Location: Sarasota
Do Not Show Listings
4414 67TH AVENUE CIR E, SARASOTA, FL 34243
$4,59547 Days on yellowkey MLS ID: A4697428
REDUCED by $200 (4.2%) on 07/29/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3048 Built: 2003Community: Woodridge OaksSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: This is a furnished 3 bedroom, 2 full bathroom, 2 half bathroom home with a den, pool, and lake views located in the Woodridge Oaks community! The entry foyer has soaring two-story ceilings with an arched transom window above the front door. The home has luxury vinyl plank flooring throughout most of the living areas, with hardwood flooring in the master suite and the formal living and dining room. Crown molding is found throughout the first floor. The kitchen features white raised-panel cabinetry, quartz countertops with gray veining, a subway tile backsplash, and stainless steel appliances including a gas range. A large navy blue center island provides additional storage and prep space along with a built-in wine cooler and a breakfast bar with seating. The kitchen opens to an eat-in dining area with natural light from surrounding windows. The family room is open to the kitchen and has sliding glass doors leading out to the screened pool area. An arched doorway off the family room leads to a separate formal living and dining room with hardwood flooring, crown molding, and plantation shutters. The master suite is located on the first floor and features a trey ceiling, hardwood flooring, and sliding glass doors with direct access to the screened patio and pool. The master bathroom has dual sinks with a white vanity, a walk-in tiled shower with a glass partition, and a garden tub. There is also a den on the first floor near the garage that can serve as an office or study. A half bathroom is located nearby for convenience. Upstairs, there is a spacious loft area that works well as a second living space or media room. The two spare bedrooms are located on the second floor and share a full bathroom with dual sinks and a tub/shower combination. The laundry room is located on the first floor and it includes a washer and dryer. Two bays of the 3-car garage have been converted into a billiards and game room area. The screened patio and pool area includes a recently refinished pool with an attached spa and brick coping. A half bathroom is located on the patio for poolside convenience. The backyard is fenced and has a view of the lake. The tenant is required to set up an account for pool service with Turquoise Pools. Woodridge Oaks is a well-established community located off Lockwood Ridge Road with a community park and playground. The home is near SR-70 and provides convenient access to I-75. Shopping and dining are close by along Lockwood Ridge Road, including Lockwood Commons Plaza and Detwiler's Farm Market. The Mall at University Town Center is not far from the community. SRQ International Airport is a short drive away, and downtown Sarasota and Siesta Key Beach are also within reach. Please allow up to 3 weeks after approval before move-in for the HOA to complete their own application. 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. This home is being leased by Sarasota Management & Leasing, however it will be managed by the owner.
Listing is courtesy of: SARASOTA MANAGEMENT & LEASING (941-377-8400)
Listing Agent: Todd Roughton (941-377-8400)
1526 GEORGETOWNE LN, SARASOTA, FL 34232
$3,900154 Days on yellowkey MLS ID: A4684545
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1765 Built: 1983Community: GeorgetowneSingle Family
Remarks: Seasonal / Short-Term Rental / Looking for a vacation spot that truly has it all? You’ve found it. This wonderfully spacious 3-bedroom, 2-bathroom home offers the perfect blend of comfort, privacy, and convenience. Enjoy your own private pool surrounded by a screened lanai—ideal for relaxing or taking a refreshing dip anytime in your peaceful backyard retreat. Inside, the home provides a comfortable layout designed for both relaxation and entertaining. After a day exploring everything nearby, return home to unwind in a tranquil setting. A standout feature is the Level 2 electric vehicle charger located in the garage—allowing you to charge your vehicle in approximately 3–4 hours instead of the typical extended charging time. Available starting May 7, 2026. Rates: November–April: $4,000/month | All other months: $2,500/month. Conveniently located near shopping, dining, libraries, museums, theaters, the opera, and the beautiful beaches of Sarasota—this home places you close to the best the area has to offer. Book now to reserve your time in the Florida sunshine!
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
376 W ROYAL FLAMINGO DR, SARASOTA, FL 34236
$9,00069 Days on yellowkey MLS ID: A4694844
0 Days Off yellowkey (back on 7/29/2026)
REDUCED by $1,000 (10.0%) on 05/27/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3137 Built: 1967Community: Bird Key SubSpa: NoSingle Family
Remarks: Lovely Bird Key home is available for a short term rental. This turnkey furnished, one story home at the end of a cul-de sac has stunning open intracoastal views of Lido Key, Big Pass and Otter Key. The 3 bedroom, 3.5 bathroom home has a large living room, separate dining, kitchen with island, breakfast nook and lots of counter and cabinet space for cooking and entertaining. All bedrooms are spacious and allow you to really settle in. The house is full of light from windows all open to the water views. Sliding glass doors in the living room lead to a covered porch, heated swimming pool and spa and several sitting areas to enjoy the Florida sunshine and views. The home has a laundry room and two car garage. Well maintained grounds round out this wonderful property. Easy access to Lido Key, St Armand's Circle, Ringing Bridge, downtown Sarasota and Fruitville Road. Available now to mid November 2026. Call today as this will not last long. MORE PICTURES TO COME.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: C. Alison Hunter (941-587-5667)
8075 SLIPWAY DR, SARASOTA, FL 34240
$5,80014 Days on yellowkey MLS ID: A4700573
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2276 Built: 2024Community: Lakehouse Cove/Waterside Ph 5Single Family
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Virtually Staged. **Rare rental opportunity** in the highly sought-after community of **Lakehouse Cove at Waterside**. This exquisite residence offers peaceful water views and an exceptional level of finish detail throughout. Thoughtfully designed with 3 bedrooms plus a den/study, the flexible floor plan provides ideal space for a home office or guest retreat. Attention to detail is evident at every turn with custom millwork throughout, hand-stained ceiling beams in the great room, and a striking floor-to-ceiling stone fireplace that anchors the main living space. The owner's suite is positioned to capture tranquil water views and features custom accent details, a tray ceiling with decorative molding, designer lighting, and a professionally designed walk-in closet with built-in shelving. The bright, well-appointed kitchen includes a generous breakfast bar, gas cooktop, glass-front cabinetry, tile backsplash, and abundant storage. The mudroom and laundry room have been thoughtfully customized with built-in bench seating, shelving, stacked cabinetry, an upgraded sink with tile backsplash, and additional storage. Additional upgrades include custom closet systems and electric window treatments throughout (excluding the laundry room), while designer lighting fixtures complement the home's architectural details and craftsmanship. Built in 2024 and occupied only part-time, this home is in immaculate, like-new condition. Residents enjoy access to Lakehouse Cove's resort-style amenities, including a pool and spa, clubhouse, fitness center, pickleball courts, boat house with kayak launch, event lawn, and two dog parks. Ideally located just a short stroll or golf cart ride to vibrant Waterside Place, where you'll find waterfront dining, boutique shopping, a weekly farmers market, live music, community events, and more
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
5456 AZURE WAY, SARASOTA, FL 34242
$5,89533 Days on yellowkey MLS ID: A4698734
REDUCED by $300 (4.8%) on 07/29/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2476 Built: 1969Community: Siesta IslesSpa: NoSingle Family
Remarks: This is an unfurnished 3 bedroom, 3 bathroom home with a screened pool and Grand Canal waterfront in the Siesta Isles community on Siesta Key! This residence features a terracotta tile roof, a paver driveway, an oversized two-car garage, and a stone-accented exterior framed by mature tropical landscaping. Inside, the home offers an open, split-bedroom floor plan with vaulted and cathedral ceilings, and neutral tile flooring throughout. The entry foyer has a decorative tile inlay and a wood front door with glass sidelights. The eat-in kitchen features stone countertops, antique-white solid wood cabinetry, a tile backsplash, stainless steel appliances including a double-oven range, and a peninsula with a breakfast bar, with a double sink set beneath a window overlooking the lanai. The kitchen opens to the adjacent family room for a connected living and dining space. The great room is anchored by a floor-to-ceiling stone decorative fireplace and has sliding glass doors that open to the screened pool with the canal beyond. Near the entry is an additional living and dining space distinguished by a curved bank of windows. The master suite has a vaulted ceiling, a walk-in closet with custom built-in shelving, and a private bathroom with a dual-sink vanity and a walk-in tiled shower with a bench seat. There are two additional bedrooms, and a spare bathroom with a tub/shower combination. An oversized interior laundry room includes a utility sink and cabinet storage, and a washer and dryer are included. The oversized two-car garage offers built-in cabinet storage. Outdoor living centers on a screened lanai with a paver deck and an in-ground pool overlooking the Grand Canal, with a paver patio and stone gas fire pit alongside it. The point lot includes a 189-foot seawall, a dock, and an 8,000 lb boat lift, with deep boating water leading out to Roberts Bay and the Intracoastal Waterway. There is also a poolside full bathroom that is only accessible from the patio. Siesta Isles is a waterfront neighborhood built across man-made islands threaded by about four miles of deepwater canals, located in the center of Siesta Key just north of Siesta Beach. The home is close to Siesta Public Beach, to the shops and restaurants of Siesta Village, and is not far from downtown Sarasota. 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. This home is being leased by Sarasota Management & Leasing, however it will be managed by the owner.
SARASOTA, FL 34237
$3,75072 Days on yellowkey MLS ID: A4693885
REDUCED by $100 (2.6%) on 07/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1267 Built: 1955Community: Glen RidgeSpa: NoSingle Family
Elementary School: Alta Vista Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: Relax in your private backyard oasis at this stunning turnkey furnished Sarasota pool home, perfectly designed for short, Seasonal, mid-term or annual stays. Ideal for anyone relocating to Sarasota, working remotely, or simply looking to enjoy the Florida lifestyle, this beautifully decorated beach-themed home offers flexible rental options from 1 to 12 months, including month-to-month availability. Conveniently located right next to the Legacy Trail, the home is only 7 minutes from vibrant Downtown Sarasota, 8-10 minutes to Sarasota Memorial Hospital and just 15–20 minutes from some of the area’s most beautiful beaches, including world-famous Siesta Key Beach. Featuring 3 spacious bedrooms plus a separate office area, this inviting home combines comfort and convenience with coastal charm. Step outside to enjoy the private fenced backyard with a sparkling pool, perfect for relaxing after a day at the beach, biking the trail, or exploring downtown Sarasota. Experience the best of Sarasota living where every day feels like a vacation filled with sunshine, coastal charm, and endless opportunities to relax, explore, and unwind.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Michele Tanner (941-894-5603)
3816 EASTON ST, SARASOTA, FL 34238
$3,0505 Days on yellowkey MLS ID: A4698911
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1993 Built: 1984Community: Gulf Gate EastSingle Family
Remarks: This is an unfurnished 4 bedroom, 3 bathroom pool home located in the Gulf Gate East community of Sarasota! The single-story home has a concrete driveway leading to an attached two-car garage with a finished floor. Inside is a split floor plan with wood-look plank flooring through the main living areas and tile in the kitchen. The kitchen features wood cabinetry, laminate countertops, black appliances, a glass tile mosaic backsplash, a double stainless steel sink, and a breakfast bar. The home offers more than one living space. The living room has sliding glass doors opening to the screened lanai, while a separate great room is anchored by a floor-to-ceiling stone wood-burning fireplace with built-in shelving alongside it, all set beneath a vaulted exposed wood beam ceiling. A combined living and dining area sits off the main living space and includes a built-in dry bar with cabinetry. The master suite features sliding glass doors to the pool area and an ensuite bathroom with dual sinks at the vanity, a tiled walk-in shower with a textured glass door and a toilet set beyond a pocket door, and a walk-in closet on the opposite side of the vanity. There are three additional spare bedrooms. One guest bathroom offers a tub/shower combination, and a third full bathroom features a walk-in shower and opens directly to the pool area for use as a pool bath. There is an interior laundry room with hookups, though a washer and dryer are not included. Out back, a covered, screened lanai with paver flooring overlooks a large in-ground pool within a full screen enclosure. Beyond the cage, the fully fenced backyard is private and well-landscaped with mature trees and flowering hedges. Gulf Gate East is an established, deed-restricted single-family neighborhood of quiet streets in South Sarasota. The home is close to the shops and international restaurants of Gulf Gate Village, the Gulf Gate Library, and the Legacy Trail, and is near Costco and the Sarasota Square shopping area. It is not far from the beaches of Siesta Key and from downtown Sarasota, with easy access to Clark Road and Beneva Road. Assigned schools include Gulf Gate Elementary, Sarasota Middle, and Riverview High. 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.
6061 BORDER LN, SARASOTA, FL 34231
$3,99513 Days on yellowkey MLS ID: A4700678
REDUCED by $300 (7.0%) on 07/29/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1981 Built: 1968Community: Casti-LynSpa: NoSingle Family
Remarks: **Available for Annual Lease – Prime West of the Trail Location!** Enjoy the perfect combination of comfort, convenience, and coastal living in this beautifully renovated and newly furnished 4-bedroom, 2.5-bath home offering approximately 2,100 square feet of living space. Ideally located West of the Trail, you'll have quick access to Siesta Key without the congestion of US-41. The home features engineered wood and tile flooring throughout, a spacious living room, and a well-appointed kitchen with stainless steel appliances, granite countertops, a breakfast bar, and ample dining space overlooking the backyard and screened pool. Granite countertops are also featured in the main bathrooms. The private primary suite occupies the second floor and includes a king-sized bed, en-suite bath, generous closet space, a private balcony overlooking the pool, and an additional nook perfect for a home office or extra storage. Three additional bedrooms are located on the main level and are furnished with a queen bed, full bed, and twin bed. The main floor also offers a bright living area, dedicated workspace, separate laundry room, and two additional bathrooms. TVs are included in the living room and all four bedrooms. Step outside to your private screened lanai featuring a sparkling pool, outdoor dining area, BBQ grill, and a fenced backyard situated on a spacious 9,400-square-foot lot—ideal for relaxing or entertaining. The home is fully furnished and includes kitchenware, cookware, and linens, making it move-in ready. Furnishings are negotiable. * Lawn care and pool maintenance included * No smoking * Indoor cats permitted at no additional charge * One dog under 35 lbs permitted with a $200 pet deposit and $50/month pet fee
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
4540 KIPLING CIR, SARASOTA, FL 34241
$4,250255 Days on yellowkey MLS ID: TB8450626
REDUCED by $240 (5.3%) on 07/29/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2953 Built: 2001Community: Bent Tree VillageSpa: YesSingle Family
Remarks: Welcome to this beautifully maintained single-family home located in the highly desirable Lake Sarasota community. This bright and inviting 5-bedroom, 3.5-bath property offers a perfect blend of comfort, style, and convenience—ideal for families, professionals, or anyone seeking peaceful Florida living. Open-concept living area with abundant natural light. Updated kitchen featuring modern appliances, ample cabinetry, and a breakfast bar. Primary suite with ensuite bathroom and generous closet space. Four additional bedrooms perfect for guests, family, or a home office. Screened lanai overlooking a large, fenced backyard—great for relaxing or entertaining. Attached garage with plenty of storage. Nestled in a quiet, friendly neighborhood with easy access to I-75, top-rated schools, parks, shopping, restaurants, and Sarasota’s world-famous beaches.
Listing is courtesy of: HOME TOWN REALTY, INC. (813-416-6342)
Listing Agent: Sang Nguyen (941-726-4036)
1679 PINYON PINE DR, SARASOTA, FL 34240
$3,000255 Days on yellowkey MLS ID: TB8450617
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2198 Built: 2005Community: Villages At Pinetree Spruce PiSingle Family
Remarks: Modernized 4 bedroom 2 bath with 3 car garage single family home in the most convenient spot near everything Sarasota! A Rated School! Living Area: Live comfortably and conveniently in this one-story home with 4 spacious bedrooms and two full baths. With over 2100 sf of living space, you will enjoy this smartly configured split floor plan. The kitchen includes all appliances, dishwasher, over-range, refrigerator-freezer and microwave. Bedrooms/Baths: 4 spacious bedrooms with two full baths, featuring a nice, walk-in master shower and tub combination in guest bath. Tenant Responsible for: Electric, Water/Sewer, Cable/Internet & Furnishing and Lawn maintenance.
4936 LINSEY CT, SARASOTA, FL 34243
$2,70025 Days on yellowkey MLS ID: A4699184
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1489 Built: 1994Community: Pinehurst Village Sec 1 Ph CSingle Family
Remarks: DON"T MISS THIS FANTASTIC TURNKEY FURNISHED SINGLE FAMILY HOME WITH A 2 CAR GARAGE AVAILABLE FOR AN ANNUAL LEASE! . Drive down a winding oak tree canopied road to this hidden gem! This designer three bedroom single family home in Palm Aire Golf and Country Club is turnkey furnished as 2 bedrooms with third bedroom set up as an executive office with a built in desk with lots of storage. The primary suite features a primary bath with dual sinks, separate shower and a private toilet as well as a walk in closet The second and third bedrooms can be closed off from the living area for privacy and each contain a wall closet and and share abright sunny bathroom as well. You will not need to bring anything but your suitcase! Available furnished, turnkey furnished or unfurnished. This retreat features everything you need to settle into the Florida lifestyle. It's bright and sunny with the bonus of a tranquil sun room overlooking the lake as well as a screened lanai to enjoy the gorgeous Florida weather. Just wander down the street to enjoy the community pool and gathering room. Palm Aire offers a great place for walking and biking or you may choose to join Palm Aire Country Club for golf, tennis, pickle ball, swimming, fitness and / or social memberships. The location is the best the area, just a few minutes around the golf course to the clubhouse and yet right in the heart of the University Corridor with numerous shopping, dining and entertainment choices. Easy access to the beaches and downtown as well! Applicants will be required to apply for HOA approval. Landlord will consider one dog.
Listing is courtesy of: PALM AIRE REALTY PARTNERS LLC (941-355-6300)
Listing Agent: Gini Fine (941-587-2141)
39 S POLK DR, SARASOTA, FL 34236
$29,4302597 Days on yellowkey MLS ID: A4438333
REDUCED by $3,420 (10.4%) on 04/17/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2572 Built: 1951 Tax: $23,216 (2021)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$23,216
Tax Year: 2021
Remarks: Booked July 18-25th, August 3rd-6th, Aug. 31st-Nov. 14th, Nov 25th-Dec. 12th, Dec. 26th 2026-Jan 3rd, Feb. 12th-April 10th, June 19th-July 3rd, July 24th-31st, Aug. 28th-Nov 20th, Dec. 25th 2027-Jan 2nd 2028. Welcome to your private slice of paradise on Lido Key. Perfectly positioned on a wide canal with direct access to Sarasota Bay and the Gulf, this beautifully renovated coastal retreat combines luxury, comfort, and an unbeatable location just a short walk from St. Armands Circle and Lido Beach. The heart of the home is the stunning chef's kitchen, featuring quartz countertops, custom cabinetry, stainless steel appliances, a gas cooktop, and a spacious island with seating—perfect for gathering with family and friends. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, creating an inviting space for entertaining. Step outside to your private resort-style backyard oasis. Lounge beside the heated pool and spa, enjoy meals at the outdoor dining table, grill your fresh catch on the BBQ, or relax in the covered outdoor living room complete with comfortable seating and a TV. Surrounded by lush tropical landscaping, the backyard offers exceptional privacy and a true Florida resort experience. The private dock sits on a wide canal and is ideal for fishing, paddleboarding, kayaking, or docking a rental boat. After a day on the water or at nearby Lido Beach, stroll to St. Armands Circle for world-class dining, shopping, and entertainment before returning home to unwind beneath the stars. The home includes Smart TVs, board games, bicycles, beach chairs, umbrellas, toys, a cooler, and a beach wagon to make your walk to the beach effortless. Families traveling with little ones will appreciate the included pack-and-play and high chair. This property can be rented as a 4-bedroom, 4-bath retreat sleeping up to 8 guests, including the private guest house with its own full kitchen, living room, and washer/dryer. The main house has 3 bedrooms and 3 baths. When rented with guest house (an extra charge), it becomes a 4 bedroom and 4 bath rental. The $29,430 is for base rent only. There are taxes, an insurance fee, cleaning fees, and pool heating fee. City of Sarasota Certificate VR22-00088
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
4653 HADFIELD DR, SARASOTA, FL 34235
$15,000721 Days on yellowkey MLS ID: A4619916
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3674 Built: 1993Community: The HighlandsSpa: YesSingle Family
Remarks: Booked October 15th-December 27th 2026, Jan. 6th-March 28th 2027 Welcome to your private golf retreat in The Highlands, one of the area's most sought-after golf course communities. This beautifully appointed 4-bedroom, 4.5-bath home offers spacious accommodations, exceptional privacy, and all the comforts needed for an unforgettable vacation. Designed with both relaxation and entertaining in mind, the home's expansive floor plan features a private three-bedroom guest wing that can be closed off from the main living areas. Each bedroom includes its own en-suite bathroom, while an additional powder room serves the main living space. The bright, open-concept layout is filled with natural light and features large sliding glass doors that overlook the resort-style pool and outdoor entertaining areas. The oversized kitchen is a chef's dream, complete with updated appliances, abundant counter space, a large breakfast bar, and casual dining area. Fully stocked with cookware, dishes, and small appliances, it's ideal for preparing everything from quick breakfasts to gourmet dinners. Multiple living spaces, including a family room with a large flat-screen TV and a cozy fireplace, provide plenty of room for everyone to gather and unwind. Step outside to your own private oasis, featuring a sparkling pool, expansive sun deck, outdoor kitchen with grill, and multiple dining areas that comfortably seat 16 or more guests. Surrounded by mature landscaping, the outdoor living space offers exceptional privacy and the perfect setting for entertaining, relaxing, or enjoying Florida's beautiful weather. Golf enthusiasts will appreciate the home's proximity to The Highlands Golf Course, a scenic par-72 championship course known for its tree-lined fairways, generous greens, and classic Old Florida character. Just moments from your doorstep, the course offers a memorable golfing experience enhanced by GPS-equipped golf carts and modern course technology. There is an abundant amount of Activities and Attractions in Sarasota/Bradenton. These are just a few of the many treasures and cultural events: Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, Florida's Largest Wildlife Rescue / Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, Museum of the Circus, Childrens fountain at Island Park, Myakka River and Park, Ed Smith Stadium Sport Complex, Sarasota Ballet (Oct-Apr), Van Wezel Performing Arts, Florida Studio Theatre, Sarasota Opera House, The Asolo Theatre, and Players Theatre. 2 Month Minimum Stay required. There is a 13% Tax and Cleaning Fee of $650.00. 50% of Total Rental amount is due upon booking the reservation, and the balance due 90 days prior to the arrival date. No pets please. CANCELLATION: In the event the Tenant cancels the reservation, they are responsible for the entire amount of the rent and tax. If the Landlord is able to re-lease the premises for the entire time frame of the Guest License Agreement, they will refund Tenant’s money, minus 3.5% of the rental amount for processing fees. n lieu of a damage deposit, guests will be charged a fee of $14.00 a night to cover any damages up to $3,000. The $11,00 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, and pool heating fee.
323 MADISON DR, SARASOTA, FL 34236
$25,50034 Days on yellowkey MLS ID: A4697742
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1377 Built: 1953Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Remarks: Booked September or pool install, October 8th-12th, Dec. 18th 2026-January 1st 2027 Professional Pictures coming soon! Welcome to your perfect St. Armand's getaway! This beautifully updated 3-bedroom, 2-bath home offers comfort, style, and an unbeatable location just around the corner from world-famous St. Armands Circle and Lido Beach. Designed for relaxation and quality time together, the home features a cozy family room, spacious dining area, and a fully equipped kitchen with brand-new appliances. Whether you're preparing a quick breakfast before the beach or gathering for a family dinner, you'll have everything you need for a memorable stay. Each bedroom is thoughtfully furnished to provide a comfortable retreat, while the two full bathrooms offer convenience for families and groups. Step outside to enjoy the private backyard, the perfect spot for morning coffee, afternoon sunshine, or unwinding after a day at the beach. With new furnishings throughout the home, guests will appreciate the fresh coastal feel and inviting atmosphere. Located in the heart of St. Armands, you'll be within walking distance of renowned restaurants, boutique shopping, ice cream shops, and local attractions. Lido Beach is just minutes away, making it easy to spend your days soaking up the Florida sunshine and Gulf Coast beauty. Whether you're planning a family vacation, a couples' escape, or a long-term island stay, this charming home offers the perfect combination of location, comfort, and convenience. Experience the best of Sarasota's island lifestyle from this charming St. Armands retreat! The $25,500 is for base rent only. There are taxes, insurance fee, cleaning fees, credit card fee, and pool heating fee. Please note-the driveway can accomodate 2 cars. Street parking is available for a fee. Street parking is available from 8 am to midnight with no overnight parking. You may park in the parking garage and the Filmore parking lot overnight. (More detailed info in the house manual)
228 VAN BUREN DR, SARASOTA, FL 34236
$18,750721 Days on yellowkey MLS ID: A4619895
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1862 Built: 1984Community: St Armands Div/John Ringling ESpa: YesSingle Family
Remarks: **Welcome to your perfect vacation retreat!** This beautiful 4-bedroom, 3-bath home offers a light-filled, open-concept floor plan designed for comfort, relaxation, and entertaining. **Price for August-October is $18,000** Booked: August 11th-20th, Dec 27th 2026-March 15th 2027, March 27th-April 25th 2027 The thoughtfully designed multi-level layout provides plenty of space and privacy for everyone. The **upper level features the luxurious primary suite with its own spacious en-suite bathroom**, complete with a soaking tub and separate shower for the ultimate spa-like experience. Also on the upper level is an additional **en-suite guest bedroom**, perfect for family members or guests seeking extra privacy. The **middle level offers two additional bedrooms and a full bathroom**, creating comfortable accommodations for larger groups. On the **ground level, you'll find the resort-style outdoor living area, pool access, and laundry room**, along with an additional refrigerator for added convenience. The stunning updated kitchen features granite countertops, stainless steel appliances, and a convenient breakfast bar—perfect for gathering with family and friends. Adjacent to the kitchen, the dining area overlooks the sparkling pool and comfortably seats eight guests. Step outside to your own private resort-style oasis. Enjoy the pool and spa, unwind in the covered lounge area, dine al fresco under the covered seating area, or fire up the grill for a memorable evening outdoors. For even more fun, challenge your family and friends to a game of ping pong or cornhole. If you'd like to explore the area on two wheels, bicycles may be available during your stay—just let us know in advance, and we'll be happy to help arrange them. **With spacious accommodations, resort-style amenities, and a layout designed for both togetherness and privacy, this home has everything you need for an unforgettable getaway.** There is an abundant amount of Activities and Attractions in Sarasota/Bradenton/Siesta. These are just a few of the many treasures and cultural events..Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, Florida?s Largest Wildlife Rescue / Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, Museum of the Circus, Children's fountain at Island Park, Myakka River and Park, Ed Smith Stadium Sport Complex, Sarasota Ballet (Oct-Apr), Van Wezel Performing Arts, Florida Studio Theatre, Sarasota Opera House, The Asolo Theatre, and Players Theatre. Leisure time can be spent on shops, galleries, golfing, tennis, ice skating, water sports like; fishing, snorkeling, kayaking, diving, jet skis, water skiing or leisure boating. You can spend the entire day at our famous St. Armand's Circle with its award winning indoor or outdoor dining, upscale shopping, and galleries. People from around the world come to choose from one of our many famous beaches: Siesta Key, Longboat Key, Lido Key, Bradenton Beach, and Anna Maria Beach. The famous white sands of Lido Beach are just steps away, offering sunsets of a lifetime! The $18,750 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, and pool heating fee.
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$24,0002477 Days on yellowkey MLS ID: A4449134
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3043 Built: 1956 Tax: $26,568 (2021)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$26,568
Remarks: This property is on the market and as of now will not be renting in 2027. Booked: July 17th-August 9th, Nov. 21st-28th, Dec. 21st-31st 2026 Lovely remodeled and refurbished 5 bedroom 5.5 bath pool home on desirable St. Armand's Circle! This 3,000 s.f. home comfortably sleeps 8, and has T.V.'s in the family room and living room for when the family is not enjoying the caged pool and spa, or investigating St. Armand's Circle or Lido Beach. Professionally decorated, quality surrounds you whether it be the wonderful appliances, the new furniture or the luxurious bedding. There is seating at the dining table for 8 and room for more at the breakfast bar. There is also a bedroom and bathroom located over the garage. Walk 150 yards to St. Armand's for dinner or night out, before returning to a lighted heated pool and spa to end the evening. The pool deck is complete with recliners, chairs and a dining table for real outdoor living. Retire to comfy new beds which will ensure a blissful sleep to start the new day. Visit this home once and you will return! There is a gate to the driveway but it is not operational at this time. There are many places to visit around the area some of those include, Mote Marine, Selby Gardens, Marina Jacks, Island Park, and many theatre options as well. You can also find that adventurous side and go water skiing, boating, golfing, or just relax on one of our luxurious beaches. This property is leased on a first come, first serve basis. If we reply the property is available, it is at that moment, but may become unavailable before you can book it. We suggest you book as soon as possible to not loose your favorite vacation rental. The $24,000 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, and pool heating fee. City of Sarasota Certificate VR22-00089
85 S POLK DR, SARASOTA, FL 34236
$26,2502139 Days on yellowkey MLS ID: A4479064
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3462 Built: 1958 Tax: $29,058 (2021)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$29,058
Remarks: Booked; July 18th-August 8th, August 23rd-31st, September 25th-November 14th, November 24th-Dec. 6th, Dec. 25th 2026-April 30th 2027. Welcome to this stunning waterfront retreat on beautiful Lido Key, where luxury, comfort, and coastal living come together. Perfectly situated on a wide canal with a private dock and boat lift, this home offers direct access to Sarasota Bay and is ideal for boating, fishing, paddleboarding, or simply enjoying the peaceful water views. Inside, the bright open floor plan features elegant coastal décor, soaring ceilings, and a beautifully appointed chef's kitchen with quartz countertops, custom cabinetry, premium stainless-steel appliances, a gas cooktop, and an oversized island perfect for gathering with family and friends. The spacious living and dining areas flow seamlessly to the outdoor entertaining space. The luxurious primary suite is a private sanctuary featuring a spa-inspired bathroom with a freestanding soaking tub, oversized walk-in shower, and direct access to the pool area. Each bedroom includes a flat-screen TV, while the family room offers a large-screen TV for movie nights and relaxing evenings. Step outside to your own tropical oasis complete with a heated pool and spa, lounge chairs, BBQ grill, and multiple seating areas overlooking the canal. Enjoy your morning coffee by the water, spend the day poolside, and gather around the fire pit as the sun sets. Just minutes from the famous white sands of Lido Beach and the shops and restaurants of St. Armands Circle, this exceptional waterfront home offers the perfect setting for an unforgettable Florida getaway. Boater's if you plan to dock a boat at the house, in order to exit the canal and enter Sarasota Bay, you will have to clear the Ringling Relief located under South Blvd. of Presidents. The $26,250 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, and pool heating fee. City of Sarasota Certificate VR22-00087
55 N WASHINGTON DR, SARASOTA, FL 34236
$21,0003178 Days on yellowkey MLS ID: A4200349
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3071 Built: 1960 Tax: $18,524 (2021)Community: St Armands Div/John Ringling ESingle Family
Taxes:$18,524
Remarks: Booked currently for Nov. 22nd-Nov 29th, Dec 23rd 2026-Jan 1st 2027, March 13th-20th, March 27th-April 3rd, April 10th-17th 2027 St. Armand's Circle, the famous vacation destination in Florida, is home to this beautifully decorated 6 bedroom 4.5 bath vacation home (which includes a 1 bedroom/1 bath attached bedroom and bath off of the garage). A wonderful 2 story pool home with granite kitchen, formal dining area, wood flooring which sleeps (14). The floor plan boasts an eat-in kitchen with breakfast table and breakfast bar. The house is equipped with wi-fi and TV's in most bedrooms. The sliding glass doors lead to the gorgeous backyard featuring an outdoor pool where the sun is waiting to warm your body and spirit! The $21,000 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, pool heating fee, and pet fee if bringing a dog. City of Sarasota Certificate VR22-00148
12724 LATERAL ROOT DR, SARASOTA, FL 34238
$2,89521 Days on yellowkey MLS ID: A4699876
REDUCED by $50 (1.7%) on 07/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1839 Built: 2022Community: Promenade Estates Ph IiSingle Family
Elementary School: Lakeview Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: This beautifully maintained 4 bedroom, 2 bathroom single-family home puts space, privacy, and convenience front and center. An open-concept kitchen with stainless steel appliances flows into tile-floored living areas, while the private owner's suite, in-unit washer/dryer, and 2-car garage deliver everyday ease. Outside, a covered patio make this pet-friendly rental perfect for entertaining or simply unwinding. Located in a quiet, family-friendly community near shopping, top-rated schools, parks with easy access to the highway and employment hubs, this move-in ready home is freshly touched up, professionally cleaned, and fully inspected, ready for you today. ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit Available for minimum one-year lease with option to renew. HOA Application Fee: $100; 14-day approval timeframe Tenant Responsible for: Electric & Water Pets: Small pet (dog/cat) negotiable. 1 pet maximum. $25/mo. pet rent and $250 refundable pet security deposit. Security Deposit Option: Ask about applying for a zero-security deposit option through our partnership with The Guarantors. At PMI Southwest Florida, we strive to provide an experience that is cost effective and convenient. That’s why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our Standard Program handles insurance, air filter changes, utility set up, credit building, rent rewards and more at a rate of *$39.95/month, added to every property as a required program. You have the option to elect our Premium Program, which includes all of the above plus identity protection & pest control at a rate of *$49.95/month. *If you provide your own insurance policy, the RBP cost will be reduced by $11.95, which is the amount of the insurance premium billed by Second Nature Insurance Services This home also comes with high speed internet up to 1 Gig at an exclusive group rate of $65.00, and includes 24/7 premium support and setup to help get you connected at move-in.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Brandon Green (941-806-9963)
4700 TIVOLI AVE, SARASOTA, FL 34235
$3,7506 Days on yellowkey MLS ID: A4701359
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2296 Built: 1990Community: Longwood VillasSingle Family
Remarks: This could be your next home! This meticulously appointed 4 bedroom home features two master suites with their own bathrooms, a guest room and a third room which could be used as media room or office. With a total of 3 bathrooms. The home has tiled floors with the exception of the bedrooms. The kitchen features all updated appliances with a gas stove. Also note there is a desk space with TV in the kitchen area with room for a kitchen table, and has access out to the screened lanai/pool area. The living / dining room space is quiet, open and bright, also providing access to the pool area. This home sits on the end of the cul de sac and is very quiet. Lots to do nearby! Longwood Park is in this neighborhood and features following amenities: Baseball Field, Basketball Court (Outdoor), Dog-Friendly (Leash Required), Gymnasium, Indoor Rental Space, Pickleball Court (Indoor), Pickleball Court (Outdoor/Dedicated), Picnic Shelter / Pavilion, Playground, Recreation Building, Restroom, Tennis Court! Call or email us today to see this home. Approved pets are welcome!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Brenda Cozy (941-350-4889)
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