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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

4,577

# of Listings

2

Avg # of Bedrooms

$485

Avg. $ / Sq.Ft.

$872,674

Med. List Price

Browse Downtown Sarasota Real Estate Listings

Under $250,000

$250,000 - $500,000

1787 Properties Found. Page 40 of 120.

Available OCT- DEC. 2024 and APR. 2025. Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai. Living room and dining area face the Gulf of Mexico which allows for beautiful sunsets. The condo is tastefully decorated with wood and tile floors. Cool off in the pool located next to the unit, take a walk along the pristine sugary quartz sandy beach or take a swim in the turquoise waters of the Gulf. Just a short distance to shopping, dining and nightlife of Siesta Key Village.

SARASOTA

460 BEACH ROAD A1

2 Beds

2 Baths

1,363 Sq.Ft.

$7,500

MLS#: A4481650

Lovely pool home located in PALMER RANCH...perfect SEASONAL getaway! Three bedrooms + a den/office, 3 baths, 2 car garage. Beautifully decorated with all the comforts of home. Split floor plan features formal living and dining rooms, a spacious master suite with his and her closets, a King size bed and large en-suite bathroom. The two guest bedrooms are tastefully furnished with a queen bed and two XL twin beds. The main rooms and master open to the beautiful heated pool and spacious travertine deck perfect for entertaining or just relaxing. The eat in kitchen is open to the family room and features stainless appliances, granite countertops, custom cabinets and a great pool view. Laundry room with large washer/dryer and a utility sink. Wifi, HD cable and premium channels included. Small dogs allowed with owners approval.
SARASOTA FLORIDA, VACATION RENTALS, LUXURY PROPERTIES.

SARASOTA

7348 STANHOPE COURT

3 Beds

2 Baths

2,828 Sq.Ft.

$7,500

MLS#: A4492242

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

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

SARASOTA

241 COSMOPOLITAN COURT

2 Beds

2 Baths

2,844 Sq.Ft.

$7,500

MLS#: A4643564

Now available for annual lease! If you're looking for the perfect Florida home with modern features, premium finishes and private pool & dock, then look no further than this very unique property nestled along Sarasota’s Phillippi Creek. This custom-made home features a contemporary design with an open floor plan, 12’ high ceilings, hardwood flooring throughout, high end Thermador appliances, Design-Craft cabinetry, (2) wine refrigerators, (2) Tesla PowerWalls with solar panels, EV charger, electric shades for convenience and a very private, heated salt-water pool complemented by an outdoor shower, which is surrounded by a beautiful garden and palm trees. If you'd like to bring your boat, this home also offers a private dock with power & water supply, as well as a 13,000 LB lift. This home's location is extremely convenient, just under 5 miles away from downtown Sarasota, University Town Center Mall and Siesta Key.

SARASOTA

2408 NASSAU STREET

3 Beds

2 Baths

2,255 Sq.Ft.

$7,500

MLS#: O6292924

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.**

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.

SARASOTA

306 ISLAND CIRCLE

4 Beds

3 Baths

2,728 Sq.Ft.

$7,500

MLS#: A4652924

Welcome to Casa Suncrest! You will fall in love with this 3 bedroom, 2 bath, single family home with its lushly landscaped back yard and private heated pool deck. The fully screened Lanai has ample seating for sunbathing and al fresco dining. Grill your catch of the day on the gas grill, located in the outdoor kitchen, while watching the outdoor TV. This wonderful mid-town location is close to the world-renowned Siesta Key Beach and minutes from the vibrant downtown Sarasota's many restaurants, shops and cultural venues. Historic St. Armands Circle is also close by as well as beautiful Lido Key. For those rainy days, head to UTC Mall, where you will find a plethora of shopping and dining options. Upon entering this lovely home, you will notice the well-stocked kitchen, featuring stainless appliances, granite counter tops and a center island. The comfortable living area has a Smart TV, there is Wi Fi throughout, and this home comfortably sleeps six. The Master bedroom has a King bed and is ensuite. The second bedroom has two twin beds and the third offers queen sleeping accommodations. The new Legacy Trail is minutes from this home, for biking and walking, head north to Downtown Sarasota or as far south as Venice. Like to kayak? There are many places to rent kayaks for the day or take a guided tour through the mangrove tunnels. Paradise awaits you! ($150 cap on electric, guest pays to heat pool) (Currently booked for January to end of April, 2025)

SARASOTA

2626 SUNCREST DRIVE

3 Beds

2 Baths

2,547 Sq.Ft.

$7,500

MLS#: A4513083

#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!!

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.

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.

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.

SARASOTA

6758 S LOCKWOOD RIDGE ROAD

3 Beds

2 Baths

1,439 Sq.Ft.

$7,500

MLS#: A4549439

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.

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

SARASOTA

1125 HAMPTON ROAD

3 Beds

2 Baths

2,888 Sq.Ft.

$7,500

MLS#: A4145643

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