Remarks: Rarely available OFF SEASON RENTAL (May-October) Rental in Sarasota! Beautifully renovated 2-bedroom 2 bath ground floor unit in highly sought after Pelican Cove just 15 minutes from the no 1 beach in the USA Siesta Key Beach. This unit is located on the first floor and has been completely updated with new porcelain flooring throughout, kitchen and bath cabinetry, stainless steel appliances, quartz countertops, modern lighting, ceiling fans, TV's, and much more. Live within 75 acres of lush foliage located in this vibrant gated waterfront community which offers a boat marina, 6 swimming pools, tennis courts, pickleball games, kayaking, paddle boarding, organized clubs, and fun activities to keep you busy all winter long. Easy access to Publix, Costco, and Target.

Listing is courtesy of: OUTSIDE INVESTMENTS, INC. (305-525-3995)

Listing Agent: Rosie Rivera (305-525-3995)

Remarks: EVERY BIG-TICKET ITEM IS NEW and ready for you to enjoy in this beautifully updated penthouse condo just minutes from Siesta Key. Overlooking the pool and courtyard, this light and airy residence feels even more spacious in person. The 2024 kitchen remodel showcases quartz countertops, quality stainless steel appliances, abundant cabinetry, and a wraparound island with seating, creating the perfect space for cooking and gathering. Major systems have already been updated, including the A/C, hot water heater, and impact windows in 2022, providing comfort, efficiency, and peace of mind. A newly screened lanai in 2025 adds additional living space to relax and unwind. Designer touches throughout the home include shiplap ceilings, solid wood doors, diagonal tile flooring, and stylish ceiling fans. Located in a well-maintained 55+ community, residents enjoy a heated pool, small fitness center, social activities, and a newly updated covered carport close to the unit. The monthly rent includes cable, water, sewer, trash, exterior maintenance, and pool service. The only additional expenses are electricity and renter’s insurance, making budgeting simple and predictable. Just over a mile to Siesta Key Beach and minutes to shopping, dining, and nightlife in Gulf Gate, this updated penthouse offers an exceptional rental opportunity in a prime Sarasota location.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Lisa Kroshus (941-303-3429)

Remarks: Second floor condo. Screened patio. Lake view. Updated condo with vinyl floors. Gated community offers heated pool. Spa. Tennis. Excellent gym. Basketball.

Listing is courtesy of: ONE STEP AHEAD REALTY INC (561-951-7332)

Listing Agent: Joseph Stephens (941-400-9084)

Remarks: Enjoy awe-inspiring sunrises and sunsets from this furnished 2-bedroom, 2-bath penthouse condo at the southernmost end of Siesta Key, offered as a 3-month, 6-month, or annual rental. This corner unit offers extra windows and water views from every room, filling the space with natural light and showcasing breathtaking sunrises over Neville Preserve on Little Sarasota Bay and spectacular sunsets over the Gulf of Mexico. As one of the largest floor plans at The Pointe, this 10th-floor residence features a spacious kitchen open to the living area, engineered hardwood flooring, crown and base molding, and ceiling beams that define the dining and living spaces. The generous screened and glassed lanai, accessible from both the living room and the primary suite, provides the perfect place to relax and take in downtown Sarasota views, beautiful wildlife, and stunning sunrise skies. The private primary suite includes a large bedroom, walk-in closet, built-in vanity with sink, and an ensuite bath with walk-in shower, second sink, and toilet. A comfortable guest bedroom and full hall bath complete the main living space. Additional highlights include a large laundry room with ample cabinetry, a walk-in utility room off the lanai, a large ground-floor assigned lock-off storage bin, and an oversized under-building parking space convenient to the building entry. Located in The Pointe, a beautifully landscaped 5+ acre gated community at the southern tip of Siesta Key, residents enjoy exceptional amenities including a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and canoe racks and launch, clubhouse, saunas, fitness centers, island pavilion with grills, and on-site management and maintenance. A scenic waterfront walkway surrounds the property, and Turtle Beach plus two great restaurants are just minutes away. A wonderful opportunity to enjoy the best of island living in an exceptional rental.

Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)

Listing Agent: Robert Ruiz (941-544-3299)

Remarks: This fully furnished condo in the peaceful Pinewood Village community offers the perfect blend of comfort, convenience, and coastal lifestyle — move-in ready from day one. Light-filled and thoughtfully laid out, the unit features tiled floors throughout the main living areas, a welcoming living room, and a well-equipped kitchen. The enclosed lanai with a wall of windows extends your living space and brings the Florida outdoors in year-round. Generous storage throughout — including a walk-in closet and in-unit laundry — makes this feel like home, not a rental. Pinewood Village is a beautifully maintained community surrounded by lush tropical landscaping. Residents enjoy a heated swimming pool, clubhouse & fitness center, Shuffleboard courts, and assigned parking.

Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)

Listing Agent: Timothy Bloch (941-504-1111)

Remarks: Available for immediate occupancy, 3685 Parkridge Cir offers a fantastic opportunity to live in a gated community with a resident pool, providing privacy and everyday convenience. This well-kept home features a functional layout with comfortable living spaces designed for easy living. Parkridge is a well-maintained neighborhood with mature landscaping and walkable internal roads, creating a clean, established environment. Located near UTC, the property offers quick access to shopping, dining, entertainment, and major employers while maintaining a quiet residential feel. The central setting allows for efficient access to downtown Sarasota, Lakewood Ranch, and area beaches, making this move-in-ready home an excellent blend of comfort, convenience, and lifestyle. Contact us for a showing today!

Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)

Listing Agent: John Werner (941-587-4579)

Remarks: Short term condo rental available in the highly sought after, highly secluded, gated community of Pelican Cove in Sarasota. This cozy 2 bedroom, 2 bathroom condo is a 2nd floor unit, so no chance of foot noise from above. Kitchen has tile countertops and an attached outside deck with a gorgeous woodsy view through glass sliding doors. Small table in kitchen for those quick snacks and larger table in dining area. Ceramic tile flooring throughout. Clothes washer and dryer inside unit! Fully turnkey furnished unit, so just bring your suitcase. Community has 3 clubhouses, each with a heated pool, fitness center, tennis & pickleball courts, boating, kayaking, canoeing, paddle boarding, Exercise, art and sculpting classes are provided, as well as many groups to join! Pelican Cove includes a harbor with 85 slips with direct access to the intracoastal waterway and the Gulf of America. Plenty of restaurants and shops just outside the community. As well as Sarasota's world class beaches, including #1 Siesta Key Beach with it's famous white powdered sugar sand. 2 months minimum, but 3 or 4 months preferred. Season rent is $4500 a month. Off season availability from May 11th thru October 15th at $1950 a month. Pelican Cove Condo Association requires 21 days for application approval.

Listing is courtesy of: SECURE DOOR PROPERTY MANAGEMENT (941-231-4065)

Listing Agent: Alan Myhre (941-866-6685)

Remarks: **AVAILABLE 4/21/26 FOR UP TO 8 MONTH LEASE INCLUDES ALL UTILITIES** NOT AVAILABLE FOR JAN-MARCH 2027 SEASON** TROPICAL GETAWAY! Beautiful 2 bed/2 bath condo in the sought after resort community of Pelican Cove. You will feel right at home the moment you walk into this bright, spacious unit. It features decorator furnishings, vaulted ceilings, hardwood floors and everything you need to enjoy a vacation getaway or extended stay. Relax on the lovely screened lanai or take a dip in the pool which is just steps from your back door! WiFi, cable TV included and a washer/dryer in the unit for your convenience. Pelican Cove, a gated community, sits on 75 acres of lush landscaping. There are 6 swimming pools, lighted tennis courts, exercise room, clubhouse, private harbor, kayak launch, walking paths through tropical foliage leading to Little Sarasota Bay with peaceful waterfront views. Conveniently located just minutes from shopping, restaurants and Siesta Key Beach, ranked #1 in the USA. Sorry no pets allowed. NO SMOKING ALLOWED. Two month minimum lease required. MAY - DECEMBER: $2,200/MO., $100 APPLICATION FEE PER ADULT, $50 LEASE PREP FEE, $150 HOA APPLICATION FEE, $250 CLEANING FEE, AND 13% SEASONAL RENT TAX APPLIES IF 6 MONTH OR LESS LEASE. PLEASE ALLOW MINIMUM OF 14 DAYS FOR HOA APROVAL.

Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)

Listing Agent: Brigette Marcus (941-315-9500)

Remarks: AVAILABLE 5/1/26 FOR UP TO 8 MONTH LEASE INCLUDES ALL UTILITIES** **BOOKED FOR JAN-MARCH 2027 SEASON**CHARMING PELICAN COVE - Newly updated 2 bed/2 bath condo in the resort community of Pelican Cove. This 2nd floor unit features decorator furnishings, vaulted ceilings, hardwood floors and everything you need to enjoy a vacation getaway or extended stay. Enjoy your morning coffee on the screened lanai which offers peaceful, tropical views. WiFi, cable TV included and a washer/dryer in the unit for your convenience. Pelican Cove, a gated community, sits on 75 acres of lush landscaping. There are 6 swimming pools, lighted tennis courts, exercise room, clubhouse, private harbor, kayak launch, walking paths through tropical foliage leading to Little Sarasota Bay with peaceful waterfront views. Conveniently located just minutes from shopping, restaurants and Siesta Key Beach. Sorry no pets allowed. NON-SMOKING UNIT. TWO MONTH MINIMUM REQUIRED.$100 APPLICATION FEE PER ADULT, $50 LEASE PREP FEE, $150 HOA APPLICATION FEE, $250 CLEANING FEE, AND 13% SEASONAL RENT TAX APPLIES. PLEASE ALLOW MINIMUM OF 14 DAYS FOR HOA APROVAL.

Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)

Listing Agent: Brigette Marcus (941-315-9500)

Remarks: AVAILABLE SUMMER 2026! Welcome to Castel Del Mare, also known as "Castle on the Bay"—a stunning waterfront community just minutes from Siesta Key! Nestled along Little Sarasota Bay (Intracoastal Waterway), beautifully remodeled 2-bedroom, 2-bath condo. Enjoy an updated kitchen and bathrooms, plus a covered lanai overlooking one of two sparkling pools. The community offers tennis courts, a clubhouse, a nature trail, Bay fishing, and easy access to fine and casual dining, a marina, and shopping—all just steps away! Inside, you’ll find 3 flat-screen TVs, a king bed in the master, and two sets of bunk beds in the guest room. Additional features include an in-unit washer/dryer and high-speed internet.

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

Listing Agent: Robin De Busk (941-922-4959)

Remarks: Welcome to your slice of paradise in Sienna Park, ideally located in the heart of Sarasota just minutes from the world-renowned Siesta Key Beach. This beautifully fully remodeled 2-bedroom, 1-bath condo offers the perfect blend of comfort, style, and convenience. Step inside to discover a fresh, modern interior featuring brand new appliances and a never-used washer and dryer, making this home completely move-in ready. The open living space flows effortlessly out to a private screened-in patio, perfect for enjoying your morning coffee or unwinding after a day at the beach. Sienna Park offers true resort-style living with an impressive array of amenities, including a sparkling swimming pool, tennis courts, fitness center, sand volleyball court, fenced dog park, and BBQ grilling areas—everything you need to enjoy the Florida lifestyle to the fullest. Located just minutes from Siesta Key Beach, and close to top-rated restaurants, shopping, and entertainment, this pet-friendly community offers both convenience and coastal charm.

Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)

Listing Agent: Jordan Cadavid Jones (941-900-5968)

Remarks: Fully remodeled 2-bedroom, 2-bath condo in Sienna Park just minutes from Siesta Key Beach! This move-in ready unit features brand new appliances and a never-used washer and dryer, a bright open layout, and a private patio perfect for enjoying Florida living year-round. Enjoy resort-style amenities including a pool, tennis courts, fitness center, sand volleyball court, dog park, and BBQ areas. Ideally located near shopping, dining, and entertainment, this pet-friendly community offers the best of Sarasota convenience and coastal lifestyle.

Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)

Listing Agent: Jordan Cadavid Jones (941-900-5968)

Remarks: SHORT TERM ONLY. The Plaza at Five Points is THE place to live downtown Sarasota. This luxurious space offers fabulous views of the Sarasota Bay from a natural light filled, finely appointed, 2 bedroom, 2 bathroom condo. You will reside in the heart of Sarasota and find, right outside your door, the Sarasota Opera, Whole Foods, Selby Library, Starbucks and loads of fine dining and neat shops. This secure building offers a first rate amenity package with heated pool and spa, fitness center, social room with catering kitchen and bar, barbecue grills and outdoor dining options, concierge with valet parking, and a board room. This unit comes with one parking space in the garage. The opportunity to rent in this building is a rare one. This condo can be rented from April 15 through December 31, 2026. Call NOW to lock in your next vacation. NOTE: 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)

Remarks: Turnkey Furnished Short Term Rental - All Months are Available. Welcome home to this 2 bedroom, 2 bathroom end unit located in the Pinehurst Village. This slice of paradise sits in an incredible location. Only Minutes from Lakewood Ranch, Nathan Benderson Park with world class rowing events, premier sports fields and world class beaches. Convenient to Downtown Lakewood Ranch shopping, restaurants, entertainment, and UTC Mall. Easy access to I-75, Sarasota Airport, Tampa International Airport, and Tampa/St. Petersburg. This coveted end unit boasts a picture perfect view overlooking preserve areas. This unit features multiple upgrades throughout including brand new porcelain wood plank flooring, fresh paint, updated appliances, indoor utility room and more. Entering through the foyer, you are greeted by the spacious living/dining room combo with spectacular views through the screened lanai and a large window letting natural light into the home. The oversized living room boasts a ceiling fan, entrance to the patio. Enjoy a meal in the delightful dining room or join the chef at the breakfast bar. Retreat to the primary suite featuring a ceiling fan, extended closet, tile flooring and a private bathroom with shower, and tile flooring. There is plenty of room for company with a spacious guest bedroom offering a ceiling fan and ample closet space. This unit also features a screened rear patio with amazing views and some privacy.

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

Listing Agent: Andrew Barnard (941-920-2001)

Remarks: Stoneybrook Golf and Country Club, Available NOW! Spectacular 2/2 Plus Den. Split Plan ready for new family! Amazing preserve view from back terrace, very Private. Community features are too many to list. Includes 1 covered parking space and a storage shed. The Arbor Greens heated pool and tennis court is just around the corner from the unit. There is no elevator in this building. A social membership can be transferred and includes access to the main heated lap pool, fitness center, newly redecorated clubhouse offering fine or casual dining, and all club activities, such as mahjong, yoga, water aerobics, cards, trivia, and more. Stoneybrook is a gated community centrally located close to Siesta Key, Costco, many shops and restaurants, and borders the Legacy walking and biking trail. Country club living at its finest. Available long term with easy move in.

Listing is courtesy of: A STEP ABOVE R. E. & MGMT INC. (941-342-6410)

Listing Agent: Kimberly Kay (941-342-6410)

Remarks: Discover the epitome of luxury and convenience with our exclusive rental opportunity in Sarasota, available May through December. Nestled on the corner of Main St and Central Ave, this contemporary corner unit sits on the 16th floor, just one level below the penthouse. Immerse yourself in the vibrancy of downtown Sarasota, where the finest amenities and attractions are merely steps away. This exquisite condo features a 2-bedroom, 2-bath split plan, designed with your privacy and comfort in mind. Upon entry, you are greeted by a generous foyer leading to an expansive Great Room. The 10-foot ceilings, coupled with floor-to-ceiling windows and nine-foot-high sliding glass doors, invite an abundance of natural light and offer stunning bay views. The space boasts porcelain floors, an 65” Samsung Frame TV, Apple HomeKit, electric blinds, and a large furnished corner terrace – perfect for entertaining or peaceful relaxation. The kitchen is efficient delight, equipped with granite countertops, a new galley-style sink, instant hot water, and pull-out cabinet drawers. Stainless steel appliances and an external-venting cooktop exhaust fan enhance your culinary experience. A granite breakfast bar elegantly separates the kitchen from the dining area, offering a cozy spot for casual meals. Retreat to the luxurious master bedroom, featuring wood floors, a large walk-in closet, and direct terrace access through 9-foot sliders, providing serene bay views. The master bath is adorned with travertine floors and a vanity desk, leading to the spacious walk-in closet. The second bedroom, offering maximum privacy, is adjacent to the second bathroom with a pocket door, effectively creating an en-suite setup. There is a queen size bed in this bedroom. This fully furnished unit ensures you feel right at home with all linens provided for the master bedroom, guest bedroom, and a queen-size living room couch, along with a fully equipped kitchen. Stand out with a dedicated laundry room, updated appliances, a tankless water heater, and additional storage. Enjoy the convenience of secured parking for one car. Security, water, and high-speed internet are included in this fabulous building in the heart of downtown Sarasota. The Plaza at 5 Points Residences redefines luxury with an array of concierge services and top-tier amenities on the 10th floor, including an overnight guest suite, a resort-style heated pool & spa, and an outdoor pavilion with a fireplace. The fitness center, clubroom with a bar, catering kitchen, and conference room elevate your living experience. Complimentary valet parking for guests and onsite dining at Element restaurant add to the allure. Seize this unique chance to reside in Sarasota’s heart, with Whole Foods, Starbucks, Selby Library, Florida Studio Theater, the historic Opera House, and over 25 restaurants within two blocks. The Sarasota Bayfront, Marina Jacks, St Armand's Circle, Lido Beach, and SRQ airport are all within easy reach. We offer flexible rental terms with a two-month minimum stay and special consideration for a 9-month rental. Don’t miss out on this unparalleled downtown living experience at the Plaza at 5 Points – where luxury meets location, fully prepared for your immediate comfort. NOW RENTED THRU DECEMBER 31, 2026. AVAILABLE April 15, 2027. Call TODAY for your time in paradise!

Listing is courtesy of: RENT SARASOTA (941-328-8999)

Listing Agent: Hamid Mohajir (941-557-8556)

Remarks: Siesta Key Vacation Rental- **Available May 2026 thru October 2026. One month minimum** Attention serious beach lovers.. paradise has been found at the shores of World-Famous Crescent Beach. Located gulf-side this phenomenal sun-filled second floor two bedroom vacation home is a treasured jewel located in the highly- sought after private street on Sara Sea Circle. Surrounded within lush tropical gardens, steps to fabulous restaurants, boutiques, and shopping, the conveniences and plethora of activities provide the ultimate island experience for a true quality lifestyle. Enjoy single-story living, an enchanting private beach access and miles of endless beach. Nestled close to the Point of Rocks, your enjoyment extends to fantastic snorkeling, fishing, and shelling. This ground floor two- bedroom two bath beach home is tucked away in an intimate building of just twelve residences providing a friendly neighborhood environment. Open your glass sliders onto your outdoor patio, extend open the pocket screened entry to your front door, and enjoy the island gulf breezes of Siesta Key. Fully turn-key and no need for a car, the island trolley will pick you up right across the street and transport you to your island destination. Enjoy a brand-new kitchen, two full bedrooms, two bathrooms, fully furnished, sparkling clean, and modern conveniences and specials touches to ensure your time away on Siesta Key is precious.

Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)

Listing Agent: Dawn Bear (941-468-7224)

Remarks: This beautiful, unfurnished, bottom-floor Heronmere condo in The Meadows is available for annual rent beginning February 1st. Featuring a spacious 2-bedroom, 2-bath split-bedroom floor plan, the unit offers peaceful views of the 16th hole of the golf course, with expansive green space between the course and the private patio. Recently updated, the property showcases a fully remodeled kitchen with new cabinetry, modern appliances, and a stackable washer and dryer. The bright, open layout is enhanced by full sliding glass doors across the rear of the unit, filling the space with natural light. Additional updates include fresh interior paint, tile flooring in the main living areas, vinyl plank flooring in the bedrooms, and new vanities in both bathrooms. This special unit features both an open front porch and an enclosed lanai, providing multiple options for indoor and outdoor living. Relax on your private patio while enjoying scenic golf course views and the surrounding natural landscape. The community pool is conveniently located just steps away. Nestled among mature pines and winding roads, The Meadows is a well-established golf course community offering a wide array of recreational and social amenities. Residents enjoy miles of walking and biking trails, pickleball and tennis courts, three golf courses, a community center, and access to the Renaissance program. The Meadows Village Shopping Center very close to unit and includes dining, shopping, and medical offices. Ideally located near University Parkway, this home is minutes from UTC Mall, Lakewood Ranch, SRQ Airport, Nathan Benderson Park, Gulf Coast beaches, major hospitals, and a variety of entertainment and dining options.

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Tonia Vickery (941-962-0891)

Remarks: Waterfront Paradise on Siesta Key – Turnkey Furnished 2BR/2BA Condo! Experience the ultimate in coastal living with this completely remodeled, turnkey furnished 2-bedroom, 2-bathroom waterfront condo on the south end of Siesta Key, just past Turtle Beach! This ground-floor unit offers stunning water views from the lanai, a beautifully updated kitchen and bathrooms, and brand-new furnishings—including a king-size mattress in the master bedroom and a queen-size bed in the guestroom. Enjoy resort-style amenities, including a heated pool, and the convenience of reserved parking right outside your door. Whether you’re looking for a vacation from the cold, a place for a month to look around to buy or while your place is getting remodeled this condo is the perfect retreat! Available May 1-Sept 15, 2026 Don’t miss this rare opportunity—schedule a showing today!

Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)

Listing Agent: Raffilena Hamilton (941-685-2441)

Remarks: ANNUAL RENTAL Furnished spacious 2bedroom 2Bath condo with 1400 Sqft of Living space overlooking Palm Aire Country Club Golf Course. This fully updated unit offers New Kitchen with High quality solid counter tops and wood Cabinets. Both baths fully remodeled and New central air conditioning in 2025. 2 private Lania's one in the front and one overlooking Golf Course. Large master bath with Walkin closet with built in storage. The Hollows of Palm Aire is centrally located and just 10 min from the UTC Mall, I-75, Downtown Sarasota, SRQ airport and nearby Gulf beaches. Palm Aire Country Club membership is optional. A Great place to call home !!!

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

Listing Agent: Claudette Krijger (941-504-2081)