Location: Sarasota
Do Not Show Listings
2624 SUNNYBROOK DR, SARASOTA, FL 34239
$2,20055 Days on yellowkey MLS ID: A4688921
REDUCED by $200 (8.3%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1480 Built: 1957Community: South GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Located on a quiet meandering street in the centrally located community of South Gate, this 2 bedroom 2 bath 2 car garage home is available for rent immediately. The open floor plan home features a newly renovated kitchen with new cabinets, countertops, and stainless steel appliances. You will find easy care vinyl flooring throughout the home and both bathrooms are on point with new ceramic tile and vanity cabinets. The location is perfect, just minutes to Sarasota Memorial Hospital, beautiful Arlington Park and Aquatic Center, and neighborhood eateries and grocery stores. Enjoy the Florida lifestyle, call for more information today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Wade Ongstad (941-705-0537)
681 AVENIDA DE MAYO, SARASOTA, FL 34242
$11,00017 Days on yellowkey MLS ID: A4693410
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3324 Built: 1947Community: Sarasota BeachSpa: NoSingle Family
High School: Sarasota High
Remarks: Park your Boat behind your home .... Welcome to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply unwinding after a day at the beach and boating. These multi-purpose rooms adapt to your lifestyle, whether you need another bedroom, home office, fitness space, or creative art studio. A true showstopper awaits outside, where a Lucas Lagoons designed pool transforms your outdoor living area into a resort-worthy oasis. Known for creating breathtaking aquatic masterpieces, this signature pool feature turns everyday swimming into a resort setting for entertainment. Imagine hosting poolside gatherings that friends will talk about for years to come! Sun worshippers will appreciate the large rooftop tanning area—your private perch for soaking up Florida's famous sunshine while enjoying gentle Gulf breezes. It's like having your own exclusive sundeck without the crowds. This house is the perfect balance between contemporary sophistication and vacation-like comfort. Beautiful, neutral finishes throughout create an atmosphere of elegance without sacrificing that relaxed coastal vibe that makes Siesta Key special. Location? Simply unbeatable. Situated in central Siesta Key, you're just a stroll from the bustling Siesta Key Marketplace where local shops and dining options abound. Siesta Market is less than a 10-minute walk away—perfect for picking up ingredients for an impromptu dinner or beach picnic. For those who appreciate the island's famous nightlife, Siesta Key Oyster Bar and Daiquiri Deck are within easy walking distance. Meanwhile, the world-renowned Siesta Beach—celebrated for its powder-fine white sand—is just a short bike ride from your doorstep. The primary bedroom offers a serene retreat after days filled with sunshine and adventure, while the additional bedrooms provide comfortable accommodations for family and guests. This isn't just a house—it's an invitation to embrace the laid-back yet luxurious Siesta Key lifestyle. Where morning coffee comes with water views, weekends blend into beach days, and every evening feels like a vacation. Why visit paradise when you can live there?
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Colette Jay (941-713-7711)
5025 82ND WAY E, SARASOTA, FL 34243
$2,25017 Days on yellowkey MLS ID: A4693283
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1321 Built: 1987Community: Country Oaks Ph IiiSingle Family
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Bright, clean, and move-in ready 3BR/2BA single-family home in a quiet neighborhood situated on a beautiful lakeside corner lot with mature landscaping. Close to everything—Lakewood Ranch, UTC, I-75, shopping, dining, and Gulf beaches. This home features an open floor plan, high ceilings, and great natural light. The updated kitchen features granite countertops and cherry cabinets which includes plenty of cabinet space and a breakfast bar overlooking the main living area. The primary suite offers a walk-in closet and private bath that has been updated with granite countertops, dual sinks and a step-in shower. Two additional bedrooms are perfect for guests, a home office, or hobbies. Enjoy outdoor living on the screened lanai with a private backyard view. Home includes an attached 2-car garage and easy-care landscaping. Applicant must complete a rental application AFTER viewing the property, provide a printed credit report for ALL adults, and $500 to put a hold on the property while the application is being considered. See application for refund details. Applicant must have good credit, a history of on-time payment, and proof of income. First month's rent ($2250) and a check for the security deposit ($2250) is due upon signing a lease. Tenant is responsible for utilities. Tenant is responsible for yard maintenance. This is a no pet/no smoking property.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Melissa Velez (941-773-4768)
2504 S MILMAR DR, SARASOTA, FL 34237
$2,49576 Days on yellowkey MLS ID: A4686435
REDUCED by $255 (9.3%) on 05/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1254 Built: 1956Community: Paver Park EstatesSingle Family
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: Turnkey Furnished Short Term Rental Available Off Season 6/20/26 - 12/31/26. Located in the Heart of Sarasota's Paver Park Estates. You will be amazed by this bright and cheerful recently renovated home. Brand new stylish furnishings appoint this updated 3 bedroom 2 bath home. You will never want to leave the completely fenced backyard oasis with firepit, hammock, fountain, lawn games, and multiple seating areas. Relax and enjoy the enormous covered lanai featuring table tennis, board games, and a plush outdoor furniture. This home is located minutes to all the local attractions, Sarasota Memorial Hospital, downtown area, Siesta and Lido beach, and St Armands Circle. Easy access to I-75 and 15 minutes to Nate Benderson Park and UTC Mall. Monthly Rates are May - October $2750 and November - April $4500.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Andrew Barnard (941-920-2001)
5622 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$3,50082 Days on yellowkey MLS ID: A4685742
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1970Community: Sun HavenSingle Family
Remarks: **Completely Furnished Rental For Short Term Stays** Forget your worries and unwind in this peaceful, private escape just minutes from the world-famous Siesta Key Beach. This cozy 3-bedroom, 2-bathroom home sleeps up to 10 guests and offers everything you need for a relaxing Florida getaway. Sit back and relax in the front living room or the back sun drenched living room
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Joshua Blank (941-928-3449)
2410 CASS ST, SARASOTA, FL 34231
$3,250191 Days on yellowkey MLS ID: A4672343
REDUCED by $1,250 (27.8%) on 04/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1971Community: Gulf Gate WoodsSpa: NoSingle Family
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Available month-to-month June 1, 2026 through December 2026, this beautifully updated Gulf Gate Woods pool home is one of Sarasota’s most sought-after retreats. Fully furnished and designed for comfort, this 3-bedroom, 2-bath home sits on an oversized lot in the serene Gulf Gate Woods neighborhood and features updated hurricane doors and windows for added security and peace of mind. The thoughtfully designed split floorplan, ceramic tile throughout, and whole-house water filtration system enhance the home’s luxury feel. Enjoy seamless indoor-outdoor living with a private heated, caged pool accessible directly from the primary suite, guest bedroom, and main living area—perfect for swimming, lounging, or relaxing in an insect-free outdoor oasis. The large backyard is ideal for cookouts and gatherings, while the quiet residential location places you close to everything Sarasota has nearby, from scenic bike rides through Gulf Gate Woods to beautiful beaches just minutes away. Your stay includes Wi-Fi, air conditioning, water, trash removal, laundry, lawn service, and pool maintenance, ensuring a hassle-free experience from start to finish. Now available June 2026 through December 2026—don’t wait, this exceptional home will book quickly. Secure your stay today! Garage is not available for vehicle parking. Plenty of driveway space.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
5004 MEDALIST RD, SARASOTA, FL 34243
$1,20018 Days on yellowkey MLS ID: A4693482
Bed: 5 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1512 Built: 1961Community: De Soto Country Club ColonySingle Family
Remarks: ONLY ONE ROOM AVAILABLE – Furnished or Unfurnished Private Room for Rent in a Coliving Shared Housing 5BR/2BA Home. This listing is for one private bedroom only, not the entire house. Each tenant enjoys a private room while sharing the kitchen, dining area, laundry room with washer/dryer, garage, and entry areas with other roommates. Each room includes a 43" TV, bed frame and mattress, mini fridge/freezer, desk, chair, nightstand, closet/storage space, and a push-code door lock for added privacy and security. Rent is month-to-month and includes water, sewer, trash, electricity, and WiFi. Open driveway parking is available for one vehicle each tenant. Move-in requires one week’s rent, no credit check, and approval through a background check. To avoid application fees and deposits, tenants may register and qualify through the PadSplit website. A $25 cleaning fee applies upon move-out. No pets allowed.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Ceiliah Epner (786-479-5503)
6758 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$7,9501329 Days on yellowkey MLS ID: A4549439
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1439 Built: 1968Community: Gulf GateSingle Family
Remarks: MINS FROM SIESTA KEY! Escape to paradise in this beautifully updated, turnkey furnished 3-bedroom, 2-bath single-family pool home located in the highly desirable Gulf Gate area. This immaculate vacation retreat offers the perfect blend of comfort, style, and convenience. AVAILABLE FOR 2027 SEASON | OFF-SEASON VACATION RENTAL. Step inside to discover a bright, open-concept layout featuring high-end stainless-steel appliances, a fully stocked kitchen with solid wood cabinetry, granite countertops, breakfast bar, elegant plantation shutters throughout, and sliding glass doors leading to the recently renovated pool area. Upon entering the home, you are welcomed by a spacious foyer that opens into beautifully furnished living and dining spaces designed for both relaxation and entertaining. The spacious primary suite features a king-size bed and a luxurious en-suite bathroom complete with marble countertops, dual sinks, a glass-enclosed walk-in shower, and a large walk-in closet with ample shelving and hanging space. The second bedroom offers a queen-size bed and sliding glass doors opening directly onto the pool deck. The guest bathroom includes a tub/shower combination and single vanity. The third bedroom has been thoughtfully designed as a flexible den/private guest space and features a convertible queen sleeper sofa along with double glass sliders leading to the private screened pool area — perfect for guests. Enjoy Florida living at its finest in your own private outdoor oasis featuring a newly replaced screened enclosure and updated pool deck — ideal for relaxing by the pool, sunbathing on the outdoor pool loungers, or entertaining using the outdoor gas grill and covered outdoor dining area with ceiling fan, and outdoor decorative lighting. The property also offers a large, fully fenced backyard with double gates and additional parking space, and tropical landscaping. This home truly has it all! Conveniently located just a short walk from Gulf Gate Village, you’ll enjoy easy access to local restaurants, shopping, and entertainment. Plus, the world-famous beaches of #1 Siesta Key Beach with its crystal quartz sand and turquoise clear blue waters, are only minutes away by car or bike. Experience everything Sarasota has, including dining, nightlife, festivals, museums, golf, boating, jet skiing, fishing charters, and sunset cruises on Sarasota Bay — all with convenient access to I-75, UTC Mall and Town Center, and Sarasota-Bradenton International Airport.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Chrissie Cummings (772-532-8229)
3530 GOODRICH AVE, SARASOTA, FL 34234
$2,60059 Days on yellowkey MLS ID: A4688541
REDUCED by $100 (3.7%) on 05/13/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1399 Built: 1958Community: Amaryllis ParkSingle Family
Remarks: Welcome to this beautifully remodeled 4-bedroom, 2-bathroom rental home in Sarasota, offering a perfect blend of modern style and everyday comfort. Located on a quiet residential street just off Myrtle St, this home provides convenient access to everything the area has to offer. Inside, you’ll find a bright open floor plan with ceramic tile flooring, central A/C, and fresh interior finishes throughout. The updated kitchen features quartz countertops, soft-close cabinetry, a custom tile backsplash, and stainless steel appliances—ideal for both daily living and entertaining. The living and dining areas flow seamlessly, creating a warm and inviting space. The primary suite offers a private retreat with ample closet space, while both bathrooms have been updated with modern finishes and shower/tub combinations. Conveniently located just minutes from downtown Sarasota, shopping, dining, schools, UTC Mall, Sarasota–Bradenton International Airport, and Mote Marine Laboratory & Aquarium, as well as some of the area’s top-rated beaches. Furnished option available for an additional $400/month on an annual lease. Schedule your showing today!
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
5922 ANISE DR, SARASOTA, FL 34238
$4,00021 Days on yellowkey MLS ID: A4693142
0 Days Off yellowkey (back on 5/13/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2664 Built: 2017Community: Arbor Lakes On Palmer RanchSingle Family
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to this exquisite 4-bedroom, 3.5-bathroom home, with a loft, and a den, located in the highly sought-after Arbor Lakes on Palmer Ranch Community. This contemporary home boasts an open layout, seamlessly blending the kitchen and living room. The kitchen features large, stylish countertops, an island, state-of-the-art stainless steel appliances, including a gas cooktop. Everything you need to unleash your culinary skills. The light cabinetry, pendant lights, and high ceilings create an inviting vibe and mood. From the kitchen, you can walk into the spacious dining area with a decorative chandelier, lighted by natural light from a large window, enhancing the open feel of the home. The living room is bright and spacious, with large sliding glass doors that open to the outdoor pool area, flooding the space with natural light and ideal for both living and entertaining. For more enjoyment, step out to this breathtaking pool area, complete with a built-in grill, sink, and a large covered sitting area, providing ample space for relaxation and gatherings. The pool features a relaxing waterfall, water jets, and overlooks a serene lake, creating a picturesque and tranquil setting. The main bedroom, situated on the main floor, offers ample walk-in closets leading to a refined en-suite bathroom with granite counters, elegant light cabinetry, a cozy bathtub, and a glass-enclosed standing shower. Additionally, for easier cleaning and maintenance, the first floor is all fitted with solid flooring, ensuring a tidy and hassle-free living environment. The rest of the bedrooms are perfectly located on the second floor, offering ample convenience for family members and guests, providing privacy and comfort. This neighborhood offers an array of amenities including a resort-style pool, basketball, volleyball and tennis courts, water play park, and a dog park. Residents also enjoy easy access to Siesta Key beaches, downtown Sarasota with all the shopping and dining experiences it offers. This community blends comfort, convenience, and a vibrant lifestyle, making it a prime choice for living. Call today to view this property and possibly be part of the wonderful living experience in Arbor Lakes on Palmer Ranch. ** This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.**
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Hamid Mohajir (941-557-8556)
8302 KARPEAL DR, SARASOTA, FL 34238
$3,60029 Days on yellowkey MLS ID: A4692209
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1744 Built: 2011Community: Palmer Oaks EstatesSingle Family
Remarks: Available for occupancy on June 1, 2026. This home is located in a quiet gated community with easy access to 1-75, shopping, restaurants, and the beaches. This beautiful craftsman-style home features an open floor plan, a laundry room, a screened-in lanai, a fenced-in back yard, split bedrooms, and a primary bedroom with a custom walk-in closet. The primary bathroom features a Jacuzzi tub, a separate shower, and a double vanity. Community pool available.
Listing Agent: Tracy Anderson (214-621-6128)
7319 38TH CT E, SARASOTA, FL 34243
$2,50040 Days on yellowkey MLS ID: A4690733
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1870 Built: 2000Community: Matoaka HeightsSingle Family
High School: Southeast High
Remarks: Ideally located along the sought-after University Parkway corridor, this well-maintained, move-in ready home offers comfort, space, and serene lake views. Step through the double entry doors into a spacious great room that opens seamlessly to an oversized lanai, creating the perfect setting for indoor-outdoor living. The flexible dining area can easily be adapted to suit your lifestyle. The updated eat-in kitchen overlooks the lanai and tranquil lake beyond, making everyday meals feel special. This split floor plan provides privacy, with the primary suite tucked away on one side of the home and two additional bedrooms and a full bath on the other. The primary bedroom also features direct access to the lanai—perfect for enjoying peaceful mornings or evening sunsets by the water. Tile flooring runs throughout the entire home for easy maintenance and a clean, cohesive look. At the rear of the home, you'll find a unique bonus: an under-roof, air-conditioned storage area—ideal for hobbies, extra storage, or workspace needs.
Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-627-3321)
Listing Agent: Kathy Smith (941-735-7662)
1602 PINYON PINE DR, SARASOTA, FL 34240
$3,90081 Days on yellowkey MLS ID: A4684969
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2380 Built: 2005Community: Villages/Pine Tree Spruce PineSingle Family
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: N/A
Listing Agent: Calvin Keo (781-816-3376)
2676 MARTIN ST, SARASOTA, FL 34237
$2,80019 Days on yellowkey MLS ID: A4693424
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1722 Built: 1954Community: Paver Park Estates 1St AddSingle Family
Elementary School: Brentwood Elementary
Remarks: Available for move-in...furnished or unfurnished. This gem of a remodeled home is in an incredibly convenient location... it is close to public transportation, shopping & restaurants of downtown Sarasota, the soft sands and warm Gulf Waters of Lido Beach and Siesta Key Beach & is only blocks from the Legacy Trail where you can walk, run or ride your bikes from downtown all the way to Venice! You will love this light & bright home with a beautiful spacious master bedroom suite and 2 extra bedrooms. You will love the beautiful shaded back yard area to enjoy nature & the beautiful outdoor living... reach out with questions!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
2587 TEMPLE ST, SARASOTA, FL 34239
$7,50026 Days on yellowkey MLS ID: A4692540
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2496 Built: 2022Community: Rustic Lodge 3Single Family
Remarks: Discover modern living at its finest in the heart of Arlington Park, one of Sarasota’s most desirable and centrally located neighborhoods. Tucked away on a private, dead-end street and situated directly across from Arlington Park, this home offers rare tranquility with immediate access to the park’s walking trails, fitness facilities, playground, pool, and tennis courts. Just minutes from downtown Sarasota, Sarasota Memorial Hospital, and the world-famous white sands of Siesta Key Beach, the location delivers the perfect blend of convenience, lifestyle, and coastal charm. Built in 2022 and designed with contemporary sophistication and effortless livability, the open-concept floor plan showcases a sleek, elegant kitchen that flows seamlessly into the main living area, ideal for both everyday living and entertaining. The home features four(4) bedrooms plus a versatile LOFT, offering exceptional flexibility for family, guests, or a home office.This home comes with tray ceilings, eat in kitchen, oversized laundry room, walk-in closets and a 17' long 2nd floor balcony. The kitchen offers stainless steel appliances with solid surface counters and a walk-in pantry. Master bedroom offers a walk-in closet and the master bath has dual sinks, garden bath and granite counters. There are also two covered porches both front and back. The back porch offers a space for grilling, dining and entertaining. This is available as an annual rental at $7,500 and the tenant would pay utilities (water and electric). As a great BONUS,a beautiful POOL with a spa is currently under construction and is expected to be completed wihtin the next few weeks. If you have a PET, please contact the AGENT to discuss avaiable options.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Claudia Dybala (773-318-5796)
2832 BAY ST, SARASOTA, FL 34237
$2,15049 Days on yellowkey MLS ID: A4689721
REDUCED by $200 (8.5%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1958Community: Greenbriar Homes 2Nd AddSingle Family
Remarks: Turnkey Furnished Short-Term Rental Available 5/1/26 - 1/31/27 Only. Recently renovated Mid-Century Modern 3 bedrooms, 2 baths, 1 car garage home just minutes from Downtown Sarasota. Open concept living and dining rooms with cathedral ceilings and wood beams. The Interior and Exterior of the home have been freshly painted. The home has restored Terrazzo flooring throughout. The fully equipped kitchen has new appliances, a pantry, plenty of cabinets for storage, an eat-in countertop that looks out to the living room. The master bedroom has an updated en-suite bathroom with a walk-in shower, the other 2 bedrooms share an updated bathroom with a shower and bathtub. The backyard is fenced and features an amazing paver entertainment area. Walking distance to the YMCA and famous Yoder's Amish Village. Minutes away from world-famous Siesta Key Beach, Lido Beach, St Armand's Circle, museums, and so much more.
3843 CHAPEL DR, SARASOTA, FL 34234
$3,950373 Days on yellowkey MLS ID: A4653666
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1168 Built: 1940Community: Northmoor RepSingle Family
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Remarks: ***Weekly or Monthly Rental*** Monthly Rate: $7,500 (In Season), $3,500 (Off Season). Rate does not include Taxes, Cleaning or Fees. Call for availability. No Annual Rentals. Escape to this delightful 3-bedroom, 2-bathroom cottage, complete with modern amenities and a serene outdoor oasis. Perfect for families or groups, this rental includes a private salt water pool with outdoor bar, a cozy fire pit and a game area for endless entertainment. Whether you’re lounging by the pool or gathering around the fire pit, this home offers the ideal space for relaxation and fun. Location Perks: • Sarasota-Bradenton International Airport (SRQ): A quick 10-minute drive away for ultimate convenience. • Downtown Sarasota: Just 12 minutes from vibrant restaurants, shops, and cultural attractions. • John and Mable Ringling Museum of Art: Immerse yourself in art and history only 7 minutes from your doorstep. • Sarasota Jungle Gardens just around the corner, less than 5 minutes away. • St. Armands Circle: Discover unique boutiques and gourmet dining options within a scenic 15-minute drive. • Lido Key Beach: Only 15 minutes away with beautiful beaches • Siesta Key Beach: America’s #1 beach is only 20 minutes away This Chapel Street gem is your perfect home base for exploring Sarasota’s rich cultural scene, pristine beaches, and vibrant city life. Book your stay and experience the best of Florida’s Gulf Coast! This cozy 3-bedroom, 2-bath home comfortably accommodates up to 8 guests, making it perfect for family gatherings or fun with friends! Outdoor Bliss: Unwind poolside or in the pool, sip on refreshing drinks, and enjoy In the evenings, gather around the cozy fire pit for warm conversations under the stars. Take advantage of the outdoor grilling area for delicious barbecues. Extras Included: Your stay comes with complimentary beach umbrellas, chairs, and towels—no need to worry about extra rental fees! Plus, we provide a starter supply of toiletries and cleaning/laundry essentials. Come experience the laid-back paradise of the Charming Cottage Retreat—your unforgettable getaway awaits! Pool Heating is available for $20/day from November 1 through April 30 and must be purchased a minimum of 3 days prior to check in. Travel with confidence. The #PMIPurify program is implemented in every rental, providing a pristine clean for all guests. Travel Protection Insurance is offered, but optional.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: David Holt (941-677-8090)
1257 TREE BAY LN, SARASOTA, FL 34242
$10,00020 Days on yellowkey MLS ID: A4693183
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3882 Built: 1979Community: Tortoise EstatesSpa: YesSingle Family
Remarks: LOCATION, LOCATION, LOCATION!!! Available for a short term rental this expansive, water front, turnkey furnished, four bedroom plus a den, three and a half bathroom, single family home on the water on South Siesta Key is open to rent. Through the entrance on the first floor you enter into the family room with views of the pool and intracoastal waterway. The first level has a bedroom with queen sized bed, walk in closet and en-suite bathroom with a stall shower and a spacious living room with flat screen television. Laundry room with utility sink on this level. Up the open staircase leads to the main living floor with an open plan kitchen, dining room, living room combination and the den/office. The kitchen has a large island, plenty of counter and cabinet space for cooking/preparing, stainless appliances, breakfast bar and a wine fridge. All of these rooms overlook the pool and the intracoastal waterway. The primary bedroom has a king sized bed, comfortable sitting area, a water view, walk in closet and an en-suite bathroom that features a large garden tub, separate shower and double sinks. All bathrooms have been updated, and the bed sizes in all the two second floor bedrooms are queen sized. The home has a heated pool and hot tub, dock to tie up a boat which leads to the intercoastal waterway. Two car garage is not available for a renter but there is plenty of driveway parking. The owner will consider one small dog with a $300 refundable pet fee. WIDE OPEN FOR SUMMER/FALL 2026. SINGLE FAMILY HOME SIESTA KEY SARASOTA FLORIDA SEASONAL RENTAL
Listing Agent: C. Alison Hunter (941-587-5667)
5521 YORKSHIRE WAY, SARASOTA, FL 34231
$3,55020 Days on yellowkey MLS ID: A4692814
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1788 Built: 1968Community: Phillippi Gardens 07Spa: NoSingle Family
Remarks: 4 BR Pool Home - minutes from Siesta Key Beach Description Charming "ole Florida" home in the Phillippi Garden area just minutes from Siesta Key. Easy access to schools, shopping, and downtown Sarasota. 4 bedrooms 2 baths, with updated kitchen. Pool is only 3 years old. Mid century flair with pavers add to the appeal. Good size driveway for extra parking. Quiet side road! A fenced yard with newly freshened landscaping gives this home its charm and resort style feel. Enjoy an outdoor patio area in the front of the house as well. Area for small boat or jets skis and an outdoor shed for storing boating and beach equipment. This one is truly Sarasota living at its best. PETS: Pets are considered. Prefer 1 small sized pet (no more than 2). Pet deposit of $250 and $25 each month pet fee. Minimum security deposit equal to 1x the monthly rent OR No-Security Deposit Option: Ask about applying for a zero-security deposit option through our partnership with The Guarantors. OTHER: 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. More details upon application.
Listing Agent: Nancy Guerrero (941-400-8134)
2535 FIREFLAG LN, SARASOTA, FL 34232
$3,400103 Days on yellowkey MLS ID: A4682846
REDUCED by $400 (10.5%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2129 Built: 2019Community: Fox TraceSingle Family
Remarks: Nestled within the private gated community Fox Trace, this stunning David Weekly home offers the pinnacle of modern Sarasota living. Boasting 3 bedrooms, 2 bathrooms, and a versatile study/flex space across over 2,100 sq feet, this residence is designed with an open concept flow. The gourmet kitchen is a chef's dream, featuring an expansive center island, premium quartz countertops, and high-end stainless-steel appliances. The living room offers the perfect space for relaxing or entertaining family and friends, leading to the primary bedroom complete with a spa inspired bath and walk-in closet. Outside, enjoy a quiet, maintenance free lifestyle with a covered lanai and mature landscaping. Prime location. Minutes from upscale shopping and dining at UTC mall, the world class rowing facility at Nathan Benderson Park, and a short drive to the white sands of Siesta Key and Lido Beaches. Seamless access to I-75 makes this the perfect hub for luxury and convenience. Non Furnished
Listing is courtesy of: PARADISE PROPERTIES FL LLC (301-512-8942)
Listing Agent: Nancy Gretz (301-512-8942)
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