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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

4,608

# of Listings

2

Avg # of Bedrooms

$483

Avg. $ / Sq.Ft.

$869,750

Med. List Price

Browse Downtown Sarasota Real Estate Listings

Under $250,000

$250,000 - $500,000

1803 Properties Found. Page 32 of 121.

LOCATION, LOCATION, LOCATION. Stunning turnkey furnished single family home available to rent in the sought after community of Poinsettia Park of Sarasota. This West of the Trail, 2020 build, Classic Homes by Clayton Inc., property is energy-efficient, elegant, beautifully furnished, and well appointed. Pulling up to the home you immediately notice the professional landscaping and lighting with Florida friendly plantings, paver driveway and welcoming front entry. Opening the front door, you’re greeted with floor to ceiling wall-to-wall sliders, engineered hard wood floors, high ceilings, open concept and views to the pool and outdoor living space. The gourmet kitchen has stainless appliances including Wolf double oven and stove top, Bosch dishwasher and Sub Zero built in double door refrigerator freezer with cabinet overlay, large island with seating for four and cabinet storage on both sides and plenty of counter and cabinet space. Open living/dining space with seamless transition for all indoor/outdoor entertaining. Outdoor area provides covered living/dining/grill area with sink/refrigeration/gas fire place with door to full pool bath. Enjoy outdoor tv, heated pool, spa, sun shelf and two elevated gas fire accompaniments. Back inside the home has two stories, four bedrooms and four bathrooms. The first floor primary suite has a king sized bed, two oversized walk in closets and an en suite bathroom with marble tile floors and surrounds, soaking tub, walk in shower with multiple shower heads, double sinks, stone counter tops and water closet. The first floor guest bedroom is located on opposites of the primary bedroom with optimal privacy and is furnished with a queen sized bed. The first floor guest bedroom offers a stall shower and direct access to the pool/outdoor living space. The second floor has a family room with wet bar and two guest bedroom suites. One of the two upstairs bedrooms has a queen sized bed and the other a king sized bed. The home also has a laundry room with full sized washer and dryer and utility sink and a three car garage. Furnished for upscale living with high end furniture and luxurious linens. Living here has you located minutes from Southside Village Shops, Morton’s Market, Downtown Sarasota, Shelby Garden’s, the Bayfront, theaters as well as St. Armand’s Circle, Lido Key, Siesta Key and much, much more. Available asap for an annual rental. This exquisite home is not one to miss so call today to schedule your private showing.

SARASOTA

1905 GOLDENROD STREET

4 Beds

4 Baths

4,255 Sq.Ft.

$15,000

MLS#: A4659063

Seasonal and short term rental This gated beauty is IMPRESSIVE. It's easy to see why this home is an overall Parade of Homes winner! Five bedrooms and four and one half bathrooms of spectacular architecture filled with natural light. The great room has soaring beamed ceilings, built around a massive fireplace and open to the kitchen for easy family time and entertaining. The kitchen boasts solid wooden cabinetry topped with slab granite counters with breakfast bar on huge island. You'll be pleased with a custom backsplash, professional Viking stainless steel appliances, and a water filtration system with softener. The master bedroom is on the main floor with two large closets, en-suite bathroom with dual vanities, garden tub, water closet and walk in shower. There is also a 2nd bedroom on the main floor with attached full bathroom. Upstairs you'll find a large loft style family room with big screen TV, three more bedrooms with en-suite bathrooms and a sun deck overlooking the heated pool and outdoor entertainment space. The flooring is all solid surface-tile, and Brazilian wood flooring so NO CARPETING. The outdoor entertainment area is built around a large pool with fountains, covered seating area with fire pit and summer kitchen with al 'fresco' dining options, fireplace and lush landscaping with privacy fencing. This wonderful home is very close to Siesta Key, the #1 beach in the country, fine and casual dining, shopping, and downtown Sarasota with the opera, theater, and museums. There is garage parking for one vehicle and an electric car charging station. Now rented thru July 30 2025. Call today for your next vacation!

SARASOTA

3218 S OSPREY AVENUE

5 Beds

4 Baths

5,222 Sq.Ft.

$15,000

MLS#: A4545824

THE SEA BREEZE: Exclusive seasonal rental for the discerning taste. This beautiful 3 bedroom, 3 1/2 bath residence has magnificent views of Sarasota Bay and the Gulf of Mexico/ Premium space in this luxurious well-appointed and professionally designed tropical private residence, available in season January 1, 2024. Wall to wall windows spanning the 3700 feet of gracious living space will appeal to those seeking an i[scale home away from home. Every detail was carefully selected and quality crafted. Private access from secure elevator and comes with 2 car garage. Enjoy 3 balconies a d 360 degree view of paradise. Magnificent manicured tropical landscaping at this elite address, and this midrise building has just 5 units total. Private boat dock to accommodate your watercraft and sunsets that are post card worthy every evening. Nearest beach is Turtle Beach and you'll find Crescent, and Siesta Public Beach just a short drive down Midnight Pass Rd; consistently appearing on top ten beaches from around the world and nationally recognized beached recognized in Trip Advisor.

SARASOTA

9008 MIDNIGHT PASS ROAD 4

3 Beds

3 Baths

4,525 Sq.Ft.

$14,999

MLS#: A4576735

One or more photo(s) has been virtually staged. Step into Unit 402 at The Evolution, a luxurious condo nestled in the Golden Gate Point neighborhood in the heart of Sarasota. This fourth-floor residence spans 2,314 square feet of refined living space, offering 3 bedrooms, 3 bathrooms and a 2-car garage. The spacious open-concept living area presents breathtaking bay views and high-end upgrades, including Italcraft custom cabinetry, a full lighting package, and floor-to-ceiling impact-resistant windows for a seamless blend of elegance and resilience. This modern two-tone kitchen is perfect for both everyday living and entertaining, providing all the essentials for crafting culinary masterpieces. Outfitted with premium Sub-Zero and Wolf appliances, meal preparation becomes an enjoyable experience, while the induction cooktop ensures precise, energy-efficient cooking. The kitchen's aesthetic is further enhanced by a sleek quartz backsplash and a quartz waterfall island, which serves as a focal point for gatherings and casual dining. Just beyond, a spacious balcony with breathtaking views invites you to enjoy outdoor living and relaxation. The primary bedroom offers a serene retreat, a luxurious bathroom featuring custom cabinetry, and shower, and a standalone bathtub with city views. The two additional bedrooms, one with an en-suite bath, are perfect for family or guests. Additional conveniences include an in-unit laundry room and generous storage space throughout. The Evolution, home to just 20 exclusive condos, offers incredible amenities. When it's time to unwind, head to the rooftop sunbathing deck with a covered outdoor kitchen and barbecue area – the perfect spot for entertaining with stunning 360 views of the downtown and the bay. The clubhouse offers a pool table, sauna, and meeting rooms, providing spaces for both relaxation and productivity. The private concierge service is always ready to assist, ensuring you have access to entertainment and convenience at your fingertips. Each residence comes with a two-car garage. Some of the additional features include a quick-charging station for electric cars, an on-site car wash, and a grooming studio for your pets. Experience the ultimate in luxury living at The Evolution, where upscale amenities and stunning views of downtown Sarasota and the bay await. Embrace the vibrant lifestyle that comes with living in this remarkable community, where every detail is designed to enhance your quality of life.

SARASOTA

111 GOLDEN GATE POINT 402

3 Beds

3 Baths

4,139 Sq.Ft.

$14,900

MLS#: A4649305

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!

SARASOTA

7676 WESTMORELAND DRIVE

3 Beds

2 Baths

2,574 Sq.Ft.

$14,500

MLS#: A4646230

Discover your dream home with this exquisite single family residence available for annual rental. This remarkable property redefines elegance and comfort, featuring stunning one-of-a-kind architecture that combines exceptional design with spacious living. Crafted for discerning tenants who appreciate the finer things in life, the home boasts four generously sized bedrooms and three luxurious bathrooms, complete with walk-in closets for added convenience. The larger primary suite serves as a true retreat, equipped with a lavish jacuzzi sauna, shower, and tub, creating the perfect oasis to unwind after a long day. Entertaining will be a delight in the gourmet kitchen and expansive living spaces, where every gathering can become a memorable occasion. Car enthusiasts will rejoice in the four-plus car garage, featuring epoxy floors that help keep vehicles pristine and minimize dust and dirt. The outdoor oasis is a dream come true, with a pool and patio area that has panoramic views of the saltwater canal, inviting you to relax in tranquility while enjoying easy access to the Gulf of America for weekend boating adventures. Situated in a prime location, this home allows you to stroll to the nearby village, where delightful restaurants and boutique shopping await. A short bike ride takes you to Siesta Key, hailed as the number one beach in the United States. Convenience is further enhanced by the proximity to downtown Sarasota, where a vibrant array of dining, shopping, live theater, opera, ballet, museums, and orchestras are all within reach. Families will appreciate the excellent educational opportunities offered by the historic Out-of-Door Academy, located just moments away, embodying core values such as Respect, Integrity, Service, Excellence, and Responsibility for young learners from preschool through grade five. This exquisite property is not just a home; it is an exceptional lifestyle waiting to be embraced. Elevate your living experience and schedule your showing today—your dream home awaits!

SARASOTA

412 TREASURE BOAT WAY

4 Beds

3 Baths

5,322 Sq.Ft.

$14,000

MLS#: A4656961

AVAILABLE 2026 Season and July-Nov. 2025. Fantastic pool home located .4 mile from Siesta Beach access! Enjoy this completely renovated 3 bedroom / 2bath pool home in Palm Island on Siesta Key. With comfort in mind, vacation memories are waiting to be made here! All furnishings, appliances and flooring are new and decorated in coastal colors. Enjoy a morning walk to the powdery sand beach less than a mile away or enjoy swimming in your own salt water heated pool. Siesta Key has made #1 Beach for many years! Siesta Village has lots of shops to browse and restaurants to explore! Please Note: Property Owner has installed an audio/video enabled doorbell on front door to monitor home security (audio/video access not available to guest). All bedrooms and living room are equipped with Smart TV's. This home may be available for shorter stays, please call for rates. Non-aggressive dog welcome with owners approval.

SARASOTA

211 ISLAND CIRCLE

3 Beds

2 Baths

1,788 Sq.Ft.

$14,000

MLS#: A4658382

Experience luxury living in this 2021 custom pool home located in one of Siesta Key’s most desirable neighborhoods. Featuring four spacious bedrooms, 3.5 baths, and a dedicated office, this modern West Indies-inspired home offers an open floor plan with soaring ceilings, abundant natural light, and coastal design. The gourmet kitchen boasts quartz countertops, stainless appliances, a walk-in pantry, and island bar seating, while the family room opens to a resort-style outdoor space with a saltwater pool, summer kitchen, and firepit area. The main-level primary suite offers a spa-like bath and direct access to the wraparound veranda. Ideal for entertaining or relaxing, the home also includes a wine room, upstairs guest suites, and a 2 car garage with a 2nd story 350 sq ft storage area. If you’re building a home or just looking for a luxurious retreat, this is a fantastic annual rental opportunity.

SARASOTA

577 VENICE LANE

4 Beds

3 Baths

3,630 Sq.Ft.

$13,500

MLS#: A4654183

LIDO SHORES...The most sought after location. This beautiful updated home has 4 bedrooms & 4.5 bathrooms. The main suite is on the second level with a sitting area private bath and a King size bed. The 3 guest bedrooms are on the main floor, 2nd. bedroom has a Queen bed, 3rd. full size & 4th. has a Queen bed. Fully equipped kitchen with state of the art appliances and all the comforts of home. Porcelain tile floors throughout and hardwood floors in the main suite. Enjoy relaxing days in the heated pool. This home is exquisitely appointed. A short walk to the private, gated LIDO SHORES BEACH. Minutes away from St. Armand's Circle for boutique shopping, casual & formal dining. A few minutes away from DOWNTOWN SARASOTA, enjoy our theater district, Whole Foods Market, Marina Jack's lunch & dinner cruises. OWNERS WILL CONSIDER SHORT TERM RENTALS AT A MINIMUM OF 4 MONTHS, DEC-APR $18,000 A MONTH, MAY-NOV $15,000 A MONTH + TAX & FEES. CALL NOW FOR A SHOWING.

SARASOTA

1121 MORNINGSIDE PLACE

4 Beds

4 Baths

4,356 Sq.Ft.

$13,500

MLS#: A4652721

Take some time to get away from it all.. we have the perfect place for you and your family to stay! This Spanish style tri-level home is in one of the greatest locations on Siesta Key Beach, Florida. Walk up the windowed staircase to the second floor where you’ll enjoy cooking and hanging out with the family! Enjoy your morning coffee or dinner on the balcony. Time for some fun in the sun! Walk, hop, or skip to the beach that is right outside your doorstep! Siesta Key Village is steps away when you’re ready for some shopping and food!

SARASOTA

306 BEACH ROAD 306

3 Beds

2 Baths

2,958 Sq.Ft.

$13,200

MLS#: A4607636

Current Availability: 4/6/2025 This is THE location! Just steps to the Village cafe and the Hub Bar and Grille, and a short walk to the beach. Our 2 bedroom 2 bath beautifully updated property offers a coastal theme and open floor plan. A queen size sofa bed and an auto -inflatable queen size EZ Bed, makes this home comfortable to sleep 6 occupants. Granite countertops, stainless steel appliances, fully supplied kitchen and a Keurig machine add to the feel of this house. Master suite with full bath, large family dining room looking over the canal. Enjoy grilling out, playing a game of corn hole or fish on the canal. Don't forget your fur babies either. This home is extremely pet friendly. NOTE: The pool area is a shared space with our other location - Unit A (VRBO# 1077749). Need more rooms? The Units are attached, but have separate private entrances. There are no shared walls to any rooms of the Units. For guest safety, there are outside monitored security cameras. Unit is smoke free. No smoking is permitted inside the units. Enjoy your stay!! :-) Renters assume all risks associated with entering the property and understanding that Broker accepts no liability, including for COVID-19, Renter notes to hold Broker harmless and release Broker from any and all liability, including COVID-19. Rates Change through the Calendar Year.

SARASOTA

301 AVENIDA MADERA B

2 Beds

2 Baths

3,367 Sq.Ft.

$12,600

MLS#: A4649548

Current Availability: 5/19/2024-5/25/2024, 5/30/2024-6/7/2024, 6/23/2024-7/26/2024, 8/24/2024-10/25/2024, 11/3/2024-11/7/2024,
11/17/2024-12/5/2024 If you are looking for the perfect location for your next vacation, then your search is over! This 2 bedroom, 2 bath
property features a prime location within The Village of Siesta Key and is a few blocks to the beach. Beautifully updated, this home is decorated in a coastal theme and features a fully updated kitchen with solid surface counter tops, stainless appliances, and a breakfast nook. The primary bedroom has a king bed, an en suite bathroom featuring a walk in shower and best of all....a rooftop deck complete with outdoor furniture, a stainless steel grill, and a motorized awning to enjoy the deck during the day. At night, sit and enjoy watching the sunset over the #1 rated Siesta Key beach as you enjoy the tropical breezes and plan your next days adventures. During the day, walking distance to the beach and all the shopping and dining that Siesta Key Village offers. Or take the short drive over the bridge into Sarasota for even more things to during your vacation. This Pet friendly home is the perfect place for your next family gathering. If the rest of the family is coming, you can also rent Unit B (VRBO# 1064659) which features another 2 bedrooms and 2 bathrooms. NOTE: The pool area is a shared space with the other Unit. The Units are attached, but have separate private entrances, and are private! There are no shared walls to any rooms of the Units. For guest safety, there are outside monitored security cameras. This Unit is smoke free. No smoking is permitted inside the Unit. Enjoy your stay!! :-)

SARASOTA

301 AVENIDA MADERA A

2 Beds

2 Baths

3,367 Sq.Ft.

$12,600

MLS#: A4649551

One of the best buildings in the heart of downtown Sarasota 1350 Main. Walk to everything! This over sized corner unit with sweeping views of Sarasota Bay, to the gulf of Mexico and Marina Jacks from all rooms is something to see. This 2288 sq foot unit of luxury will not disappoint with known best sunsets ever! This unit is filled with lots of natural light from all the surrounding windows. Marble tile through the unit with the master ensuite with hardwood flooring. This lavish master ensuite has it all with private balcony, corner work space with water views, deluxe master bath with huge walk in shower and a soak tub, let not forget the walk around closet with storage galore. At 1350 Main you are always greeted by a 24 hour concierge that is there to please. This building offers many amenities to enjoy with relaxation, fitness center, social gathering rooms with kitchen, business room for meetings or work space, spacious outdoor facilities with heated pool, spa and grilling areas, or just relax in the library room with a good book. Experience the downtown living with much culture, Art and fine dinning. Take a stroll on the beach trolley that will pick you up and take you out to St Armand's Cir or Lido beach for the day.

SARASOTA

1350 MAIN STREET 1210

2 Beds

2 Baths

2,456 Sq.Ft.

$12,500

MLS#: A4642929

#A4657330

SARASOTA

1707 CARIBBEAN DRIVE

4 Beds

3 Baths

5,819 Sq.Ft.

$12,500

MLS#: A4657330

#A3984202

SARASOTA

5519 AZURE WAY

4 Beds

3 Baths

3,833 Sq.Ft.

$12,000

MLS#: A3984202

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