Remarks: RENTED JAN., FEB., MARCH., 2027. This 2nd-floor Carlton featuring 2 bedrooms and 2 baths, and offers one of the most spectacular views from the screened and glass-enclosed lanai of the lake and golf course that you will find in the entire community. Nicely furnished with a king bed in the master, twins in guest, flat-screen TVs, internet access, very well equipped kitchen, you will want for nothing, one car detached garage, heated pool and tennis courts right outside your door; golf membership transfers for a fee if desired. Stoneybrook is a gated community with an impressive clubhouse featuring one of Sarasota's finest restaurants, plus fitness center, several heated pools, and an 18 hole par 72 premier golf course recently refurbished, and har-tru tennis courts also refurbished. All this and minutes from world-famous Siesta Key sugar sandy beaches, shops & restaurants. CALL FOR OFF-SEASON RATES

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)

Listing Agent: Vicki Reilly (941-266-5962)

Remarks: AVAILABLE FOR 6 MONTH OR ANNUAL RENTAL: Updated vacation condo on the 2nd floor in an elevator building. Bright and cheerful with easy care vinyl flooring, granite kitchen counters, updated bathrooms, tastefully decorated in a coastal theme, king bed in master bedroom and twin beds in guest bedroom, great view of the golf course and lake from the screened lanai. One covered parking space and close to the pool and tennis/pickle ball courts. There is no social or golf membership offered with this rental, however, there is a heated pool and the restaurant is available to tenants. The community borders the Legacy walking and biking trail, is less than 15 minutes from the sugary sandy shores of Siesta Key beach, village shops and restaurants.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)

Listing Agent: Vicki Reilly (941-266-5962)

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)

Remarks: Indulgent urban living in the heart of downtown Sarasota! Alluring, fully furnished mid rise located steps from beautiful Sarasota Bay Front. Stroll out the door to fabulous restaurants, cafes, art galleries and cultural venues that make Sarasota the jewel of Florida's west coast. Pamper yourself in this dynamic 4th floor corner unit that offers panoramic views of the city. Modern interior offers 10" ceilings, porcelain plank tile throughout, soundproof interior, sleek gourmet kitchen w/island, contemporary cabinets, stainless appliances, granite counter tops and fully stocked for epicurean inventions. The open floor plan allows eye-catching views from every angle. Comfortable, contemporary funishings make for a tranquil retreat including spacious master with en suite, walk-in shower, smartly appointed organized closet, spacious guest room with walk-in shower, 3 flat screen tvs, washer/dryer in unit, private parking steps from the entry, expansive balcony.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)

Listing Agent: Elsie Salazar (941-284-7645)

Remarks: Here is your opportunity to live conveniently close to everything in the beautiful Palmer Ranch neighborhood of Plaza De Flores. This well maintained community boasts brand new roofs, along with Mediterranean-style courtyards with fountains, palm trees, and lovely plantings that epitomize Florida living. Not only is the location ideal, but this condo has been newly updated (2024) with luxury vinyl flooring throughout, and a kitchen that boasts quartz countertops, new appliances, sink and subway tile backsplash, as well as new soft-close lower cabinets. The bathrooms have received new vanities, sinks, mirrors, toilets, and hardware. This second-floor unit was recently painted to enhance the high ceilings, and there is a lovely view of the pond, fountain, and pool from the screened-in lanai. Additional improvements include new lighting, fans, and baseboards, along with a new hot water heater. The community's common area features a clubhouse with kitchen and small library, a heated and cooled pool, hot tub, fitness room, and tennis court. Cable, water, trash/recycling/sewer, and one covered carport space (#4) are included in the rent. Plaza De Flores is right next to Stoneybrook Nature Trail which leads to the Legacy Trail for your walking and biking pleasure. Your favorite beaches at Siesta, Turtle, Nokomis, Lido, Venice and more are all within reach. Shopping (including Costco) is right around the corner, so you can easily find everything you are looking for. Plaza De Flores is conveniently located between downtown Sarasota to the north and Nokomis and Venice to the south, so you can enjoy all of the culture, restaurants, golf, boating, arts and entertainment in the area. Make this your new destination today! Minimum rental period is 6 months and unit is not furnished.

Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)

Listing Agent: Tammy Horner (941-539-4703)

Remarks: Welcome to Baywood Colony, a beautifully maintained community just minutes from the world-renowned shores of Siesta Key Beach. Residents enjoy a relaxed coastal lifestyle with access to a heated community pool and tennis courts, perfect for year-round enjoyment. This well-appointed 2-bedroom, 2-bathroom condo offers comfortable and convenient living with thoughtful upgrades throughout. The kitchen features brand-new stainless steel appliances, while a full-size washer and dryer are conveniently located within the unit. Step inside to find a bright and inviting layout, complemented by a finished Florida room that adds approximately 90 square feet of aditional living space—ideal for a home office, reading nook, or extended lounge area. An assigned carport is located just outside the back door for easy access and everyday convenience. Whether you're looking to relax poolside, stay active on the courts, or enjoy the nearby beaches, this property offers the perfect blend of comfort and location. Come find your happy place.

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Mike Sorensen (941-380-2900)

Remarks: Welcome to an exceptional opportunity to lease a beautifully appointed coastal residence at 304 Benjamin Franklin Drive, Sarasota, FL 34236, perfectly positioned on the coveted barrier island of Lido Key. This elegant rental places you steps from the glistening sands and turquoise waters of the Gulf, offering a lifestyle that blends beachside serenity with world-class convenience. Unit 304 features a bright, open layout designed for both comfort and style. Expansive windows fill the living space with natural light, creating an inviting ambiance that highlights the home’s clean lines and airy coastal character. The main living and dining areas connect effortlessly, making everyday living as enjoyable as entertaining. The well-equipped kitchen offers modern cabinetry, quality appliances, and generous counterspace—perfect for preparing meals after a day on the beach or enjoying a casual breakfast in a relaxed, coastal setting. The spacious bedroom suite provides a peaceful retreat, complemented by ample storage and a beautifully finished bathroom featuring timeless, neutral selections.Residents of this desirable community enjoy an array of amenities that elevate daily living, including resort-style outdoor spaces, private beach access, secure entry, and well-maintained common areas designed for comfort and relaxation. Whether you prefer lounging by the water, unwinding outdoors, or enjoying the tranquility of coastal living, this location delivers it all.Situated just moments from the vibrant shopping and dining of St. Armands Circle, the home offers instant access to boutique shopping, renowned restaurants, and charming cafés. Downtown Sarasota is only a short drive away, placing theaters, cultural venues, parks, and waterfront activities within easy reach.

Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)

Listing Agent: Renee Preininger (941-400-4235)

Remarks: Discover tranquility in this impeccably updated 2-bedroom, 2-bathroom first-floor corner villa located in the Meadows Golf & Country Club, where modern luxury meets a serene, park-like setting. Bathed in natural light, the open interior features stunning White Oak hardwood floors that flow seamlessly into two glass-enclosed four-seasons rooms, the perfect vantage points for enjoying your private, lush views year-round. The primary suite serves as a true retreat, offering a king-size bed, a generous walk-in closet, and a master bath with counter-height vanities and a walk-in shower. A comfortable guest room with a queen bed ensures a premium experience for visitors. Located just steps from the heated community pool, you are also a short ride away from everything The Meadows has to offer. This prestigious community spans 1,650 lush acres with 80 lakes, 16 miles of nature trails, three 18-hole golf courses, and 17 Har-Tru tennis courts (fees apply). Perfectly positioned minutes from the UTC Mall, I-75, and the world-class dining and beaches of Downtown Sarasota, St. Armands Circle, and Lido Beach.

Listing is courtesy of: EMERALD REALTY BROKERAGE (941-740-5411)

Listing Agent: Pam Hagan (941-400-6682)

Remarks: GREAT COASTAL LOCATION & CLOSE TO THE TOP-RATED U.S. BEACH ON SIESTA KEY! This spacious 2-bedroom, 2 bath condominium home is an end unit on the 2nd floor (top floor in the building) with a wooded view and vaulted ceilings offering spaciousness and privacy. It is conveniently located close to the clubhouse, pool, fitness center and mailboxes. It boasts beautiful wood laminate flooring, custom paint, shiplap in the living room, upgraded light fixtures and ceiling fans, new plumbing fixtures and door hardware throughout. It features an open floor plan with a living area that has a screened lanai with a beautiful nature view, a raised breakfast bar that is shared with the kitchen and a dining area to the side of the kitchen. The kitchen features solid surface countertops, glass tile backsplash, custom cabinetry, stainless appliances and contains a side-entry laundry closet with a full-size washer and dryer. The private, master bedroom has 2 large windows, a walk-in closet and "en suite" bathroom. The shower is tiled and glass enclosed with a beautiful vanity and lighted mirror. The second bedroom has 2 large windows and is located across the hall from the main bathroom which includes a large tub with shower. The unit comes with an assigned, lighted carport. The building’s exterior has been renovated with impact resistant thermal windows. The floor plan is in the photo gallery. The condo is in the quiet, gated community named “Bella Villino Condominiums” which is located in the award-winning, master-planned development of “Palmer Ranch” in south Sarasota. The community boasts superb amenities not available at comparable properties in this price range and features an elegant clubhouse with a resort-style heated pool and spa, a large fitness center with state-of-the-art equipment including cardio machines, indoor racquetball and basketball, a billiards room, and a business center. The community has a tennis court, pickle-ball courts, a car detail area, gas grills with picnic areas, pet stations located around the property, an onsite property manager, and maintenance staff. It is close to world-class beaches, marinas, the popular Legacy Trail (bicycle, jog, or walk), shopping centers with a Costco, Target, Publix, Walgreens, CVS, various banks, restaurants, golf courses, art centers, museums, and so much more. Unfurnished 12 month lease.

Listing is courtesy of: FLORIDA GULFSIDE PROPERTIES INC (941-227-4147)

Listing Agent: Pam Reitnecht (941-227-4146)

Remarks: Beautiful Bay Views Await You from this rarely available annual rental in Sarasota Harbor West! You will love this vibrant 55+ community. You will not find a better location than Sarasota Harbor West, walkable ( 2 blocks) to all the wonderful shops and locally owned restaurants on St. Armands Circle, the sparkling sands of Lido Beach ( 1 mile) or hop on the BayRunner Trolley to downtown Sarasota where you will find arts galleries, the Sarasota Opera House, regional theatre, as well as many shopping and dining venues. This 2 bedroom, one bath, third floor condo is turn-key furnished with a King bed in the primary bedroom, a Queen bed in the second bedroom along with an updated bath with Bidet and kitchen! This condo is conveniently located just off the elevator for convenience. Just outside your door you will find comfortable seating to take in the gorgeous views and this community offers a clubhouse, shuffleboard and a sparkling community pool that is heated to 80 degrees in the winter months. This unit can be rented furnished or unfurnished, PLUS internet, basic cable, water, sewer & trash are included in the rent, owner will honor the same rental rate for a two year lease! (Sorry, no trucks over 22 feet or over 10,000 LBS and no motorcycles)

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)

Remarks: Available now! at an offseason rate or on an annual basis. Available for short term rental for 2026/2027 2 bed, 2 bath unit with a glassed-in lanai, Vaulted Ceilings and lovely views and privacy. Turnkey Furnished unit. New carport for your vehicle. Community Pool and Tennis/Pickle ball Court for renters use. Gated community and great location in Palmer Ranch near the Beaches and Bayfront. Lagacy Bike Trail borders the community.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Kenneth Ipox (941-993-7279)

Remarks: Price REDUCED!!! All New Freshly Painted! Available now for an Annual Lease. Wonderful Lake View 2 Bedroom 2 Bath PLUS a Loft in the gated community of Admirals Walk. Spacious living 2nd floor condo features an open layout an interior stairwell leading you to the impressive vaulted ceilings in the living room. All the convenience of your 2 bedrooms plus the advantage of a rare Loft. Perfect to use as a den, study, home office, TV or game room or just extra storage space. Sorry no pets. Location takes the spotlight with this Admirals Walk condo—situated just 5.9 miles from world-famous Siesta Key Beach, minutes to I-75, shopping, dining, medical facilities, and everything Sarasota has for you. Whether you're headed to the beach, downtown, UTC Mall, or the airport, you’ll love how central and convenient this address truly is. Admirals Walk has Resort-style amenities including a heated pool and spa, clubhouse with full kitchen, fitness room, and library. It’s the perfect blend of coastal convenience and low-maintenance living. A rare opportunity in one of Sarasota’s most desirable, accessible locations—see it today and experience how close you can be to it all.

Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)

Listing Agent: Pamala Casey (941-922-3391)

Remarks: SARASOTA...Live just 2 miles from the stunning Siesta Key Beach. This two bedroom/two bathrooms condo offers a split floor plan, real hardwood floors and tons of storage. Enjoy a primary suite with walk-in closet, remodeled kitchen and bathrooms, new A/C, water heater, in-unit washer/dryer, and a covered carport with with ample guest parking. Community pool, Publix, and dining options across the street. Pets welcome: 1 dog (up to 40lbs) or 1 cat. $300 pet fee. First month, Last month and Security to move in. Minimum 6-month lease. Serious inquiries only!

Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)

Listing Agent: Jane Hunter (941-896-0622)

Remarks: ** AVAILABLE NON-SEASON 2026 ONLY!!** TURNKEY FURNISHED 2 BEDROOM CONDO AT THE MEADOWS! FABULOUS LAKE & GOLF COURSE VIEWS! Nicely Furnished combination Living & Dining rooms. Screened Balcony faces East for Morning sun. Master BR has King size bed & walk-in closet, updated bathroom has step-in Shower. 2nd Bedroom has Twin beds. Guest bath can be closed off from Living areas, making it an ensuite for 2nd Bedroom. Eat-in Kitchen. New AC so you will be cool! Water, sewer & trash included in rent, Electric capped at $75 a month. No pets. Near UTC Mall, Restaurants, I-75, & Benderson Lake Park! RENTED FOR 2027 SEASON. Memberships to the Meadows Golf and/or Tennis available.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)

Listing Agent: Kathy Liga (941-920-6070)

Remarks: AVAILABLE NON-SEASON 2026! TURNKEY FURNISHED 2 BEDROOM CONDO AT PALM AIRE COUNTRY CLUB! 2 Bedrooms, 2 Full Baths, 2nd Floor Condo. Electric capped $75 for each month. New Laminate flooring throughout. Master Bedroom has King bed, 2nd Bedroom has Queen bed. Screened Balcony overlooks park-like greenbelt setting. Just steps away from Heated Community Pool & Clubhouse for social gatherings. Palm Aire Golf Club offers Memberships for Golf, Tennis & Fitness. One dedicated Parking space, plenty of guest parking. No pets. Already RENTED for 2027 Season.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)

Listing Agent: Kathy Liga (941-920-6070)

Remarks: Listing reflects off-season rate. Available August - December 2026. Introducing your dream beachfront getaway in Siesta Key, Florida or as we like to call it... 2 Tickets to Paradise! This stunning 2-bedroom, 2-bathroom beachfront condo offers the perfect blend of luxury and relaxation. With direct beach access and tranquil views of the garden and ocean, it's the perfect spot to unwind. Step inside to discover a large kitchen, ideal for preparing meals and entertaining. The primary suite offers complete relaxation with a comfortable king-sized bed, a cozy spot to read a good book, and a large ensuite bathroom with a walk-in shower. Up to bringing friends or family? There's plenty of room in the guest bedroom, offering two double beds and their own access to the guest bathroom. Did we mention paradise includes your own wet bar and wine fridge!? Pour yourself a drink of your choice, walk over to watch the exquisite sunsets in the enclosed patio, and don't forget to open the sliding glass windows to let the cool ocean breeze in! Enjoy Gulf & Bay’s impressive amenities including 3 heated pools, 8 tennis courts, a fitness center, BBQ areas, and private access to Siesta Key Beach! You've waited so long, and now the wait is over, you've got 2 tickets to paradise!

Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)

Listing Agent: Beth Dilley (941-400-1322)

Remarks: One of the best buildings in the heart of downtown Sarasota 1350 Main. Walk to everything! This over sized corner unit with sweeping views of Sarasota Bay, to the gulf of Mexico and Marina Jacks from all rooms is something to see. This 2288 sq foot unit of luxury will not disappoint with known best sunsets ever! This unit is filled with lots of natural light from all the surrounding windows. Marble tile through the unit with the master ensuite with hardwood flooring. This lavish master ensuite has it all with private balcony, corner work space with water views, deluxe master bath with huge walk in shower and a soak tub, let not forget the walk around closet with storage galore. At 1350 Main you are always greeted by a 24 hour concierge that is there to please. This building offers many amenities to enjoy with relaxation, fitness center, social gathering rooms with kitchen, business room for meetings or work space, spacious outdoor facilities with heated pool, spa and grilling areas, or just relax in the library room with a good book. Experience the downtown living with much culture, Art and fine dinning. Take a stroll on the beach trolley that will pick you up and take you out to St Armand's Cir or Lido beach for the day.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Toyia Youtzy (941-915-7926)

Remarks: Charming 2bdrm./2bath 1st. floor condo in gated community of Pinestone. This turn-key furnished unit is waiting for you to spend this winter in sunny Florida. furnished with an open plan, a private and appealing view of water and trees from kitchen, living and dining room and screened lanai. The community amenities abound, they incl. pool and spa, fitness center, lighted tennis courts, basketball courts, billiard room, card room, library, clubhouse and public BBQ grills, fire pit area to gather at you may enjoy it all or just relax! No pets are allowed. Minimum 3 month reservation required per Association. This unit is open for off- season and prime season rentals

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Toyia Youtzy (941-915-7926)

Remarks: 1350 Main Residential condo building is in the heart of downtown Sarasota. This 9th floor bright open floor plan is walking distance to everything you need, or step onto the Bay Runner shuttle to St. Armand or beach area. Famous Downtown Sarasota is know for it's Arts, opera, the ballet, theaters, incredible dining restaurants, Selby Botanical Gardens, cute unique shopping, gorgeous Bayfront Park for walking and Marina Jacks for a quick boat stroll. This is all within walking distance from this condo. This 2 bedroom split en suite floor plan is great for visiting guests. This building provides on site 24- hour concierge, gated garage, business room, heated pool and spa, outside barbecue grills with picnic tables, fitness center and steam room for all your relaxation needs. Owner would do 6 months or longer rental and is pet friendly with small pet.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Toyia Youtzy (941-915-7926)

Remarks: DOWNTOWN SARASOTA ANNUAL FURNISHED RENTAL. Best priced waterfront condo Downtown Sarasota. WOW what a remodel, well done! All new remodeled front corner unit with breath taking sweeping views. The 01 units in Sunset Towers have direct Sarasota Bay/ intercoastal views. This turnkey furnished 21st century Art deco sleek modern style is amazing and a must see. All top notch brand appliances and furnishings. Sit on your direct front water view balcony to see it all. Walk to all you favorite activities in downtown Sarasota or just relax at Maria Jacks Bayfront park and watch the boats come in and out. This building is a 3 month minimum.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Toyia Youtzy (941-915-7926)