Location: Sarasota
Do Not Show Listings
5701 BENTGRASS DR #18-207, SARASOTA, FL 34235
$1,695Listed 07/29/2026 8:31AM MLS ID: A4700653
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2002Community: Las Palmas Of SarasotaCondo
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 2 bedroom, 2 bathroom townhouse-style condo with preserve views located in the gated Las Palmas community in Sarasota! This multi-level residence occupies the second and third floors of the building. The unit features Mediterranean-inspired architecture, crown molding throughout the main living areas, and wood-look flooring in the living spaces and bedrooms. The kitchen has oak raised-panel cabinets, laminate countertops, white appliances, a double-basin stainless steel sink, and a pass-through bar that opens to the living and dining areas. The living and dining area is an open layout with sliding glass doors leading to a screened lanai that overlooks a nature preserve. There is a built-in desk nook in the hallway near the guest bedroom, which could serve as a small workspace. The guest bedroom is located on the lower level and has a nearby guest bathroom with a single sink and a tub/shower combination. The master suite is located on the upper level and features a walk-in closet, an ensuite bathroom with dual sinks, and a tub/shower combination in a private water closet. A laundry closet is also located on the upper level and includes a full-size washer and dryer. There is no garage with this unit. Las Palmas is a gated, resort-style condominium community with Mediterranean-inspired architecture built in 2002. Community amenities include two heated swimming pools, a hot tub, two clubhouses, two fitness centers, tennis courts, a playground, a dog park, picnic and grilling areas, walking and biking trails. The community also has private gated access to Nathan Benderson Park. Las Palmas is located just off Honore Avenue near University Parkway, providing easy access to I-75. The UTC Mall, Whole Foods, and a wide variety of shopping and dining options are close by. Lakewood Ranch Medical Center, the Sarasota-Bradenton International Airport, and downtown Sarasota are all a short drive away, and the beaches of Siesta Key and Lido Key are not far from the community. We score every application. If an application doesn't score high enough, the resident may be required to place the equivalent of two months' rent in a security deposit. Please be aware that leasing this property includes a non-optional Home Assistant Services Package that will cost an additional $39 per month. These services and their cost are separate from Tenant's monthly rent payment and all other payments described in the Lease or any separate Lease addendums. The Home Assistant Services offered are described in the Resident Welcome Packet which can be viewed on our website at Sarasota Management & Leasing.
Listing is courtesy of: SARASOTA MANAGEMENT & LEASING (941-377-8400)
Listing Agent: Todd Roughton (941-377-8400)
3816 EASTON ST, SARASOTA, FL 34238
$3,050Listed 07/29/2026 8:29AM 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
$3,9958 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)
5134 NORTHRIDGE RD #211, SARASOTA, FL 34238
$1,52517 Days on yellowkey MLS ID: A4699755
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 843 Built: 1999Community: Serenade On Palmer RanchSpa: YesCondo
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: ONE BEDROOM, ONE BATH IN GATED SERENADE ON PALMER RANCH. THIS IS A SECOND FLOOR CONDO WITH CENTRAL LIVING, KITCHEN AND DINING ROOM WITH WASHER/DRYER. ALL THIS IN LOVELY SERENADE COMPLEX THAT FEATURES 2 SWIMMING POOLS, FITNESS CENTER, TENNIS AND PLAYGROUND. CLOSE TO LEGACY TRAIL, AND ACROSS FROM PUBLIX.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Maureen Plichta (941-812-5799)
4540 KIPLING CIR, SARASOTA, FL 34241
$4,250250 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
$3,000250 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.
1346 GRANTHAM DR, SARASOTA, FL 34234
$2,40019 Days on yellowkey MLS ID: A4699675
REDUCED by $100 (4.0%) on 07/29/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1575 Built: 2009Community: Bradford Manor TwnhmsTownhouse
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to this beautifully maintained townhome in the private, gated community of Bradford Manor, where comfort, convenience, and peaceful surroundings come together. Ideally located in the heart of Sarasota, you'll enjoy easy access to shopping, dining, healthcare, downtown Sarasota, and everything the area has to offer while coming home to a quiet, well-kept neighborhood. This home is approximately 10 minutes to Sarasota-Bradenton International Airport (SRQ) and University Town Center (UTC), 15 minutes to IMG Academy and Lido Beach, and only about 20 minutes to the world-famous Siesta Key Beach. Built by respected builder Taylor Morrison, this meticulously maintained home showcases quality construction and thoughtful design throughout. Step inside to soaring high ceilings and beautiful luxury vinyl plank flooring throughout the first floor, creating a bright, open, and welcoming living space. The thoughtfully designed floor plan also features a convenient half bathroom on the first floor, making it perfect for guests while keeping the upstairs living quarters private. All bedrooms are located upstairs, providing a comfortable separation between the home's entertaining spaces and private living areas. The spacious primary suite is thoughtfully positioned apart from the secondary bedrooms, offering added privacy while still keeping everyone comfortably connected. The upstairs laundry area, complete with a washer and dryer, adds everyday convenience by eliminating the need to carry laundry up and down the stairs. One of the home's standout features is the beautiful, lush greenery behind the home, creating a private and tranquil backdrop that can be enjoyed from the spacious enclosed lanai, an ideal place to unwind at the end of the day with your morning coffee or evening drink. Residents enjoy the convenience of being just a short walk from the community pool, spa, and mailboxes, making it easy to take advantage of the neighborhood's amenities. The community's gated entrance provides added peace of mind and enhances the welcoming atmosphere. The owner covers the association fees, while cable and high-speed internet are included, helping simplify your monthly expenses. Trash collection is also provided free of charge. If you're looking for a clean, exceptionally well-maintained home in a prime Sarasota location with a peaceful setting and outstanding community amenities, this Bradford Manor townhome is an excellent opportunity. Lease Terms: First month's rent, last month's rent, and a $2,400 security deposit are required. A $125 Bradford Manor Association application fee and a $50 rental application fee apply. Available for 1 or 2 year Lease. Small Pets permitted.
Listing Agent: Rachel Tritschler (941-993-5892)
3900 ROXANE BLVD #10B, SARASOTA, FL 34235
$1,1951 Day on yellowkey MLS ID: A4701305
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 715 Built: 1964Community: Strathmore Village GreenCondo
Remarks: Strathmore Village Green. New to the rental market is this exceptionally clean second floor unit featuring 1 bedroom / 1 bathroom, very nice kitchen and a combination livingroom and dining area along with a screened in rear lanai. This community is sitiated off of 17 St and Beneva Rd and convienently located near plenty of shopping, fine dining and so much more. Perfect location in Sarasota and ideal for someone relocating or transitional housing without breaking your wallet. This community has a pool for your enjoyment after a long day or just getting in some swimming after a day at the beach or on the golf course. You also have 1 assigned parking space and mail box and there is also guest parking. Contact us today for more information, additional pictures to follow. Washer/ Dryer located in common area on the seconf floor.
Listing is courtesy of: PERLA'S PROPERTIES, LLC (941-242-9903)
Listing Agent: Perla Whitaker (941-812-7216)
4936 LINSEY CT, SARASOTA, FL 34243
$2,70020 Days on yellowkey MLS ID: A4699184
0 Days Off yellowkey (back on 7/29/2026)
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)
4535 LONGWATER CHASE #18, SARASOTA, FL 34235
$1,7907 Days on yellowkey MLS ID: A4699443
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1108 Built: 1979Community: Longwater ChaseCondo
Elementary School: Gocio Elementary
Remarks: BEAUTIFUL AND SPACIOUS CONDO 2BED/2BATH IN THE MEADOWS / 2ND FLOOR-- WITH A GORGEOUS GOLF, LAKE VIEW / FURNISHED / AVAILABLE FOR ANNUAL LEASE. *2 CLOSETS IN MASTER-BEDROOM / WASHER & DRYER-WALKING LAUNDRY ROOM / LANAI / ASSIGNED CARPORT PARKING+GUEST PARKING / BASIC CABLE-TV-INTERNET INCLUDED.---------------- 2 COMMUNITY POOL HEATED FOR ONLY RESIDENTS OF LONGWATER CH. \ PLAYGROUND & BASKETBALL COURT. OPTIONAL MEMBERSHIPS PROVIDE ACCESS TO AN INCREDIBLE AMENIT LIFESTYLE INCLUDING: 15 Har-Tru tennis courts • 10 pickleball courts • Championship golf • Junior Olympic swimming pool • State-of-the-art fitness center TENNIS COURTS, 15 MILES OF WALKING AND BIKING PATHS, 80 LAKES, AND 3,400 HOMES (CONSISTING OF CONDOMINIUMS AND HOUSES) UNIQUELY PLACED WITH BEAUTIFUL VIEWS OF THE LAKES, GOLF COURSES, AND AWESOME SPANISH MOSS CLAD OAK TREES, MATURE LANDSCAPING, & LESS THAN 20 MINUTES TO BEACHES, DOWNTOWN, AND ST ARMANDS CIRCLE. LESS THAN 5 MINUTS TO THE MALL "UNIVERSITY TOWN CENTER"--------------------- NO PETS / NO TRUCKS / NO SMOKING.-----------------ONLY AVAILABLE FOR LONG TERM.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Cecilia Fernandez (941-400-7075)
4378 MADERIA COURT CT #n/a, SARASOTA, FL 34233
$2,5002510 Days on yellowkey MLS ID: A4446120
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1003 Built: 1988 Tax: $1,772 (2021)Community: Casa Del SolCondo
Taxes:$1,772
Tax Year: 2021
Remarks: AVAILABLEL FOR 2027 SEASON! CENTER GATE AREA CONDO! Second floor 2/2 condo overlooking a pond with a screened lanai. Vaulted ceiling give this condo a bright spacious feeling. Eat in Kitchen and a dinning room, washer and dryer included. Walking distance to the pool, tennis, shuffle board and clubhouse with fitness room. This is not available annually. THREE MONTH MINIMUM.
Listing Agent: Robin De Busk (941-922-4959)
2220 BAHIA VISTA ST #G4, SARASOTA, FL 34239
$1,75015 Days on yellowkey MLS ID: A4699985
REDUCED by $50 (2.8%) on 07/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1980Community: Cordova Gardens IiiCondo
Elementary School: Alta Vista Elementary
High School: Sarasota High
Remarks: Welcome to your own private retreat in the heart of Sarasota. Tucked away at the quiet rear of the highly desirable Cordova Gardens community, this bright ground-floor residence offers an uncommon blend of privacy, natural beauty, and exceptional convenience. Surrounded by mature tropical landscaping, the home feels peaceful and secluded, yet places you just minutes from Downtown Sarasota, Bayfront Park, the John Ringling Causeway, St. Armands Circle, Lido Key, and the world-famous white sands of Siesta Key Beach. Inside, five sliding glass doors bathe the home in natural light, creating an open, airy atmosphere that feels welcoming from the moment you enter. The seamless connection between the interior and the lush greenery outside brings a sense of calm that is increasingly rare in such a central location. Positioned on the ground floor with no stairs to climb, this home offers both comfort and convenience. Cordova Gardens is a quiet, beautifully maintained community known for its park-like setting, towering shade trees, and sparkling community pool. Whether enjoying a morning walk beneath the mature canopy or relaxing poolside on a sunny afternoon, residents appreciate the peaceful lifestyle this hidden gem provides. The location is difficult to match. Sarasota Memorial Hospital is nearly adjacent to the community, making this an exceptional choice for healthcare professionals and anyone seeking an easy commute. Sarasota High School is directly across the street, while Southside Village, Publix, Trader Joe's, Whole Foods, Sprouts Farmers Market, Payne Park, Marie Selby Botanical Gardens, the Legacy Trail, and countless restaurants, coffee shops, boutiques, and entertainment venues are all just minutes away. With easy access to US-41 and I-75, the very best of Sarasota is always within reach. If you've been searching for a bright, private, ground-floor home in a quiet community with mature landscaping, a community pool, and an unbeatable Sarasota location close to downtown, Sarasota Memorial Hospital, waterfront parks, shopping, dining, and the Gulf beaches, this exceptional residence is ready to welcome you home. Tenant responsible for utilities. Must have renters liability insurance.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: John Werner (941-587-4579)
39 S POLK DR, SARASOTA, FL 34236
$29,4302592 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
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
$15,000716 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.
6005 MIDNIGHT PASS RD #N13, SARASOTA, FL 34242
$2,800362 Days on yellowkey MLS ID: A4660736
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 748 Built: 1967Community: Provincial GardensVilla
Remarks: Welcome to Sunrise Porch Lookout — your peaceful intercoastal retreat in the heart of Siesta Key. This bright and tropical second-floor condo is perfectly situated in the highly sought-after Provincial Gardens community, where Old Florida charm meets serene waterfront beauty. Overlooking the intercoastal waterway and lush park-like lawn, the screened-in wraparound porch is your front-row seat to sunrise skies, drifting sailboats, and a cool morning breeze. This one-bedroom condo offers a king bed, spacious living area, and a small but fully equipped kitchen ideal for light meals or snacks between beach outings. The interior is designed in a cheerful, nautical palette with comfy furniture, modern conveniences, and thoughtful touches throughout. Natural light pours in from windows that frame the stunning water views, creating a welcoming and relaxing space. Guests of Sunrise Porch Lookout enjoy shared private beach and pool access via neighboring Aloha Kai — just across the street. Relax by the heated pool, explore Siesta Key on foot or by bike, and return to your porch to watch the golden hour settle over the water. With on-site parking, in-unit laundry, and beach gear provided, this getaway is as convenient as it is scenic. Enjoy direct access to Crescent Beach, kayak the calm waters of the intercoastal, or indulge in local seafood at nearby favorites like Captain Curt’s, Big Water Fish Market, and the original Daiquiri Deck. You're just minutes from Siesta Key Village, Turtle Beach, and even downtown Sarasota via the nearby Stickney Point Bridge. **Why Guests Love It:** - Wake up to intercoastal water views every morning - Peaceful, non-commercialized community with tropical landscaping - Ideal for couples, snowbirds, and solo travelers looking to relax - No elevators or crowds — just tranquility and sunshine Professionally hosted & part of the SV Collection — a handpicked portfolio of unique vacation homes across Siesta Key. Property Manager has the most updated availability calendar available. **PLEASE NOTE** Rates vary by week/season. Additional fees and taxes apply. During the months of January, February, and March, there is a 1 month minimum rental period and check-in & check-out dates are only allowed on the first and last day of those months.
Listing is courtesy of: CONCESSION REAL ESTATE COMP. (941-388-0501)
Listing Agent: Susan Saltalamacchia (941-408-6622)
1250 N PORTOFINO DR #302, SARASOTA, FL 34242
$3,150361 Days on yellowkey MLS ID: A4660757
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1969Community: Siesta Harbor IiCondo
Remarks: 55+ Harbor View Haven on Siesta Key w/beach access! Discover relaxation and adventure at our Siesta Harbor condo on Siesta Key. This bright 2 bedroom unit offers modern comfort and stunning harbor views from the screened porch. Enjoy deeded beach access and watch breathtaking sunsets. You'll have access to amenities like a fishing pier, boat slips, a pool, and clubhouse activities. Whether you're boating, fishing, or enjoying community events, your stay will be unforgettable. The master bedroom boasts a queen bed, TV, ensuite bathroom, and a walk in closet, along with access to the screened porch. The second bedroom also has a queen bed and shares a bathroom with a tub/shower combo. The bright living room includes a TV, while the fully equipped kitchen and dining area offer all the amenities needed for a delightful stay. Enjoy the covered and screened porch area, perfect for sipping your morning coffee or watching the boats in the harbor. As a guest at our Siesta Harbor condo on Siesta Key, you'll have access to a variety of amenities designed to enhance your stay. The Siesta Harbor community offers a fishing pier, perfect for those who enjoy fishing or simply being by the water. For boating enthusiasts, boat slips are available for vessels up to 30 feet, with direct access to the Intercoastal Waterway (monthly fee applies). The clubhouse features a library and pool table, and hosts various community activities. You'll also have access to a heated swimming pool and hot tub for a refreshing swim or a relaxing soak, as well as a shuffleboard area and grills for outdoor fun and dining. Enjoy deeded beach access to the pristine sands and beautiful sunsets of Siesta Key Beach and Crescent Beach. Beach chairs are also onsite in the unit for your use. The building includes an elevator for convenient access and a same-level laundry room for guests' use. Experience the perfect blend of relaxation, community engagement, and coastal living at our Siesta Harbor condo. Welcome to your home away from home in beautiful Siesta Key! This 2-bedroom, 2-bathroom condo is designed for comfort and relaxation. The master bedroom boasts a queen bed, TV, ensuite bathroom, and walk-in closet, along with access to a serene covered porch. The second bedroom also has a queen bed and shares a bathroom with a tub/shower combo. The bright living room includes a TV, while the fully equipped kitchen and dining area offer all the amenities needed for a delightful stay. Enjoy the covered and screened porch area, perfect for sipping your morning coffee or watching the boats in the harbor. Book your stay and experience the tranquility of Siesta Harbor! **PLEASE NOTE** Rates vary by week/season. Additional fees and taxes apply. During the months of January, February, and March, check-in & check-out dates are only allowed on the first and last day of those months.
323 MADISON DR, SARASOTA, FL 34236
$25,50029 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)
6005 MIDNIGHT PASS RD #S4, SARASOTA, FL 34242
$6,000359 Days on yellowkey MLS ID: A4660901
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1210 Built: 1966Community: Provincial GardensVilla
Remarks: Welcome to your bright and inviting Siesta Key vacation retreat! Enjoy deeded beach access to the stunning Siesta Key Beach, just steps away, where sun and surf await. Relax by Siesta Key’s largest heated pool or unwind in the lush, park-like setting with peaceful bay views. Explore the nearby vibrant Village on Siesta Key, filled with diverse dining, unique shops, and lively events. With beachside BBQs, shuffleboard, and plenty of amenities, this charming villa offers comfort and convenience for an unforgettable stay. The Space: This delightful 2-bedroom, 2-bath unit is designed with your relaxation in mind. The main bedroom features a king-sized bed for restful nights, while the second bedroom offers two cozy singles—ideal for family or guests. The living room includes a sofa bed and TV, perfect for unwinding after a day of adventure. Prepare meals in the fully equipped kitchen and enjoy dining indoors or on the screened patio with a table and chairs. Start your mornings or enjoy evenings on the outdoor seating area by the entrance. A gated courtyard with a BBQ grill is great for outdoor gatherings, and an onsite washer and dryer add convenience to your stay. Guest Access & Amenities: Guests have access to deeded beach entry via Aloha Kai, just across the street, making beach days easy and carefree. Dive into the largest heated swimming pool on Siesta Key or relax on poolside lounges with ample seating and shade. Boating and fishing enthusiasts will appreciate the private day-use dock with a kayak lift (kayaks not provided). The beautifully landscaped park-like setting offers serene bay views with comfortable seating to soak it all in. Beach chairs and other extras are provided to enhance your beach and pool experience. The Neighborhood: Situated in the peaceful Provincial Gardens area of Siesta Key, this villa offers the perfect blend of tranquility and convenience. Siesta Key Public Beach is nearby, renowned for its white sand, clear waters, and family-friendly amenities like volleyball courts, tennis courts, picnic areas, and a playground. The Village on Siesta Key, a short distance away, is the island’s vibrant hub—packed with shops, restaurants, and regular live music and events. Near the South Bridge, you’ll find convenient shopping, grocery stores, and a range of dining options from casual to upscale. Provincial Gardens itself is a calm, park-like community that provides a relaxing escape while keeping you close to all the key attractions. Whether you want a laid-back beach day or an adventurous outing, everything Siesta Key offers is within easy reach. Professionally hosted & part of the SV Collection — a handpicked portfolio of unique vacation homes across Siesta Key. Property Manager has the most updated availability calendar available. **PLEASE NOTE** Rates vary by week/season. Additional fees and taxes apply. During the months of January, February, and March, there is a 1 month minimum rental period and check-in & check-out dates are only allowed on the first and last day of those months.
1255 DOCKSIDE PL #211, SARASOTA, FL 34242
$3,600359 Days on yellowkey MLS ID: A4660925
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1737 Built: 1982Community: Harbour TowneCondo
Remarks: Welcome to your ideal Siesta Key retreat! This charming 2-bedroom, 2-bath condo comfortably sleeps up to 6 guests and is just a short walk from the world-famous Siesta Key Beach. Whether you’re looking to relax or stay active, this inviting property offers everything you need for an unforgettable vacation. The Space: Step inside this peaceful condo featuring a spacious main bedroom with a luxurious king bed, vaulted ceilings, and serene water views. The main bedroom also includes a private ensuite bathroom for added convenience. The second bedroom offers two cozy twin beds, while a loft area with a queen bed provides flexible sleeping or a quiet spot to unwind. Enjoy morning coffee or evening breezes on the covered, screened porch overlooking the water and boat harbor. The open living area flows into a fully equipped kitchen with a bar seating area—ideal for casual meals or entertaining. Guest Access & Amenities: Guests have access to a private attached garage for secure parking, a heated swimming pool, and a tennis court for friendly matches. Boating enthusiasts will appreciate the private boat dock on the property. For outdoor gatherings, the covered pavilion with BBQ grills is perfect for cookouts and socializing. Explore the neighborhood with two complimentary bicycles provided, and relax at the beach with a beach umbrella and seven chairs included. Siesta Key Public Beach is just a short stroll away, offering soft white sand and crystal-clear waters. The Neighborhood: Located in the peaceful Harbour Towne community, this condo puts you close to all Siesta Key has to offer. The vibrant Village on Siesta Key is nearby, featuring unique shops, diverse dining options, and regular live events. Near the South Bridge, you'll find convenient shopping and a variety of restaurants from casual to upscale. Enjoy beach volleyball, tennis courts, playgrounds, picnic areas, and the laid-back island atmosphere all within easy reach. Whether you want to lounge on the beach, savor fresh seafood, or explore local culture, this condo is your perfect base for experiencing Siesta Key’s natural beauty and charm. Professionally hosted & part of the SV Collection — a handpicked portfolio of unique vacation homes across Siesta Key. Property Manager has the most updated availability calendar available. **PLEASE NOTE** Rates vary by month/season. Additional fees and taxes apply. During the months of January, February, and March, check-in & check-out dates are only allowed on the first and last day of those months.
228 VAN BUREN DR, SARASOTA, FL 34236
$18,750716 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.
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