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Apartments for Rent in Oaks, Osprey, FL

Average rent

$2,499
decreased by51%

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Great for

Social life
Pet owners
Wellness

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51 Macewen Dr #8 - Photo 1 of 1

1d ago

Oaks condo for rent in Osprey

Condominium - OSPREY, FL

51 Macewen Dr #8, Osprey, FL 34229

In-unit laundry | Furnished | Swimming pool

1 bed

1 bath

$2,250

Condo for rent

Description

Property Status: Active Available NOW! Come lounge around in one of the finest golf communities where everyday can feel like a vacation. This elegant loft has a lovely view of the lake with the rolling green right behind it. Enjoy endless summer days basking in the sun at the pool which is only steps away! This loft is equipped with granite countertops, a full size washer and dryer, stainless steel appliances, fixtures and fittings, a walk in shower, and a king size bed. It is fully furnished and available for viewing now! Seeking annual rental; rent includes water, sewer,

600 Eagle Watch Ln - Photo 1 of 1

5d+ ago

Oaks house for rent in Osprey

600 Eagle Watch Lane, Osprey

600 Eagle Watch Ln, Osprey, FL 34229

Garage parking | Swimming pool | Fitness center

3 beds

3 baths

$8,000

House for rent

51 Macewen Dr #12 - Photo 1 of 1

5d+ ago

Oaks condo for rent in Osprey

Condominium - OSPREY, FL

51 Macewen Dr #12, Osprey, FL 34229

In-unit laundry | Furnished | Swimming pool

1 bed

1 bath

$2,250

Condo for rent

854 Macewen Dr - Photo 1 of 1

5d+ ago

Oaks house for rent in Osprey

854 Mac Ewen Dr, Osprey

854 Macewen Dr, Osprey, FL 34229

Air conditioning | Garage parking | Balcony

4 beds

6 baths

$14,000

House for rent

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

3.5 baths

$7,000

House for rent

4248 Expedition Way - Photo 1 of 1

31m ago

8.5

Very good

4248 Expedition Way

4248 Expedition Way, Osprey, FL 34229

On-site laundry

3 beds

2 baths

$1,850

Apartment for rent

Find rentals with popular amenities

Garage Parking

In-Unit Laundry

Dishwasher

Swimming Pool

188 Explorer Dr #188 - Photo 1 of 1

2d ago

Sarabay Acres condo for rent in Osprey

$1,975 - 2 Bedroom 2 Bathroom Condo In Osprey With Great Amenities

188 Explorer Dr #188, Osprey, FL 34229

In-unit laundry | Air conditioning | Garage parking

2 beds

2 baths

$1,975

Condo for rent

Available Jun 1

Description

Location, Location, Location. Amazing 2 bedroom, 2 bathroom condo in Osprey. Close to Siesta, Key, beaches, Sarasota Mall, Costco, great shopping and restaurants. Bright and cheerful. Amenities included: balcony, central air, central heat, dishwasher, Tile, hardwood floors, pool, stainless steel appliance, updated kitchen and bathroom, storage, washer dryer, and pool, clubhouse, exercise room, dog park. Utilities included: water. Is pet friendly. Date Available: June 1st, 2026. $1,975/month rent. $1,975 security deposit required. Please submit the form on this page or cont

184 Explorer Dr - Photo 1 of 1

5d+ ago

Sarabay Acres condo for rent in Osprey

Townhouse - OSPREY, FL

184 Explorer Dr, Osprey, FL 34229

In-unit laundry | Garage parking | Balcony

2 beds

2 baths

$2,150

Condo for rent

Description

Property Status: Active The unit is available for rent from June 15 till December 15, 2026. The minimum rental period is 3 month. The monthly rent is $2150. The tenant is responsible for electricity and internet costs. INCLUDED IN THE LEASE : Water, sewer. If you are looking for the perfect Florida lifestyle, this is it. Conveniently located between Sarasota and Venice with #1 Siesta Key beach close by, this darling two-bedroom, two-bath, impeccably maintained, property move-in ready. Located on the second floor with a one-car garage, this 2016 built condominium features a

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8 Bay Acres Ave - Photo 1 of 1

4d ago

Condo for rent in Osprey

Charming Osprey Home - K/Q bed, fenced yard, lanai

8 Bay Acres Ave, Osprey, FL 34229

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$3,500

$2,800

Price drop

Condo for rent

Available Aug 1

Description

Property Id: 2540106 Welcome to Osprey, FL! This 2 bed, 2 bath fully furnished unit with a fenced back yard is perfect for families and small pets. Relax in a private lanai or binge-watch Netflix; Whatever your past time, this home has what you need. You will be walking distance to a Breeze bus stop route 17, and situated in the middle of the best beaches in southwest Florida as well as parks, pristine golf clubs, small town restaurants and boutiques. Enjoy the convenience of included utilities, high speed internet, and Netflix. You can comfortably sleep up to 6 people.

6 Bay Acres Ave - Photo 1 of 1

4d ago

Condo for rent in Osprey

Sunny Coastal Escape - Q/Q beds, fenced yard, lanai

6 Bay Acres Ave, Osprey, FL 34229

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$3,500

$2,800

Price drop

Condo for rent

Available Mar 1

Description

Property Id: 2376171 Welcome to Osprey, FL! This 2 bed, 2 bath fully furnished unit with a fenced back yard is perfect for families and small pets. Relax in a private lanai or binge-watch Netflix; Whatever your past time, this home has what you need. You will be walking distance to a Breeze bus stop route 17, and situated in the middle of the best beaches in southwest Florida as well as parks, pristine golf clubs, small town restaurants and boutiques. Enjoy the convenience of included utilities, high speed internet, and Netflix. You can comfortably sleep up to 6 people.

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Nearby rental good for wellness

260 Hidden Bay Dr - Photo 1 of 1

5d+ ago

Sarabay Acres condo for rent in Osprey

260 Hidden Bay Dr, Osprey, FL 34229

In-unit laundry | Swimming pool | Fitness center

3 beds

2.5 baths

$4,850

Condo for rent

Description

6 Month Minimum Lease Available. Experience the beauty of Florida’s Gulf Coast from this spacious, fully furnished 3-bedroom, 2.5-bath waterfront condominium overlooking Little Sarasota Bay. Thoughtfully designed for both comfort and flexibility, the home includes a private den or home office, convenient in-unit laundry, and generous living spaces perfect for relaxing or entertaining. Nestled within Hidden Bay, a private 14-acre waterfront community, residents enjoy a peaceful coastal setting directly on the bay—just across from the pristine beaches of Casey Key and the Gu

Listings within 5 miles
5175 Cantabria Crst - Photo 1 of 1

5d+ ago

House for rent in Sarasota

5175 Cantabria Crst, Sarasota, FL 34238

In-unit laundry | Swimming pool | Dishwasher

3 beds

2 baths

$4,000

House for rent

Description

Enjoy breathtaking lakefront views from the moment you step inside this beautifully maintained 3-bedroom, 2-bath, 2-car garage home in the highly sought-after Silver Oaks community of Palmer Ranch. Designed for both comfort and lifestyle, this residence features an air-conditioned garage with a durable polyaspartic (epoxy) floor—perfect for storage, hobbies, or a clean, finished workspace. Outdoor enthusiasts will appreciate direct access to the Legacy Trail, located just adjacent to the community, offering miles of scenic paths for biking, walking, or jogging—stretching

341 Bayshore Dr - Photo 1 of 1

1d ago

House for rent in Osprey

341 Bayshore Dr, Osprey, FL 34229

In-unit laundry | Air conditioning | Dishwasher

3 beds

2 baths

$3,250

$3,150

Price drop

House for rent

Description

This fully renovated classic-style residence blends Old Florida charm with modern finishes and spacious living areas throughout. Featuring 3 Bedrooms and 2 Bathrooms, the home offers a functional layout designed for comfort and privacy. Conveniently located near Blackburn Boat Ramp with plenty of on-site parking. Just under 1900 sqft of living space, the kitchen flows seamlessly into the dining and living areas, creating an ideal space for everyday living and entertaining. A rear door leads to a fenced yard with ample space for boat parking. Two Guest Bedrooms are located

4142 Central Sarasota Pkwy - Photo 1 of 1

5d+ ago

Condo for rent in Sarasota

In-unit laundry | Assigned parking | Swimming pool

1 bed

1 bath

$1,600

Condo for rent

Description

1 bedroom 1 bath condo located by Sarasota Square Mall in gated community with luxury amenities and just minutes to Siesta Key. Enjoy the resort style swimming pool, hot tub, fitness center, sauna, indoor basketball and racquetball courts and lighted tennis court. No carpet. This unit is clean, spacious and ready for move-in.

Find sweet deals near Oaks

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

8900 Phyliss Ave - Photo 1 of 1

8h ago

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8900 Phyliss Ave Sarasota, FL 34231

8900 Phyliss Ave, Sarasota, FL 34231

Garage parking | Outdoor space

3 beds

2 baths

$2,565

$2,395

Price drop

House for rent

Available Mar 30

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 $2539.90. That covers your base rent, $2395.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. If you feel like you need this house i

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

$2,495

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. Office Phone: (941) 922-3391 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing

1899 Vamo Way - Photo 1 of 1
3D tour

2d ago

House for rent in Sarasota

Single Family Residence - SARASOTA, FL

1899 Vamo Way, Sarasota, FL 34231

In-unit laundry | Furnished | Garage parking

3 beds

3.5 baths

$10,000

House for rent

Description

Property Status: Active ****Not Ready to Buy? Live Like You Already Have. In Sarasota Luxury.**** Tucked away on nearly half an acre in Sarasota's hidden waterfront enclave of Vamo, this custom-built luxury retreat offers the Florida lifestyle most people only experience on vacation. Perfectly positioned just minutes from Siesta Key Beach, Nokomis Beach, and Downtown Sarasota—and only 35 minutes from IMG Academy—this fully furnished residence makes it easy to settle in and start living from day one. Wake up with coffee beside the saltwater pool. Play pickleball before l

9300 Clubside Cir #1208 - Photo 1 of 1

4d ago

Stoneybrook Golf and Country Club condo for rent in Osprey

Condominium - SARASOTA, FL

9300 Clubside Cir #1208, Osprey, FL 34238

In-unit laundry | Furnished | Dishwasher

2 beds

2 baths

$1,700

Condo for rent

Description

Property Status: Active MONTH TO MONTH LEASE AVAILABLE starting 6/1/2026 Stoneybrook Golf & Country Club — Furnished 2BD/2BA Condo with Lake Views 2nd-floor condo in the sought-after Stoneybrook Golf & Country Club community. Wake up to serene wrap-around lake views, play a round of golf steps from your door, and be on one of the country's best beaches in 10 minutes. Fully furnished and move-in ready — this one is as great as it gets. Golf Membership transfer is available. Owner pays trash & water. Tenant is responsible for wifi and electricity. Office Phone: (941) 782-00

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9300 Clubside Cir #1 - Photo 1 of 1

4d ago

Stoneybrook Golf and Country Club townhouse for rent in Osprey

9300 Clubside Cir. #1308 - Furnished - 1

9300 Clubside Cir #1, Osprey, FL 34238

2 beds

2 baths

$2,100

House for rent

Available Jun 1

1883 Mova St - Photo 1 of 1

5d+ ago

House for rent in Sarasota

Single Family Residence - SARASOTA, FL

1883 Mova St, Sarasota, FL 34231

In-unit laundry | Garage parking | Dishwasher

3 beds

2 baths

$2,500

House for rent

Description

Property Status: Active BEAUTIFUL HOUSE,3/2 fenced backyard, great for privacy and pets. Close to beaches, dining and shopping. Don't miss this opportunity to live near one of the best beaches in the country. Office Phone: (813) 629-6954 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

8735 Olde Hickory Ave #8306 - Photo 1 of 1

5d+ ago

Stoneybrook Golf and Country Club condo for rent in Osprey

Condominium - SARASOTA, FL

8735 Olde Hickory Ave #8306, Osprey, FL 34238

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$2,350

Condo for rent

Description

Property Status: Active Turnkey Furnished Short Term Rental Available beginning 5/1/26 (Booked 1/4/27 - 4/4/27). Wide open views from this 3rd Floor Condo with Vaulted Ceilings, Engineered Oak Wood Floors Throughout the Main Living areas and views of the 8th Fairway. Don't miss this chance to enjoy the Sunrise Views of the Fairway and across to the Preserve land and Lake. The 2 Bedroom 2 Bath unit Boasts Stainless Steel Appliances, updated shower in the Master Bath with High Quality Shower Head System and a whirlpool tub with shower in the Guest bathroom. Stylish Paint thr

759 Fordingbridge Way - Photo 1 of 1

5d+ ago

House for rent in Osprey

4 bedrooms 3.5 bath Pool house in Rivendell Community walking path to Pineview Gifted School

759 Fordingbridge Way, Osprey, FL 34229

In-unit laundry | Furnished | Swimming pool

4 beds

3.5 baths

$4,000

House for rent

Available May 13

Description

Property Id: 779624 This is a very nice luxury Neighborhood of Rivendell community walking path to Pineview get to school. The house has four large bedrooms with a office den and 3 1/2 bath there is travertine floor for the first floor and vinyl hardwood for the second floor all the bathrooms are newly renovated with granite marble light with a beautiful Italian bathroom design. The house has a beautiful circle of Pool. That was just been resurface there is a beautiful tropical landscape in the back. The house is fully furnished. Yard care is included in this price.

9300 Clubside Cir #1308 - Photo 1 of 1

5d+ ago

Stoneybrook Golf and Country Club condo for rent in Osprey

Condominium - SARASOTA, FL

9300 Clubside Cir #1308, Osprey, FL 34238

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$2,100

Condo for rent

Description

Property Status: Active AVAILABLE OFF SEASON! Gated golfing community on Palmer Ranch. 3rd-floor condo with open floor plan and unobstructed view from the kitchen through to the lanai with spectacular water views from all sides. Granite counters in the kitchen, lots of seating space in the living room and with lots of windows. There is a king bed in the main bedroom and a custom-tiled walk-in shower in the adjoining bathroom. The lanai is nicely furnished and the icing on the cake is the expansive water view from almost every room. The second bath is conveniently located n

9397 Midnight Pass Rd #905 - Photo 1 of 1

5d+ ago

Condo for rent in Sarasota

Condominium - SARASOTA, FL

9397 Midnight Pass Rd #905, Sarasota, FL 34242

In-unit laundry | Air conditioning | Swimming pool

2 beds

2 baths

$5,500

Condo for rent

Description

Property Status: Active Also for SALE! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with b

Showing 1 - 24 of 24 results
Home > Apartments in Osprey > Oaks Apartments For Rent
Updated: June 6, 2026

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Learn more about renting in Oaks, Osprey, FL

What is the average apartment size in Oaks, Osprey, FL?

In Oaks, apartments average around 3,085 sqft across all unit types. One-bedroom units typically offer around 1,958 sqft, while three-bedroom apartments provide around 4,044 sqft of living space.

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

Three-bedroom apartments are the most common rental type in Oaks, with about 2 listings available per month. One-bedroom units see about 1 listing monthly, while two-bedroom and studio apartments are not currently available in the rental market.

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

Two-bedroom and studio apartments are not available in the current rental market in Oaks. Among the available options, one-bedroom apartments have the fewest listings with about 1 per month compared to three-bedroom units.

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 2026 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.

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

🔑Available apartment rentals24
💰Best rent deal4248 Expedition Way
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
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