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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

4,520

# of Listings

2

Avg # of Bedrooms

$483

Avg. $ / Sq.Ft.

$861,978

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4520 Properties Found. Page 257 of 302.

Here is your chance to work and manage your business from the comfort and privacy of your own home. This rarely available gem is like a hidden paradise, completely enclosed by an 8 foot privacy fence all the way around the property with two separate gated entrances on a paved circular driveway. The main home is a large two bedroom two bath with 2 extra large flex spaces. Additionally there are two stand alone casitas for living or office space, an outdoor sauna and bathroom and shower. There is also a large storage shed which has been used as a gym previously. The property has monthly pest control and landscaping. Please call for 6 month or annual leases.

SARASOTA

4404 GROVELAND AVENUE

4 Beds

3 Baths

2,600 Sq.Ft.

$3,050

MLS#: A4659901

Nestled within the picturesque Esplanade Community at Skye Ranch, this charming 2-bedroom attached villa offers an exquisite blend of modern elegance and serene comfort. Boasting an open-plan layout accentuated by fully tiled flooring throughout, the villa welcomes you with a spacious den, perfect for relaxation or productivity. The heart of the home lies in the kitchen, with quartz countertops and equipped with stainless steel appliances, inviting culinary adventures and casual dining alike. Enhancing the ambiance, ceiling fans gently circulate the air, and all blinds are fitted to the windows. Step outside onto the screened covered patio and immerse yourself in tranquility as you overlook the tranquil waters, creating an idyllic backdrop for alfresco gatherings or moments of peaceful reflection. Whether enjoying the vibrant community amenities or savoring quiet evenings at home, this villa epitomizes modern living at its finest, offering a harmonious blend of luxury and relaxation in an unparalleled setting.

SARASOTA

10044 MORNING MIST LANE

2 Beds

2 Baths

2,040 Sq.Ft.

$3,000

MLS#: A4654280

Unit #213 has a gorgeous interior and is a must experience! This 2 bedroom/2 bath is spacious and has a beautiful lanai lending itself to you enjoying the warmth of Florida in January and February. Open living room, dining room, and kitchen including a breakfast nook. The master bedroom has a huge king sized bed and the guest bedroom has two twin beds.

After you wrap up Christmas, hop on a flight and start off the new year here at Lido Towers! Why not? You won’t see any snowflakes here!

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.

Availability:
January $6,250

SARASOTA

1001 BENJAMIN FRANKLIN DRIVE 213

2 Beds

2 Baths

1,293 Sq.Ft.

$3,000

MLS#: A4621747

Take advantage of this huge incentive FREE ONE MONTH'S RENT SPLIT INTO 6 MONTHS! Refined Waterfront Living at The Strand of Sarasota
Exceptional Annual Lease Opportunity! Experience the pinnacle of Sarasota living in this beautifully appointed 2-bedroom, 2-bathroom residence at The Strand, an exclusive waterfront community located just one mile from downtown. Situated on the third floor, this elegant condominium offers panoramic views of Sarasota Bay and the Gulf of Mexico, creating a serene and sophisticated coastal retreat.The residence features a thoughtfully designed open-concept floor plan flooded with natural light, complemented by premium finishes and designer touches throughout. Expansive sliding glass doors lead to a private 119-square-foot terrace, perfect for enjoying morning coffee or evening cocktails while taking in tranquil canal and bay views. Property Highlights:Two spacious bedrooms and two well-appointed bathrooms, Gourmet kitchen with high-end appliances and custom cabinetry, Light-filled living and dining areas with seamless indoor-outdoor flow, generously sized private terrace with captivating water views, in-unit laundry, ample closet space, and additional storage. Exclusive Community Amenities:
Resort-style heated pool and spa, state-of-the-art fitness center, outdoor lounge with gas fire pit and grilling stations, private kayak and paddleboard launch, scenic waterfront boardwalk and dog park, assigned parking, private storage locker, and EV charging station.
Ideally located moments from Sarasota’s premier cultural venues, fine dining, and boutique shopping, and just minutes from Lido Beach and St. Armands Circle, this exceptional residence offers a rare opportunity to lease within one of the city’s most coveted waterfront communities.
Broker Fee: $75.00 (due prior to occupancy)

SARASOTA

1709 N TAMIAMI TRAIL 327

2 Beds

2 Baths

1,504 Sq.Ft.

$3,000

MLS#: A4645945

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.

SARASOTA

4336 CACTUS AVENUE

2 Beds

2 Baths

2,211 Sq.Ft.

$3,000

MLS#: A4588676

***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.

SARASOTA

8625 MIDNIGHT PASS ROAD B508

2 Beds

2 Baths

1,160 Sq.Ft.

$3,000

MLS#: A4611928

Upscale 3-Bedroom + Loft+ 2car garage Townhome for Rent in Sienna Park at University parkway

Elevate your living experience in this exquisitely upgraded end-unit townhome, nestled within the secure, maintenance-free gated community of Sienna Park . Its prime location just off University Parkway offers unparalleled convenience, with Sarasota’s award-winning beaches, the vibrant UTC Mall, Detwiler’s Farm Market and Sarasota Airport all just minutes away. Plus, golf enthusiasts will delight in the seven world-class golf courses that surround the area.

This spacious townhome features a 3-bedroom + loft layout with 2.5 bathrooms, showcasing an open-concept design adorned with modern finishes throughout. Revel in the elegance of quartz countertops, top-of-the-line stainless steel appliances, stylish wood plank tile flooring, and upgraded fixtures that add a touch of luxury to every corner. The primary suite is a true retreat, boasting a large walk-in closet and a private ensuite bathroom for ultimate privacy and comfort.

Embrace the Florida lifestyle with your own private screened lanai, an extended living area perfect for relaxation and entertainment, and a convenient 2-car attached garage. Just steps from your front door, the community pool and cabana await, providing the ideal spot to unwind and socialize with neighbors.

Whether you're seeking convenience, comfort, or a taste of luxury, this townhome checks all the boxes. It's available for rent right now! Don't miss this rare opportunity to live in one of Sarasota’s most sought-after neighborhoods

SARASOTA

3020 VIA SIENNA CIRCLE

3 Beds

2 Baths

2,221 Sq.Ft.

$3,000

MLS#: N6139343

Now available for lease; this stunning downtown Sarasota residence offers an unbeatable combination of location, lifestyle, and flexibility. Whether you're looking for an annual rental, a seasonal escape, or a short-term stay (minimum 3 months), this beautifully maintained unit delivers comfort, convenience, and style. Offered at $3,000/month annually, $4,000/month for a 6-month lease, or $5,000/month for a 3-month stay, this rental opportunity fits a variety of needs. Located in one of Sarasota’s most sought-after buildings, residents enjoy exceptional amenities including a resort-style pool, fitness center, secure access, and garage parking. Step outside your door and find yourself just moments from world-class dining, shopping, theaters, and the waterfront of Sarasota; this is truly walkable downtown living at its best. The residence itself is light-filled and spacious, offering a peaceful retreat in the heart of the city. Whether you're relocating, exploring the Sarasota lifestyle, or just looking for a change of scenery, this is an incredible place to call home. Don’t miss your chance to lease this exceptional property; short-term, seasonal, or long-term. Contact us today to schedule a private tour and secure your ideal stay in Sarasota.

SARASOTA

750 N TAMIAMI TRAIL 304

2 Beds

2 Baths

1,274 Sq.Ft.

$3,000

MLS#: A4657467

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)

SARASOTA

5911 OLIVE AVENUE

3 Beds

2 Baths

1,324 Sq.Ft.

$3,000

MLS#: A4645213

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.

SARASOTA

1350 MAIN STREET 200

1 Beds

1 Baths

967 Sq.Ft.

$3,000

MLS#: A4638316

Beautiful "Off Season" rental in the very popular Weybridge Community in the Meadows. King in Master, sleeper sofa in Guest bedroom. All upgraded furnishings with glass enclosed panoramic lake and golf course views. Although this property is not available for Season the off Season rental June - December 15 2023 is a great value. Take advantage and join the Meadows Country Club Summer Membership and enjoy all the amenities, shopping, great restaurants, Benderson Park, and UTC Mall. The beautiful sandy beaches are calling your name!! See what Sarasota is all about "Off Season" Available April, May 2024 $4,000.00 per month.

SARASOTA

4462 WEYBRIDGE 72

2 Beds

2 Baths

1,217 Sq.Ft.

$3,000

MLS#: A4574745

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.

SARASOTA

2953 OAK STREET

3 Beds

2 Baths

1,416 Sq.Ft.

$3,000

MLS#: A4654048

#A4655463

SARASOTA

4870 KESTRAL PARK CIRCLE 14

2 Beds

2 Baths

2,410 Sq.Ft.

$3,000

MLS#: A4655463

Enjoy this 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. First, Last & Security deposit and Pinestone At Palmer Ranch Community tenant application required for move-in. Background and credit check performed.

SARASOTA

8370 WINGATE DRIVE 724

3 Beds

2 Baths

1,678 Sq.Ft.

$3,000

MLS#: A4650369

Annual unfurnished single-family home available for lease in Cobblestone on Palmer Ranch! Built in 2016, this beautifully appointed two-bedroom, two-bath single-story home offers 1,697 square feet of light-filled space with a versatile den, hardwood floors, crown molding and tray ceilings. The open-concept great room flows into a chef’s kitchen with wood cabinetry, stone countertops, stainless steel appliances, a backsplash and a breakfast bar. The primary suite features a bay window, walk-in closet and spa-like bath with dual vanities and a walk-in shower. A split-bedroom layout ensures privacy for the guest bedroom and bath. The den is ideal for a home office or extra sleeping space. Enjoy the screened lanai with garden views, ideal for relaxing or entertaining. Community amenities include a resort-style pool, fitness center, pickleball/bocce courts, and dog park. The home is near Legacy Trail, top schools, Siesta Key beaches, shopping, dining and more.

SARASOTA

8752 BELLUSSI DRIVE

2 Beds

2 Baths

2,298 Sq.Ft.

$3,000

MLS#: A4656088

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