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

Average rent

$2,995
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1930 9th St - Photo 1 of 1

5d+ ago

2 Beds Gillespie Park apartment for rent in Sarasota

Half Duplex - SARASOTA, FL

1930 9th St, Sarasota, FL 34236

In-unit laundry | Garage parking | On-site laundry

2 beds

1 bath

$2,195

Apartment for rent

Updated Apartment Near Parks and Dining Hotspots

Enjoy vibrant living in this 2-bedroom, 1-bath apartment featuring high ceilings and new terrazzo flooring throughout. Update highlights include a new roof, water heater, and appliances. The living room flows into a sunroom, and a single-car garage adds convenience. Step outside to a fenced-in patio for outdoor relaxation. Located one block from a 10-acre park with tennis courts and just a stroll away from trendy restaurants and shops, this is urban living at its finest!

508 Howard Ct - Photo 1 of 1

5d+ ago

2 Beds Gillespie Park house for rent in Sarasota

Single Family Residence - SARASOTA, FL

508 Howard Ct, Sarasota, FL 34236

In-unit laundry | Hardwood floor | Walk-in closets

2 beds

2 baths

$3,650

House for rent

Charming Key West-Style Home in a Prime Location

Located in a serene enclave, this beautifully designed 2-bedroom, 2.5-bathroom home features solid wood floors and spacious living areas. The kitchen and dining area lead to a private outdoor patio, perfect for grilling. Each bedroom upstairs boasts its own bath and large walk-in closet, along with access to an outside patio. Enjoy the vibrant lifestyle with dining, shopping, and the bayfront all within walking distance in the desirable Rosemary District.

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

14h ago

9.6

Excellent

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The DeSota

1415 2nd St, Sarasota, FL 34236

In-unit laundry | Walk-in closets | Storage

2 beds

2 baths

$2,749–$3,674

Price drop

Apartment for rent

Available Sep 8

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

4d ago

8.2

Very good

Bold Lofts Apartments & Private Office Rentals

1659 2nd St, Sarasota, FL 34236

Swimming pool | Fitness center

2 beds

2 baths

$2,635–$2,785

Apartment for rent

Description

☀️ West-Facing Studio with Sunset Views – Now Leasing at BOLD Lofts Experience smart, stylish living in this west-facing studio apartment, perfectly positioned to capture stunning sunset views and natural light all afternoon. Your future home features: ✨ Open-concept layout with sleek modern finishes Special: 1 Month Free on 15mo lease agreement.

525 N Orange Ave #204 - Photo 1 of 1

5d+ ago

2 Beds Rosemary District condo for rent in Sarasota

Condominium - SARASOTA, FL

525 N Orange Ave #204, Sarasota, FL 34236

In-unit laundry | On-site laundry | Balcony

2 beds

2 baths

$2,395

Condo for rent

Description

Property Status: Active Unfurnished Annual Rental Available 7/19/25. This beautiful two-bedroom, two-bath condominium in downtown Sarasota’s Rosemary District. Located in the gated European-styled Courtyard at Citrus Square community, it is an easy stroll to shopping, dining, entertainment, and the waterfront. It was built in 2019 with the highest standards of construction and the latest hurricane codes. The concrete block between units, hurricane standard windows, and additional ultra-quiet sound abatement, creates a peaceful environment. This condo has an open floor p

631 N Orange Ave - Photo 1 of 1

5d+ ago

2 Beds Rosemary District condo for rent in Sarasota

631 N Orange Ave, Sarasota, FL 34236

In-unit laundry | Dishwasher

2 beds

2 baths

$1,850

Condo for rent

Description

Fantastic opportunity to live in the heart of Sarasota's sought-after Rosemary District. This ground-floor 2-bedroom, 2-bath condo offers unbeatable walkability to downtown Sarasota, the Bayfront, restaurants, shopping, and cultural attractions. Enjoy easy living with no stairs and tile flooring throughout for low-maintenance convenience. The unit features a screened lanai, updated kitchen appliances, and an in-unit washer and dryer. Property Highlights: 2 Bedrooms / 2 Bathrooms First-floor unit – no stairs Tile floors throughout Updated appliances Screened lanai Washer &

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Nearby rental good for social life

2018 5th St #2018 - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Sarasota

Condominium - SARASOTA, FL

2018 5th St #2018, Sarasota, FL 34237

In-unit laundry | Furnished | Dishwasher

2 beds

1 bath

$2,000

Condo for rent

Description

Property Status: Active Discover urban living at its finest in this newly remodeled 2-bedroom, 1-bathroom condo, fully furnished and move-in ready. Perfectly situated within .5 mile to vibrant downtown, trendy coffee shops, top-rated restaurants, and grocery shopping. Just a 12-minute drive to the beach, this home offers the ideal blend of convenience and coastal lifestyle. Office Phone: (888) 883-8509 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently

2022 5th St #2022 - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Sarasota

Condominium - SARASOTA, FL

2022 5th St #2022, Sarasota, FL 34237

Furnished

2 beds

1 bath

$2,000

Condo for rent

Description

Property Status: Active Discover urban living at its finest in this newly remodeled 2-bedroom, 1-bathroom condo, fully furnished and move-in ready. Perfectly situated within .5 mile to vibrant downtown, trendy coffee shops, top-rated restaurants, and grocery shopping. Just a 12-minute drive to the beach, this home offers the ideal blend of convenience and coastal lifestyle. Office Phone: (888) 883-8509 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently

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2118 5th St - Photo 1 of 1

5d+ ago

2 Beds house for rent in Sarasota

Single Family Residence - SARASOTA, FL

2118 5th St, Sarasota, FL 34237

Air conditioning

2 beds

1 bath

$1,800

House for rent

Description

Property Status: Active This two bedroom, one bathroom home exudes the charm of 1920s Sarasota. Located extremely close to downtown it is the perfect location for living and working in the heart of Sarasota. This home has a brand new roof, new luxury plank vinyl flooring, new appliances, new interior and exterior paint and new central air conditioning and is as cute as you would expect. This place is perfect and is move in ready. Office Phone: (941) 374-7700 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed re

1558 4th St #216 - Photo 1 of 1
New construction

5d+ ago

2 Beds Rosemary District condo for rent in Sarasota

Condominium - SARASOTA, FL

1558 4th St #216, Sarasota, FL 34236

In-unit laundry | Garage parking | Assigned parking

2 beds

2 baths

$4,000

Condo for rent

Description

Property Status: Active DOWNTOWN SARASOTA...ZAHRADA. Be the first to experience this brand new, never occupied modern 2 story loft in the heart of the vibrant downtown district. This 2 bedroom, 2 bathroom end unit boasts an open floor plan with no one above or below you. Floor to ceiling high impact windows allows for plenty of natural light making it light and bright. Beautiful contemporary kitchen to please any cook with state of the art stainless appliances. The living and dining area opens to an outdoor patio where you can enjoy your morning coffee and evening beverage

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1771 Ringling Blvd #1001 - Photo 1 of 1

5d+ ago

2 Beds Main Street Merchants condo for rent in Sarasota

Condominium - SARASOTA, FL

1771 Ringling Blvd #1001, Sarasota, FL 34236

In-unit laundry | Garage parking | Balcony

2 beds

2 baths

$7,500

Condo for rent

Description

Property Status: Active Frist time available to rent. Enjoy urban luxury living at 1001/1771 Ringling Blvd, nestled in the vibrant heart of downtown Sarasota, FL. This exquisite two-bedroom, two-bathroom unit at Rivo at Ringling offers a bonus room with Murphy Bed for your short term visitors. Westward views and the downtown lifestyle the ideal destination for vacationers, professionals on the move, and anyone seeking a blend of comfort and convenience. Why would you ever leave home? As you step into this stunning 6th-floor retreat, you're greeted by a dramatic vi

50 Central Ave #14B - Photo 1 of 1

5d+ ago

2 Beds Main Street Merchants condo for rent in Sarasota

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

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 #16A - Photo 1 of 1

5d+ ago

2 Beds Main Street Merchants condo for rent in Sarasota

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$4,500

Condo for rent

Description

Discover the epitome of luxury and convenience with our exclusive rental opportunity in Sarasota, available July 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

1064 N Tamiami Trl #1635 - Photo 1 of 1

5d+ ago

2 Beds Central Cocoanut condo for rent in Sarasota

1064 N Tamiami Trl #1635, Sarasota, FL 34236

In-unit laundry | Assigned parking | Swimming pool

2 beds

2 baths

$2,750

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,

2336 Gull Ln - Photo 1 of 1

5d+ ago

2 Beds Terrace Gardens house for rent in Sarasota

2336 Gull Ln, Sarasota, FL 34237

In-unit laundry | Dishwasher

2 beds

2 baths

$2,200

House for rent

Description

Annual 2 Bedroom + Den / 2 Bath Home – Sarasota, FL | $2,200 per month Spacious annual rental available in the heart of Sarasota! This 2-bedroom, 2-bathroom home with a versatile den offers comfortable living just minutes from vibrant downtown Sarasota, shopping, dining, and entertainment. Rental Terms: Rent: $2,200 per month, Security Deposit: One Month Rent, Central Park Application Fee: $100 per adult, Administrative Fee: $100, Pet Fee: $350 non-refundable per pet For more details, visit www centralparkpropertymgmt com To schedule a private showing, contact Diane Skel

222 S Osprey Ave #203 - Photo 1 of 1

5d+ ago

2 Beds Laurel Park condo for rent in Sarasota

Condo for rent

Description

This 2-bedroom, 1-bathroom condo is nestled in the heart of Sarasota, just a stone’s throw away from the vibrant downtown area. With 900 square feet of living space, it offers a cozy and comfortable retreat. As you step inside, you’ll be greeted by an inviting living area with ample natural light streaming through the windows. The kitchen features appliances, perfect for whipping up your favorite meals. The bedrooms are well-appointed, providing a peaceful haven for rest and relaxation. The condo’s location is a true highlight. Imagine strolling to nearby cafes, boutique

435 S Gulfstream Ave #706 - Photo 1 of 1

3d ago

2 Beds condo for rent in Sarasota

435 S Gulfstream Ave #706, Sarasota, FL 34236

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$2,950

Condo for rent

Description

Property Status: Active The Regency house has an excellent location between Gulfstream Ave. and Palm Ave. on a tree lined street. Gulfstream and the Regency face the beautiful Sarasota Bayfront Park and Marina Jacks/Oleary's restaurants. The Park has a excellent marina with boat rentals, charters, family park with play area, and walking paths with a nice green area with bay view park benches. Regency House building is in the prime downtown location that has a neighborhood feeling. It is a short 2.5 block walk to Main St and Palm Ave. Walk to Theaters, Opera House, Farmers

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800 N Tamiami Trl #321A - Photo 1 of 1

5d+ ago

2 Beds Rosemary District townhouse for rent in Sarasota

800 N Tamiami Trl #321A, Sarasota, FL 34236

In-unit laundry | Air conditioning | Garage parking

2 beds

2 baths

$4,500

House for rent

Description

Property Status: Active Annual Unfurnished. Welcome to Alinari at Rosemary Place, a unique, luxury condominium development set on 11 acres in Downtown Sarasota. Experience this exclusive blend of privacy, space and style in this unique multilevel end-unit remodeled townhome with your own private entrance. Enjoy 1,734 sq. ft. of remodeled interior living space and your very own private 942 sq. ft. Rooftop Deck with sweeping views of Sarasota Bay, the Sarasota city skyline, resort-style pool & spa deck, and unforgettable sunsets. 1 of only 6 private townhomes located just of

1350 Main St #1503 - Photo 1 of 1

5d+ ago

2 Beds Main Street Merchants condo for rent in Sarasota

Condominium - SARASOTA, FL

1350 Main St #1503, Sarasota, FL 34236

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$7,000

Condo for rent

Description

Property Status: Active Welcome to luxury living in the heart of downtown Sarasota. This fully furnished 2-bedroom, 2-bath residence offers a split floor plan designed for privacy and comfort. Situated on the 15th floor, the home features expansive windows with sweeping views of downtown Sarasota, filling the space with natural light and an elevated sense of sophistication. Inside, you’ll find a beautifully designed interior that is both stylish and pristine. The open living and dining area flows seamlessly, creating a warm yet modern atmosphere. The kitchen is well-app

1845 20th St - Photo 1 of 1

5d+ ago

2 Beds apartment for rent in Sarasota

2BR/1.0BA

1845 20th St, Sarasota, FL 34234

2 beds

1 bath

$1,200

Apartment for rent

Description

2/1 home in sarasota, great location, and pet-friendly! $500 non refundable pet application. Minutes from The Ringling College of the Arts. Conveniently near downtown where there are shops, restaurants and pristine beaches! Duplex has updated wood like flooring throughout. Shared fenced in backyard with adjacent unit. Adorable kitchen with side door that leads to the back of the house. All lights have been turned off during photos to showcase the amount of NATURAL LIGHT this unit has! Hurry and schedule your showing.

435 S Gulfstream Ave #906 - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Sarasota

435 S Gulfstream Ave #906, Sarasota, FL 34236

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$3,050

$2,950

Price drop

Condo for rent

Description

Property Status: Active Updated 9th floor two bedroom, two bathroom condo in Regency House with serene city view. Located in the heart of downtown Sarasota and just opposite the Bayfront and Marina Jacks, the Regency House is one of the most desirable buildings in Sarasota. Walking distance to the shops, restaurants, theater and the arts. All window and sliders have been upgraded to hurricane resistant and the former lanai has been enclosed and tiled to add additional square footage to the living room/ dining room area. Newer Bosch washer/dryer has been installed for added

1225 Cocoanut Ave - Photo 1 of 1

5d+ ago

2 Beds Central Cocoanut apartment for rent in Sarasota

Half Duplex - SARASOTA, FL

1225 Cocoanut Ave, Sarasota, FL 34236

In-unit laundry | On-site laundry | Ceiling fan

2 beds

1 bath

$2,200

Apartment for rent

Description

Property Status: Active Renovated Triplex close to the Central Cocoanut Historic District and downtown Sarasota! This 2-bedroom unit is a spacious with 1 bathroom and a rear screened patio. The large living room features a decorative fireplace, a large picture window, and modern lighting. A new modern kitchen with stone countertops, custom cabinetry, matching appliances, and an island with lots of storage makes cooking and entertaining easy. There are two large bedrooms with ample closet space and a bath with dual sinks, solid surface countertops, walk-in shower, and built

1188 N Tamiami Trl #403 - Photo 1 of 1

5d+ ago

2 Beds Central Cocoanut condo for rent in Sarasota

Condominium - SARASOTA, FL

1188 N Tamiami Trl #403, Sarasota, FL 34236

In-unit laundry | Garage parking | Walk-in closets

2 beds

2 baths

$2,950

Condo for rent

Description

Property Status: Active Immaculate 2 bedroom 2 1/2 bath condo in San Marco available for rent all year or for a minimum of three months. Spacious open floor concept. Modern kitchen with large breakfast bar, granite counters, solid wood cabinets and stainless-steel appliances. Roomy bedrooms, the master bedroom offers privacy, large his and hers closets, dual vanities, walk in shower and separate tub. The condo also offers a large covered terrace ideal for entertaining. Great location! Close to Lido Beach and St. Armand’s Circle. A must see! Office Phone: (941) 922-3391 C

Listings within 5 miles
1709 N Tamiami Trl #213 - Photo 1 of 1
New construction

5d+ ago

2 Beds condo for rent in Sarasota

Condominium - SARASOTA, FL

1709 N Tamiami Trl #213, Sarasota, FL 34234

In-unit laundry | Furnished | Swimming pool

2 beds

1 bath

$3,300

Condo for rent

Description

Property Status: Active Annual Rental: $3,300/month Seasonal Rental: • June–September: $3,500/month • October–May: $5,500/month Welcome to The Strand – Waterfront Luxury Living in Sarasota! Experience the ultimate Florida lifestyle in this fully furnished, coastal-style 2-bedroom, 1.5-bath condo offering nearly 1,000 sq. ft. of beautifully appointed living space. Built in 2022, The Strand is a gated waterfront community just 1 mile from downtown Sarasota, and minutes from world-renowned beaches, art venues, shopping, and dining. Step out onto your private terrace to en

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Home > Apartments in Sarasota > Gillespie Park Apartments For Rent
Updated: September 9, 2025

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🔑Available apartment rentals25
💰Best rent deal1845 20th St
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
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