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2 Bedroom Apartments for Rent in Gillespie Park, Sarasota, FL

Average rent

$3,630
increased by62%

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1742 8th St #1742 - Photo 1 of 1

5d+ ago

2 Beds Gillespie Park apartment for rent in Sarasota

2 BR, 1 BA in Gillespie Park

1742 8th St #1742, Sarasota, FL 34236

2 beds

1 bath

$2,000

Apartment for rent

Available Jan 15

Charming Duplex with Modern Upgrades in Sarasota

Experience comfort in this well-maintained 2-bedroom, 1-bath duplex featuring an open floor plan with stainless steel appliances and granite countertops. Located steps from Gillespie Park and a variety of shops and restaurants, this inviting space offers both convenience and style. Just a short drive to beautiful Sarasota beaches, making it perfect for enjoyable Florida living. Pet-friendly with all the modern touches!

311 N Osprey Ave - Photo 1 of 1

5d+ ago

2 Beds Gillespie Park apartment for rent in Sarasota

Apartment - SARASOTA, FL

311 N Osprey Ave, Sarasota, FL 34236

Ceiling fan

2 beds

2 baths

$1,349

Apartment for rent

Cozy Cottage Apartment Steps from Downtown Fun

This charming 2-bedroom, 2-bathroom apartment features a cozy den and compact living space, perfect for those seeking a vibrant downtown lifestyle. Located at the corner of Osprey and Fruitville, it offers easy access to all the attractions of Sarasota. Enjoy bright interiors and energy-efficient wall/window units for comfort. Tenant is responsible for all utilities, ensuring a personal touch in this ideal urban retreat.

1742 8th St - Photo 1 of 1

5d+ ago

2 Beds Gillespie Park house for rent in Sarasota

Single Family Residence - SARASOTA, FL

1742 8th St, Sarasota, FL 34236

In-unit laundry | Ceiling fan | Dishwasher

2 beds

1 bath

$2,000

House for rent

Upgraded Duplex Near Gillespie Park & Downtown

This well-maintained 2-bedroom, 1-bath duplex offers a modern open floor plan highlighted by stainless steel appliances and granite countertops. Located in vibrant Gillespie Park, enjoy a short walk to the 10-acre park and local tennis courts, as well as easy access to downtown dining, shopping, and the Marina Jack. With beaches only a short drive away, this home combines comfort with a prime location to experience the best of Sarasota living.

The DeSota - Photo 1 of 1
Airbnb-friendly
3D tour

3d ago

9.6

Excellent

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The DeSota

1415 2nd St, Sarasota, FL 34236

In-unit laundry | Furnished | Walk-in closets

2 beds

2 baths

$3,210–$4,006

Apartment for rent

Available Feb 5

Description

The premier Sarasota Bay home is a dream come true! This designer custom apartment home with ten-foot high ceilings comes fully furnished and with breathtaking views. The interior design is colorful, modern, bold, and well-thought out. If you are relocating and want a place that has been carefully designed with every detail in mind, then this is the place! Come tour this home today at The DeSota.

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Bold Lofts Apartments & Private Office Rentals - Photo 1 of 1
Highly rated

7h ago

8.6

Very good

Bold Lofts Apartments & Private Office Rentals

1659 2nd St, Sarasota, FL 34236

Swimming pool | Fitness center

2 beds

2 baths

$2,495–$3,895

Apartment for rent

Description

Unit B2 at BOLD Lofts is a spacious 1,062 sq ft two-bedroom featuring a large private patio and a double master layout—each with generous walk-in closets. One bathroom offers a double sink and walk-in shower, while the other has a relaxing bathtub. With a large kitchen counter perfect for entertaining, this home blends comfort, style, and functionality in the heart of Downtown Sarasota.

50 Central Ave #5016A - Photo 1 of 1

5d+ ago

2 Beds Main Street Merchants condo for rent in Sarasota

2 BR, 2 BA in Main Street Merchants

50 Central Ave #5016A, Sarasota, FL 34236

Furnished | On-site laundry | Hardwood floor

2 beds

2 baths

$4,500

Condo for rent

Available Jul 5

Description

Discover the epitome of luxury and convenience with our exclusive rental opportunity in Sarasota, available May through December. Nestled on the corner of Main St and Central Ave, this contemporary corner unit sits on the 16th floor, just one level below the penthouse. Immerse yourself in the vibrancy of downtown Sarasota, where the finest amenities and attractions are merely steps away. This exquisite condo features a 2-bedroom, 2-bath split plan, designed with your privacy and comfort in mind. Upon entry, you are greeted by a generous foyer leading to an expansive Great

Nearby rental good for eco-living

Nearby rental good for pet owners

2136 5th St - Photo 1 of 1

5d+ ago

2 Beds house for rent in Sarasota

2136 5th St, Sarasota, FL 34237

Air conditioning | Outdoor space

2 beds

1 bath

$1,499

House for rent

Description

Cute 2 bedroom/1 Bath duplex with fenced yard near Downtown Sarasota Move in Ready! This cute duplex offers new paint and two well appointed bedrooms and one full bath with all tile shower. The duplex is all tile with a nice sized living room, dining area and kitchen with side door to the yard. You will appreciate the location as you are mere moments to Main street Sarasota! Please visit the website for all details. www FWCPM com Hours of operation: Monday-Friday 10-4pm *** WE DO NOT MARKET ON! WE DO NOT MARKET ON FACEBOOK MARKET PLACE! *** *1 pet/ domestic dog or cat

50 Central Ave #14B - Photo 1 of 1

5d+ ago

2 Beds Main Street Merchants condo for rent in Sarasota

Condominium - SARASOTA, FL

50 Central Ave #14B, Sarasota, FL 34236

In-unit laundry | Garage parking | Balcony

2 beds

2 baths

$12,000

Condo for rent

Description

Property Status: Active DOWNTOWN SARASOTA LIVING AT IT'S FINEST.... Plaza at Five Points offers 24/7 Concierge, Gated motor court with 10,000 square foot porte-corchere and Valet Service, Secure Electronic Building Access, Secure Parking, Covered Bicycle Storage, Club Room with Meeting Space, Fireplace, Media Room, Wet Bar & Catering Kitchen Boardroom & Library, Fitness Center,Rooftop Heated Pool and Spa with sundeck Gazebo with Outdoor Grilling Area, Screened Cabana with Fireplace. The primary bedroom has a king size bed, walk in closet and a ensuite bathroom with double

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100 Central Ave #620 - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Sarasota

Condominium - SARASOTA, FL

100 Central Ave #620, Sarasota, FL 34236

In-unit laundry | Garage parking | Swimming pool

2 beds

2 baths

$6,500

Condo for rent

Description

Property Status: Active THE PERFECT CONDOMINIUM RIGHT IN THE HEART OF DOWNTOWN SARASOTA. Charming two bedroom, two bath condominium, all new laminate wood flooring throughout, offering the ideal layout which guarantees privacy for both bedrooms. King bed in the main bedroom and Queen bed in the guest room. The kitchen has granite counters and solid wood cabinets. Convenience blends with elegant design throughout the unit, the high ceilings, the open floor plan, and a terrace accessible from the master suite and living room. The location combines luxury and urban lifestyle;

50 Central Ave #15B - Photo 1 of 1

5d+ ago

2 Beds Main Street Merchants condo for rent in Sarasota

50 Central Ave #15B, Sarasota, FL 34236

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$4,500

Condo for rent

Description

VACATION RENTAL | MAY–MID DECEMBER 2026 Plaza at Five Points is the premier address for downtown Sarasota living. This luxurious 2-bedroom, 2-bath residence is filled with natural light and offers fabulous Sarasota Bay views from an exceptionally large private lanai—perfect for relaxing or entertaining. The newly remodeled kitchen elevates the space with brand-new stainless steel appliances and stylish finishes, complementing the condo’s refined design throughout. Located in the very heart of downtown, you’ll step outside to find the Sarasota Opera, Whole Foods, Selby Libr

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631 N Orange Ave #204 - Photo 1 of 1

5d+ ago

2 Beds Rosemary District condo for rent in Sarasota

631 N Orange Ave #204, Sarasota, FL 34236

In-unit laundry | Dishwasher

2 beds

2 baths

$4,000

Condo for rent

Description

Seasonal-Totally renovated from the studs out this 2/2 top floor condo have been beautifully redone. The condo is flooded with natural light that highlights the open floor plan. The kitchen boasts solid wooden cabinetry, topped with slab granite counter and complimented with stainless steel appliances. Modern tile thru-out means no carpeting! The furnishings are comfortable and stylish. Mentone Court is an intimate complex of just 16 condo's located downtown Sarasota and close to everything-the farmer's market, shopping, casual and fine dining, the opera, library, perform

1064 N Tamiami Trl #1635 - Photo 1 of 1

5d+ ago

2 Beds Central Cocoanut condo for rent in Sarasota

In-unit laundry | Assigned parking | Swimming pool

2 beds

2 baths

$2,500

Condo for rent

Description

Welcome to the best value in downtown Sarasota! This rarely available furnished 2-bedroom, 2-bath condo is located in the upscale Broadway Promenade, offering luxurious amenities and a vibrant urban lifestyle. The spacious open floor plan features granite countertops, stainless steel appliances, upgraded wood flooring, and ceramic tile in wet areas. Enjoy your morning coffee on the east-facing balcony overlooking the pool and city. Broadway Promenade offers unmatched amenities including a 24/7 concierge desk, resort-style pool, health spa, fitness center, business center,

1845 20th St - Photo 1 of 1

5d+ ago

2 Beds house for rent in Sarasota

Residential, Other - Sarasota, FL

1845 20th St, Sarasota, FL 34234

Carpet | Outdoor space

2 beds

1 bath

$1,195

House for rent

Description

Property Status: Active Cozy updated home in central Sarasota. This home is updated with neutral paint, easy to maintain flooring throughout- no carpet!!! The kitchen is updated and appointed with your refrigerator and oven. The bedrooms have large closet spaces and plenty of light. Shared yard and pet friendly!! Pet deposit with pet. Easy application and ready to move in asap. Minutes from The Ringling College of the Arts. Conveniently near downtown where there are shops, restaurants and pristine beaches! Duplex has updates throughout. Shared fenced in backyard with adjac

707 S Gulfstream Ave #301 - Photo 1 of 1

2d ago

2 Beds condo for rent in Sarasota

Condominium - SARASOTA, FL

707 S Gulfstream Ave #301, Sarasota, FL 34236

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$3,950

Condo for rent

Description

Property Status: Active FOR LEASE in Sarasota at the Essex House. Turn key LUXURY Furnished ANNUAL RENTAL. Relax and enjoy the beautiful SARASOTA BAY WATER VIEWS in this elegant CORNER RESIDENCE AT ESSEX HOUSE. Perfectly positioned on Sarasota's DOWNTOWN Bayfront. This spacious two-bedroom, two-bath home offers an exceptional combination of location, privacy, and lifestyle ideal for an executive, professional, or long-term tenant. Direct view of Sarasota Bayfront from living-room and both spacious bedrooms. This rarely available gem is a desirable 2BR/2BA corner unit with

2411 Aspinwall St - Photo 1 of 1

2d ago

2 Beds apartment for rent in Sarasota

2 BR, 2 BA in Park East

2411 Aspinwall St, Sarasota, FL 34237

In-unit laundry | Dishwasher

2 beds

2 baths

$2,200

Apartment for rent

Available Jan 31

Description

Location, location, location! Elegantly remodeled ONE-STORY VILLA within walking and bike riding to vibrant downtown Sarasota and all that it has to offer! Less than 10 minutes to Sarasota Memorial Hospital, St. Armand's Circle, Longboat Key, Lido Key and less than 15 minutes to the beaches, while also being only a short 10 minutes to I-75 and the UTC Mall! This location just cannot be beat! The kitchen has been opened up to the pond views and now has solid wood "slow-close" cabinetry, crown moulding, EXTREMELY EXOTIC GRANITE, GLASS TILE BACKSPLASH, NEW PLUMBING FIXTURES,

11 Sunset Dr #502 - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Sarasota

Condominium - SARASOTA, FL

11 Sunset Dr #502, Sarasota, FL 34236

In-unit laundry | Furnished | Balcony

2 beds

2 baths

$4,500

Condo for rent

Description

Property Status: Active UNMATCHED WATERFRONT VIEWS & Premier Sarasota Location – Turn-Key Furnished Welcome to Unit 502 at Sunset Towers—an exceptional high-floor waterfront condo offering breathtaking, panoramic views of Sarasota Bay, the iconic Ringling Bridge, and glowing Gulf Coast sunsets. Available for rent, purchase, or rent with option to purchase. Facing west, this residence captures some of the most desirable vistas in the entire building. Whether you're looking for a move-in ready home, a fully furnished seasonal getaway, or a savvy rental investment, this turn-

301 Quay Cmns #509 - Photo 1 of 1
New construction

5d+ ago

2 Beds condo for rent in Sarasota

Condominium - SARASOTA, FL

301 Quay Cmns #509, Sarasota, FL 34236

In-unit laundry | Furnished | Garage parking

2 beds

3 baths

$8,500

Condo for rent

Description

Property Status: Active Modern coastal luxury condominium in Sarasota’s vibrant downtown bayfront at Bayso Sarasota. This rare offering is ideally located on the highly desirable 5th-floor amenity level and features a unique floor plan with the largest private south-facing terrace on the level, offering exceptional outdoor living for relaxing and entertaining. The residence offers 2 bedrooms plus den, 3 full baths, and 1,869 SF of refined interior space, complemented by an expansive ~1,000 SF private terrace with coveted southern exposure. Soaring 12-foot ceilings,

555 S Gulfstream Ave - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Sarasota

2 BR, 2 BA in South Palm Avenue

555 S Gulfstream Ave, Sarasota, FL 34236

Assigned parking | Outdoor space

2 beds

2 baths

$4,400

Condo for rent

Available Jan 15

Description

Experience breathtaking sunsets from this modern 8th-floor residence perfectly situated in the heart of downtown Sarasota. This stylish condo features hurricane-impact windows, updated lighting, stainless steel accents, and open, airy living spaces that create a chic, loft-inspired atmosphere. Royal St. Andrews offers secured entry, on-site management, a fitness center, heated pool, assigned parking, and guest parking. Prime location across from Marina Jack and steps to restaurants, Whole Foods, theatres, Selby Gardens, Burns Court, and the Farmers Market. Minutes to St. A

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2411 Aspinwall St #2411 - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Sarasota

Condominium - SARASOTA, FL

2411 Aspinwall St #2411, Sarasota, FL 34237

In-unit laundry | Walk-in closets | Ceiling fan

2 beds

1 bath

$2,200

Condo for rent

Description

Property Status: Active Location, location, location! Elegantly remodeled ONE-STORY VILLA within walking and bike riding to vibrant downtown Sarasota and all that it has to offer! Less than 10 minutes to Sarasota Memorial Hospital, St. Armand's Circle, Longboat Key, Lido Key and less than 15 minutes to the beaches, while also being only a short 10 minutes to I-75 and the UTC Mall! This location just cannot be beat! The kitchen has been opened up to the pond views and now has solid wood "slow-close" cabinetry, crown moulding, EXTREMELY EXOTIC GRANITE, GLASS TILE BACKSPLAS

555 S Gulfstream Ave #804 - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Sarasota

Condominium - SARASOTA, FL

555 S Gulfstream Ave #804, Sarasota, FL 34236

In-unit laundry | Assigned parking | Swimming pool

2 beds

2 baths

$4,400

Condo for rent

Description

Property Status: Active Experience breathtaking sunsets from this modern 8th-floor residence perfectly situated in the heart of downtown Sarasota. This stylish condo features hurricane-impact windows, updated lighting, stainless steel accents, and open, airy living spaces that create a chic, loft-inspired atmosphere. Royal St. Andrews offers secured entry, on-site management, a fitness center, heated pool, assigned parking, and guest parking. Prime location across from Marina Jack and steps to restaurants, Whole Foods, theatres, Selby Gardens, Burns Court, and the Farmers

1124 Cocoanut Ave ##Adu - Photo 1 of 1

5d+ ago

2 Beds Central Cocoanut house for rent in Sarasota

House for rent

Description

Be the first to live in this beautifully built, brand-new 2-bedroom, 1-bath home. Offering thoughtfully designed living space, this modern residence blends quality finishes with an unbeatable downtown location. The interior features Quartz countertops, soft-close kitchen cabinetry, and a clean, contemporary layout. Central air conditioning, impact-rated doors and windows, and washer/dryer hookups provide comfort, efficiency, and convenience. Step outside to enjoy a private fenced backyard, perfect for relaxing or creating your own outdoor retreat. Situated just minutes fro

942 La Costa Cir #3 - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Sarasota

Downtown Living in this 2/1 Condo off Lime Ave!

942 La Costa Cir #3, Sarasota, FL 34237

In-unit laundry | Air conditioning | On-site laundry

2 beds

1 bath

$1,750

Condo for rent

Description

This is a great opportunity to live the Downtown life without any of the downtown prices! 2BR/1BA, this first floor condo features immaculate laminate wood plank floors, neutral paint, and plenty of natural lighting throughout! The kitchen features hardwood cabinets, granite countertops, and stainless-steel appliances, including a large French Door refrigerator, range, microwave, and dishwasher. The open concept floorplan creates the perfect space for entertaining, both inside and outside! The lanai offers views of greenery and the community trails. Both bedrooms include r

101 S Gulfstream Ave - Photo 1 of 1

5d+ ago

2 Beds Main Street Merchants condo for rent in Sarasota

2 BR, 2 BA in Main Street Merchants

101 S Gulfstream Ave, Sarasota, FL 34236

In-unit laundry | Air conditioning | On-site laundry

2 beds

2 baths

$3,500

Condo for rent

Available Dec 22

Description

One or more photo(s) has been virtually staged. Discover the charm of this renovated two-bedroom condo available for rent in The 101 Condominiums, which has recently undergone a complete transformation to meet enhanced building and hurricane regulations. Ideally situated in the heart of Downtown Sarasota, this exceptional property offers unmatched convenience to everything you need. As you enter, you're welcomed by a bright and inviting lobby that sets the tone for the quality found throughout the building. This beautifully updated residence features lovely city views of S

33 S Gulfstream Ave #409 - Photo 1 of 1

3d ago

2 Beds Main Street Merchants condo for rent in Sarasota

33 S Gulfstream Ave #409, Sarasota, FL 34236

Furnished | Air conditioning | On-site laundry

2 beds

2 baths

$3,500

Condo for rent

Available Feb 9

Description

Wake up to treetop and partial bay views in this beautifully furnished 2-bedroom, 2-bath corner residence, perfectly positioned in the heart of downtown Sarasota overlooking Marina Jack. This exceptional home is located in a Mid-Century Modern architectural gem designed by renowned architect Tim Seibert, blending timeless style with effortless coastal living. Step outside and you’re instantly immersed in Sarasota’s most vibrant lifestyle—award-winning restaurants, theater, opera, waterfront strolls, and cultural events are just steps from your door. Complimentary trolleys

Listings within 5 miles
2255 19th St - Photo 1 of 1

1d ago

2 Beds apartment for rent in Sarasota

2255 19th St, Sarasota, FL 34234

In-unit laundry | Hardwood floor | Ceiling fan

2 beds

1 bath

$1,695

$1,495

Price drop

Apartment for rent

Available Jan 17

Description

This is a wonderful, 2/1 spacious duplex apartment for rent. Property has feaux wood flooring, remodeled kitchen and bath, and a Huge yard! Complete with washer/dryer hook ups. Centrally located within Sarasota and close to restaurants, shops, and major roads, yet off in a quiet neighborhood. Available immediately! Pet friendly! By submitting your information on this page you consent to being contacted by the Property Manager and RentEngine via SMS, phone, or email.

Showing 1 - 25 of 25 results
Home > Apartments in Sarasota > Gillespie Park Apartments For Rent
Updated: February 6, 2026

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🔑Available apartment rentals25
💰Best rent deal1845 20th St
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