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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
4,252
# of Listings
2
Avg # of Bedrooms
$471
Avg. $ / Sq.Ft.
$832,638
Med. List Price

Browse Downtown Sarasota Real Estate Listings

4252 Properties Found. Page 239 of 284.

***In season minimum 30 day lease, $4,000.00/month***
Siesta Key 2 Bed 2 Bath rental. Breathtaking Bay and Gulf views from this stunning fifth floor, end residence. Located in sought-after Siesta Key, close to shopping, restaurants and the nation's number one beach, Siesta Key Beach. Relax and enjoy views across a sparkling pool to gorgeous Sarasota Bay from the privacy of your large balcony and master retreat. There are an additional four windows along the living and kitchen area, allowing for light and bright rooms. The gourmet Lube designed kitchen is a work of art. It has been opened to the dining and living with stainless appliances, recessed lighting, granite counters, and unique modern cabinetry with opaque glass insets. Bamboo wood floors throughout, there is even a bamboo glass panel at the entry, and built in book shelves. With views of morning sunrises and evening sunsets, this is an exquisite condominium ideally positioned in the Bay Tree Club which has private beach cabanas, swimming pools on both the Gulf and bay side.

OFFSEASON: Starting at $1000 week (+ cleaning, fees, and tax) $3000 per month.
IN SEASON: $4000 per month (+ cleaning, fees, and tax).
Rental policy: one-month minimum in season or two weeks minimum out of season. NO PETS for TENANTS.
#A4611928

SARASOTA

8625 MIDNIGHT PASS ROAD B508

2 Beds

2 Baths

1,160 Sq.Ft.

$3,000

MLS#: A4611928

Perfectly situated, this quaint two bedroom, two bath home with a southwestern theme in quiet neighborhood is minutes from everything. Besides the two bedrooms there is also a formal livingroom/dining room and oversized family room with gas fireplace, wall mounted flat screen t.v. and surround sound. There is an extensive DVD library for viewing entertainment. The kitchen has a small eat in area with greenhouse window and lots of sunshine. Inside the attached garage is a workshop for those who like to tinker in their spare time. On the cozy lanai there is a gas grill for added convenience. Siesta Beach, which is ranked the number 1 beach in America by Tripadvisor is only 6.5 miles away and shopping is within a mile. Sarasota is also a cultural destination with theater, opera, ballet and art galleries.
#A4588676

SARASOTA

4336 CACTUS AVENUE

2 Beds

2 Baths

2,211 Sq.Ft.

$3,000

MLS#: A4588676

Short term or mid term rental! Welcome to this beautiful furnished home featuring a pool and fenced-in yard. Upon entering, you experience the open floor plan with coastal decor throughout and an updated kitchen featuring quartz countertops and a stunning turquoise backsplash. The master bedrooms features a walk-in closet, en suite bathroom with shower and a unique wood ceiling. Two additional bedrooms are offered in this split floor plan with a shared bathroom featuring a tub & shower. Ample light throughout this lovely one story home which also features an office area. This property is offered to rent for 1 week to 8 months, is turnkey furnished and is available now to mid-December.
#A4650591

SARASOTA

2865 POPLAR STREET

3 Beds

2 Baths

1,267 Sq.Ft.

$3,000

MLS#: A4650591

Location! Location …Welcome to this beautifully maintained Annual rental Townhome available for immediate move in. Just minutes from vibrant Downtown Sarasota and St. Armands Circle! This spacious 3-bedroom, 2.5-bathroom, plus a loft home offers an open-concept living and dining area filled with natural light, a modern kitchen with stainless steel appliances, and a private screened patio perfect for enjoying your morning coffee or unwinding after a long day. Featuring freshly painted entire interior walls and newly installed vinyl wood plank flooring on the Stairs and all upstairs. Upstairs, master suite with walk out screened Lanai for enjoying peace and tranquility. Master suite also features recently remodeled master Bath shower. Open Loft space so you can create your unique space. Other bedrooms features en-suite bath for added comfort and privacy. Additional highlights include in-unit laundry, ample storage, and assigned parking. Enjoy the convenience of being close to world-class dining, shopping, arts and entertainment, plus the award-winning beaches of Siesta Key and Lido Key. With its ideal location and move-in ready appeal, this townhome is the perfect blend of comfort and convenience. Come take a look today!
#A4664137

SARASOTA

4529 CHINKAPIN DRIVE

3 Beds

2 Baths

3,062 Sq.Ft.

$3,000

MLS#: A4664137

Available 7/1/25 Welcome to your perfect Florida getaway! Nestled in a peaceful residential neighborhood, this home offers the ideal combination of comfort and convenience, just minutes away from the pristine beaches, shopping, and restaurants of Siesta Key. This charming rental property features three spacious bedrooms and two well-appointed bathrooms, ensuring plenty of space for you and your guests to relax and unwind. The master suite is a true sanctuary, complete with a walk-in closet and an ensuite bath for added privacy and convenience. The thoughtful split floorplan enhances the sense of space and privacy, making it perfect for families or groups of friends traveling together. With off-street parking available, you'll have no trouble finding a spot for your vehicle, adding an extra layer of convenience to your stay. The heart of this lovely home is the updated kitchen, which is sure to delight any aspiring chef. Here, you'll find modern amenities and plenty of space to prepare meals, whether you're whipping up a quick breakfast before heading to the beach or hosting a dinner party for friends. As you step outside, you'll be greeted by Florida's temperate weather, which you can enjoy in your own private outdoor space. Whether it's morning coffee on the patio or an evening barbecue, this property provides the perfect backdrop for outdoor relaxation. But the real allure of this rental property lies in its proximity to Siesta Key's world-famous beaches, vibrant shopping districts, and delectable dining options. Spend your days lounging on the powdery sands, swimming in the turquoise waters, or exploring the charming streets of Siesta Key Village. Whether you're seeking a peaceful retreat or an adventure-filled vacation, this is the perfect home base. Don't miss the opportunity to experience the sunny, well-kept classic Florida ranch-style charm of this delightful rental property. Book your stay today and make memories that will last a lifetime! Room Feature: Linen Closet In Bath (Bedroom 1)
#A4645213

SARASOTA

5911 OLIVE AVENUE

3 Beds

2 Baths

1,324 Sq.Ft.

$3,000

MLS#: A4645213

Looking for a spacious and stylish living space that offers the perfect blend of historic charm and modern convenience? Look no further than this newly renovated 2 bedroom, 1 bath townhome nestled in the heart of the iconic Laurel Park neighborhood in downtown Sarasota. Boasting 1000 square feet of beautifully appointed living space, this townhome offers ample room for relaxation and entertainment. The master bedroom features a luxurious queen-size bed, while the guest bedroom offers two full-size beds, ensuring plenty of space for family and guests. Need more sleeping options? The living room features two cozy sofa-beds (Full size) to accommodate additional guests. Whether you're a seasoned home chef or simply love to cook, you'll appreciate the fully equipped kitchen, complete with everything you need to whip up delicious meals and snacks. Catch up on your favorite shows on the 50" LED TV or stay connected with high-speed WiFi internet. And with a convenient washer/dryer combo right in the unit, laundry day has never been easier. Located just steps from Sarasota's vibrant downtown scene, this townhome puts you in the center of it all. Don't miss out on this rare opportunity to enjoy the very best of Sarasota living in one of its most coveted neighborhoods
#A4662367

SARASOTA

618 S OSPREY AVENUE

2 Beds

1 Baths

1,000 Sq.Ft.

$3,000

MLS#: A4662367

Charming Sarasota Rental with Private Pool

Welcome to this inviting 3-bedroom, 2-bathroom home in desirable Sarasota, offering 1,416 square feet of thoughtfully designed living space. This newly listed rental property features a split floor plan that provides privacy and separation between the primary bedroom and additional bedrooms.

Step inside to discover elegant tile floors throughout, creating a cohesive and easy-to-maintain living environment. The home includes practical storage solutions with two convenient linen closets to keep your household organized. Recent upgrades include a new roof, gutters, and vinyl fencing, demonstrating the property's excellent maintenance and care.

One of the most appealing features is the inviting inground pool—perfect for cooling off during those warm Florida afternoons or entertaining friends on weekends. Imagine unwinding poolside after a day of exploring all that Sarasota has to offer.

The location truly shines with its proximity to local amenities. You'll appreciate being near The Achievement Center, Arlington Park, and convenient shopping at Publix Super Market at Bay Street.  You are also 2 blocks from Legacy Trail. The neighborhood offers a pleasant balance of residential charm and accessibility to everyday necessities.



Fully updated throughout, this home offers modern comfort while maintaining its Floridian charm. Don't miss the opportunity to make this delightful Sarasota property your new home.
#A4654048

SARASOTA

2953 OAK STREET

3 Beds

2 Baths

1,416 Sq.Ft.

$3,000

MLS#: A4654048

Annual Furnished Rental – Landings Villa.  This beautifully furnished, pet friendly, free standing Villa is available for annual lease and ready for immediate move-in. Featuring 2 bedrooms, a den, and 2 full bathrooms, this spacious residence offers both comfort and style.
Enjoy the brand new appliances in the eat-in kitchen perfect for cooking and entertaining. A generous living/ dining area, and two enclosed  lanais offer flexible indoor/outdoor living space.  The home also includes a one-car garage for your convenience.
Located in The Landings, a gated community ideally situated close to shopping, dining, Downtown Sarasota, and the world-renowned Siesta Key Beach.  Racquet Club membership is included with the rent and provides access to: Fitness Center, Tennis Courts, Heated Community Pool, and Clubhouse.  Terms: First month’s rent, last month’s rent, and security deposit required. Contact us today to schedule a private showing and experience the Florida lifestyle at its finest.
#A4655463

SARASOTA

4870 KESTRAL PARK CIRCLE 14

2 Beds

2 Baths

2,410 Sq.Ft.

$3,000

MLS#: A4655463

Are you looking for a home that offers space and privacy? This charming house on a half-acre lot near downtown features expansive brick paver decking surrounding a fenced-in pool area, perfect for relaxation and entertaining.
Inside, enjoy vaulted ceilings, a granite kitchen island, and real wood cabinets. The living room boasts a stunning arched window, a wood-burning fireplace, and a dry bar with a wine refrigerator. With tile flooring throughout and completely renovated bathrooms, maintenance is a breeze.
Lawn and pool care are included, making this an ideal place to call home.
#A4660340

SARASOTA

4252 PRAIRIE VIEW DRIVE S

3 Beds

2 Baths

2,082 Sq.Ft.

$3,000

MLS#: A4660340

AVAILABLE FOR LEASE OR LEASE PURCHASE! BEAUTIFULLY UPDATED, WITH A PRIVATE POOL, AND FULLY FURNISHED!!! Envision your life in a paradise where your own private pool awaits you every day. This Capri III villa in Villagewalk is fully furnished, including brand new primary bedroom furniture, all set for you to start your Florida adventure. Right from the entrance, the great room stands out with its crown molding and a unique hardwood floor, while the rest of the home offers the practicality and cleanliness of tile throughout—no carpet to worry about. But, it's the allure of your private pool that truly defines this villa, complete with a rescreened lanai, retractable awning, and custom lighting for those perfect evenings. The kitchen is where you'll refine your culinary skills, featuring Corian countertops, a subway tile backsplash, and modern touches like pull-out drawers, glass-front cabinets, and a wine fridge. Your primary suite is a haven of tranquility with crown molding, plantation shutters, and a spacious custom walk-in closet. The perfectly updated bathroom features granite counters and updated shower doors to elevate your daily routine. Your guests will enjoy their own updated and well-appointed bedroom with their very own custom walk-in-closet, as well as their own tastefully updated bathroom. For storm protection, the home includes clear hurricane shutters for the main living area as well as the glass front door. Villagewalk isn't just about your home; it's about embracing a lifestyle where every amenity is at your fingertips. Dive into the community with • A large clubhouse, complete with a fitness center, meeting rooms, and event space for social gatherings. • Two geothermal-heated pools - one for laps and a resort-style lagoon for relaxation. • Six Har-Tru tennis courts, pickleball, and bocce ball courts for the sports enthusiasts. • An on-site restaurant and bar for convenient dining. • A vibrant Town Center that includes a hair salon, boutique shopping, and even a gas station for everyday needs. • A brand-new Tiki Bar for poolside enjoyment. • Miles of walking and biking trails to explore the natural beauty of the area. • A staffed gate, providing 24-hour security for peace of mind. • An HOA management office on-site to handle community affairs effortlessly. • The community benefits from underground power lines, significantly reducing power outage risks, with the Sarasota Fire Department nearby for swift emergency response. Villagewalk is minutes from Publix, Costco, the Legacy Bike Trail, and the world-famous white sands of Siesta Key Beach, with downtown Sarasota's cultural attractions just 20 minutes away. Despite its coastal allure, this villa provides a sanctuary of safety and resilience, making it an ideal retreat for those seeking both peace of mind and the joys of Florida living. This villa offers you not just a home but a gateway to a life filled with convenience, activity, and relaxation. Contact us to see how this can be your new beginning in Sarasota, where every day feels like a vacation.
#A4661620

SARASOTA

7575 QUINTO DRIVE

2 Beds

2 Baths

2,121 Sq.Ft.

$3,000

MLS#: A4661620

LOCATION, LOCATION, LOCATION!!Turnkey furnished condo available for a long term rental in the sought after downtown Sarasota location of 1350 Main. The light and bright condo features one bedroom, one bathroom, living room, kitchen/dining room combination, three French balconies with views up and down Sarasota's main street. The kitchen has marble counter tops and stainless appliances. The bedroom has a king sized bed. The bathroom has a walk in shower and washer and dryer. The owner will consider one dog with a $300 non refundable pet fee. The condo comes with 1 assigned parking space. 1350 Main offers a state of the art fitness center, concierge service, open pool deck for relaxing, heated pool and spa, conference room, lending library and pool table. This location gives you all that downtown Sarasota living has which includes restaurants, theater, opera, coffee shops, Whole Foods, the weekend farmers market, library, boutique stores and much much more. The property owner is open to a 6.5-8 month lease with the available dates of April 15, 2025- December 15, 2025. Call today as this rental will not last long.
#A4638316

SARASOTA

1350 MAIN STREET 200

1 Beds

1 Baths

967 Sq.Ft.

$3,000

MLS#: A4638316

Seasonal rental. Charming 1 bedroom with 1 1/2 bath condo located in the desirable community of Palm Aire! Enjoy the beautiful water view and the golf course beyond, while relaxing on the patio. Palm Aire is close to shopping, restaurants and just minutes from beautiful downtown Sarasota and gulf coast beaches. Enjoy spending time at the community pool,playing a round of golf, Enjoying time by the pool or taking a walk around the beautiful golf course! What are you waiting for? Don't let this one slip away!
#A4443854

SARASOTA

7153 W COUNTRY CLUB DRIVE N 146

1 Beds

1 Baths

878 Sq.Ft.

$3,000

MLS#: A4443854

Unfurnished annual lease. Gated lifestyle community with clubhouse, heated resort pool surrounded by pickle ball, tennis, bocce courts. Clubhouse with fitness gym and event rooms. Detached villa home built new 2021 and landscape maintenance free! Great room with island kitchen, two-bedroom, two baths, and a study for carefree living. All the main living areas on designer 12" x 24" tile flooring, plush carpet in the bedrooms. Open kitchen features popular shaker style cabinets with quartz counter tops. Home features stainless-steel Whirlpool appliances. An oversized kitchen island gives you more prep room or a place for serving dishes for any meal. The dining room is across from the kitchen, for ease of serving. Front study/den is a suitable place for at home office or space to fit your lifestyle needs. Great Room is open all the way to the back with sliding glass doors, giving you the option of bringing the outdoors in. Lanai is a beautiful place to enjoy breezy Florida evenings. Primary suite offers an abundance of natural light, a large shower with built in shower seat, and a dual sink vanity with a raised cabinet. The en suite also has a walk-in closet with a space for linens. The secondary bedroom is located at the front of the house with a full bath. Extras include 8’ interior doors, smart thermostat, and tray ceilings. Sunrise offers resort style South Florida living and activities including tennis, pickle ball and bocce ball, state of the art clubhouse featuring a gathering room and exercise room, and an amazing resort style pool area.
#A4661815

SARASOTA

8641 RAIN SONG ROAD

2 Beds

2 Baths

2,378 Sq.Ft.

$3,000

MLS#: A4661815

GATED! ANNUAL FURNISHED RENTAL. Beautiful deed restricted community with wonderful amenities. Community has tennis, fitness, clubhouse, pool and more. This villa is FURNISHED beautifully in an excellent location - on a cul de sac, with a private entrance and a water view. Two bedrooms, two baths, living room with volume ceiling and a huge lanai. Kitchen is open to the family room and has granite counters. Inside laundry room attached to the garage. Appliances included and central vacuum system.
#A4663353

SARASOTA

7715 PESARO DRIVE

2 Beds

2 Baths

2,124 Sq.Ft.

$3,000

MLS#: A4663353

Annual turnkey furnished This wonderfully renovated and updated condo is flooded with natural light from abundant large windows and sliding glass door. The flooring is all wood looking tile for a clean and sophisticated vibe. The kitchen now boasts solid wooden cabinetry topped with black slab granite counters and large closet pantry. The furnishings are comfortable and stylish. The rooms are spacious with high ceiling topped with crown molding. The master bedroom has a king bed, dual walk in closets, and an en-suite bathroom. The Renaissance is a luxury condo building consisting of 244 individual residences, downtown Sarasota, just across the street from Sarasota Bay. Here you will be close to shopping, fine and casual dining, the opera, theater, farmers market, museums, and just over the bridge is Lido Beach. Available August 2025. 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. Call today for your next place in the sun!
#A4546496

SARASOTA

750 N TAMIAMI TRAIL 418

2 Beds

2 Baths

1,220 Sq.Ft.

$3,000

MLS#: A4546496

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