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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

3,902

# of Listings

2

Avg # of Bedrooms

$489

Avg. $ / Sq.Ft.

$880,513

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3902 Properties Found. Page 202 of 261.

Welcome to The Heatherwood Haven! This delightful two-story, 3-bedroom, 2-bathroom townhome is located in the stunning community of Heatherwood, a subdivision of The Meadows Golf and Country Club, which offers miles of private walking and biking trails, and tennis courts, a gym, three golf courses, lakes, and pools. Come, relish in the gorgeous Florida sunshine! Upon entering the home, you will find yourself lost in the gorgeous landscaping and the pure tranquility this home offers. You will find the first out of three outdoor patios through the screened-in front lanai. There is enough seating for up to two. When entering the home, you will find a light and bright atmosphere. The dining table overlooks the living room and can accommodate up to six comfortably. Adjacent is the kitchen, which has all stainless-steel appliances. The spacious living room boasts expansive windows overlooking the outdoor paradise. There are two plush couches and a Smart TV. The primary bedroom has a king-size bed, a dresser, a chair, and sliding glass doors leading out to a private screened-in patio. Attached is the primary bathroom, which has three closets, a dual vanity, and a shower/tub combo with a detachable showerhead. As you take the stairs to the second floor, you will find the remaining two bedrooms and bathroom, leaving this the perfect space for your loved ones on vacation. The second bedroom has two-twin size beds with plenty of dresser space. The second bathroom has a large vanity with a shower/tub combo. The third bedroom has loft vibes! One set of bunk beds, one twin-size bed and one full-size bed, a full-size futon, and plenty of closet space for your personal belongings. From the third bedroom, you have a gorgeous view of the downstairs living room and backyard space. Time for the outdoor paradise! You will find the third patio that has an outdoor dining set for four. The expansive backyard space is perfect for entertaining your family and loved ones. Just a walk through the backyard, and you will find two stunning lakes. Come, see why people return to The Meadows yearly, making memories that will last a lifetime. House Rule: No smoking. No burning candles inside of lodging. No parties. Sorry, no pets. The Meadows Country Club offers seasonal memberships, which can be purchased directly from the clubhouse. There are four different membership packages to choose from. Your home away from home is only a 30-minute drive from the silky majestic sands of award-winning Siesta Key Beach, and you will enjoy fabulous shopping, entertainment, theaters, and a plethora of fabulous restaurants in St. Armand's Circle, Sarasota, Lido Beach and Longboat Key.

**Taxes and fees not included.

SARASOTA

3107 HEATHERWOOD LANE

2 Beds

2 Baths

1,646 Sq.Ft.

$4,622

MLS#: A4541564

Spectacular views from the enclosed lanai of this graciously appointed 2 bedroom 2 bath villa located in the Chatsworth Greene community in The Meadows. This beautiful villa has been updated with easy care flooring, custom cabinetry in kitchen and new appliances. The property is decorated with all the southern hospitality and charm needed to make your vacation here truly enjoyable. Located in the Heart of The Meadows and close to downtown Sarasota, the Suncoast's beautiful beaches, shopping, dining, Nathan Benderson Park and rowing facility and much more. Owner prefers NO PETS, this is a No-Smoking property.

SARASOTA

3881 CHATSWORTH GREENE COURT 20

2 Beds

2 Baths

1,928 Sq.Ft.

$4,600

MLS#: A4664393

SARASOTA'S PALM AIRE GOLF & COUNTRY CLUB Villa available for rent. The turnkey furnished villa has three bedrooms, two bathrooms, tile floors throughout, comfortable living room, dining room and a large kitchen. The primary bedroom has a king sized bed, walk in closet and en-suite bathroom with a stall shower. The guest bedroom has two twin beds. The second guest bedroom is set up as a den with two twin pull out sofa chairs. Roomy Screened LANAI overlooking the common green space and community pool. Great Location in Palm Aire Golf Country Club, with many shopping centers and Restaurants to choose from on University Parkway and the University Town Center. Just minutes from Downtown Sarasota and Lakewood Ranch Town Center. Call today as this will not last long.

SARASOTA

6986 W COUNTRY CLUB DRIVE N 6986

3 Beds

2 Baths

2,032 Sq.Ft.

$4,600

MLS#: A3964233

Fully upgraded light and bright turnkey furnished villa in Palm Aire. This beautiful and spacious villa has 1,756 square feet, two bedrooms, den/office with a pull out sofa, two bathrooms, large living room, dining room plus a sunroom. The kitchen has been upgraded, has stainless appliances, plenty of room for food preparation and a pass through to the dining room. The primary bedroom has a king sized bed, walk in closet, second closet and an updated en suite bathroom with a shower equipped with grab bars. The second bedroom has two twin beds. The guest bathroom is fully upgraded and has a tub/shower combination. The villa has ceramic tile floors in the kitchen and bathrooms and wood laminate throughout the living area. Home has a split floor plan, sun room with two sitting areas, full sized washer and dryer and a two car garage. Community amenities included: clubhouse with kitchen, pool, shuffleboard and a lending library.

SARASOTA

7093 FAIRWAY BEND LANE

2 Beds

2 Baths

2,556 Sq.Ft.

$4,600

MLS#: A4126551

Seasonal rental - Spacious 3 bedroom, 2 bath condo with a beautiful lake view in the sought after community of Pinestone At Palmer Ranch with all its amenities! This condo unit is a "Chateau" model where the Primary bedroom, with a King bed and ensuite bathroom is on the 2nd floor! This unit is unique in its layout with an open floor plan. The kitchen, dining area and living room are open to relaxing views out the lanai where you can see the glistening water of Crockers Lake, trees and colorful sunsets. The two other bedrooms are on the main floor with Queen beds and small working desks and they share a full bathroom with tub and shower combined. One bedroom faces the water view and the other bedroom is on the opposite front side of the condo so each bedroom has privacy. This condo is furnished and has cooking utensils, pots and pans, coffee pot, toaster, microwave oven, stove top and oven, dishwasher, refrigerator and a full size side by side washer and dryer. Everything you need to move right in and enjoy the home and community. All potted plants have been removed from the condo. The Pinestone Community has a Clubhouse, fitness center, billiards room, 25 seat movie theater, Jr Olympic size pool with lap lanes, hot tub, two lighted tennis/pickleball courts and a 1/2 basketball court, shuffleboard, corn hole, bocce ball, two outdoor seating areas, one with a fire pit. Close to I-75 and Highway 41 (Tamiami Trail). Nearby is the Legacy Trail for walking or biking, close to shopping at Publix, Sprouts, Ulta, Costco, Lowes, CVS, Walgreens and local dining. Five miles to the Siesta Key South Bridge and a short drive to Siesta Beach, Turtle Beach, watersports with local shopping and dining in south Siesta Key and the north Siesta Key Village. Explore Downtown Sarasota and discover all the wonderful local restaurants and boutique shops. Sarasota is on the west coast of Florida which is considered the cultural coast. Sarasota is well know for Museums and Art galleries such as the John and Mable Ringling Museum, the Sarasota Art Museum, Art Center Sarasota, State of the Arts Gallery, Wyland Galleries, Marie Selby Botanical Gardens and many more. Pinestone At Palmer Ranch Community tenant application required for move-in with a $150.00 fee. Seasonal rate of $4,600/month plus taxes and fees in January, February, March, April. Other months are $3,000/month plus taxes and fees.

SARASOTA

8370 WINGATE DRIVE 724

3 Beds

2 Baths

1,678 Sq.Ft.

$4,600

MLS#: A4650369

Welcome to Relax Inn! This charming 3-bedroom, 2-bathroom single-level home is just 8 miles from the world-renowned Siesta Key Beach and 6 miles from Downtown Sarasota. The choice is yours for adventure! Next to this home is the Urfer Family Park, which provides playgrounds for children and teens, a fitness trail, and a 1-mile nature trail through pine Flatwoods. There is also a boardwalk that overlooks the wetlands. There is a picnic pavilion available for family reunions and much more! Siesta Key has become the go-to spot for adventure! Located in gorgeous Sarasota, FL, it is well-known for its powdery white quartz sand and has been rated the #1 beach in the USA for several years. You are only minutes away from quaint Siesta Key Village, which offers casual dining at places like the Daquiri Deck and The Old Salty Dog, as well as fine dining establishments and plenty of shopping. Upon entering the home, you will find a long driveway for ample parking along with gorgeous mature landscaping. An outdoor patio is by the front door, perfect for your morning coffee. Through the front door, you will find an open concept floor plan. The living room has two plush couches, an adjoining day chair, and a Smart TV. Adjacent is the kitchen, which has a large island with four barstools, all stainless-steel appliances, and gorgeous granite countertops. There is also a portable bistro table with two barstools for additional seating. Down the hall, you will find the bedrooms. The primary bedroom has a king-size bed, plenty of closet space, a desk for you to set up your remote office, and a Smart TV. The second bedroom has a set of bunk beds and offers plenty of space for your personal belongings. The bathroom has an updated vanity with a shower/tub combo. The third bedroom has a queen-size bed, a Smart TV, and plenty of closet space. The second bathroom has a large walk-in shower with a detachable showerhead. The outdoor oasis awaits. This expansive backyard is perfect for entertaining families and loved ones. There is an outdoor dining table that can accommodate up to six comfortably, two Adirondack chairs by the lovely fruit trees, and a swinging hammock for you to kick back and soak up that Florida sunshine. Come, makes memories that will last you a lifetime. House Rule: No smoking. No burning candles inside of lodging. No parties. Furry friends welcome, max 2, and require a $200 per pet non-refundable pet fee to be paid directly to the management company.

***Taxes and fees not included.

SARASOTA

5005 BEE RIDGE ROAD

3 Beds

2 Baths

1,151 Sq.Ft.

$4,562

MLS#: A4545324

Seasonal rate has been reduced to $5200.00! Available for March and April 2025 due to tenant cancellation! Enjoy this 2 bedroom 2/bath Villa with sweeping views of the Golf Course from the screened rear patio. Formal Dining room for your evening dinners. Updated kitchen with all the tools one needs to make a 3 course meal for friends and family. A bonus den off the kitchen for your business needs of just to relax and read or take in a Netflix movie...
Master bedroom has a queen size bed, guest bedroom has two twin beds and, den sofa bed is a queen size.
Both bathrooms have been updated. Inside washer and dryer for your convenience.
The community has a host of amenities for your pleasure. Golf, tennis, aquatic and fitness for your self care, or a wonderful meal with your neighbors and friends is all at your fingertips.
The is a $300 fee to transfer membership to tenants. Shopping is a short drive away, your local Publix and Walmart/ Home Depot, Panera Bread is a short drive away. I look forward to your call.

SARASOTA

4420 CHASE OAKS DRIVE

2 Beds

2 Baths

1,946 Sq.Ft.

$4,500

MLS#: A4637474

Available Month to Month April 1st 2026 through December 2026
Updated Gulf Gate Woods Pool Home is one of the most sought-after homes in Sarasota. This fully furnished, 3-bedroom, 2-bathroom home with a heated pool is located in the serene Gulf Gate Woods neighborhood, offering you the ultimate Florida retreat.
Why Choose This Home? Live Your Florida Life.. Updated Hurricane Doors and Windows Provide Comfort and Security..
Spacious & Updated: Enjoy an oversized lot and a thoughtfully designed split floorplan, perfect for families or groups.
Luxury Living: A whole-house water filtration system and ceramic tile throughout add comfort and convenience.
Private Heated Pool: Access the caged pool area directly from the Primary Suite, guest bedroom, and main living area, making it easy to enjoy a swim or relax in an insect-free outdoor oasis.
Outdoor Fun: The large backyard is perfect for cookouts, while the pool area is ideal for evening relaxation.
Prime Location:
Nestled in a quiet residential neighborhood, you’ll be close to everything Sarasota. Take a bike ride through Gulf Gate Woods or head to the nearby beaches for a day of sun and sand.
All-Inclusive Comfort:
Your stay includes Wi-Fi, air conditioning, water, trash removal, laundry, lawn service, and pool maintenance for a hassle-free experience.
Now Available April 2025 - December, 2025
Don’t wait—this incredible home is sure to be booked quickly. Make your vacation dreams a reality and secure your stay today! ???

SARASOTA

2410 CASS STREET

3 Beds

2 Baths

2,564 Sq.Ft.

$4,500

MLS#: A4631211

Leased season 12/01/2025 through 3/31/2026 Available 07/01/2025 through 11/30/2025 WEST OF THE TRAIL JUST PAST UNIVERSITY PARKWAY. LOCATION IS SUPERB AND IN PRIVATE BALLENTINE MANOR ESTATES. PROPERTY is 5 minutes TO SRQ International Airport, 10 minutes to new UTC mall and minutes to downtown Sarasota for fine dining, shopping, opera and the Arts. A quick 15 minute drive to Lido Beach and famous St. Armand's Circle. A home away from home with lovely furnishings (Florida room) right off your shaded patio area and gorgeous caged-in 15'x30' pool with a depth of 6 feet, outdoor grill and huge dog run. At the end of the day, turn on the outdoor decor lighting to enjoy Florida's perfect evening weather. Family and pet friendly with a fenced in yard for privacy and with plenty of grass area to play. We even have a dog walker and sitter available. Spacious home flows easily from one room to the other and everything is in place for you to enjoy your private retreat or take a walk and meet your lovely neighbors. You are a few steps, just 6 houses to the Sarasota Bay and Intracoastal waterway, where you can enjoy your favorite beverage, watch the amazing sunsets and go kayaking. This home is light and bright with an open floor plan. All new linens, bedding, window treatments in bedrooms and more. Just added 4th bedroom/studio or mother-in-law suite with refrigerator, microwave and small kitchenette, There are 3 bedrooms with a split bedroom plan, 2nd bedroom has queen bed, 3rd bedroom has twin beds. This beautiful home includes a lovely master bedroom with complete privacy with a king bed with zero gravity and a walk-in shower. Every bedroom and common areas have Smart TV's including studio ranging from 43" to 73". This beautiful home includes 3 bathrooms, large living room, dining room and a tranquil Florida room and office with sliders to caged in pool area. A complete chefs kitchen with all professional cookware, small appliances and Wolf Gas Range. The chef's kitchen with granite countertops, stainless steel appliances, for entertaining and dedicated laundry area. A circular drive with a shaded 2/car spot parking up to 5 vehicles. Lovely landscaping gives the perfect curb appeal Don't miss out on this gem! Serenity at it best. Owner would consider a annual rental.

SARASOTA

329 BERNARD AVENUE

4 Beds

3 Baths

2,565 Sq.Ft.

$4,500

MLS#: A4631916

#A4636241

SARASOTA

5610 RAIN LILY COURT

3 Beds

3 Baths

3,373 Sq.Ft.

$4,500

MLS#: A4636241

Charming Bayview Acres Home – Available March 1, 2026
Located West of the Trail in the desirable, non-deed-restricted community of Bayview Acres, this fully furnished 3-bedroom, 2-bath home offers everything you need for a comfortable and memorable stay near the beach.
Inside, you’ll love the gorgeously renovated kitchen, split floorplan, and thoughtful touches throughout. Each bedroom features a ceiling fan for comfort, and an impact slider leads to the rear screened lanai—the perfect spot to relax after a day of sun and sand.
The fully fenced, spacious yard provides plenty of room to enjoy the outdoors and extra space for storing bikes, beach gear, or whatever else you bring along. Nestled within the bird sanctuary of Bayview Acres, you’ll also enjoy a peaceful, nature-filled setting.
This home is designed to make your stay effortless, with all the details that transform a good Siesta/Sarasota getaway into a great stay.
Prime Location: Walk or bike to the beach, shopping, and dining—all just minutes away!
Take a look—you won’t be disappointed!

SARASOTA

1686 CHAPLINE LANE

3 Beds

2 Baths

1,834 Sq.Ft.

$4,500

MLS#: A4627986

***AVAILABLE DECEMBER 2025 THRU APRIL 2026. Want to get away for the winter? Look no further than VillageWalk in Palmer Ranch located in South Sarasota. This 2-story, tastefully furnished split plan townhome with a single car garage offers a private garden setting and a beautiful sunlit back patio. Ready to book for the 2025 and 2026 winter. VillageWalk offers an abundance of amenities, including a clubhouse, state-of-the-art fitness center, meeting rooms. Need a room for an event -- no problem! Our clubhouse also offers a community gas station, hair salon and boutique shop! Outdoor amenities include a beautiful resort-style pool featuring a TiKi bar, a separate lap pool, tennis courts, bocce ball, pickleball. Residents can enjoy lunch or dinner at the on-site restaurant and bar. The community maintains a full social events calendar. Village Walk is located in an A-rated school district and just minutes from Siesta Key Beach, the Legacy Bike Trail, shopping and dining. With on-site HOA management and a 24-hour manned gate, VillageWalk provides a secure and vibrant living experience.

SARASOTA

7624 BERGAMO AVENUE 4B

3 Beds

2 Baths

1,866 Sq.Ft.

$4,500

MLS#: A4639026

Calling all Snowbirds! Experience turnkey living at its finest. This furnished 4 bedroom 3 bath townhome located in the southern Sarasota community of Palmer Ranch is just minutes to world class beaches, championship golf courses, extensive shopping, recreation, and gourmet dining. This townhome is beautifully updated, tastefully decorated, and outfitted with every convenience of home you will need to spend your winter in paradise. Just bring your suitcase! You will enjoy access to a resort style community with amenities including a hotel style pool, fitness center, clubhouse with activities, and courts for tennis, basketball, and pickleball. Available immediately for any 4 consecutive months or longer. 4 month minimum required. All utilities and access to amenities are included in the rent prices.

Monthly rental rates are below:

November 25 $ 4,500
December 25 $ 5,500
January 26 $ 5,500
February 26 $ 5,500
March 26 $ 4,500
April 26 $ 3,750
May 26 $ 3,500
June 26 $ 3,250
July 26 $ 3,250

SARASOTA

1586 DORGALI DRIVE

4 Beds

3 Baths

1,984 Sq.Ft.

$4,500

MLS#: A4660280

Relaxed 4BR Sarasota Pool Home – Fully Furnished – 30-Day Min

Available Furnished | 4BR / 2BA | 1,975 Sq Ft | $4,500–$7,500/mo plus taxes and fees | 30-Day Minimum

Fully furnished and updated 4BR/2BA home with saltwater heated pool and spa. Offered as a monthly rental with a 30-day minimum. Seasonal and off-season rates apply. Ideal central Sarasota location near beaches, golf, and downtown.

Property Features:

Saltwater heated pool and spa under screened lanai

4 bedrooms: King in primary, 2 queens, and 1 bunk/trundle room

2 full bathrooms

Renovated kitchen with stainless steel appliances and granite counters

Indoor laundry room with washer/dryer

Garage and driveway parking

Keyless entry

Rental Terms:

$7,500/month Jan–Apr (in season); $4,500/month May–Dec (off season)

30-day minimum stay

Includes WiFi, lawn care, and utilities (cap may apply)

Pool heat available for additional fee

No smoking

Pets considered with approval

Location:

Minutes to Siesta Key, Lido Beach, and Downtown Sarasota

Convenient to shopping, dining, and medical facilities

Available now. Please call for availability and exact pricing by month.

SARASOTA

4360 IOLA DRIVE

4 Beds

2 Baths

2,957 Sq.Ft.

$4,500

MLS#: A4658894

Enjoy your winter vacation in the comfortable surroundings of this graciously decorated 2 bedroom 2 bath villa. The home offers a master bedroom with private access to the master bathroom, closet space for all your "Fun-in-the-Sun" wardrobe and a guest bedroom with bath. The kitchen has been recently remodeled with beautiful cabinetry and quartz countertops, as well as upgraded stainless appliances. Washer and dryer are conveniently located in guest bedroom closet area instead of the garage. The lanai has been glass enclosed which adds to the living space in the property and overlooks a courtyard view. Just steps away from the community heated pool. Situated in the "Heart of the Meadows" you will enjoy walking through the lush foliage as you hike along the 13 miles of walking trails. The Meadows is close to the UTC Mall, Benderson Rowing Park, downtown Sarasota and the numerous area beaches. Reserve this villa for your winter vacation. This property is a NO PET and NO SMOKING unit.

SARASOTA

5270 VILLA MAJORCA COURT 23

2 Beds

2 Baths

2,175 Sq.Ft.

$4,500

MLS#: A4651219

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