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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
4,556
# of Listings
2
Avg # of Bedrooms
$483
Avg. $ / Sq.Ft.
$868,670
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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4556 Properties Found. Page 227 of 304.

RENTED , FEBRUARY, MARCH & APRIL 2026. AVAILABLE JUNE THROUGH DECEMBER 2025: Exceptional villa, open floor plan, recently updated with new flooring and furnishings, large master suite with king bed, garden tub and separate shower. Twin beds in the guest room and a sleeper sofa in den. Flat-screen TVs and internet access, a well-equipped kitchen, laundry room, and a crystal clear pool on the screened lanai with an expansive view of the golf course. The two-car garage easily holds two vehicles. The Forest Hills community pool is also available to residents and guests. Stoneybrook Golf and Country Club is a gated community located on a premier golf course and offers a state-of-the-art clubhouse with a restaurant offering fine and casual dining, a fitness center, a large heated pool. Golf membership transfers for a modest fee (check with clubhouse for schedule). This gated community is located on Palmer Ranch, the Legacy Trail is one block from the entrance offering miles of biking trails, and just minutes away from Siesta Key's famous sugar sandy beaches, shops, and restaurants. It is a short drive to downtown Sarasota where you can take in all of the cultural activities Sarasota has to offer. NOT AVAILABLE ON VRBO OR HOUZLET.
#A3979896

SARASOTA

9492 FOREST HILLS CIRCLE

2 Beds

2 Baths

2,466 Sq.Ft.

$7,000

MLS#: A3979896

Seasonal/short term only Want to come to the Florida sunshine and be close to all the action but feel like you are in the middle of a nature preserve? This warm and welcoming home is for you. This home is spacious and natural light filled from high ceilings, clerestory windows. This house has interesting architectural detailing and is comfortably furnished for your pleasure. The kitchen is large with an eat in space, pass thru to dining room, custom tile backsplash, pantry and stainless steel appliances. The living/ dining/ main bedrooms all have wonderful views of the pool, lake and preserve. I actually saw a bald eagle in the tree behind this home waiting for lunch in the lake beyond! The pool is large, heated and has a covered and screened entertaining area. Convenience is key here-this home is close to shopping and dining, not far from I-75 or the airport, downtown Sarasota and the beach. This home is now rented Feb and March 2026. CALL TODAY to sign up for your time in paradise! High season (December thru April) are $7000/month + 13% tax and off season (rest to the year) is $2995/month + tax. 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.
#A4622781

SARASOTA

7557 FAIRLINKS COURT

3 Beds

2 Baths

2,710 Sq.Ft.

$7,000

MLS#: A4622781

SIESTA KEY, Sarasota, Single Family Pool Home….Well-positioned for convenience and natural attractions . . . and dinners are breezy on your patio! The advantages of this appealing home in the Siesta area of Siesta Key become apparent while you are still walking the perimeter. The clear blue pool and the patio are a perfect pairing of amenities, supporting a variety of social activities and relaxation. Rear fencing of the carefully landscaped yard adds a privacy element to the enjoyment of these features. Moving from the yard to the indoors, the charm of this home only deepens. The impressive entryway ushers you into an atmosphere of stylish lighting, sunlight, neutral colors, open floor plan, and a fireplace in the living room. In the updated kitchen, which brims with stylish functionality, culinary endeavors are a pleasure! The kitchen connects seamlessly onto the living room, patio, and backyard. The scene is brightened by natural light. Culinary endeavors are powered by premium appliances. The ensuite primary bedroom, conveniently located on the main-floor, is well-designed and luxurious. In addition to the convenience of the private bathroom and you will find ample closet space to let your wardrobe breathe. Offering uniqueness, respite, ensuite convenience, ample closet space, and conveniently located on the ground floor, the remaining bedrooms are ready for someone to make them their own. Close to the natural beauty of Siesta Key Beach, you'll spend more time at destinations (or at home) than in transit. After your local excursions, you'll return to the familiar welcome of traditional design, in a popular neighborhood where the low-traffic streets are framed by greenery. Call Today! Available May through September.
#A4648921

SARASOTA

4852 FEATHERBED LANE

4 Beds

3 Baths

3,559 Sq.Ft.

$7,000

MLS#: A4648921

Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "SunShine Sarasota" (2375 Waldemere St, Sarasota), located next to "Sky Blue Sarasota" (2365 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)
#A4654509

SARASOTA

2365 WALDEMERE STREET

4 Beds

3 Baths

2,650 Sq.Ft.

$7,000

MLS#: A4654509

Welcome to this impressive 4BD/4.5BA + Office + Den + Heated pool & spa 3 car home located at 7485 Preservation Dr in Sarasota, Florida. Minimum 1 year lease offered furnished. Tenants responsible for electricity, water/sewer, gas, internet and cable. Owners provide: grounds maintenance, pest control, pool care and HVAC servicing. This remarkable home offers an expansive living space of 3,804 square feet and is situated on a generous lot of 30,492 square feet. Step into this luxurious 4-bedroom, 5-bathroom residence to find high ceilings and oversized windows that fill the space with natural light. The large kitchen is a culinary enthusiast's dream with ample counter space and stainless steel appliances. This home features walk-in closets providing plenty of storage options. For your convenience, it also includes a side-by-side washer and dryer setup. The outdoor living area is no less impressive with its heated pool and spa, perfect for relaxation or entertaining guests. The large lot provides ample room for outdoor activities while maintaining privacy and tranquility. Located within a gated community, residents will enjoy peace of mind knowing they are in a secure environment. Additionally, the neighborhood boasts proximity to great schools and shopping facilities making everyday life convenient. Sarasota itself offers an array of amenities such as pristine beaches, world-class dining experiences, art galleries, theaters, golf courses, nature trails and parks for outdoor enthusiasts. Whether you prefer quiet evenings at home or exploring the vibrant local scene, Sarasota has something to offer everyone. This beautiful home combines luxury living with the ultimate lifestyle location. It's not just about finding a place to live; it's about finding a place you'll love to call home. Please schedule showing request 24 hours in advance. HOA does not permit short term or seasonal rentals.
#TB8360228

SARASOTA

7485 PRESERVATION DRIVE

4 Beds

4 Baths

5,407 Sq.Ft.

$6,900

MLS#: TB8360228

This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy. Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day. The condo is turnkey furnished including a washer and dryer. Believe it or not, you also have your own private garage! PLEASE NOTE THIS UNIT HAS A BEAUTIFULLY UPDATED KITCHEN WITH A LARGE CONVECTION OVEN/MICROWAVE BUT DOES NOT HAVE A SEPARATE FULL-SIZE OVEN. DON'T WORRY, YOU CAN STILL BAKE, JUST ON A SMALLER SCALE. (Remember, though, you're on VACATION so why not enjoy one of the many restaurants on Siesta Key - Take one of the island's FREE RIDE PEDI CABS or drive, it's less than three miles away.) The moment you arrive at Gulf & Bay Club Bayside, you’ll appreciate the beauty, serenity, and charm of this "Key West” style village. Walk along the community path to the fishing dock to view the Intracoastal waterway. You can catch a fish, look for jumping dolphin, you may even see a manatee. Our spacious units, individually owned and decorated, are surrounded by lush, tropical landscaping, shell paths, and quiet lakes with soothing fountains. Gulf and Bay Club Bayside has two heated pools, two tennis courts - which convert to pickleball courts, and an exercise room to provide on-site activities. BBQ grills are available for all guests. COME VISIT! A ONE WEEK MINIMUM RENTAL IS REQUIRED. IF YOU DESIRE TO STAY MORE THAN ONE WEEK, PLEASE CONTACT US TO HELP YOU BOOK YOUR RESERVATION. **Taxes and fees not included.
#A4589587

SARASOTA

1230 SIESTA BAYSIDE DRIVE 1230-D

2 Beds

2 Baths

959 Sq.Ft.

$6,900

MLS#: A4589587

This lovely well-maintained and upgraded condo in a gated community, is located on the ground floor and offers one bedroom plus an additional den furnished as a small guest bedroom. The condo is turnkey furnished including washer /dryer and private garage, an approximate 5-minute walk, via deeded, walking access across the street, to the #1 beach in the U.S.A., Siesta Key! Choose to enjoy two pools, two tennis courts and an exercise room, a clubhouse with sauna, two BBQ grills, plus picnic areas and a fishing dock. Centrally located on Siesta Key, you are minutes from the Village offering dining, shopping and convenience stores. Come and discover Siesta Key and its pristine blue water and 8 miles of white powder sand (quartz) beaches. This is an "Old Key West" style community located on 25 acres of land with cedar siding and many-angled roofs suggesting an "Old Florida" era when quality of life was measured in terms of beauty, comfort and serenity. Don't miss out on this opportunity to join the tropical lifestyle of Siesta Key. **Taxes and fees not included.
#A4589559

SARASOTA

1204 SIESTA BAYSIDE DRIVE 1204-D

2 Beds

1 Baths

959 Sq.Ft.

$6,900

MLS#: A4589559

Spacious one bedroom/one bathroom vacation rental at the Gulf and Bay Club Bayside on the island paradise of Siesta Key just offshore of Sarasota, Florida. Private access to Crescent Beach on the Gulf of Mexico - just steps to the beach. Free high-speed Internet connection. Please note the garage for this unit is the middle garage in the building to the right. *Taxes and Fees not included.
#A4588718

SARASOTA

1200 SIESTA BAYSIDE DRIVE 1200-G

1 Beds

1 Baths

845 Sq.Ft.

$6,900

MLS#: A4588718

Welcome to the Treehouse Condominiums, a rejuvenating retreat where breathtaking views of the Intracoastal Waterway await you. Relax on your private deck, surrounded by lush mangrove trees and the serene beauty of Siesta Key Island. Nestled between majestic 200-year-old oak trees on the edge of Roberts Bay, this recently renovated home embodies the essence of comfort and eco-luxury living. As you open the front door, you are greeted by an unobstructed view of the vibrant mangroves and the sparkling waters of the Intracoastal. Aptly named the "Treehouse," this cedar-sided residence features decks off every room, seamlessly blending indoor and outdoor living. The architecture is designed to harmoniously incorporate elements of nature, emphasizing open spaces and large windows that allow residents to enjoy the biodiverse surroundings. Located west of the trail, behind the exclusive gates of The Landings, this remarkable two-story condominium feels like a cocoon of comfort. With a spacious, renovated kitchen, two generous bedrooms, an office, a cozy den, two beautifully appointed baths, and an elegant powder room, this home is designed for relaxation and entertaining in harmony with nature. As you step inside, your gaze is drawn to the stunning views of the mangroves and Intracoastal Waterway. The open-plan living and dining areas provide a front-row seat to the beauty of the natural surroundings, effortlessly connecting to a cozy den. The exclusive Treehouse pool and spa are just a short stroll away, offering a refreshing retreat. Retreat to the master suite, featuring a split king adjustable bed and a spacious, newly renovated walk-in closet. The spa-like bathroom is a sanctuary of relaxation, boasting a large shower and dual vanities with exquisite a wood countertop. The second bedroom and office share a well-appointed bathroom, complete with a tub and shower. Both bedrooms have stunning views of the Intracoastal, allowing you to wake up to the sounds of seagulls and dolphins. This residence is equipped with a 2019 HVAC system, hurricane windows, and showcases stunning oak flooring throughout. As a resident of this 24-hour gated community, you will enjoy lush landscaping and two nature trails that enhance the tranquil ambiance. With optional membership to the Landings Racquet Club, you gain access to a fitness center, a large heated pool and spa, eight Har-Tru tennis courts, engaging exercise classes, pickleball, and a vibrant social scene. A kayak launch and storage are available, or you can launch just 20 feet from your deck, making outdoor adventures easily accessible. This unit includes an unattached garage for parking and ample guest parking to welcome family, friends, and pets. The Treehouses at The Landings are part of a unique condominium community celebrated for their distinctive architecture and natural surroundings, reflecting a commitment to ecological living that is both therapeutic and nourishing. Two pets will be considered on a case by case basis by the owner. All utilities are included. The fireplace may not be used until clearance is given from the HOA. No Smoking or Vaping allowed in the unit or within the community. No Trucks, RV's or Motorcycles are allowed. Tenant to verify room sizes. This property can be rented Season or off Season. Season $6800 and Off Season $4750. Also included is housekeeping/cleaning two times a month. A Club membership is included with the season rental.
#A4634310

SARASOTA

1323 LANDINGS DRIVE 12

3 Beds

2 Baths

2,992 Sq.Ft.

$6,800

MLS#: A4634310

This 2 bedroom/2 bath is spacious and has a gorgeous lanai lending itself to you enjoying the warmth of Florida in January, February, and March. You won’t see any snowflakes here! The master bedroom has a huge king sized bed and the guest bedroom has two twin beds. Open living room, dining room, and kitchen with new lighting. Entire unit has all new flooring as well. After you wrap up Christmas, hop on a flight and start off the new year here at Lido Towers! Why not? Lido Towers is footsteps away from the beach and a short walk or bike ride from St. Armands Circle. Don’t wait, this unit won’t last long.
#A4654358

SARASOTA

1000 BENJAMIN FRANKLIN DRIVE 205

2 Beds

2 Baths

1,224 Sq.Ft.

$6,800

MLS#: A4654358

Luxury Turnkey Loft Penthouse in Downtown Sarasota – Fully Furnished & Move-In Ready Available for Annual Lease Experience elevated downtown living in this fully remodeled, turnkey loft-style penthouse — a rare gem in the exclusive Cityscape building. As one of only 19 penthouse residences, this expansive 3,100+ sq. ft. home offers soaring ceilings, an open-concept layout, and stunning panoramic city views. This residence is fully furnished with everything you need — from premium linens and bedding to curated kitchenware, small appliances, and designer décor — and is truly move-in ready. Just bring your suitcase and toothbrush. Inside, industrial-chic style meets refined comfort with exposed brick-lined walls, custom cabinetry with integrated lighting, and champagne-brushed bronze fixtures. The chef’s kitchen features smart appliances, a built-in wall oven with air fryer, a French-style four-panel refrigerator, and an eight-foot Calacatta Quartz waterfall island. Step outside to a private west-facing balcony with imported Italian tile and a built-in fire pit — the perfect space to unwind while watching the sunset over the city skyline. Upstairs, the spacious loft with catwalk bridge offers flexibility as a home office, media room, or creative studio. The oversized guest bedroom features a California closet and direct access to a beautifully designed full bathroom with a rain shower and natural stone sink. The primary suite includes bamboo wood flooring, sweeping city views, and a spa-inspired bathroom complete with a freestanding soaking tub, rain shower, and smart bidet toilet. A separate laundry room includes built-in shelving, a utility sink, and a quartz folding area — all adding to the thoughtful functionality of this luxury home. Additional amenities include private elevator access to the penthouse level, renovated soundproof hallways, and an exclusive community room. The Cityscape building also offers concierge service, a fitness center, spa, on-site dining, and secure guest parking. The lease includes two assigned parking spaces and a private storage room. Located just steps from Sarasota’s finest restaurants, boutiques, performing arts venues, white-sand beaches, and yacht clubs, this home delivers an unmatched downtown lifestyle. Fully furnished. Move-in ready. Annual lease. Schedule your private showing today.
#A4645888

SARASOTA

1990 MAIN STREET 6

2 Beds

2 Baths

3,119 Sq.Ft.

$6,750

MLS#: A4645888

One of a kind residence surrounded by botanical splendor offered for vacation or seasonal rental. Whether visiting Sarasota for its stunning white sand beaches or business you will find unparalleled privacy, while close to everything, the vibrant downtown, restaurants, shopping, hospitals, comparable to none. Beautiful furnishings, artistry and designer luxury oozes from every corner. Three charming bedrooms, three and a half baths, guest wing, office bonus room, sleeps 6 . Two lanais for relaxation, outdoor living and an amazing heated, salt water therapy spa awaits your senses. Gourmet kitchen, 12 ft ceilings and sliding doors open up this residence to unexpected garden spaces. Wifi, laundry, ample private parking. Available off season May-Dec $6,700 per month. On season available Jan & Apr @ $9,000 per month; Feb & Mar $9,500. Available Weekly off-season @ $2,500 per week; Holiday week(s) @ $3,000 per week. Small non-shedding dogs require prior owner approval. No smoking permitted. Owner has several outdoor parking spaces available for you and your guests.
#A4653524

SARASOTA

4425 LORDS DRIVE

3 Beds

3 Baths

4,359 Sq.Ft.

$6,700

MLS#: A4653524

This two bedroom, two bath ground floor unit is steps from the pool and short distance to the beach. Enjoy all of the amenities that Gulf and Bay Club Bayside has to offer, two swimming pools, 2 pickle-ball courts, tennis, workout room, fishing dock and walking path. Washer and Dryer and one car garage sets us apart from other Siesta Key condos and makes it feel more like a home away from home. Fully stocked kitchen to prepare meals or catch the free trolley to the Siesta Key village to enjoy the restaurants and night life. Book online or call our office to save your spot! **Taxes and fees not included.
#A4593766

SARASOTA

1328 SIESTA BAYSIDE DRIVE 1328-C

2 Beds

2 Baths

1,280 Sq.Ft.

$6,700

MLS#: A4593766

Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated and offers every comfort for your favorite vacation stay. The modern kitchen shines with new cabinets, lighting, paint, and kitchen work desk. Elegant bathroom with new walk in shower featuring multiple shower heads, new cabinets, and granite counter tops. Three new flat screen HDTV’s for your viewing enjoyment and wireless Internet throughout. 1333 is conveniently located near the larger of two heated swimming pools, clubhouse with exercise room, sauna and gas grills. Our location on Siesta Key is excellent... only a short walk to the sugary white sands of Crescent beach. House Rules: No Motorcycles, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets. **Taxes and fees not included.
#A4605036

SARASOTA

1333 SIESTA BAYSIDE DRIVE 1333-D

1 Beds

1 Baths

959 Sq.Ft.

$6,500

MLS#: A4605036

LIDO TOWERS!!! Highly sought after FIFTH Floor 2 bedroom 2 bath condo in Lido Towers. Secure Building with Lido Beach Access. Enjoy the Beautiful Sunsets from the Sparkling Sandy Beach Across the Street. Lido Towers features a Heated Pool and Jacuzzi, BBQ on the Patio, Sauna, Clubhouse, Laundry Room on Each Floor, Guest Parking, and a Secure, Gated Building. Kayaking available one block away. Walk to Famous St. Armands Circle to Dine at the wonderful Restaurants or Shop in the Boutiques. Downtown Sarasota just a short drive away. Available August-November 2023 - $3250 plus tax
#A4516195

SARASOTA

1001 BENJAMIN FRANKLIN DRIVE 508

2 Beds

2 Baths

1,224 Sq.Ft.

$6,500

MLS#: A4516195

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