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Apartments for Rent in Oaks, Osprey, FL

Average rent

$2,500
decreased by61%

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852 Macewen Dr - Photo 1 of 1

5d+ ago

Oaks house for rent in Osprey

Single Family Residence - OSPREY, FL

852 Macewen Dr, Osprey, FL 34229

In-unit laundry | Garage parking | Swimming pool

3 beds

3 baths

$7,000

House for rent

854 Macewen Drive - Photo 1 of 1

5d+ ago

Oaks house for rent in Osprey

854 Mac Ewen Dr, Osprey

854 Macewen Drive, Osprey, FL 34229

Air conditioning | Garage parking | Balcony

4 beds

6 baths

$16,000

House for rent

600 Eagle Watch Lane - Photo 1 of 1

5d+ ago

Oaks house for rent in Osprey

600 Eagle Watch Lane, Osprey

600 Eagle Watch Lane, Osprey, FL 34229

Garage parking | Swimming pool | Fitness center

3 beds

3 baths

$9,000

House for rent

60 Bishopscourt Road #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Osprey

60 BISHOPS COURT #114 - 1

60 Bishopscourt Road #1, Osprey, FL 34229

Swimming pool | Controlled access | Residents lounge

2 beds

2 baths

$2,995

House for rent

Available Nov 23

Description

This is a rare opportunity to rent a luxury, unfurnished townhome located in the heart of the Oaks Preserve. Showcasing charming architectural details and quality finishes, this traditional-style home offers an inviting floor plan with two bedrooms, each featuring its own en-suite bath. The gracious living and dining areas flow seamlessly into a spacious and private outdoor living space that overlooks a serene preserve, creating a perfect setting for relaxation. Set within a small, exclusive enclave of just 12 townhomes, residents also enjoy access to a quiet community poo

4243 Expedition Way #4243 - Photo 1 of 1

5d+ ago

Sarabay Acres condo for rent in Osprey

Condominium - OSPREY, FL

4243 Expedition Way #4243, Osprey, FL 34229

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$4,500

$4,000

Price drop

Condo for rent

Description

Property Status: Active AVAILABLE THIS SEASON 2026.***No smoking,no pets permitted. Due at signing - total rent,security deposit,cleaning fee of $350,HOA fee of $150 and sales tax applicable. Heated swimming pool,small club house,gym and cabana across the street from this condo. Positioned perfectly in the highly coveted community of Bay Street Village,this second-story turnkey condo has two bedrooms (king size bed in the master and full size trundle with a twin pullout),two bathrooms and is a quick walk to the beautiful heated resort style pool. After walking through th

232 Hidden Bay Dr - Photo 1 of 1

5d+ ago

Sarabay Acres condo for rent in Osprey

3 BR, 3 BA in Osprey

232 Hidden Bay Dr, Osprey, FL 34229

Balcony

3 beds

3 baths

$3,500

Condo for rent

Available Jan 1

Description

Annual unfurnished condominium available in Hidden Bay! Discover luxurious waterfront living in this stunning 2,000-square-foot, three-bedroom, three-bath condominium with breathtaking views of the Intracoastal Waterway. Enjoy spectacular sunsets from the expansive screened balcony, ideal for dining and relaxation. The home also comes with a private two-car garage. At the beautiful, gated community of Hidden Bay, residents enjoy resort-style amenities including a heated pool and spa, a tropical tiki hut with barbecue grills, lighted tennis and pickleball courts, a 500-yard

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Hardwood Floor

Fitness Center

Garage Parking

Swimming Pool

8960 Huntington Pointe Dr #NA - Photo 1 of 1

5d+ ago

House for rent in Sarasota

$4,200 - 3 Bedroom 2 Bathroom House In Sarasota With Great Amenities

8960 Huntington Pointe Dr #NA, Sarasota, FL 34238

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$4,200

House for rent

Available May 17

Description

Stunning Custom 3-Bedroom, 2-Bath Pool Home with Private Preserve Views Welcome to your private Sarasota retreat! This beautifully renovated home features a solar-heated saltwater pool and overlooks a peaceful pond and nature preserve perfect for enjoying sunsets from the lanai. Step inside to find luxury flooring, a fully equipped kitchen, and a spacious family room with all-new furnishings and smart TVs in every room. Each bedroom offers ample closet space, with bonus sleeping options including a queen-size sofa bed and a Murphy bed for added flexibility. Whether you're

2068 Preymore St - Photo 1 of 1

5d+ ago

House for rent in Osprey

Single Family Residence - OSPREY, FL

2068 Preymore St, Osprey, FL 34229

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

3 beds

2 baths

$3,500

House for rent

Description

Property Status: Active Welcome home to this charming and beautifully maintained 3-bedroom, 2-bath residence located on a great community. Step inside to a spacious open floor plan featuring a generous great room, a dedicated dining area, and a large primary suite. Cathedral ceilings, pocket sliding doors, and fluid room transitions create an airy atmosphere perfect for easy living and entertaining. The bright, eat-in kitchen offers abundant cabinetry and counter space, along with a new stainless-steel refrigerator (2024). The oversized primary bedroom features warm

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4240 Hearthstone Dr - Photo 1 of 1

5d+ ago

House for rent in Sarasota

Single Family Residence - SARASOTA, FL

4240 Hearthstone Dr, Sarasota, FL 34238

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

3 beds

2 baths

$2,995

House for rent

Description

Property Status: Pending Are you ready to make Palmer Ranch your new place to live? When location matters, this home delivers. Wonderful 3 Bedroom 2 bath home is the place for you. Located in the gated community of Huntington Pointe, this large corner home is highly desirable. This home has an open floor plan with abundant Natural light, plenty of room with almost 2000 sq. ft. Once inside, you will notice the high ceilings and space. The living room and dining room are right there and the family room with a real wood burning fireplace is next to the kitchen. Inside the P

4232 Balmoral Way - Photo 1 of 1

5d+ ago

House for rent in Sarasota

3 beds

2 baths

$3,650

House for rent

Available Nov 3

Description

Price Drop!!! Welcome to this Beautiful 3/2 Pool Home in Stoneybrook, Sarasota, FL! This stunning home boasts three spacious bedrooms and two full bathrooms, perfect for comfortable living. The property is located in the highly sought-after gated community of Stoneybrook at Palmer Ranch, ensuring your peace of mind. The home is equipped with hurricane windows for added safety. The highlight of this home is its beautiful pool, where you can enjoy the Florida sun. The best part? The lawn and pool service is absolutely free, leaving you more time to enjoy the home and its sur

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163 Pennsylvania Ave - Photo 1 of 1

5d+ ago

House for rent in Osprey

Single Family Residence - OSPREY, FL

163 Pennsylvania Ave, Osprey, FL 34229

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,400

House for rent

Description

Property Status: Active Welcome to 163 Pennsylvania Avenue, nestled in the quaint community of Osprey, FL. This charming 3-bedroom, 2-bathroom home, built in 2018, offers a smart blend of style and energy efficiency. Spanning 1,346 square feet, the open floor plan showcases a modern grey color palette, creating an inviting ambiance throughout. Step into the kitchen, where sleek stainless steel appliances and light wood cabinets elevate your culinary experience. The master bathroom features a convenient walk-in shower, while the second bathroom offers a relaxing tub. An

4256 Expedition Way #107 - Photo 1 of 1

5d+ ago

Sarabay Acres condo for rent in Osprey

Condominium - OSPREY, FL

4256 Expedition Way #107, Osprey, FL 34229

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,250

Condo for rent

Description

Property Status: Active Welcome to Bay Street in Osprey! This 3-bedroom, 2-bath condominium offers the comfort of single-level living on the second floor of a two-story building. Enjoy an open layout filled with natural light and peaceful lake and fountain views from nearly every room. The kitchen is equipped with newer stainless steel appliances, plus a washer and dryer. Additional features include ceiling fans throughout, blinds on every window, and an attached one-car garage with an extra assigned space and plenty of guest parking.******The gated Bay Street community pr

260 Hidden Bay Dr #504 - Photo 1 of 1

5d+ ago

Sarabay Acres condo for rent in Osprey

260 Hidden Bay Dr #504, Osprey, FL 34229

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$5,000

Condo for rent

Description

Annual Turnkey Furnished or seasonal Penthouse on the Bay! If you want mesmerizing views of intracoastal waterway, Little Sarasota Bay, Casey Key, and the Gulf of Mexico in a beautiful, comfortable and roomy penthouse, then this could be your next home. This natural light filled delight is 2 bedrooms, each with en suite bathroom, separate office with large closet and glass French doors, and powder room in an open floor plan. The kitchen is large with solid wooden soft close, shaker style cabinetry topped with slab granite counters with a breakfast bar on peninsula with sea

280 Hidden Bay Dr #202 - Photo 1 of 1
New construction
3D tour

5d+ ago

Sarabay Acres condo for rent in Osprey

Condominium - OSPREY, FL

280 Hidden Bay Dr #202, Osprey, FL 34229

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

3 beds

2 baths

$4,200

Condo for rent

Description

Property Status: Active READY FOR IMMEDIATE OCCUPANCY! Modern Elegance at Edgewater: A Luxurious Haven Overlooking Little Sarasota Bay Step into a world of contemporary sophistication with this new construction condominium nestled in the eminent enclave of Edgewater at Hidden Bay. Boasting 1937 square feet, this meticulously crafted residence offers three bedrooms, two bathrooms, and an inviting office space for your creative pursuits. The allure begins in the heart of the home – a sleek kitchen adorned with top-of-the-line LG appliances, complemented by solid wood cabinet

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These rentals are 10%-30% cheaper than the local average price for similar rentals.

Listings within 5 miles
1419 Burgos Dr - Photo 1 of 1

5d+ ago

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1419 Burgos Dr Sarasota, FL 34238

1419 Burgos Dr, Sarasota, FL 34238

Garage parking

3 beds

2 baths

$2,225

House for rent

Available Sep 25

Description

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2284.90. That covers your base rent, $2225.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. You deserve a quality home that you can shape to fit your pers

9393 Midnight Pass Rd #605 - Photo 1 of 1

5d+ ago

Condo for rent in Sarasota

Condominium - SARASOTA, FL

9393 Midnight Pass Rd #605, Sarasota, FL 34242

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$2,795

Condo for rent

Description

Property Status: Active Beautifully decorated 2 bedroom 2 bath condo located at The Pointe on Midnight Pass Road. Large lanai accessible from master bedroom and living room features views of the Intracoastal. Look out your kitchen window and guest bedroom for a view of the beautiful Gulf. Beautiful furnishings, full size washer/dryer. Complex amenities include heated pool, whirlpool, sauna, fitness room, tennis court & party rooms. Pets are not permitted. 7 month minimum. Available May-December 2024 Office Phone: (941) 922-3391 Copyright © 2026 Stellar MLS. All rights re

4240 Central Sarasota Pkwy #623 - Photo 1 of 1

1d ago

Condo for rent in Sarasota

4240 Central Sarasota Pkwy #623, Sarasota, FL 34238

In-unit laundry | Furnished | On-site laundry

2 beds

2 baths

$2,195

Condo for rent

Available Feb 2

Description

This furnished 2 bed 2 bath offers a guest room with 2 twins, private bath and a primary bedroom with a Queen size bed and ensuite bathroom. Nicely furnished with space to bring your personal items. Enjoy the new appliances in the kitchen as well. Fantastic vaulted ceilings and ready for occupancy. Schedule your showing today. At PMI Southwest Florida, we strive to provide an experience that is cost-effective and convenient. That’s why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our Standard Program handles insurance, ai

1520 Dorgali Dr - Photo 1 of 1

1d ago

House for rent in Sarasota

Single Family Residence - SARASOTA, FL

1520 Dorgali Dr, Sarasota, FL 34238

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,900

House for rent

Description

Property Status: Active IMMEDIATE OCCUPANCY AVAILABLE! GREAT MONTHLY RATE FOR THIS GORGEOUS PALMER RANCH HOME! Beautiful 3 Bedroom, 2 Bath Open Floorplan in ISLES OF SARASOTA, PALMER RANCH! This home has been meticulously maintained and is in excellent condition! High ceilings, crown molding, two-car garage with impact rated door and overhead storage. Remodeled primary bathroom completed in 2020 and AC unit was upgraded in 2018. The exterior of the home was painted in 2024 and a hot water recirculation system installed in 2021, delivers hot water in an instant! A spacious

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1274 Burgos Dr #1274 - Photo 1 of 1

5d+ ago

Condo for rent in Sarasota

Condominium - SARASOTA, FL

1274 Burgos Dr #1274, Sarasota, FL 34238

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$2,650

Condo for rent

Description

Property Status: Active This unit has one of the best Water Views in all of Palmer Ranch, spacious and beautifully upgraded 3BR/2BA furnished condo is located on the second floor and offers 2,045 square feet of living space. The thoughtfully designed layout includes generous living and dining areas, with an eat-in kitchen and a formal dining room—either of which could serve as a home office for remote work needs. High-end finishes include granite and stone countertops, tiled backsplashes, wood cabinetry, and updated lighting and ceiling fan fixtures throughout. The rear sc

1868 Wharf Rd #1868 - Photo 1 of 1

5d+ ago

Apartment for rent in Sarasota

3 BR, 2 BA in Vamo

1868 Wharf Rd #1868, Sarasota, FL 34231

Outdoor space

3 beds

2 baths

$2,900

Apartment for rent

Available Dec 26

Description

Experience the exquisite West of Trail property. This residence is primed for occupancy by December 20th! Delight in the charming patio that offers views of the expansive private backyard. Adjacent to this property is the serene Vamo Park, featuring a beach for launching kayaks and canoes. Only a short 15-minute drive to Siesta Key Beach and Nokomis Beach. Additionally, conveniently located just 5 minutes away from a movie theater, Costco, and various other retail establishments.

1868 Wharf Rd - Photo 1 of 1

5d+ ago

House for rent in Sarasota

Single Family Residence - SARASOTA, FL

1868 Wharf Rd, Sarasota, FL 34231

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

3 beds

2 baths

$2,850

House for rent

Description

Property Status: Active Experience the exquisite West of Trail property. This residence is primed for occupancy by December 20th! Delight in the charming patio that offers views of the expansive private backyard. Adjacent to this property is the serene Vamo Park, featuring a beach for launching kayaks and canoes. Only a short 15-minute drive to Siesta Key Beach and Nokomis Beach. Additionally, conveniently located just 5 minutes away from a movie theater, Costco, and various other retail establishments. Office Phone: (941) 782-0000 Copyright © 2026 Stellar MLS. All rights

9397 Midnight Pass Rd - Photo 1 of 1

5d+ ago

Condo for rent in Sarasota

1 BR, 1 BA in Sarasota

9397 Midnight Pass Rd, Sarasota, FL 34242

In-unit laundry | Furnished

1 bed

1 bath

$2,495

Condo for rent

Available Jul 1

Description

Discover why everyone is asking "What's all the fuss about Sarasota?" This Gated Condo is located on "The Point" at Southern most point of Siesta Key in Sarasota, Florida. 1-bedroom, 1-bathroom unit with recently updated Kitchen, Bathroom and Floors. A large Patio with panoramic views overlooking the Intracoastal / bay can be accessed from both the great room and the bedroom. Situated on the sixth floor, the condo provides scenic views, possibly overlooking nearby water bodies including newly opened Midnight Pass. . Notably, the property offers a captivating glimpse of the

12413 Osorio Ct - Photo 1 of 1

5d+ ago

Apartment for rent in Sarasota

2 BR, 2 BA in Palmer Ranch

12413 Osorio Ct, Sarasota, FL 34238

Assigned parking

2 beds

2 baths

$3,250

Apartment for rent

Available Aug 15

Description

Step outside to world-class amenities: a heated pool and spa, Bahama Bar & Grill, tennis, pickleball, bocce, fitness center with group classes, dog park, fire pit, clubhouse, and direct access to the Legacy Trail. Perfect for biking, walking, or jogging. Available for stays of 30–180 days year-round. Amenities: - Heated pool & spa - Onsite bar & grill - Fitness center with suspension training - Sports courts (tennis, pickleball, bocce) - Dog park - Events lawn & fire pit - Outdoor grilling areas - Clubhouse with lounge and catering kitchen - Lifestyle manager & community e

9200 Midnight Pass Rd - Photo 1 of 1

5d+ ago

Condo for rent in Sarasota

2 BR, 2 BA in Sarasota

9200 Midnight Pass Rd, Sarasota, FL 34242

Furnished

2 beds

2 baths

$2,000

Condo for rent

Available Dec 1

Description

Waterfront Paradise on Siesta Key – Turnkey Furnished 2BR/2BA Condo! Experience the ultimate in coastal living with this completely remodeled, turnkey furnished 2-bedroom, 2-bathroom waterfront condo on the south end of Siesta Key, just past Turtle Beach! This ground-floor unit offers stunning water views from the lanai, a beautifully updated kitchen and bathrooms, and brand-new furnishings—including a king-size mattress in the master bedroom and a queen-size bed in the guestroom. Enjoy resort-style amenities, including a heated pool, and the convenience of reserved parkin

409 N Point Rd #802 - Photo 1 of 1

5d+ ago

Condo for rent in Osprey

Condominium - OSPREY, FL

409 N Point Rd #802, Osprey, FL 34229

In-unit laundry | Furnished | Garage parking

3 beds

3 baths

$6,000

Condo for rent

Description

Property Status: Active **TURNKEY FURNISHED, PENTHOUSE Condo Unit has been FULLY RENOVATED** This 8TH FLOOR, Light and Bright, 3-BEDROOM plus 3 FULL BATH dwelling with screened balcony is available beginning in September, 2025. The 2055sf floorplan is tastefully furnished and offers superb views of the Intracoastal Waterway and Gulf. This unit was fully renovated in 2023 with updated oak hardwood flooring, new kitchen cabinets and appliances, marble bathrooms and beautiful light fixtures and chandeliers. Indulge in spacious, carefree living with three thoughtfully design

Showing 1 - 25 of 25 results
Home > Apartments in Osprey > Oaks Apartments For Rent
Updated: January 20, 2026

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Learn more about renting in Oaks, Osprey, FL

Oaks, Osprey apartment availability

Oaks, Osprey offers a limited but notable selection of rental listings, with an average of about 4 rentals available each month. The majority of these listings are 1-bedroom and 3-bedroom apartments. Many of these apartments offer desirable amenities, including a dishwasher and in-unit laundry, which are available in 80% of the apartments. Additionally, a swimming pool is available in 82% of the apartments, making Oaks a great option for those looking for a convenient and relaxing living experience.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Oaks Apartments for rent FAQ

What is the average size of an apartment in Oaks, FL?

The average size of a 1 bedroom apartment rental in Oaks is 2200 square feet. The average size of a 3 bedroom apartment rental in Oaks is 4086 square feet.

Can I afford an apartment for rent in Oaks, FL?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Oaks average rent prices.

What type of apartment rental is most common in Oaks, Osprey, FL?

3 bedroom apartments are the most common type of rentals in Oaks, Osprey, FL right now.

What type of apartment rental is least common in Oaks, Osprey, FL?

1 bedroom apartments are the least common type of rentals in Oaks, Osprey, FL right now.

Looking for apartments in Oaks, Osprey, FL near you?

🔑Available apartment rentals25
💰Best rent deal4256 Expedition Way #107
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos