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Downtown Sarasota

One of the most popular communities provided by Michael Graf

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.

One of the most popular communities provided by Michael Graf

4,276

# of Listings

2

Avg # of Bedrooms

$495

Avg. $ / Sq.Ft.

$878,997

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4276 Properties Found. Page 229 of 286.

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 JUNE 30, 2025. AVAILABLE JULY 5, 2025 THROUGH DECEMBER 2025. The rate for December 2025 is $12,000/month + tax. Call TODAY for your time in paradise!

SARASOTA

50 CENTRAL AVENUE 16A

2 Beds

2 Baths

1,749 Sq.Ft.

$4,500

MLS#: A4607109

Highly desirable turnkey unit at the luxurious Alinari in downtown Sarasota! This 2 bedroom, 2 bathroom unit on the seventh floor, is tastefully decorated and being offered for a seasonal lease beginning December 1. (3 MONTHS MINIMUM) Spectacular split floor plan, large kitchen area and a den set up as an office. All furniture in the pictures is accurate. A nice balcony overlooking the pool area and downtown Sarasota, you even get a small view of the water. The Alinari is a doorman building with a movie room, billiards room, large gym, stunning pool area and is walking distance to all that downtown Sarasota has to offer. Rent includes water, sewer, garbage & basic cable. This unit also includes a garage parking space and a storage unit. Association approval required prior to move in.

SARASOTA

800 N TAMIAMI TRAIL 708

2 Beds

2 Baths

1,585 Sq.Ft.

$4,500

MLS#: A4659073

Location, location, location! Very popular Gulf Gate East subdivision, conveniently located just off Beneva Rd, near Legacy Trail, Siesta Key, I-75, downtown Sarasota, shopping, dining at Gulf Gate area and in A-rated school districts. Comfortable family home on corner lot, featuring paved driveway, 2 car garage, private, fenced backyard with open heated pool, and screened in porch for outdoor dining. 3 bedrooms and 2 bathrooms fully furnished and decorated with plenty of storage space, tile flooring, granite counters, window treatments, laundry inside of the house. 4 to 6 months rental is preferred, but the owner would consider longer term too. Under 6-month lease includes utilities, internet, pool, lawn and pest control service. Guests are responsible for cleaning fees, pool heating fees, sales and tourist tax. Please inquire about seasonal rate. Season runs from December to end of April. Come to discover living in the paradise! Reserved for January through end of May 2026.

SARASOTA

3803 EASTON STREET

3 Beds

2 Baths

2,206 Sq.Ft.

$4,500

MLS#: A4665981

Turnkey furnished single family home in the Meadows is available Annual or monthly 60 day minimum rental period. The large home has two bedrooms, two bathrooms plus a den then can be used as a third bedroom with a pull out couch, split bedrooms, and a living room/dining room combination. The kitchen has stainless appliances and a breakfast nook. The primary bedroom has a King sized bed. The guest bedroom has two twin beds and the second guest bedroom is set up as an office with a pull out sofa bed. The guest bathroom has a tub/shower combination. The home has a caged lanai with pool, several sitting areas and lush landscape. The home has a laundry room, two car garage and is located on a very quiet cul-de-sac. The Meadows is a five-star location on 1,600 park-like acres, a resort-lifestyle community 15 minutes from downtown. 5 minutes to University Mall and many fine dining establishments. Residents enjoy 14 miles of biking and hiking trails, fun-filled activities, a fitness center, Junior Olympic-sized pool, pickleball courts, dining venues, and pay-to-play on three 18-hole golf courses and top tennis complex. Its prime location places you near award-winning beaches, remarkable arts and culture, Nathan Benderson Park is very close with all the rowing competitions. The Racquet Club https://www.meadowscc.org/racquet-club THe Golf Club https://www.meadowscc.org/golf Amenities https://www.meadowscc.org/amenities Dining https://www.meadowscc.org/dining Rent Schedule Rent December 2025 $6,500.00 month January 2025 $7,000.00 month February to April 2026 $7,800.00 month May 2026 to September 2026 $5,500.00 month

SARASOTA

4884 MARSH FIELD ROAD

2 Beds

2 Baths

2,607 Sq.Ft.

$4,500

MLS#: A4661244

Rarely available seasonal 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.

SARASOTA

1628 CLOWER CREEK DRIVE 125

2 Beds

2 Baths

1,426 Sq.Ft.

$4,500

MLS#: A4622699

Welcome to your Sarasota getaway! Enjoy the perfect blend of comfort and convenience in this beautifully furnished short-term rental located minutes from Sarasota’s world-class beaches, dining, and shopping. Set on a spacious quarter-acre lot, the home features an oversized saltwater pool, screened lanai, and multiple outdoor seating areas ideal for relaxing or entertaining.Inside, you’ll find inviting living spaces, a modern kitchen with stainless steel appliances and granite counters, and a luxurious primary suite with an en-suite bath and walk-in closet. Additional amenities include Wi-Fi, smart TVs, washer/dryer, fully furnished, and ample parking. Available for monthly rentals perfect for snowbirds, families, or those relocating to Sarasota. Experience the ultimate Florida lifestyle in this private retreat close to everything!

SARASOTA

7316 CALADESIA DRIVE

3 Beds

2 Baths

2,458 Sq.Ft.

$4,500

MLS#: A4667360

Price reduced

Welcome to Casa Coquina!
Nestled on beautiful Coquina Island along Philippi Creek, this waterfront retreat offers the perfect blend of comfort and coastal living—just minutes from Sarasota’s world-famous beaches, whether you go by land or by water.

This spacious home features three bedrooms and three full baths in a split floor plan designed for privacy and convenience. The open living area flows seamlessly to a large private heated pool, where you can relax and take in stunning views of 100 feet of waterway frontage. Bring your boat and dock it right outside your door!

Enjoy the peaceful view of local wildlife across the creek as you unwind with a cocktail
Come find your happy place at Casa Coquina.

SARASOTA

5424 AMERICA DRIVE

3 Beds

3 Baths

1,706 Sq.Ft.

$4,495

MLS#: A4667451

This executive residence offers 3 bedrooms + office/den, 3 full baths and 3 car garage in the exclusive gated community of Tuscana. An open, elegant layout welcomes you with high ceilings, upscale finishes, and beautiful flooring throughout. Pocket sliding glass doors lead to a serene outdoor retreat featuring a sparkling pool, outdoor kitchen, and gas fireplace—ideal for entertaining or unwinding in total privacy. The spacious central kitchen boasts custom wood cabinetry, granite countertops, an island, bar seating, and a breakfast area, all seamlessly connected to the home’s generous living and dining spaces.The luxurious master suite includes a spa-like bathroom with dual vanities and two walk-in closets. Perfectly located minutes from shopping, dining, top-rated schools, healthcare, and I-75. Only 20 minutes to Siesta Key Beach—America’s #1 beach—and downtown Sarasota. Tenant must pay a $75 broker fee.
Available Dec15, 2025

SARASOTA

4513 TUSCANA DRIVE

3 Beds

3 Baths

3,869 Sq.Ft.

$4,425

MLS#: A4671946

Price reduced

The Row Waterside in Lakewood Ranch is a rental community located in Sarasota County. These spacious studio, one, two and three bedroom apartments and two and three bedroom townhouses, are full of the modern conveniences and amenities that you would want in your rental. Every unit in this community offers beautifully done finishes with open concept layouts, contemporary lighting fixtures, custom cabinetry, gourmet kitchens with executive chef undermount sinks, energy efficient and stainless appliances and full-sized washer and dryers. The townhouses have their own attached 2-car garages. These are just a few of the many features you will have in your apartment or townhouse. The Row Waterside also allows up to two pets per apartment. You will have full access to all the amenities this community has to offer, a resort-inspired swimming pool, full-size grilling options with lounging areas by the pool, poolside gaming area with cornhole, state-of-the-art fitness center, movie theater, cyber café, pet spa, gourmet coffee bar, private conference rooms, the amenities list is endless at The Row. Located within walking distance of Main Street in Waterside, you will find endless shopping, restaurants, and entertainment. (Minimum 7-month leases are available (Pricing varies on shorter terms). Up to 6 WEEKS FREE on select units AND $99 "Look and Lease" with reduced admin and application fee at move in!!!

SARASOTA

1420 LAKEFRONT DRIVE TH-111

3 Beds

2 Baths

1,712 Sq.Ft.

$4,424

MLS#: A4638394

First floor 2bed,2 bath lake view Condo. Completely turnkey and beautifully decorated .All flooring has been upgraded to grayish hardwood look. Both bedrooms have Queen sized beds with a Flat screen TV in the Master and the Living Room .Full size washer and dryer in unit. Located in the gated "resort-like" Serenata complex complete with gorgeous heated pool ,clubhouse ,fitness center, car wash area ,walking paths ,lake and fountains on the tropical and lush landscaped grounds.
Conveniently located near many of the restaurants , grocery stores ,beaches , downtown and SRQ airport.
Call for off-season rates

SARASOTA

8357 38TH STREET CIRCLE E 104

2 Beds

2 Baths

1,176 Sq.Ft.

$4,400

MLS#: A4164354

Price reduced

AVAILABLE SHORT TERM or LONG TERM. Discover the charm of this 3 bedroom, 2 bathroom home with ceramic tile flooring throughout and a laundry room with clothes washer and dryer. 3039 Chase Circle is nestled in the heart of Gulf Gate in Sarasota, Florida just 2.4 Miles to the BEACH. This inviting cheerful residence offers a sunny, harmonious blend of comfort and convenience, making it an ideal choice for those seeking a vibrant yet tranquil living experience. Two car attached garage. Property has washer and dryer. Situated in the Gulf Gate Estates neighborhood, residents appreciate the area's dog-friendly atmosphere, well-maintained yards with mature palm trees and gardens, and easy access to grocery stores and restaurants and the #1 rated best beach Siesta Key Beach. Just minutes away, you'll find the world-renowned Siesta Key Beach, celebrated for its pristine sands and clear waters. For shopping and dining enthusiasts, St. Armands Circle offers a variety of boutiques and eateries. Nature lovers can explore the nearby Myakka River State Park, perfect for hiking and wildlife observation. Embrace the opportunity for 3039 Chase Circle, where the best of Sarasota's amenities are within your reach.

SARASOTA

3039 CHASE CIRCLE

3 Beds

2 Baths

2,329 Sq.Ft.

$4,400

MLS#: A4669035

Tropical Oasis in the Heart of Sarasota – 4BR/2BA Home with Screened Lanai & Hot Tub
Welcome to your Sarasota sanctuary! This beautifully updated 4-bedroom, 2-bathroom home offers the perfect blend of comfort, space, and style. With a true open-concept floor plan, the home is filled with natural light, creating a bright and airy living environment.
Step into the expansive screened Florida room—ideal for relaxing or entertaining—and enjoy views of the fully fenced backyard, a private tropical retreat in the city. Whether you're sipping your morning coffee or unwinding in the evening, the lanai and hot tub provide the perfect backdrop for peace and privacy.
Each bedroom is spacious and thoughtfully designed to offer a restful escape. The modern updates throughout the home create a fresh and welcoming ambiance, perfect for both short-term guests or long-term living.
Location, location, location! Just minutes from Sarasota’s world-renowned beaches, vibrant downtown, and endless shopping and dining options—this home truly puts you in the heart of it all. This Sarasota gem offers everything you need for the ultimate Florida lifestyle!

SARASOTA

2469 WALDEMERE STREET

4 Beds

2 Baths

2,195 Sq.Ft.

$4,400

MLS#: A4659008

NEW RENTAL OPPORTUNITY!! **AMAZING FIRST-FLOOR CONDO in The Meadows w/ a Magnificent VIEW of the Lake & Golf Course. NOW AVAILABLE for 2025-2026 Seasonal ($4,400/mo), Off-Season ($3,000) or Annual Rentals (Call for Pricing). Comfortably Furnished for your arrival - Recently REMODELED & UPDATED with NEW Coastal Casual Furnishings, Updated Bathrooms & Convenient Living Features. Just bring a suitcase & ENJOY! New Ceiling Fans in Every Room! MINUTES FROM SARASOTA DOWNTOWN & AWARD-WINNING BEACHES! Relax in your flexible glassed & screened Florida Room. Sip morning coffee watching the birds on the lake, or dring evening wine with a sunset water view. Wake up in a spacious & sun-filled Primary Suite featuring amazing lake views, an Ensuite Bathroom & Sliders to the Florida Room. The Primary Bathroom offers a Dressing Area with a large Walk-In Closet, 2 Separate Vanities/Sinks & a Bathroom with a Step-In Shower. The OPEN Living Room & Dining Room features a Wall of Sliders w/ Access to the Florida Room & delightful Lake & Golf Course Views. The Kitchen has abundant cooking space with updated Stainless Steel Appliances, Granite Counters, Casual Dining Area & Sliders leading to a Front Garden Patio. Second Bedroom is furnished with 2 Twin Beds & has access to a 2nd Bathroom, offering a Tub & Shower.
Spacious Laundry Room features storage cabinets & side-by-side Washer & Dryer. This Vacation Home is equipped with a range of special Guest Amenities - making your stay so comfortable, you will not want to leave! This is a PERFECT LOCATION to enjoy the Florida Lifestyle!
One mile to the UTC Shopping Paradise - featuring a myriad of restaurants, shopping & activities. Just minutes to the Gulf Beaches (Siesta Key, Lido Key & Longboat Key) & downtown Sarasota, offering restaurants/theater/arts/ shops/music. Just Over the Bay, unique St. Armands's Circle also features dining & shopping opportunities. Stay in an Amazing Community - The Wedgewood Heated Pool is across the street. The Meadows is situated on 1,650 scenic acres, with 80 Lakes, 13+ Miles of walking & biking trails, parks & 3 golf courses. Memberships are available at community Tennis Complex, Pickle Ball, Resort Pool & Fitness Center. Restrictions are - no pets, smoking & overnight truck parking. Utilities, Maintenance & Parking Space are provided with rental - $100 cap on electric. Required HOA Rental Application Fee is $150. Rental Deposit is required - Monthly sales & tourist taxes are collected with rent. Be the first to reserve your beautifully-equipped vacation rental with amazing views! Contact us to schedule a showing now!

SARASOTA

5204 WEDGEWOOD LANE 77

2 Beds

2 Baths

1,223 Sq.Ft.

$4,400

MLS#: A4667610

#A4617080

SARASOTA

3790 82ND AVENUE CIRCLE E 105

3 Beds

2 Baths

2,022 Sq.Ft.

$4,400

MLS#: A4617080

RENTED FEB - APR 2026: Fully Remodeled Seasonal Rental in Wedgewood Lake – Ground Floor Gem in The Meadows! Escape to the tranquil beauty of The Meadows in Sarasota and enjoy this fully remodeled, ground-floor condo in the highly sought-after Wedgewood Lake community. Whether you're here to relax, explore, or work remotely in paradise, this beautifully updated unit is the perfect seasonal retreat.Inside, you'll find an open-concept layout with luxury vinyl plank flooring, a modern kitchen with butcher-block countertops and stainless steel appliances, and stylishly updated bathrooms. The primary suite offers privacy and comfort, with a spacious en-suite bath and large walk-in closet.Step outside and enjoy lush landscaping, peaceful walking trails, and the sparkling community pool. As part of The Meadows, you're just minutes from golf courses, tennis courts, the UTC shopping district, downtown Sarasota, and the beaches of Siesta Key and Lido Key.This is a non-smoking unit. Allow at least 2 weeks for association approval. Please note that vehicle restrictions also do not permit pickup trucks.

SARASOTA

5205 WEDGEWOOD LN 15

2 Beds

2 Baths

1,223 Sq.Ft.

$4,400

MLS#: A4662535

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