Remarks: Location, Location, Location. Only 3.5 miles to the world-famous Siesta Key Beach. Close to I-75, rte.41, shops, restaurants & hospitals. This is a 2-bedroom 2 bath unit, turnkey furnished, on the 2nd floor of a 3-story building, with a screened lanai and impressive view of the large Sunnyside Lake. Elevator access. Unit is bright and airy. Just unwind on the lanai and let the Florida wildlife entertain you. Den has a murphy bed as well. Ashton Lakes Community is located on 33 acres of luscious greenery with 4 lakes, 2 tennis courts with 4 pickleball courts, shuffleboard, clubhouse, grilling stations, 2 heated pools, one with lap lanes. Rent includes all utilities, basic cable and wi-fi. Cleaning $200, association approval $50, tax 13% and refundable security deposit of $1000. We are also connected to Merchants mart shopping center by a foot bridge. There are numerous stores such as ACE hardware, Dollar store, Hair & nail salon, restaurants, liquor store and the famous Detweiler's Farm Market. Please contact agent for viewing.

Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)

Listing Agent: Philip Abraham (941-441-6958)

Remarks: OPEN FLOOR UNIT TWO BEDROOMS 2 BATHS AND A LOFT THAT CAN BE USED AS AN OFFICE OR GUEST BEDROOM. CLOSE TO I-75, EASY DRIVE TO LAKEWOOD RANCH, UCT MALL, SHOPPING CENTERS CLOSE BY, EASY COMMUTE TO SIESTA KEY, GREAT RESTAURANTS NEARBY AND WAL MART NEARBY, GREAT SCHOOL DISTRICT, UNIT AVAILABLE AS SOON AS HOA APPROVAL.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Hector Gomez, Llc (941-321-7164)

Remarks: Imagine waking up to the pristine elegance and effortless comfort of a luxury resort, right in your own home. Completely rebuilt with an eye for detail, this stunning rental offers an uncompromising standard of living with top-tier finishes and premium furnishings throughout. It is the perfect coastal retreat for those who refuse to settle for anything less than exceptional. Nestled directly adjacent to the renowned Lido Beach Resort, your daily routine can easily include a gorgeous waterfront breakfast at the Drift Kitchen and Bar or sunset drinks at the neighboring Tiki Bar. A short, scenic stroll takes you directly to the iconic St. Armands Circle for boutique shopping, fine dining, and lively entertainment, while outdoor enthusiasts will love having kayak launches just two blocks away. When you want to explore the vibrant arts and culture scene of downtown Sarasota, it is a mere 3.5 miles from your doorstep. You can even leave the car at home, as a free shuttle bus conveniently stops right in front of the building every thirty minutes to make getting around an absolute breeze. AVAILABLE IMMEDIATELY.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Jessie Hayre (201-723-2847)

Remarks: Move-in ready and freshly updated! This 2-bedroom, 2-bath furnished villa in the desirable 55+ community of Village in the Pines features a brand new A/C system and new flooring throughout. Everything you need is already here — furniture, washer and dryer included. Community amenities include a heated pool, clubhouse, and the convenience of lawn maintenance, water, and basic cable all included in rent. Located less than 5 miles from the world-famous shores of Siesta Key, with easy access to Gulf Gate shopping, dining, and everyday conveniences. Bring your suitcase and start living the Florida lifestyle today.

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

Listing Agent: Lee Brewer (941-724-3448)

Remarks: Location Location! Perched on the 10th floor of the iconic Gulfstream Towers, this beautifully maintained condominium offers breathtaking panoramic views of Sarasota Bay, the Gulf of Mexico and the vibrant downtown skyline. This light filled residence offers 2 bedrooms and 2 bathrooms with an open concept layout designed to maximize natural light and waterfront vistas. The updated kitchen showcases stainless steel appliances, solid surface countertops and ample cabinetry, flowing seamlessly into the spacious living and dining areas. Floor to ceiling window fame. spectacular water views. The master bedroom offers comfort and privacy, while the guest bedroom provides flexibility for visitors or a home office. Enjoy amenities in the building a waterfront heated pool, fitness center, library, secure building access, and covered parking. Located in the heart of downtown Sarasota the condo is just steps from the Bayfront, Marina , restaurants, shopping and the scenic John Ringling Causeway. Call today to schedule your showing.

Listing is courtesy of: MONARCH PROPERTY GROUP LLC (941-270-1675)

Listing Agent: Angela Bailey (941-270-1675)

Remarks: Beautiful unfurnished 2-bedroom, 2-bath condo available for annual rental in the well-located Oasis on Osprey community in Sarasota. This second-floor residence offers elevator access, a spacious living and dining area, a well-appointed kitchen, two comfortable bedrooms, two full bathrooms, and a screened balcony for relaxing outdoor space. The community offers a pool, small fitness room, coin laundry, one assigned parking space, and guest parking subject to availability. The location is one of the strongest features of this condo. It is just minutes from Siesta Key, Southside Village, Sarasota Memorial Hospital, Hillview, Downtown Sarasota, shopping, dining, grocery stores, and everyday conveniences. The Crossings at Siesta Key is approximately two blocks away, making errands, restaurants, and services very convenient. This is a great option for someone looking for a clean, well-located annual rental west of Tamiami Trail with easy access to beaches, medical facilities, downtown Sarasota, and daily conveniences. Annual lease preferred. Unfurnished.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Alberto Garcia (941-730-5205)

Remarks: **RENT JUST REDUCED**Annual – Unfurnished / This beautifully maintained 2-bedroom, 2-bath condo features brand-new LVP flooring throughout, has been freshly painted, and is flooded with natural light from the bright solarium off the living room. The unit also offers 9-foot ceilings with crown molding and a built-in entertainment center in the living area. The open floor plan and spacious rooms create the perfect setting for both everyday living and entertaining. The appliances are nearly new, and the unit is equipped with high-impact windows for added comfort and peace of mind. Bella Villino is a luxury community featuring 348 condominiums set among acres of lush Old Florida landscaping, lakes, and fountains with classic Mediterranean-inspired architecture. Residents enjoy a first-class amenity package, including a large clubhouse with a clubroom, massive TV, bar, and full kitchen for gatherings, a resort-style heated pool and hot tub, billiards, foosball, indoor basketball and racquetball courts, fitness center, business center with free WiFi, lighted tennis courts, multiple BBQ grills with outdoor dining areas, and even a car wash station. Conveniently located near the Legacy Trail, offering over 10 miles of paved paths for walking, biking, and running, and just 7 miles from Siesta Key Beach. Call now for your next home! 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: Cody Smith (404-991-0209)

Remarks: Stunning water views from every room will make you fall in love with this home. This beautiful 2 Bedroom / 2 Bathroom unit, located on the second floor, is available now for annual rent. You'll love the high ceilings in the living room area right as you enter. The bright condo features an open floor plan with a comfortable living/dining room area and a kitchen with plenty of storage and a breakfast bar, perfect for entertaining or a quick meal. The primary bedroom has a spacious walk-in closet and features an ensuite bathroom with a shower. The guest bedroom is conveniently located on the other side of the home, providing privacy and plenty of storage room. The second bathroom is located right next door and features a bathtub. The unit has laminated flooring throughout the living room space and carpet in the bedrooms. An extra storage nook / office space plus a laundry closet with your own washer and dryer finish the unit off. Two covered, reserved parking spots will keep your cars protected from the elements. The unit is nestled within the gated Villagio condominium association, minutes away from downtown Sarasota, shopping and beautiful beaches, with easy access to 301, I75 and public transportation. Community amenities include a heated resort-style pool, tennis/pickle ball court, playground and gym. Rent is $1795 (utilities are not included). First month's rent plus security deposit (equal to one months' rent) is required prior to moving in. The Villagio charges $100.- per person for the background check. Unfortunately, pets are not allowed, and it is a non-smoking unit. RoseBay International Realty doesn't manage this unit, we solely help the landlord to secure a new tenant. Please contact us today to schedule a showing in person or a virtual tour.

Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)

Listing Agent: Corinne Gillett (941-321-8330)

Remarks: Welcome to your slice of paradise in The Meadows ?? This beautifully maintained 2-bedroom, 2-bath ground-floor END unit in Woodland Grove offers the perfect blend of comfort, light, and serene lakefront living. With extra windows on three sides, this corner residence is filled with natural light and showcases peaceful views of trees and a sparkling lake from your private screened lanai. Inside, you’ll find diagonal tile flooring throughout (no carpet) and a neutral color palette that complements any style. The spacious layout features a king-size bed in the primary suite, two twin beds in the guest room, and a walk-in closet in the primary. The primary bath includes a walk-in shower, while the guest bath offers a relaxing soaking tub. The kitchen is equipped with stainless steel appliances and an eat-in area with a 4-top table, plus a separate dining space with seating for six—perfect for entertaining. A large laundry room adds convenience, and assigned parking is included. Offered turnkey furnished (or unfurnished if preferred), this home is move-in ready and designed for easy Florida living. Step outside and enjoy a charming canopied wooden walkway leading to the neighborhood pool, surrounded by lush tropical landscaping. Woodland Grove is a peaceful enclave within The Meadows, known for its 14 miles of walking, biking, and nature trails, plus optional fee schedules for golf, tennis, pickleball, and fitness. ?? Prime location just minutes to: • Downtown Sarasota’s cultural scene • UTC shopping and dining • I-75 for easy travel • World-renowned Gulf beaches Additional Details: • Utilities are tenant responsibility • No overnight truck parking • Two-step application process required If you're looking for a bright, tranquil, and well-appointed rental in one of Sarasota’s most established communities—this one delivers.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Amy Chapman (941-225-1500)

Remarks: Annual Rental Available – 4821 Winslow Beacon, Sarasota, FL Owner seeking long-term tenant. Beautifully, move-in ready 2-bedroom, 2-bath condo available for an annual lease in the highly desirable Winslow Beacon community of The Meadows. Offered furnished or partially furnished, this second-floor residence features soaring vaulted ceilings, laminate flooring throughout, modern furnishings, and an open-concept living and dining area that feels bright and spacious. The split-bedroom floor plan provides privacy, while the primary suite offers a large walk-in closet and ensuite bath. Both bedrooms feature ceiling fans for year-round comfort. Enjoy morning coffee or evening relaxation on the screened lanai overlooking the community pool and lush tropical landscaping. Just steps from the community pool and surrounded by the natural beauty of The Meadows, residents enjoy convenient access to walking and biking trails, golf, tennis, shopping, dining, UTC, downtown Sarasota, and the area's world-famous Gulf beaches. Property Features: • 2 Bedrooms | 2 Bathrooms • Annual Rental • $1,950 per month • Furnished or partially furnished • Vaulted ceilings • Laminate flooring throughout • Spacious living and dining areas • Large walk-in closet in primary bedroom • Ceiling fans in bedrooms • Screened lanai with pool views • Steps to the community pool • Assigned parking • Full-size washer and dryer Lease Terms: • Owner seeking a 1- to 3-year lease • Application is a 2-step process with 2 separate fees ($50 and $100) • One small pet considered with required pet deposit • Available July 1st • Pickleball, tennis and fitness can be obtained with separate fees • No trucks or commercial vehicles allowed for overnight parking Enjoy comfortable Florida living in one of Sarasota's most sought-after communities. Schedule your private showing today!

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Amy Chapman (941-225-1500)

Remarks: Siesta Key Vacation Rental- **Available June 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: PARKRIDGE - NEW PRICE! Ask me about a $1,000 rebate and application fee refund. Centrally located at University Parkway and Lockwood Ridge Road, this beautifully maintained 3-bedroom, 2-bath condo offers unobstructed lake views with a fountain from the screened lanai — the perfect spot to relax and enjoy peaceful water views. The community features beautifully landscaped grounds and a large heated swimming pool for year-round enjoyment. Enjoy the convenience of being just minutes from UTC Mall, shopping, 5-star restaurants, a movie theater, I-75, downtown Sarasota, and Lakewood Ranch. Parkridge Association Board of Directors requires 30 days for application approval. A Resident Selection Criteria form must be signed prior to scheduling a showing. NO PETS.

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

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

Remarks: Virtually Staged. Enjoy the best of Florida living in this beautifully updated ground-floor 2-bedroom, 2-bath condominium located within a desirable gated community just minutes from world-famous Siesta Key Beach. Offering the perfect combination of comfort, convenience, and location, this spacious residence features a new A/C, new water heater, new refrigerator, and a recently updated roof for added peace of mind. Residents enjoy access to resort-style amenities including a heated swimming pool, spa, fitness center, and clubhouse. Whether you're spending the day relaxing by the pool, biking along the Legacy Trail, enjoying nearby golf courses, or heading to Siesta Key for a sunset walk on the beach, you'll love the lifestyle this location provides. The ground-floor location offers easy access with no stairs to climb, making daily living and bringing in groceries a breeze. Conveniently situated near shopping, dining, parks, entertainment, and I-75, you'll have easy access to Downtown Sarasota, Venice, Lakewood Ranch, and UTC while still enjoying the privacy and security of a gated community. If you're looking for a well-maintained rental in one of Sarasota's most desirable locations, this is an opportunity you won't want to miss.

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

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

Remarks: Annual Rental – Furnished 2 Bedroom, 2 Bath Condo at Broadway Promenade / Experience the best of downtown Sarasota living at the elegant Broadway Promenade, a 187-unit condominium community located across from Sarasota Bay in the heart of the city's Cultural Arts District. This beautifully remodeled and tastefully furnished third-floor residence is bright and inviting, filled with natural light and overlooking the tranquil courtyard. Open the windows and enjoy the soothing sound of the courtyard fountain. The kitchen features solid wood cabinetry, slab granite countertops, stainless steel appliances including a double oven, a breakfast bar, pass-through to the dining area, and a pantry. The spacious primary suite offers a large walk-in closet, private balcony, and an en-suite bathroom with a soaking tub and separate walk-in shower. The guest bedroom includes a double closet and easy access to the second full bathroom. Residents enjoy an exceptional amenity package, including 24-hour concierge service, a resort-style heated pool and spa, BBQ grills with outdoor dining areas, a well-equipped fitness center with locker rooms and sauna, a clubroom with full kitchen and bar, library, business center, billiards room, activity room, guest suites, and outstanding community Wi-Fi service. Conveniently located with Publix just outside your door, and the Van Wezel Performing Arts Hall, Sarasota Municipal Auditorium, shopping, dining, and entertainment nearby. Pioneer Park, adjacent to the north side of the building, offers two tennis courts and additional green space. The unit also includes one assigned parking space in the secure underground garage. Sorry, no pets permitted per the association. Call today—this exceptional rental opportunity won't last long! 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: Cody Smith (404-991-0209)

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: Great quite complex in Palm Aire with sweeping views of water and golf course for miles. This 2nd floor unit has split bedroom plan with both bedrooms having their own bathrooms attached. The back bedroom views over the water and golf course with nice walk in shower. The front bedroom is very nice size with two closet areas, one is a walking closet for lots of storage. Kitchen is updated with stainless steal appliances, newer cabinets with an open pass through that views into dinning/living area and screened balcony with soothing water view. New vinyl flooring in living/dinning areas, new carpet in both bedrooms and freshly painted. community offers 2 heated community pools and fitness room.

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

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

Remarks: Absolutely stunning first-floor end unit condo available for rent in the highly desirable Ashton Lakes community. This condo is located at the end of a quiet cul-de-sac, one of the best locations in Ashton Lakes. This tastefully furnished 2-bedroom, 2-bath residence features large, stylish tile throughout and an open floor plan that flows beautifully with bright, and spacious living areas. The primary suite is a true retreat with a full-sized walk-in closet and a beautifully tiled walk-in shower with glass door, plus offers serene views of lush Florida landscaping, the lake, and fountain. The second bedroom sits on the opposite side of the home and includes its own private courtyard. The adjacent guest bath also offers a tiled walk-in shower with glass door. The fully equipped kitchen includes newer stainless-steel appliances. Enjoy morning coffee or evening relaxation on the covered lanai overlooking the lake and fountain. Assigned covered parking is located right outside the front door for convenience. Ashton Lakes amenities include two swimming pools (one Olympic-sized), tennis courts, shuffleboard, an active clubhouse with frequent community events, plus RV/boat parking, and more. Centrally located just 2 miles from Siesta Key and minutes from US-41 and I-75. Available June 2026 through December 2026 for $2,495. Also available January, February, March, and April 2027 for $4,500 per month. Flexible dates will be considered. Come take a look.

Listing is courtesy of: HARBORSIDE REALTY (941-541-1001)

Listing Agent: Cody Sequino (401-480-7914)

Remarks: Great, clean GROUND FLOOR unit in the desirable community of Admirals Walk. This unit has 2 bedrooms and 2 bathrooms. Easy access to parking. Admirals Walk is a gated community, close to I-75 and Siesta Key, that features a clubhouse, with community room, pool, fitness center and playground.

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

Listing Agent: Paula Steinert (941-320-9303)

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: A charming two-bedroom condominium conveniently located near Siesta Key beach awaits you. Each bedroom boasts a comfortable queen-size bed for a restful night's sleep, complemented by TVs in both rooms for your entertainment. This unit features an indoor laundry room for added convenience, along with a screened-in lanai where you can unwind. Additionally, the eat-in kitchen provides a cozy space for enjoying meals together. Discover the perfect blend of comfort and convenience in this lovely condominium retreat. Tenants are responsible for electric, cable TV, and internet for the off-season months. Call for availability.

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

Listing Agent: Maureen Plichta (941-812-5799)