fishing pier—a great place to launch a kayak or for boat pick ups/drop offs. The central location makes for a quick drive to Siesta Key, Downtown Sarasota, dining, and shopping.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
8860 MILESTONE DR, SARASOTA, FL 34238
$2,95033 Days on yellowkey MLS ID: A4694038
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1819 Built: 2022Community: Promenade East Tr 703Townhouse
Elementary School: None
High School: None
Middle School: None
Remarks: Beautiful 3-bedroom, 2.5-bath home located in a gated Sarasota community. This well-maintained property features a spacious and functional layout, modern finishes, bright living spaces, and a well-equipped kitchen perfect for everyday living and entertaining. Residents enjoy access to a heated community pool and the added privacy and security of gated entry. This property features direct access to the 18.5-mile Legacy Trail. Conveniently located near shopping, dining, and Sarasota’s beautiful Gulf Coast beaches.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Hali Tallman (941-299-4017)
9320 CLUBSIDE CIR #2308, SARASOTA, FL 34238
$6,000375 Days on yellowkey MLS ID: A4654596
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1995Community: Stoneybrook Clubside 2Condo
Remarks: RENTED JAN. FEB., MARCH & APRIL 2026 - AVAILABLE OFF SEASON. Enjoy amazing views from the screened lanai of this 3rd-floor exquisite vacation condo with spectacular views of the golf course from the screened lanai. Corner units add extra square footage and the vaulted ceilings of the 3rd floor add to the spaciousness of this 1,230 sq. ft. condo. The easy-care bamboo flooring in the main living area and into the kitchen add a touch of elegance. Wood and glass cabinets grace the kitchen and granite countertops complete the setting. The primary bedroom has a king bed, a closet with built-in shelving, and an adjoining bathroom with an updated vanity and newly tiled walk-in shower. There is a queen bed in the 2nd bedroom, which is conveniently located next to the 2nd bathroom, offering an updated vanity, a tub, and shower. A temporary golf membership is also available for a fee (check with the clubhouse for the fee schedule.) The clubside community pool and tennis courts are directly across from the building. Stoneybrook is one of Sarasotas most popular golf and tennis clubs, has a newly modernized golf course said to be one of the best golf courses on the west coast of Florida. The restaurant offers casual or formal dining, there is a fitness center, several Har-Tru tennis courts, a large heated pool, and the community borders the Legacy walking and biking trail access, is less than 15 minutes from Siesta Key beaches, shops and restaurants and a short drive to downtown Sarasota. Stoneybrook offers a vacation to be remembered.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Vicki Reilly (941-266-5962)
1335 LANDINGS DR #9, SARASOTA, FL 34231
$4,00034 Days on yellowkey MLS ID: A4694217
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2372 Built: 1981Community: Landings TreehouseTownhouse
Remarks: Treehouses on the Boardwalk with incredible, unrestricted views of Roberts Bay and the Intercoastal Waterway rarely come on the market. This is a wonderful opportunity to BECOME A PART OF one of these hidden Gems in the Landings Community. FULL AMENITIE MEMBERSHIP TO EVERYTHING. These cool, multi-leveled homes have been designed to be part of the natural environment and are nestled amidst the Florida wildlife and mangrove forest, offering a peaceful and serene setting combined with marvelous views. What a magical place to live! This treehouse is located in short distance from its detached garage and assigned parking space. The moment you walk into this home you will be enchanted by the fantastic water views overlooking Roberts Bay and Siesta Key. Well maintained, equipped with impact glass sliders and elevated above flood level. The living area with soaring ceilings, sky lights, a woodburning/propane gas combo fireplace (CANNOT USE FIREPLACE SAFETY used as we need special clearance. ) Open kitchen is spacious and creates a warm and inviting atmosphere. Numerous decks: 2 DECKS ON 2ND FLOOR AND A 26 X12 OPEN PATIO TO WATER VIEWS AND SUNSETS (26 X 12. which brings the outdoors in, and you can enjoy sunshine any time of the day. The primary bedroom with en-suite bath is located on the mid-level and two additional bedrooms share a bathroom on the upper level a split floor plan for master bedroom privacy. All bedrooms have queen beds. There is a large bonus room which could be a 4th bedroom, office, gym or family room on main floor. Store your Kayak, or walk out your patio 20ft to the water to launch. Canoe or Paddleboard at your home and access the Bay right there. The TREEHOUSE private pool and spa is just a quick walk. A Nature Walk leads to the Fishing Pier and Kayak Launch at the Intercoastal Waterway. Store your kayak at the provided storage racks and enjoy the direct access to the mangrove waterfront to Roberts Bay and afterwards cool off in the Treehouse community pool. The Landings is a well-established, very desirable gated community with 24-hour guarded gate. Membership to the Racquet Club where you can enjoy 8 Har-Tru tennis, a newer fitness center, large resort style pool, pool, spa, pickleball, library, exercise classes and social activities. 24 hour guarded community. Fine and casual dining and shopping is conveniently located just outside the gate at recently remodeled mall. Fabulous central location to everything what the Sarasota area has to offer Siesta Beach is 2 miles away and 15 minutes to downtown Main street Sarasota for Arts and all cultural events. NO RV'S, TRUCKS OR MOTORCYCLES ARE ALLOWED. CLUB MEMBERSHIP INCLUDED. OFF SEASON RENTAL FROM 6/01/2026 THROUGH 10/01/2026. $4000 and all inclusive.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
5453 NEW COVINGTON DR, SARASOTA, FL 34233
$3,00034 Days on yellowkey MLS ID: A4694454
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2178 Built: 2001Community: Covington Place,Single Family
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: ANNUAL LEASE ONLY. This three-bedroom home plus OFFICE/DEN and a 3-CAR GARAGE boasts peaceful lake views. Featuring a new roof, this residence is perfectly situated in a highly desirable school district. Enjoy an open plan great room with soaring ceilings, a wood-burning fireplace, and sliding doors to a screened lanai. Open plan kitchen is at the heart of this home, overlooking the great room and with direct access to a separate dining room. The home’s architectural details elevate it further, from high ceilings to rounded drywall corners, plantation shutters and decorative niches in the hallway, rotunda and dining room. Small backyard. Covington Place is a charming, deed-restricted community. Walking distance to elementary and middle schools, and easy access to I-75, shopping, and dining. Just 8 miles to Siesta Key’s world-famous beaches. SORRY NO PETS
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Patricia Tan (941-504-9232)
1718 CARIBBEAN DR, SARASOTA, FL 34231
$3,500471 Days on yellowkey MLS ID: A4643493
0 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2001 Built: 1961Community: Coral CoveSingle Family
Remarks: RENTAL HOME Available for LEASE. SARASOTA POOL HOME in CORAL COVE UPDATED 3BR, 3BA waterfront pool home is ready for your arrival. Coastal Living at it's best, WEST OF THE TRAIL!! This amazing home overlooks a saltwater canal with a private dock access for fishing, kayaking and boating in the Sarasota Bay. Dive-In or float in the heated in ground pool. Move-In and enjoy the Florida indoor/outdoor lifestyle. Just completed, a spacious screened lanai with a covered patio and large sunshine area to relax. Inside the home, the great room floor plan opens up the home's living area to capture the views and sunlight throughout. All three bedroom feature queen size beds and are all en-suite with full size updated bathrooms. Well equipped Eat-In kitchen. Located in Sarasota, less than four miles to the beautiful #1 rated Siesta Key beaches and village. The Coral Cove neighborhood private 2-acre park is a walk away from the home. The tree lined waterfront park features a boat ramp, day dock, excellent fishing opportunities, and scenic views. This location offers endless opportunities to explore in Sarasota during your stay: Legacy Trail for bicyclists, Marie Selby Botanical Gardens, Ringling Museum, Performing Arts theaters, and Downtown Sarasota. One month minimum stay. Monthly Rates for May through November $3500 +13% tax on stays for one to six months. No PETS/ No SMOKING. Don't miss your chance to experience this true coastal rental gem. OPEN FOR ONE MONTH or longer stays as of APRIL 2026 through November 2026. Reservations are not available for December 2026 though March 2027.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Patrice Ivan (941-993-0823)
345 S TUTTLE AVE, SARASOTA, FL 34237
$2,20041 Days on yellowkey MLS ID: A4693428
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1091 Built: 1953Community: Patricia ManorSpa: NoSingle Family
Remarks: Move in today and enjoy the ultimate Sarasota lifestyle just minutes from Siesta Key, Lido Beach, St. Armands Circle, Downtown Sarasota, Arlington Park, and the Legacy Trail. This beautifully remodeled 4-bedroom pool home sits on a large tree-shaded fenced lot and offers a spacious outdoor living area, an inviting in-ground pool, and plenty of parking. Inside, the open split floor plan features a private owner’s suite, 2 full baths, and 1 half bath with a fresh, modern coastal feel throughout. The updated kitchen is perfect for entertaining with granite countertops, stainless steel appliances, and a convenient pass-through to the outdoor space. Ceramic tile flooring runs throughout, and the home has been freshly painted and updated from top to bottom. Located in a fantastic central Sarasota neighborhood close to Bee Ridge, Tuttle, and Bahia Vista, this home offers easy access to parks, dining, shopping, and the beaches. Schedule your private showing today.
Listing is courtesy of: SIESTA 4 RENT (941-349-5500)
Listing Agent: Karen Lyons Nowadly (941-928-9496)
4397 LONGMEADOW #35, SARASOTA, FL 34235
$3,8001647 Days on yellowkey MLS ID: A4520600
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1182 Built: 1984 Tax: $2,019 (2021)Community: Woodland GroveCondo
Taxes:$2,019
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2021
Middle School: Booker Middle
Remarks: Very nice Ground Floor Condominium in Woodland Grove in The Meadows. This spacious 2/2 backs to a beautiful, lush backdrop of foliage and nature you can enjoy on a screened lanai. Large Master with walk in closet and private bath. Separate laundry room with washer and dryer. This is a seasonal Rental and has all the amenities you'll need. 2026 off season rates available (June-Nov.) and 2027 April - Nov. available. The Meadows has 13 miles of walking and biking trails, gorgeous lakes, a golf course, dining and shopping.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Dolly Snyder (941-350-5949)
SARASOTA, FL 34237
$10,000805 Days on yellowkey MLS ID: A4606755
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2445 Built: 1949Community: Ringling Blvd SubSpa: YesSingle Family
Remarks: Welcome to the Ringling Retreat, a luxurious family compound in the heart of downtown Sarasota. The property sits just a few blocks from the East end of Main Street downtown and is perfectly walkable to the Legacy Trail, Payne Park, & a number of shops & restaurants. A screened entryway in the front greets you before stepping through the front door into a light and bright living area with views out to the new heated pool & generous seating including a queen sleeper sofa & two club chairs. A 65 inch mounted tv in this room w/ complimentary streaming services is accessible from the living room as well as the 3 stools at the breakfast bar separating the living space from the designer kitchen. The kitchen offers SS appliances & European style cabinets that are all labeled for your convenience & offer soft close hardware. Adjacent to the kitchen is a large dining area with seating for up to 12. The main house offers 3 large bedrooms & 2 well appointed bathrooms. The bed configuration is as follows: Bedroom 1 is just off the living room and is separated by french doors with privacy curtains. This room offers sleeping for up to 4 guests w/ two stand alone twin beds as well a twin over twin bunk bed. An open shelf closet, nightstand and mounted tv complete the set up. Bedroom 2 is located on the Master wing of the house with good separation from the Master bedroom and with easy access to the guest bathroom. This room offers a queen bed with two nightstands, a dresser and a large reach in closet. A large flat screen tv sits on top of the dresser. The Master bedroom is huge and offers a king bed with two nightstands, a dresser and a mounted tv on one of two shiplap accent walls. The Master has a zen feel and offers a large walk in closet, separate water closet/toilet area, and a recently remodeled spa-like bathroom with tiled shower, and double vanity sinks. Access to the courtyard & pool area is available from the Master. Step beyond the kitchen & dining area to an exterior covered breezeway to find a laundry closet to the right as well as a beach essentials closet to the left. The keypad enabled door between both closets grants access to the guest house which features a full living room w/ two large sofas including a queen pullout sleeper sofa as well as two club chairs. Adjacent to the living area is a full kitchen & eat-in kitchen area as well as a 2nd washer & dryer. Beyond the living space is a large bedroom w/ King bed, 2 night stands & mounted flat screen. This 2nd Master offers a walk in closet & full en suite bathroom. Beyond the breezeway & into the courtyard you'll find a large glistening pebble tec heated saltwater pool w/ an in-ground heated spa and large sun shelf that allows you to stay dry with your toes in the water. Two in-pool club chairs offer cupholders for your cold beverages as you soak up the Sarasota sunshine. Need some shade? We installed a Miami Dade hurricane rated patio with covered roof and an outdoor kitchen and bar area offering ample counter space and cabinetry, a mini fridge, and a premium 40" propane grill. 4 stools face the mounted TV so you can watch the game while your loved ones play nearby. Outdoor dining can be had either at the outdoor kitchen bar or the dining table with seating for 8 under a teal Sunbrella. On the far side of the pool you'll find a gorgeous putting area for golf enthusiasts and children alike. New landscaping and landscape lighting make this feel like a resort at night.
Listing is courtesy of: UPTOP REAL ESTATE SERVICES, LLC (941-554-4896)
Listing Agent: Adam Kabinoff (941-554-4896)
1601 PELICAN POINT DR #HA212, SARASOTA, FL 34231
$2,25065 Days on yellowkey MLS ID: A4690344
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1979Community: Pelican Cove IxCondo
Remarks: Pelican Cove – Furnished Condo for Rent. Available Now through October 2026. Step into the Pelican Cove lifestyle with this beautifully furnished 2-bedroom, 2-bathroom second-floor condominium overlooking the community’s picturesque yacht basin. This residence is drenched in upgrades, impeccably maintained, and ready for you to enjoy immediately. Property Highlights • Fully furnished • 2 bedrooms / 2 bathrooms • Second floor with serene yacht basin views • Updated throughout with quality finishes • Bright, open living spaces • Move-in ready for a seamless seasonal stay If you’ve never explored Pelican Cove, prepare to be amazed. This guard-gated, 78-acre waterfront community is one of Sarasota’s hidden gems—lush, peaceful, and packed with amenities. • 86-slip low-cost boat harbor • Kayak & canoe launches • Six heated swimming pools + a hot tub • Three clubhouses & classrooms • Fitness center • Art, woodworking & pottery studios • Tennis/pickleball courts • Basketball & dog play area • Scenic walking trails, boardwalks & fishing gazebos. • Attend classes at the Pelican Cove University, or groups/clubs such as yoga, tai-chi, painting, photography & more. • Over 37 clubs: cycling, culinary arts, bridge, film, fiber arts, and more. • Evening jazz & classical concerts under the stars Pelican Cove feels tucked away, yet you’re minutes from everything: • Walk to Pelican Plaza: Starbucks, Total Wine, Sprouts • 5 minutes to Siesta Key Beach • Close to shopping, dining, and all that South Sarasota offers This condo offers not just a place to stay, but a lifestyle—active, social, scenic, and effortlessly convenient. Come see why Pelican Cove is one of Sarasota’s most sought-after communities. This is the lifestyle you deserve.
Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
890 MECCA DR ##4, SARASOTA, FL 34234
$1,450202 Days on yellowkey MLS ID: A4674209
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1090 Built: 1982Townhouse
Remarks: Half off 1st months rent! This 2/1.5 bath townhouse close to college and airport and includes water, sewer and garbage. Private fenced yard. Fresh paint ready to move in. No pets. Require 1st months rent and security. Call today for special move in!
Listing is courtesy of: OVERSEAS REALTY, INC (941-366-3661)
Listing Agent: Susie Nard, Pa (941-586-3735)
974 TENNESSEE LN, SARASOTA, FL 34234
$1,800155 Days on yellowkey MLS ID: TB8466639
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1961Community: Bay HavenSpa: NoHalf Duplex
Elementary School: Emma E. Booker Elementary
Remarks: West of N Tamiami Trail and the bay (US-41) in a private and quiet neighborhood. - Walk 2 blocks to watch the sunsets on the bay or exercise or stroll through the beautiful neighborhood on the Sarasota Recreational Trail. Duplex in Ind. Beach/Sapphire Shores neighborhood. Fully remodeled unit with new roof, impact windows, updated plumbing/electrical, and central cooling/heating. Updated kitchen with shaker cabinets, quartz counter tops, and stainless steel appliances. Beautiful bathroom with modern plumbing fixtures. Shared covered laundry. 1-1/2 miles to downtown Sarasota, 4 miles to St. Armands Circle and Lido Key, and 6 miles to Siesta Key. 2 blocks to Ringling College excellent for student housing. Enjoy single family home living in this tree lined street close to everything with much privacy and security. Parking on premises. NO FLOOD/EVACUATION ZONE ** Unit can be rented furnished or unfurnished **
Listing is courtesy of: LUXURY REAL ESTATE GROUP LLC (561-929-7304)
Listing Agent: Jorge Trujillo (305-218-1126)
1111 N GULFSTREAM AVE #16C, SARASOTA, FL 34236
$5,000421 Days on yellowkey MLS ID: A4650116
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1736 Built: 1974Community: One WatergateCondo
Remarks: DOWNTOWN SARASOTA...!ANNUAL UNFURNISHED WATERFRONT CONDO AVAILABLE IN ONE WATERGATE. Stunning views abound from this 1736 Sq. Ft 2 Bedroom, 2 Bath Condo in the heart of downtown Sarasota. The condo features a large wraparound balcony, impact resistant windows, large closets with organizers, and a spacious kitchen with granite countertops. There is also an additional in-unit storage room with cabinets and an additional refrigerator. One Watergate amenities include a heated saltwater pool, grilling area, two roof top tennis courts, and social room. One garage space is included. Laundry is located just outside the unit. Water, cable/internet are included. Walk to the waterfront, restaurants, shopping and theaters. All within minutes away. A short drive to beautiful LIDO BEACH. CALL NOW FOR A SHOWING BEFORE IT'S GONE!
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Teresa Ribaudo (941-376-4500)
2520 TAMI SOLA ST, SARASOTA, FL 34237
$4,8001506 Days on yellowkey MLS ID: A4534658
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2814 Built: 1946Community: Avon Heights 2Single Family
Remarks: SARASOTA / This one of kind CUSTOM HOME has it all. Enjoy this Luxurious THREE BEDROOM home located in the heart of the city of Sarasota. Close to DOWNTOWN and award winning SIESTA KEY beach. This home is situated on a beautiful lot with majestic Oak trees and Palms beautifully landscaping this property. The fenced back yard has a beautiful patio area with pergola that provides privacy. The rear yard courtyard area features a wood burning brick oven and outdoor kitchen. Perfect for entertaining and relaxing. Master Suite is on the first floor with King size bed and ensuite and a huge walk in closet. Available for one month or more. HIGH SEASON rental rate is $8,000/month (December through April) OFF SEASON rental rate is $4.000 (May through November) Now Available for an annual rental. $4,800/month. Call Today!!!
Listing Agent: Jane Hunter (941-896-0622)
9300 CLUBSIDE CIR #1308, SARASOTA, FL 34238
$2,10055 Days on yellowkey MLS ID: A4691966
REDUCED by $400 (16.0%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1994Community: Stoneybrook Clubside 1Condo
Remarks: AVAILABLE OFF SEASON! Gated golfing community on Palmer Ranch. 3rd-floor condo with open floor plan and unobstructed view from the kitchen through to the lanai with spectacular water views from all sides. Granite counters in the kitchen, lots of seating space in the living room and with lots of windows. There is a king bed in the main bedroom and a custom-tiled walk-in shower in the adjoining bathroom. The lanai is nicely furnished and the icing on the cake is the expansive water view from almost every room. The second bath is conveniently located next to the second bedroom. The community heated pool is just a short distance from the condo along with the tennis court that has been lined for pickleball. GOLF TRANSFER AVAILABLE. Stoneybrook has a state-of-the-art clubhouse offering fine and casual dining, a large lap pool, a fitness room and har-tru lighted tennis courts.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
726 BIRDSONG LN, SARASOTA, FL 34242
$5,52535 Days on yellowkey MLS ID: A4694343
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1972Community: Siestas Bayside Waterside SouthSingle Family
Remarks: AVAILABLE after June 1, 2026! Enjoy your own slice of paradise on World Famous Siesta Key! This beautifully renovated turnkey 3-bedroom, 2-bath heated pool home is just a short distance from the #1-rated beaches and the charming shops and restaurants of Siesta Key Village. Whether you're here for million-dollar sunsets, endless watersports, the famous Sunday Drum Circle, or simply peaceful days spent relaxing by the pool, this home is the perfect place to settle in and enjoy it all. The home comfortably sleeps 6-8 guests, with a king bed in the primary bedroom, a queen bed in the second bedroom, and a twin bed with a pull-out trundle in the third. The full-sized chef’s kitchen overlooks the pool, while two separate gathering spaces provide plenty of room to relax, unwind, or entertain. Outside, the fabulous outdoor living space invites you to soak up the Florida sunshine in your own private retreat. 30-day minimum term only. Jan-April = $9,200, May-October = $5,525, November = $6,300, December = $7,350. 13% tourism tax added to all leases under 6 months. Just bring your toothbrush and sunscreen! SORRY, NOT AVAILABLE AS AN ANNUAL RENTAL. Currently booked Dec 15, 2026-Mar 15, 2027.
Listing is courtesy of: TNG REAL ESTATE (941-773-9599)
Listing Agent: Scott Nold (941-773-9599)
2130 JO AN DR, SARASOTA, FL 34231
$2,30035 Days on yellowkey MLS ID: A4694322
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1100 Built: 1988Community: High AcresHalf Duplex
Remarks: Welcome home to this well-appointed half duplex offering comfort, privacy, and all the features you've been looking for — all just over a mile from the world-famous Siesta Key Beach! With a thoughtful split floor plan, both bedrooms enjoy their own space and privacy. Soaring high ceilings create an open, airy feel throughout the home, while the in-unit laundry hookups add everyday convenience. Step outside and unwind on your screened-in patio — ideal for enjoying Florida's beautiful weather overlooking a fully fenced backyard that's perfect for entertaining, or simply relaxing in your own private outdoor space. The attached one-car garage provides secure parking and extra storage, rounding out everything features. And when you're ready to hit the sand, one of the most beautiful beaches in the country is just minutes away! First, Last, Security Deposit Required (3 months rent).
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jason D'Agostino (941-685-1228)
2751 72ND AVENUE DR E, SARASOTA, FL 34243
$2,80035 Days on yellowkey MLS ID: A4694101
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 962 Built: 1992Community: New Pearce & Pearce Vegetable FarmsSingle Family
Remarks: Welcome to this beautifully maintained 3-bedroom, 1-bathroom home that perfectly blends cozy comfort with modern updates. Just 10 minutes away from the Sarasota Bradenton airport, 15 minutes to the UTC area, and 15 minutes to Downtown Sarasota. Offering a fantastic layout, great indoor-outdoor flow, and a low-maintenance yard, this property is ideal for first-time homebuyers, downsizers, or anyone looking for a move-in-ready retreat.
Listing is courtesy of: KINGSTON REALTY (941-251-4840)
Listing Agent: Connor Hoehne (941-592-2260)
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