Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2441 WEBBER ST, SARASOTA, FL 34239
$9,50090 Days on yellowkey MLS ID: S5145822
INCREASED by $550 (6.1%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025Community: Orange ParkSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Brand-new 2025 contemporary pool home in Sarasota offering modern design, quality construction, and convenient access to the area’s best amenities. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and cultural attractions, this home delivers the ideal combination of style and location. Furnished or Unfurnished. Can be rented for seasonal rental price is subject to change based on season and availability. Situated on a private 85’ x 117’ fenced and professionally landscaped lot, the backyard features a heated pool and spa with sun shelf, creating a relaxing outdoor retreat perfect for entertaining or enjoying Florida living year-round. Built with all-concrete block construction, impact-rated windows and doors, and energy-efficient systems, the home offers durability, safety, and lower insurance costs. Inside, the open-concept design features 10+ foot ceilings, large windows, and abundant natural light. The gourmet kitchen includes a waterfall island, Monogram appliances, induction cooktop, InstaHot water, and custom cabinetry, and opens seamlessly to the main living and dining areas. The 2,726 sq ft single-story floor plan includes 4 bedrooms and 3.5 bathrooms, with three ensuite bedrooms providing privacy for guests or family. The primary suite offers dual walk-in closets and a spa-inspired bathroom with soaking tub and glass-enclosed shower. Located in the highly regarded Southside Elementary School district, this newly built home is move-in ready and ideally positioned in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$5,50054 Days on yellowkey MLS ID: A4690579
REDUCED by $1,000 (15.4%) on 05/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1331 Built: 1975Spa: YesCondo
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Also for SALE! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
8625 MIDNIGHT PASS RD #506B, SARASOTA, FL 34242
$2,750102 Days on yellowkey MLS ID: A4684215
REDUCED by $600 (17.9%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1222 Built: 1970Community: Bay Tree ClubCondo
Remarks: 2750.00 Monthly May through October 2026 ... Enjoy private access to the soft sand and tranquil setting of Turtle Beach - Siesta Key... Beautiful 5th-floor, fully furnished penthouse offering picturesque bay and treetop views in one of the most desirable Gulf-to-Bay communities on South Siesta Key. Move-in ready and designed for easy coastal living, this light-filled residence features an open split floor plan and tile flooring throughout. The updated kitchen boasts granite countertops and additional cabinetry, while both bathrooms feature new vanities for a fresh, modern touch. Enjoy sweeping bay views from the living space, along with the rare luxury of a privately owned beachside cabana—perfect for storing chairs, umbrellas, and keeping Siesta’s famous white sand outside where it belongs. Located in a quieter section of the Key, the home is still conveniently close to local restaurants and island activities. Take the Froghopper or the Free Ride Trolley to explore all of Siesta Key with ease. Bay Tree offers exceptional amenities including two pools (one on the beach side and one on the bay side), grilling and picnic areas, free boat slips for owners, kayak racks, on-site management, reserved owner parking, and ample guest parking. Walk to nearby dining, enjoy the bay, stroll the beach, or simply relax and take in the views—this property offers the very best of bayfront and beachfront living within one exceptional community. Rates: 3350.00 annually April through December 2026: Quoted rate applies January through April 2027: $6,500 per month, plus applicable taxes and fees.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
3024 CHASE CIR, SARASOTA, FL 34231
$3,10041 Days on yellowkey MLS ID: A4692134
REDUCED by $200 (6.1%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1434 Built: 1969Community: Gulf GateSingle Family
Elementary School: Gulf Gate Elementary
Remarks: Beautifully remodeled unfurnished two bedroom, two bathroom home for annual rental in the Gulf Gate community. This home has been freshly painted inside and out. Brand new floors have been put in through out the house. Bathrooms are fully remodeled with walk in showers and the bedrooms boast large walk in closets. The kitchen is fully equipped with all appliances you will need to make your meals. The living room/ dining room combo has lots of character with the large bay window for viewing the beautiful Florida days along with the original brick accent wall in the dining area. Off the kitchen and primary bedroom is a Florida room that can be used for extra seating or possibly an office/work space. One of the highlights of the home is the large screened in porch where you can sit and enjoy the luscious landscape and large back yard. There is also a one car garage for parking a car or extra storage along with a brand new washer and dryer. You won't want to miss the opportunity to stay in the heart of the beautiful, peaceful community of Gulf Gate. Owner will take care of pest control, lawn care, and any maintenance needed done at the property. The owner will ship an air filter to the house each month for you to change out the AC filter.
Listing is courtesy of: BEACHSALESMOBI LLC (941-778-1979)
Listing Agent: Erika Taylor (941-773-8193)
5141 SAINT ALBANS AVE, SARASOTA, FL 34242
$3,20045 Days on yellowkey MLS ID: A4691423
REDUCED by $400 (11.1%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1131 Built: 1986Community: Siesta BeachSingle Family
Remarks: Available on an annual basis, come escape to relaxed island living in this elevated 2-bedroom, 2-bathroom Siesta Key cottage. Tucked away on a quiet, tree-lined street and set on a large lot with tropical landscaping and low maintenance, it offers both privacy and ease. Just 2 miles from Siesta Key Beach, it’s an easy bike ride or drive to the world-famous white sands, making beach days effortless. Inside, vaulted ceilings and warm wood interiors create a true Old Florida feel with an open, comfortable layout. The main level offers living and dining space, a functional kitchen, and a guest bedroom with a full bath, while the upstairs loft-style primary suite provides a private retreat. A screened porch overlooks a spacious yard, ideal for unwinding or working remotely. With room for a boat or RV, a storage shed, and no HOA restrictions, this is a fantastic option for your relocation to Siesta Key.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Anthony Dalesandro (941-504-5371)
6312 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$3,00041 Days on yellowkey MLS ID: A4692125
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1667 Built: 1958Community: Palm LakesSingle Family
Remarks: Awaiting your new home to be built or looking to spend a few months in Sarasota, this is your rental!! Gorgeous 3 bedroom 2 bath fully remodeled home located in Sunny Sarasota - approximately 8 minute drive to Siesta Key Beach - UTILITIES INCLUDED! This home offers a fully updated interior with a screened in porch for your morning breakfast or your evening cocktail. The patio in back includes two chaise lounges for afternoon sun surrounded by the fully fenced in backyard.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alice Lewis (941-402-5564)
9200 MIDNIGHT PASS RD #24, SARASOTA, FL 34242
$2,35056 Days on yellowkey MLS ID: A4690246
REDUCED by $100 (4.1%) on 05/06/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 706 Built: 1972Community: Inlet AptsCondo
Remarks: Available May through October 15th 2026... Not Open for Winter Season 2027... Welcome to your slice of paradise in Siesta Key! This beautifully updated condo at 9200 Midnight Pass Rd, Apt 24 offers stunning water views and the perfect blend of comfort and coastal charm. This inviting unit features a spacious king-sized bedroom and full bathroom, along with custom-built bunk beds—ideal for guests or added sleeping flexibility. The fully enclosed Florida Room with windows expands the living space, creating a bright and airy environment perfect for relaxing or entertaining. Enjoy breathtaking Gulf sunset views right from your private lanai, the perfect spot to unwind after a day at the beach. The recently renovated kitchen is equipped with stainless steel appliances and sleek granite countertops, while wood and tile flooring throughout provide both style and easy maintenance. Residents will appreciate access to excellent community amenities, including boat dockage, Gulf and canal views, a heated swimming pool, and on-site laundry facilities. Ideally located just moments from the world-renowned beaches and a short ride to Siesta Key Village, where you can enjoy shopping, dining, and entertainment. Whether you're walking along the soft sandy shores, kayaking through peaceful canals, or exploring the island, this location offers the ultimate beach lifestyle. Unit #24 is the perfect place to call home—don’t miss this opportunity to live in paradise! Taxes and fees will apply to base rent.
1145 HORIZON VIEW DR, SARASOTA, FL 34242
$15,000198 Days on yellowkey MLS ID: A4673276
Bed: 4 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 4306 Built: 1980Community: Tortoise EstatesSpa: YesSingle Family
Remarks: Available : 2026: Open September 1 through November 15th 2027 - 30 Day Minimum Stay... 2027: Peak Season Now Open for January and April. February and March are not available.. Experience the best of Siesta Key living with private beach access—this expansive, exceptional home offers everything needed for the perfect coastal escape. Thoughtfully designed indoor and outdoor living spaces create comfort and privacy even when hosting a full house. Each bedroom, along with the main living area, opens to its own deck, providing the perfect spot to savor morning coffee, unwind with a book, or soak up the sunshine. A custom heated pool and spa add to the home’s private resort feel, while tasteful updates throughout make it a serene coastal get-away. Nestled on a quiet dead-end street—one so tucked away that even many locals don’t know it exists—this rare gem defines beachfront living at its finest. It’s a unique opportunity to claim your own slice of paradise. Just steps from the powder-soft sands of Siesta Key, with deeded beach access leading directly to Turtle Beach, this home places the island’s most coveted amenity right at your doorstep. Whether you're heading out for peaceful morning walks, unforgettable sunsets, or the convenience of a close-by spot for all your beach gear, this residence offers the ideal home base for your dream coastal getaway. Taxes and fees apply to base rent..
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$2,15051 Days on yellowkey MLS ID: A4690743
REDUCED by $150 (6.5%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1980Community: Orchid Oaks ICondo
Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365 sq ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops, stainless-steel appliances, and generous cabinetry, opening to spacious living and dining areas ideal for both everyday living and entertaining. A screened lanai provides a peaceful setting to relax and enjoy the surrounding tropical landscape. Residents of Orchid Oaks enjoy beautifully maintained grounds and a variety of amenities, including a clubhouse and heated pool overlooking scenic Phillippi Creek. The clubhouse may be reserved once per month at no cost for private gatherings. Additional community features include gazebos, walking trails, a dog run, and a serene creekside dock. Conveniently located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and accessibility. The landlord is open to flexible lease terms, including a 6-month furnished option with WiFi included, or a 12-month (or more) lease available furnished or unfurnished. Tenant is responsible for electricity. Pets may be considered on a case-by-case basis with owner approval. Currently tenant-occupied through May 31.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
5685 ASHTON LAKE DR, SARASOTA, FL 34231
$2,150149 Days on yellowkey MLS ID: A4677845
INCREASED by $300 (16.2%) on 05/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 848 Built: 1988Condo
Remarks: Available Now .. Advertised Rate 3 months Minimum ... Ground-floor, fully furnished two-bedroom, two-bath residence featuring tile flooring throughout. The unit includes assigned carport parking with convenient nearby guest parking. Ashton Lakes spans 33 acres of beautifully landscaped grounds and offers resort-style amenities, including four scenic lakes, two swimming pools, two tennis courts, and a clubhouse. Ideally located just 3.5 miles from world-famous Siesta Key Beach and close to schools, hospitals, shopping, and dining. This move-in-ready home is available for the season. Considering an annual lease? Inquire for annual rental pricing. Short Term Stays are subject to Taxes and Fees. January1 through April 30th 2027 4500.00 monthly + Fees that apply.
1667 BROOKHOUSE CIR #BR128, SARASOTA, FL 34231
$1,9002026 Days on yellowkey MLS ID: A4484260
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1077 Built: 1980 Tax: $2,374 (2021)Community: Pelican Cove XviSpa: YesCondo
Taxes:$2,374
Tax Year: 2021
Remarks: ***AVAILABLE APRIL 2026*** Tastefully furnished first floor condo that sleeps 4. Private screened-in lanai overlooks nature's splendor right outside your patio door! The community pool is steps away from the unit. Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, lighted tennis/pickleball courts, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Pelican Cove, the ultimate adult sanctuary, continues to be recognized and win awards for its landscaping and its superior management. Minutes from SIESTA KEY BEACH, restaurants, shopping, movie theaters and culturally rich downtown Sarasota. No Smoking, No recreation vehicles/No Pickup Trucks No Pets and No Motorcycles.
Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
1508 PELICAN COVE RD #GR232, SARASOTA, FL 34231
$1,8002075 Days on yellowkey MLS ID: A4480045
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1211 Built: 1980 Tax: $2,531 (2021)Community: Pelican Cove XiiiSpa: YesCondo
Taxes:$2,531
Remarks: ***AVAILABLE MAY 2026 THRU DECEMBER 31, 2026*** Newly renovated kitchen and living room, modern furnishings and details, this 2/2, 2nd Floor unit in Pelican Cove is a must-see. Come live the Florida lifestyle! Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, lighted tennis/pickleball courts, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Pelican Cove, the ultimate adult sanctuary, continues to be recognized and win awards for its landscaping and its superior management. Minutes from SIESTA KEY BEACH, restaurants, shopping, movie theaters and culturally rich downtown Sarasota. No Smoking, No Pets, No Motorcycles, and No Recreational vehicles/Pick Up Trucks.
8776 MIDNIGHT PASS RD #C307, SARASOTA, FL 34242
$2,950308 Days on yellowkey MLS ID: A4661169
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1338 Built: 1975Community: Island Reef ICondo
Remarks: Available June 1 2026 at this time. Experience the best of Beach to Bay Luxury Resort-Style Living in this beautifully designed 2-bedroom, 2-bathroom condo located in the sought-after Island Reef Association on Turtle Beach, Siesta Key. This spacious unit has been professionally designed and is offered fully turnkey furnished, with exceptional attention to detail and high-end finishes throughout. Step inside to find a bright and inviting interior featuring plantation shutters, tropical-inspired colors, tasteful art glass lighting, and granite countertops paired with a premium appliance package—making everyday living and entertaining a breeze. The generous primary and guest suites provide ample comfort, while in-unit laundry adds everyday convenience. Island Reef offers an unbeatable lifestyle with private beach access, two heated pools, a fitness center, clubhouse, covered parking, and so much more. Just a short stroll away, enjoy the newly resurfaced tennis and pickleball courts, or head to the Island Reef boat docks—perfect for launching kayaks or docking your boat or rental during your stay. Located just steps from the private access to Turtle Beach, you’re perfectly positioned to enjoy everything Siesta Key has to offer—boating, beachcombing, swimming, biking, tennis, pickleball, and a vibrant social scene. Yes... you really can have it all!
2323 DOUD ST, SARASOTA, FL 34231
$4,50074 Days on yellowkey MLS ID: A4687133
INCREASED by $2,150 (91.5%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1228 Built: 1969Community: Pinehurst Park Rep OfSpa: NoSingle Family
Remarks: Available for January & February 2027— This Fully Furnished 3-bedroom, 2-bath home with a dedicated office showcases vibrant coastal décor and is located in the highly sought-after Gulf Gate community. January and February 4500.00.. taxes and fees will apply. New Screened Lanai 2025.. Situated less than 3 miles from Siesta Key Beach—ranked the #1 beach in America—and just 2 miles from the eclectic Gulf Gate Village, you’ll enjoy a true “culinary hotbed” of international dining and charming local shops. The home is also conveniently close to full-service grocery stores and everyday essentials. Designed for both comfort and convenience, this property is nestled in a peaceful, safe, and friendly neighborhood perfect for walking and biking. After a day at the beach, unwind on the screened-in porch surrounded by lush landscaping, or enjoy the privacy of a fully fenced backyard—ideal for your four-legged friends to roam and play. The home comes fully equipped with stainless steel appliances, a washer and dryer, central A/C, and ceiling fans in every room. Enjoy outdoor living with a gas grill and flexible dining options both inside and out. For those working remotely, a dedicated workstation with monitor, keyboard, and mouse is ready for use. Not a beachgoer? Tee off at the nearby Gulf Gate Executive Golf Course, explore the scenic Legacy Trail—a 10-mile biking and walking path from Sarasota to Venice—or take in Sarasota’s vibrant arts scene and countless outdoor activities. Ideally located, the home is just 15 minutes from Sarasota-Bradenton International Airport, 20 minutes from the renowned St. Armand's Circle on Lido Key, less than an hour from Tampa, and approximately 2 hours from Orlando’s world-famous attractions.
3005 CHASE CIR, SARASOTA, FL 34231
$2,95043 Days on yellowkey MLS ID: A4691816
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1826 Built: 1967Community: Gulf Gate Unit 12Spa: NoSingle Family
Remarks: Utilities included! Waiting for your dream home to be finished or looking to spend several months in beautiful Sarasota, you have found your rental home! Situated in the lovely, peaceful Gulf Gate community, just 8 minutes to Siesta Key Beach, you will enjoy this fully remodeled 2 bedroom 2 bathroom home. This home provides a modern, updated finish with many sitting areas including the Florida room with farm table and screen patio area for breakfast or afternoon tea. Enjoy the fenced backyard and beautiful trees surrounding the property. You will immediately feel relaxed and ready to enjoy your time in Sarasota!
1686 CHAPLINE LN, SARASOTA, FL 34231
$3,000202 Days on yellowkey MLS ID: A4672328
REDUCED by $250 (7.7%) on 04/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1963Single Family
Remarks: Available June 1, 2026 60 Day Minimum... 3000.00 annually 3000.00 Discover comfort, convenience, and coastal charm in this fully furnished 3-bedroom, 2-bath home located West of the Trail in the highly desirable and non-deed-restricted community of Bayview Acres. Inside, you’ll appreciate the beautifully renovated kitchen, split floorplan, and thoughtful upgrades throughout. Each bedroom is equipped with a ceiling fan for added comfort, and the impact-rated sliding door opens to a serene screened lanai—an ideal spot to unwind after a day at the beach. The fully fenced, spacious yard offers plenty of room to enjoy the outdoors, along with extra space to store bikes, beach gear, or anything else you bring along. Situated within the tranquil bird sanctuary of Bayview Acres, the home provides a peaceful, nature-filled setting perfect for relaxation. This home is designed to make your stay effortless, with all the details that turn a good Siesta Key/Sarasota getaway into a truly memorable experience. Prime Location: Walk or bike to the beach, shopping, and dining—everything is just minutes away. Available for Weekly and Monthly Stays. Take a look—you won’t be disappointed! January through April 2027- 4500.00 monthly plus taxes and fees.
1740 LANDINGS BLVD #39, SARASOTA, FL 34231
$3,5001858 Days on yellowkey MLS ID: A4500235
INCREASED by $600 (20.7%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1982 Tax: $3,711 (2021)Community: Landings Carriagehouse ICondo
Taxes:$3,711
Remarks: Welcome to the gated community of the Landings and the Landings Racquet Club in Sarasota. Not available January 1 - April 30, 2027. Available May through December 2027. Owner requests a 6 month minimum rental. Association rules allow 2 rentals in a calendar year. A rare find to lease this beautiful carriage house condo at The Landings! This two bedroom, two bath +den, one story Carriage House, is where you want to be! Bed sizes are King and Queen. The large living room has designer tile flooring, marble wood burning fireplace, crown molding and park like views leading to a small pond with a fountain and the community pool. The dining area overlooks the living room with new floor tile, crown molding and plenty of room for family gatherings. The sunny bonus room off the dining area is set up as an office with 2 desks and a sofa sleeper for extra company. The master suite has a King bed with newer carpeting, shutters, crown molding, walk-in closet and a remodeled bathroom. The guest bedroom has a Queen bed and the guest bathroom has a tub and shower combination. The eat in kitchen has granite counter tops, tile backsplash, refaced cabinets and all new Whirlpool appliances. There is a delightful small courtyard perfect for morning coffee or outside grilling. There also two outside sitting areas off the Living and master bedroom to enjoy the calm and peaceful views. The Landings Racquet Club membership transfers to the guests. Tennis players will love the Har-Tru tennis courts, and guests will get a good work-out in the lap pool. Relax in the hot tub to soothe sore muscles. The clubhouse has a fitness center, meeting rooms and a library. Guests pay the monthly electric bill on off-season rentals. Off-season rate in effect from May-November.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
1750 BENJAMIN FRANKLIN DR #9B, SARASOTA, FL 34236
$9,400188 Days on yellowkey MLS ID: A4674245
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1364 Built: 1970Community: Key Tower SouthCondo
Remarks: GULF-FRONT LIDO KEY LUXURY • REAL OPPORTUNITY • $6,200/month. AVAILABLE NOW MAY-DECEMEBER 2026 at OFF SEASONAL RATE! - IN-SEASON RATE (JAN-APR) IS $9,400/MO. Availability for 2027 is APRIL - DECEMBER. Wake up to rolling waves and end every day with a front-row sunset over the Gulf of Mexico. This ninth-floor, full Gulf-front condo delivers panoramic water views that are just breathtaking— Promotional OFF Seasonal Rate: $6,200/month • Valid for May thru December 2026 only. In-Seasonal Rate of $9,400/month. Located in the distinguished Key Towers South on Lido Key, this fully furnished residence places the beach quite literally at your doorstep—and Sarasota’s St. Armand's best dining, shopping, and culture just minutes away. Inside, the open-concept layout is designed for comfort and effortless coastal living. The kitchen features granite countertops, stainless steel appliances, and fully stock with all the necessities for a gourmet meal. A dedicated office/den offers an ideal remote-work setup - perfect for quick emails, travel planning, or looking up that sunset cocktail recipe. The true showstopper is the enclosed Gulf-front balcony—a light-filled extension of the living space where the shoreline becomes your daily backdrop. Morning coffee hits differently here. So do sunsets. The primary suite is a serene coastal retreat with generous closet space and a private bath, while a separate guest suite ensures comfort and privacy for visitors. Additional features include: Impact-rated windows throughout Multiple interior storage closets Shared utility room with washers & dryers on the same floor Dedicated storage locker Residents of Key Towers South enjoy recently updated amenities, including: Renovated lobby and first-floor social spaces (2025) Fitness room, library, and social room with catering kitchen Sauna and shower facilities Bike storage Gulf-front pool and lounge deck with unforgettable sunset views Perfectly positioned between the Gulf of Mexico and Sarasota Bay, this condo places you at the center of Lido Key’s coastal lifestyle: South Lido Park — just ¼ mile away St. Armand's Circle — one mile north Downtown Sarasota — four miles over the Ringling Bridge Easy access to the free Sarasota Bay Runner bus for effortless exploring. NOTE: January–March 2027 is already booked.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Norma Mladineo (941-363-1588)
1624 STICKNEY POINT RD #108, SARASOTA, FL 34231
$2,20049 Days on yellowkey MLS ID: A4690440
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975Community: Castel Del MareSpa: YesCondo
Remarks: Discover the epitome of island living in this inviting 2-bedroom, first-floor condominium, perfectly positioned a short distance from Siesta Key—offering the ideal blend of comfort and convenience in beautiful Sarasota. Nestled within a sought-after resort-style community along the Intracoastal Waterway, residents enjoy exceptional amenities including two heated pools! One is located right on Sarasota Bay—with breathtaking water views and unforgettable sunsets await. Additional features include a bayside gazebo, kayak racks with launch area, tennis courts, pickleball courts, shuffleboard, and a scenic boardwalk that wraps around the bay. Inside, the thoughtfully designed layout offers both comfort and functionality. The primary bedroom features a queen-sized bed, generous space, and a private ensuite bathroom, while the second bedroom includes two full beds and ample closet storage. The well-appointed kitchen flows seamlessly into the cozy living area, creating a welcoming space for relaxation or entertaining. Location is everything—and this home delivers. Enjoy a short 12-minute walk to the world-famous Siesta Key Beach, or take a quick 10-minute stroll to nearby dining, shopping, and recreational activities including jet ski rentals. Embrace the island lifestyle by biking to Siesta Key Village or hopping on the free trolley after a scenic walk over the bridge. Additional convenience includes a laundry room just steps from the unit. Leave your car behind and enjoy the ease of walkable coastal living. Seize the opportunity to experience your own slice of paradise—monthly rates vary by season, please inquire for accurate pricing.
301 AVENIDA MADERA #B, SARASOTA, FL 34242
$12,60049 Days on yellowkey MLS ID: A4690443
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Spa: NoSingle Family
Remarks: Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright open floor plan with a relaxed coastal theme, a fully equipped kitchen featuring granite countertops, stainless steel appliances, and a Keurig coffee maker, plus a spacious dining area overlooking a peaceful canal. The home comfortably sleeps up to 6 guests with a queen-size sofa bed and an auto-inflatable queen EZ bed, while the primary suite includes a private full bathroom. Step outside to enjoy true Florida living—grill out, swim, sunbathe, or fish right from the canal, and don’t forget your furry companions as this property is extremely pet-friendly. The shared pool area (with Unit A) adds to the experience, while both units has private entrances with no shared interior walls, ensuring added privacy. For peace of mind, exterior security cameras are in place, and the unit is strictly smoke-free with no indoor smoking permitted. Whether you're walking, biking, or taking the trolley to Siesta Key Village, everything you need is within reach—making this an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle.
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