Sarasota's Premier Homes
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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
4,387
# of Listings
2
Avg # of Bedrooms
$482
Avg. $ / Sq.Ft.
$853,450
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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4387 Properties Found. Page 212 of 293.

Welcome to a Coastal living vibe in the heart of Sarasota. A great family vacation home, a short drive & minutes from all the beaches: Siesta Key, Lido Key, Bradenton Beach, and Ana Maria Beach. This newly remodeled home is perfect for families and is located in a peaceful, quiet, and family neighborhood. The home features a private screened area with a heated pool, a spacious kitchen, 2 living rooms, dining area, and many more amenities. Pack your bags, the perfect vacation is just a click away! This 4-bedroom, 3-bathroom vacation rental is perfect for a group looking for fun in the Florida sun! Boasting a large heated private pool, backyard oasis, this house is the ideal space for your group to kick back and enter into a vacation state of mind. White sand beaches are just a stone's throw away when you are craving the crashing waves and warm Gulf breezes. This home will not disappoint! Create a tradition with your entire family or group of friends when you visit this gorgeous home, featuring a large pool and tiki bar - you’ll want to come back year after year! Bedroom 1: California King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Full Beds | Bedroom 4: 1 Full size bunk bed & 1 Twin bunk bed w/ trundle | Living Room: 2 couches | Family Room: couch & 2 lounge chairs OUTDOOR LIVING: Screened-in patio w/ seating, gas grill, lake, yard space, custom furniture, extremely private lanai with palm trees INDOOR LIVING: Smart TVs, home theater set-up, fireplace, dining table, ceiling fans, multiple living rooms, clawfoot tub
#R4906501

SARASOTA

4051 SOUTHERN MANOR COURT

4 Beds

3 Baths

2,829 Sq.Ft.

$7,500

MLS#: R4906501

DOWNTOWN SARASOTA TOWNHOUSE AVAILABLE AT THE Q AVAILABLE FOR THE 2026 SEASON! The three level townhouse with elevator and garage, features fine finishes and furnishings for your winter escape. The home has a light-filled interior with high ceilings and multiple outdoor areas, including a large rooftop terrace and garden, the perfect place for relaxing or entertaining. The downtown Sarasota location is steps away from dining, shopping, and entertainment. A short drive over the Ringling Causeway takes you to Lido Key Beach and St. Armand’s Circle. 3 month minimum. LEASED 11/1/25 TO 5/2/26
#A4643564

SARASOTA

241 COSMOPOLITAN COURT

2 Beds

2 Baths

2,844 Sq.Ft.

$7,500

MLS#: A4643564

An Ascendia Property! **Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** Welcome to your BOHO CHIC beach retreat located near the famous Crescent Beach on Siesta Key! You'll feel right at home when you stay in this 2 bedroom, 2 bathroom (sleeps 5) condo. Spend time cooking your favorite meals in the fully stocked kitchen... Cozy up on the couches in the living room to watch your favorite movies... Take a seat in your screened lanai to read a good book... but remember.. you're in SIESTA KEY! Enjoy relaxing days by the community pool or walk across the street and spend time playing or just laying in the sand! You will also have access to the laundry room that is on-site, just a few steps outside the front door! Looking for a GREAT LOCATION?? You've found it! You will be located in the quiet community called Vista Hermosa, which has amazing walkability! Walk to Point of Rocks beach access (no. 12 & 13), where you can snorkel, fish, swim, and search for the perfect shells! You can also walk to Siesta Key's South Village, where you will find shops, restaurants, and entertainment including long standing local favorite Captain Curt's! Book today, everything you need for a perfect beach vacation is here! **ESSENTIALS: This property is a vacation rental and comes fully equipped with everything you will need such as pots, pans, linens, towels including pool/beach towels, beach wagon, beach chairs, and all the beach gear you will need! **LAUNDRY: Coin laundry is available for your convenience! **To book this unit a REFUNDABLE security deposit is required.**
#A4607431

SARASOTA

116 VISTA HERMOSA CIRCLE 308C

2 Beds

2 Baths

980 Sq.Ft.

$7,500

MLS#: A4607431

Available now. Lovely pool home with canal water frontage located in Siesta Key's peaceful and secluded neighborhood of Palm Island. Completely renovated with new kitchen, bathrooms, and floor coverings throughout this island retreat. Walk four blocks to the crystal sands of world famous Siesta Beach, and just a short walk to the Village. Beautiful backyard with spacious patio, heated swimming pool/spa and boat dock with lift.
#A4652924

SARASOTA

306 ISLAND CIRCLE

4 Beds

3 Baths

2,728 Sq.Ft.

$7,500

MLS#: A4652924

Discover your own piece of paradise at Jamaica Royale, your unit is 5 steps from the refreshing waters of heated pool #1, while a mere twominute stroll takes you to the pristine Siesta Key beach. Jamaica Royale's prime location on these dazzling sands provides easy access to all. Enjoy assigned covered parking space just steps from your front door. This updated, tastefully decorated 1-bedroom, 1-bathroom is the perfect place to relax. Unit is generously equipped for your home away from home. The kitchen is fully stocked with a range of appliances, including a dishwasher. The spacious bedroom offers a brand comfortable King bed, complemented by ample drawer and closet space. A sleeper couch in the living room is also available. There's a washer/dryer for added convenience in the unit. Relish beautiful sunsets and leisurely strolls on our 300-foot expanse of cool, powdery Siesta Key sand beach. For those seeking shade, there are two Tiki huts to retreat to. Our property boasts two BBQ grills – one beachside and another on the community patio at the front. With three heated pools, there's plenty of space for everyone to unwind. The private beach area features exclusive lounge chairs for Jamaica Royale guests, and you can also arrange for private cabanas through the JR office. We're conveniently located just 1/4 mile from the public beach, where you can savor 'Gourmet' beach fare at the newly constructed beach concession stand. The public beach area offers tennis and volleyball courts, yoga classes, and hosts various activities, from long boat races to Sand Sculpting contests. On the Key, you'll find grocery stores, shopping, and an array of restaurants, easily accessible via the free ride services. Beyond Siesta Key, you can explore a wealth of attractions, including museums, golf courses, shopping centers, and parks. Come and enjoy our condo, set amidst the best slice of paradise.
#A4626557

SARASOTA

5830 MIDNIGHT PASS ROAD 54

1 Beds

1 Baths

988 Sq.Ft.

$7,500

MLS#: A4626557

No roads to cross to get to the beach! Just listed- clean and cheery one bedroom/one bath condo in Casa Mar is ready for your beach stay! Covered parking, on-site community laundry rooms, and heated pool are just some of the amenities this Association has to offer. A recently added security gate adds value. This condo is ready for your stay- includes linens & beach towels. Pack your suit and enjoy your stay now!!
#A4644906

SARASOTA

6006 MIDNIGHT PASS ROAD 15

1 Beds

1 Baths

708 Sq.Ft.

$7,500

MLS#: A4644906

Welcome to The Castaway Cottage, your own private coastal retreat close to Downtown Sarasota and area beaches. There's room for the whole crew in this 3 bedroom 2 bathroom pool home with designer upgrades and beachy motif. Located just steps from the Ed Smith Stadium where the Orioles host their Spring Training games the house is quiet, comfortable and centrally located to all of the best Sarasota Amenities. The property is fully fenced, pet friendly and is being offered turnkey furnished. Castaway Cottage is just 1.2 Miles from Main St Sarasota! The Castaway Cottage offers the ideal floor plan for families and large (or small) groups on vacation, working remotely, or house hunting for any length of time. The space sets up as follows: The front door opens into a large living room with immediate views of the sparkling newly surfaced pebble pool. Seating in the living room is provided for up to 10 people including two swivel chairs, a three seater leather queen sleeper sofa, a retro chair with ottoman and a hightop table with 4 chairs (which doubles as the dining table). The room features a 60 inch mounted flat screen TV with access to complimentary streaming services and lightning fast internet speed. Vaulted ceilings and wall to wall sliders make the space feel light, bright and open and a pass through into the kitchen with two bar stools allows everyone to take part in the conversation. The living room also offers a dry bar with barware and boardgames. The Master bedroom occupies its own wing of the house and includes a large walk in closet, a well appointed en suite bathroom, a work station, and a 60" flat screen TV. The 2nd bedroom offers two twin beds while the third bedroom offers a queen bed with pool access via sliding glass doors. A shared bathroom is located between these two bedrooms. The kitchen is well appointed and features new quartz countertops with a lagoon blue backsplash, a work station looking out onto the pool and backyard and two bar stools overlooking the living room. Access to the pool can be had from the kitchen, the living room sliders or the 2nd bedroom sliders. The lanai offers seating for up to 10 people including a high top dining table (seating for 4), 4 club chairs, and 2 lounge chairs. The entire pool area is screened and offers a Webber 2-burner grill and a 70qt Coleman cooler which doubles as an extra seat if needed. Outside of the pool area you will find a 2nd lanai which is uncovered and offers chaise lounges for up to 3 guests. The backyard is fully fenced and features an elevated seating area with conversation Adirondack chairs and table. This area is conveniently covered by a large shade sail to block afternoon sun and can be lit up at night with LED string lights. Guests will be provided with a unique access code to utilize throughout their stay on the front door keypad. This eliminates the need for guests to keep track of keys.
#A4510442

SARASOTA

1019 SNEAD AVENUE

3 Beds

2 Baths

1,295 Sq.Ft.

$7,500

MLS#: A4510442

Available to book for 2025 season! Fabulous 3rd floor, 2 bedroom, 2 bath gated residence at the exclusive southern tip of Lido Key. Expansive views of the Gulf of Mexico from most rooms. Relax with your coffee and listen to the waves and the dolphins at play. Beautiful renovated kitchen. Handsome kitchen tile and cabinetry with stainless appliances. Bright, light with streamline furnishings with European feel. Kitchen looks over the dining and living room, perfect for entertaining. Master bedroom features partial Gulf view with king size bed, patio access and private ensuite bath. Guest room offers spacious full size bunk beds. For your comfort, there’s wifi, Smart flat screen tv’s and covered parking. Amenities include heated pool, clubhouse, fitness, shuffleboard and community laundry. Adjacent to South Lido County Park with nature trails, kayaking and fishing. Walk or bike to St. Armand's for world class shopping and dining. Pristine sugar sand beach, magnificent sunsets each night at of one of the most desirable premier vacation destinations of the world. NOTE: 4 month minimum. No smoking or pets. Smart TV's located in both the living room and master bedroom. Available off-season May-December, 2025; May-December, 2026.
#A4514797

SARASOTA

2110 BENJAMIN FRANKLIN DRIVE 304SEA

2 Beds

2 Baths

1,398 Sq.Ft.

$7,500

MLS#: A4514797

BOOKED JAN-MAR 2026, AVAILABLE APRIL 2025, and all off season months 2025 at $4000/month. This beautiful UPDATED TURNKEY FURNISHED 3 bedroom/2-bathroom pool home is located in the sought-after area of Gulf Gate, some of the features in this immaculate vacation home includes high-end stainless-steel appliances, wood cabinets, Granite kitchen counters, Plantation Shutters, Master Bathroom with marble counters, Dual Sinks and Walk-in Closet. 3rd bedroom is also used as a Den/Study with a convertible queen size sleeper sofa. Relax, swim or lay in the sun on the pool deck which gives you a spa like feel with the lightly draped sheers flowing in the Florida breeze. All this is conveniently located near the Gulf Gate Village, walking distance to nearby restaurants and shopping and a short drive or bike ride to the beautiful world-famous beaches of Siesta Key. Additionally, Sarasota offers so many attractions, Nightlife, Entertainment, Festivals, Museums, Golfing, Sailing, Jet Skiing, Sunset Dinner Cruises from Sarasota Bay, and just a short drive to Sarasota Airport.
#A4549439

SARASOTA

6758 S LOCKWOOD RIDGE ROAD

3 Beds

2 Baths

1,439 Sq.Ft.

$7,500

MLS#: A4549439

Winter 2026 rental two month minimum January and February or three month January-March. Charming Sarasota Retreat with pool and putting green in Gulf Gate Welcome to your perfect Sarasota getaway! Nestled in the desirable Gulf Gate neighborhood, 2921 Captiva Dr. offers a relaxing retreat just minutes from world-famous Siesta Key Beach. This beautifully appointed vacation rental features a private pool, a spacious open floor plan, and all the comforts of home, making it an ideal spot for families, couples, or friends looking to unwind in paradise. Step inside to find a bright and airy living space with stylish coastal décor, a fully equipped kitchen, and comfortable bedrooms designed for restful nights. Outside, the lush backyard oasis invites you to soak up the Florida sunshine—lounge by the sparkling heated pool, enjoy alfresco dining on the patio, or fire up the grill for a fun evening under the stars. Located in the heart of Gulf Gate, you’ll be just minutes from Sarasota’s best attractions, including Siesta Key’s powdery sand beaches, charming local shops, and an array of delicious restaurants. Whether you’re looking to explore vibrant downtown Sarasota, hit the nearby golf courses, or simply relax by the pool, this vacation home is the perfect home base for your stay. Book your escape today and experience the best of Sarasota in this delightful Gulf Gate retreat! Heated pool. and putting green. Available for seasonal rental January 15- March 25
#A4641886

SARASOTA

2921 CAPTIVA DRIVE

4 Beds

2 Baths

1,905 Sq.Ft.

$7,500

MLS#: A4641886

This lovely Bird Key garden home resides on a corner lot with a large circular paver driveway and beautiful landscaping that leads to the front door with the 2 car garage located on the side of the house. Inside, you will find abundant natural light with many windows and glass sliders that afford a splendid view of the large yard and pool area with a private garden wall. This three-bedroom residence has a split floor plan offering a private master suite, complete with 2 walk-in closets, an en-suite bathroom, and sliding doors to the pool deck. The two guest bedrooms and a second bathroom complete the other end of the house. A powder room and an oversized laundry room with a sink and loads of storage are a bonus not found in many garden homes. The kitchen overlooks the large backyard and pool area, with granite countertops, stainless steel appliances, and a breakfast bar overlooking the family/dining room. The house has high-impact windows & sliding doors, a heated pool, a well for irrigation, and mature lush landscaping that provide privacy and a large fenced back yard. The most recent upgrades and improvements from the interior to the exterior include re-ling the plumbing under the slab. The garage was gutted, painted and the floor epoxied. Updated interior baseboards and stunning interior lighting were installed throughout the home, giving it an updated, sleek look. This home is move-in ready. Live the comfortable Florida dream by opening large sliders to the pool area, with neutral tile throughout and a spacious flowing floorplan that makes the indoor-outdoor lifestyle easy. This residential island has its own optional Bird Key Yacht Club, tennis courts, swimming pool, fitness room, social scene, boat slips, marina, indoor and outdoor dining. These are the perfect ingredients for making this your private island retreat, complete with nearby beaches, dining, shopping, excellent schools, and the beautiful downtown area.
#A4650327

SARASOTA

605 WILD TURKEY LANE

3 Beds

2 Baths

3,189 Sq.Ft.

$7,500

MLS#: A4650327

Spend your season in the sun in this lovely 1 bed/1 bath condo in this heart of St Armand’s Circle building! Literally steps to the shops and restaurants everyone loves and 2 blocks to beautiful Lido Beach. You can’t beat this location, only minutes to downtown Sarasota with all its nightlife, restaurants and culture. This 1 bedroom, 1 bathroom condo has been recently updated with a new kitchen, enlarged tiled bathroom and impact windows/doors for the ultimate in quiet enjoyment in a serene setting. The bedroom is a generous size with a king bed and wall mounted TV. Situated in a prime location within the building, this condo has beautiful views of the large, sparkling pool and courtyard from the living area. Additionally, the building has an elevator plus a laundry facility for your use.
#A4652993

SARASOTA

500 S WASHINGTON DRIVE 25B

1 Beds

1 Baths

838 Sq.Ft.

$7,500

MLS#: A4652993

Three beds +office, 2 bath vacation rental home in Tahiti Park. Tastefully decorated, flat screen TV's and Wi Fi throughout. This wonderful home has all you need for the perfect vacation retreat. The master bedroom features a king-sized bed, walk in closet, dual sinks in the bath, the guest bedrooms both have queen beds and there is an office that opens onto the spacious screened Lanai and pool area. The large open kitchen is well appointed with all you need. The lap pool is perfect for those wanting to stay in shape. This lushly landscaped home has an "old Florida" feel to it and is very private. Available for seasonal rentals all months except MARCH, also available for longer stays. Small dog OK with owner approval, sorry, no cats due to allergies. ($150 Cap on utilities per month) Booked January, February, and March and April 2025
#A4145643

SARASOTA

1125 HAMPTON ROAD

3 Beds

2 Baths

2,888 Sq.Ft.

$7,500

MLS#: A4145643

No damage from Hurricane Helene or Milton! Available for seasonal and annual rental 2025, call agent for pricing. Discover the epitome of waterfront living in this exquisite 3-bedroom, 2-bathroom home located in Sarasota, Florida. Set on over a quarter-acre of prime land, this beautiful residence features a spacious 1,995 square foot open floor plan that leads to your private pool, ideal for entertaining and soaking in stunning canal views. Boating enthusiasts will appreciate the convenient boat lift, offering direct access to the serene canal waters leading you directly into the Bay. The thoughtfully designed layout harmoniously integrates indoor and outdoor living spaces, allowing you to fully embrace the picturesque surroundings. Experience the coastal lifestyle with this canal-front home, which is not just a residence but a true waterfront retreat. You’re within close proximity to Siesta Key Village, award winning beaches, Gulf Gate Shopping Mall, Publix, Costco and so much more!
#A4609574

SARASOTA

1649 STANFORD LANE

3 Beds

2 Baths

3,092 Sq.Ft.

$7,500

MLS#: A4609574

Escape to Your Perfect Tropical Retreat! Prepare to be captivated by this stunning waterfront home, designed to make your getaway unforgettable. Step inside and bask in an open, light-filled floor plan enhanced by double French doors and over 30 windows that invite in natural light and frame breathtaking water views. The modern, fully-equipped kitchen boasts granite countertops, stainless-steel appliances, a cozy breakfast nook, and an expansive eight-seater dining table—ideal for memorable family dinners with sunset views over the water. The oversized master suite is your personal oasis, featuring a luxurious king-sized bed, a spacious walk-in closet, and private access to the wrap-around screened porch overlooking the water. The spa-like master bathroom includes a soaking tub and walk-in shower, offering the ultimate relaxation experience. Two additional bedrooms are designed to suit all your needs. One offers a queen bed, while the other doubles as an office, complete with a queen Murphy bed for extra sleeping space. Venture upstairs to discover a spacious loft, set up as a movie room with a private balcony overlooking the bay—perfect for unwinding with more stunning views. Outside, a scenic boat dock awaits, complete with water and electricity access, ideal for kayaking or docking a small boat. And when you’re ready to explore, you’ll find Sarasota Airport just 5 minutes away, downtown Bradenton and Sarasota within 10 minutes, and pristine beaches only 20 minutes from your door. Book now and start your dream vacation in paradise!
#A4646230

SARASOTA

7676 WESTMORELAND DRIVE

3 Beds

2 Baths

2,574 Sq.Ft.

$7,500

MLS#: A4646230

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