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Apartments for Rent in Osprey, FL

Average rent

$3,150
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4248 Expedition Way - Photo 1 of 1

3d 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

260 Hidden Bay Dr - Photo 1 of 1

1d 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

Waterfront 3-bed condo with bay views & marina

This 3-bed, 2.5-bath condo in Sarabay Acres offers waterfront living overlooking Little Sarasota Bay with 2,168 sqft of furnished space. The unit includes a private den, in-unit laundry, and access to Hidden Bay's clubhouse with fitness center, heated pool, tennis courts, and kayak launch. Rent covers cable, internet, water, and trash.

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

$1,995

Price drop

Condo for rent

2-bed golf condo with vaulted ceilings & pool

Located in Stoneybrook Golf and Country Club, this 2-bed, 2-bath condo offers wide open views from the 3rd floor with vaulted ceilings and engineered oak floors. The 1,238 sqft layout features stainless steel appliances, walk-in closet, and a private lanai overlooking the 8th fairway. Community amenities include a pool, pickleball/tennis court, and carport parking.

236 Woodland Dr - Photo 1 of 1

5d+ ago

Condo for rent in Osprey

Quiet spacious condo in Osprey

236 Woodland Dr, Osprey, FL 34229

In-unit laundry | Furnished | On-site laundry

2 beds

2 baths

$1,900

Condo for rent

Available Jul 1

2-bed Osprey condo with pools and tennis courts

Set in Osprey, FL, this dog-friendly 2-bed, 2-bath top-floor condo overlooks native landscaping in the Pine Run community. The 1,325 sqft layout features high ceilings, updated kitchen, and balcony access through sliding doors. A fit for remote workers with internet included and natural lighting, plus outdoor enthusiasts with 2 pools, tennis and pickleball courts, kayak racks, and carport parking.

51 Macewen Dr #8 - Photo 1 of 1

5d+ 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

Furnished 1-bed golf community condo with lake view

This 1-bed, 1-bath condo in Oaks offers a lake view overlooking the golf course in one of Osprey's finest communities. The 595 sqft furnished loft includes granite countertops, stainless steel appliances, in-unit laundry, and a walk-in shower. Rent covers water, sewer, internet, and cable, with pool access steps from your door.

341 Bayshore Dr - Photo 1 of 1

5d+ ago

House for rent in Osprey

341 Bayshore Dr, Osprey, FL 34229

In-unit laundry | Air conditioning | Dishwasher

3 beds

2 baths

$3,150

House for rent

3-bed Osprey house near boat ramp & beaches

This dog-friendly 3-bed, 2-bath house in Osprey blends Old Florida charm with modern finishes across 1,897 sqft. The renovated layout features a primary suite with balcony access, fenced yard with boat parking, and 2-car garage. Located 15 minutes from Siesta Beach and near Blackburn Boat Ramp, with lawn care included in rent.

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188 Explorer Dr #188 - Photo 1 of 1

5d+ 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

2-bed Osprey condo near Siesta Key beaches

Condo with 2 beds in Sarabay Acres, this dog-friendly 2-bath unit offers 1,200 sqft with hardwood floors, in-unit laundry, and a balcony. Water included in rent, plus access to a pool, clubhouse, exercise room, and on-site dog park - a fit for pet owners. Minutes from Siesta Key beaches, Sarasota Mall, and Costco with assigned parking.

8 Bay Acres Ave - Photo 1 of 1

5d+ 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

Furnished 2-bed condo with utilities included

Set in Osprey, FL, this fully furnished 2-bed, 2-bath condo includes all utilities, high-speed internet, and Netflix. The 950 sqft layout features a private lanai, fenced backyard, and full appliances - a fit for remote workers and pet owners. Walking distance to Breeze bus route 17 and minutes from southwest Florida's top beaches and golf clubs.

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6 Bay Acres Ave - Photo 1 of 1

5d+ 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

Furnished 2-bed condo with utilities included

This 950 square-foot condo in Osprey includes full furnishing, utilities, high-speed internet, and Netflix. The 2-bed, 2-bath layout features a private lanai, fenced backyard, and full kitchen with in-unit laundry - a fit for remote workers and pet owners. Walking distance to Breeze bus route 17 and minutes from southwest Florida beaches, parks, and golf clubs.

9300 Clubside Cir #1 - Photo 1 of 1

5d+ 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

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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

2-bed gated condo with pool near Siesta Key

Sitting in Sarabay Acres, this 2-bed, 2-bath condo offers 1,135 sqft in a gated community between Sarasota and Venice. The second-floor unit features an open floor plan with screened balcony, granite counters, stainless appliances, and in-unit laundry. Resort-style heated pool, fitness center, and one-car garage included, with Siesta Key beach nearby.

280 Hidden Bay Dr Unit 202 #202 - Photo 1 of 1

5d+ ago

Sarabay Acres condo for rent in Osprey

3 Bedroom Condo Overlooking Little Sarasota Bay!

280 Hidden Bay Dr Unit 202 #202, Osprey, FL 34229

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

3 beds

2 baths

$3,395

Condo for rent

Brand-new 3-bed condo with bay views & resort amenities

Quietly set in Sarabay Acres, this brand-new 3-bed, 2-bath condo offers 1,937 sqft with partial Little Sarasota Bay views and quartz countertops. The modern kitchen features stainless steel appliances and solid wood cabinetry, while large windows flood the space with natural light - ideal for remote workers and fitness enthusiasts. Resort-style amenities include a pool, tennis courts, fitness center, and clubhouse, plus assigned covered parking and in-unit laundry.

8737 Pebble Creek Ln - Photo 1 of 1

5d+ ago

Stoneybrook Golf and Country Club house for rent in Osprey

Stunning 3-Bed 2.5 Bath Loft Villa in Stoneybrook Golf & Country Club Available Now

8737 Pebble Creek Ln, Osprey, FL 34238

Assigned parking | High ceilings

3 beds

2.5 baths

$4,500

House for rent

Available May 15

3-bed golf villa with lake views and 20ft ceilings

Located in Stoneybrook Golf and Country Club, this 3-bed, 2.5-bath loft villa offers 2,985 sqft with soaring 20-foot ceilings and stunning lake and golf course views. The first-floor primary suite features dual granite vanities and a spa-style bath, while the updated kitchen includes granite countertops and stainless steel appliances. Resort-style amenities include an 18-hole championship golf course, tennis and pickleball courts, heated pool, and fitness center, with lawn care and pest control included.

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

Furnished 2-bed golf condo with water views

Right in Stoneybrook Golf and Country Club, this furnished 2-bed, 2-bath condo offers spectacular water views from its 3rd-floor perch. The 1,230 sqft open floor plan features granite counters, a king bed in the primary suite, and a custom-tiled walk-in shower. The furnished lanai overlooks expansive water views, while the gated community adds a heated pool, tennis/pickleball courts, and state-of-the-art clubhouse with dining and fitness facilities.

124 Turquoise Ln - Photo 1 of 1

5d+ ago

House for rent in Osprey

124 Turquoise Ln, Osprey, FL 34229

In-unit laundry | Swimming pool | Dishwasher

3 beds

2 baths

$4,999

House for rent

3-bed gated Osprey house with heated pool

Set in Osprey, FL, this 3-bed, 2-bath house sits in the gated Emerald Woods community on a quiet cul-de-sac minutes from Siesta Key. The 2,306 sqft layout features a chef's kitchen with granite counters and wine cellar, plus a primary suite with sitting area and three walk-in closets. A fit for remote workers with high-speed internet included and abundant natural light throughout.

919 Scherer Way - Photo 1 of 1

5d+ ago

House for rent in Osprey

4 beds

3 baths

$4,500

House for rent

4-bed Osprey house with pool and 3-car garage

4-bed house in Osprey, FL, featuring a designer pool and spa with lake views in the Rivendell neighborhood. This 3-bath, 2,290 sqft house includes 10' ceilings, hardwood floors, formal dining room, and master suite with pool access. The 3-car garage and screened pool complement the location blocks from top-rated Pine View School, with landscaping and pool maintenance included in rent.

9489 Millbank Dr #2625 - Photo 1 of 1

5d+ ago

Stoneybrook Golf and Country Club condo for rent in Osprey

Condominium - SARASOTA, FL

9489 Millbank Dr #2625, Osprey, FL 34238

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

2 beds

2 baths

$1,995

Condo for rent

2-bed condo with golf course views and office

This 2-bed, 2-bath condo in Stoneybrook Golf & Country Club offers 1,310 sqft with high ceilings and a screened lanai overlooking the greenbelt. The renovated kitchen and bathrooms complement a master suite with bay window seating area and walk-in closets, plus a den/office that works as a third bedroom. Carport parking and storage included, minutes from Siesta Key Beach.

354 Pine Run Dr - Photo 1 of 1

5d+ ago

Condo for rent in Osprey

Condominium - OSPREY, FL

354 Pine Run Dr, Osprey, FL 34229

In-unit laundry | On-site laundry | Balcony

2 beds

2 baths

$1,695

Condo for rent

2-bed condo with vaulted ceilings & courtyard

In Osprey, FL, this 2-bed, 2-bath upper-level condo features vaulted ceilings and a distinctive private courtyard accessible from multiple rooms. The 1,224 sqft layout includes granite countertops, hardwood and tile flooring, and sliding glass doors to balconies with treetop views. A fit for fitness enthusiasts with two heated pools, tennis courts, pickleball, and a fitness center in the Pine Run community.

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8 Bay Ave - Photo 1 of 1

5d+ ago

House for rent in Osprey

Charming room with private bath

8 Bay Ave, Osprey, FL 34229

In-unit laundry | Microwave

1 bed

1 bath

$775

House for rent

Available May 15

1-bed room in Osprey house with utilities

House with 1 beds in Osprey, FL, this private room rental includes a dedicated bathroom and all utilities covered. In-unit laundry, refrigerator, microwave, and off-street parking add convenience. The house enforces strict no-pet, no-visitor policies with structured lease terms requiring first and last month's rent plus security deposit.

14041 Bellagio Way #316 - Photo 1 of 1

5d+ ago

Condo for rent in Osprey

Condominium - OSPREY, FL

14041 Bellagio Way #316, Osprey, FL 34229

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$8,000

Condo for rent

Waterfront 3-bed condo with marina & pool access

Set in Osprey, FL, this furnished 3-bed, 2-bath waterfront condo offers direct bay views from a spacious balcony. The 2,058 sqft layout includes a den, granite kitchen with stainless appliances, and master suite with soaking tub. Resort-style amenities feature a heated pool, fitness center, marina with boat docks, and covered garage parking for two cars.

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

Furnished 1-bed Oaks condo with water views

This 1-bed, 1-bath Oaks rental offers a fully furnished second-floor end unit with sweeping water views of the 18th fairway. The 623 sqft resort-style layout includes a new kitchenette with quartz countertops, walk-in shower, and in-unit washer/dryer. Private pool access and elevator service, just 15 minutes to Siesta Key Beach.

8951 Veranda Way #625 - Photo 1 of 1

5d+ ago

Stoneybrook Golf and Country Club condo for rent in Osprey

Condominium - SARASOTA, FL

8951 Veranda Way #625, Osprey, FL 34238

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$4,995

Condo for rent

Furnished 2-bed golf condo with screened lanais

This 1,333 square-foot condo in Stoneybrook Golf and Country Club includes 2-bed, 2-bath turnkey furnished living with a king bed and in-unit laundry. Two screened lanais offer sunrise and sunset views, while the gated community features an 18-hole golf course, Har-Tru tennis, fitness center, heated pool, and restaurant. One-car garage included, minutes from Siesta Key beaches and Legacy Trail.

280 Hidden Bay Dr Unit 203 #203 - Photo 1 of 1

5d+ ago

Sarabay Acres apartment for rent in Osprey

3/2.5 Hidden Bay Apartment- Available Furnished or Unfurnished!

280 Hidden Bay Dr Unit 203 #203, Osprey, FL 34229

In-unit laundry | Furnished | Air conditioning

3 beds

2 baths

$3,775

Apartment for rent

3-bed gated waterfront apartment with pool

Sitting in Sarabay Acres, this 3-bed, 2-bath apartment offers 1,937 sqft with quartz countertops, stainless appliances, and a screened balcony overlooking Little Sarasota Bay. The gated community includes a resort-style pool, tennis and pickleball courts, fitness center, and kayak launch - a fit for fitness enthusiasts and remote workers with high-speed internet included. Furnished or unfurnished options available with assigned covered parking.

280 Hidden Bay Dr Unit 201 #201 - Photo 1 of 1

5d+ ago

Sarabay Acres condo for rent in Osprey

Modern Living in this 3/2.5 Condo with Bonus Office Space!

280 Hidden Bay Dr Unit 201 #201, Osprey, FL 34229

In-unit laundry | Air conditioning | Balcony

3 beds

2.5 baths

$3,775

Condo for rent

Brand-new 3-bed condo with bay views & office

Condo in Sarabay Acres, this brand-new 3-bed, 2.5-bath unit offers 2,168 sqft with partial Little Sarasota Bay views and a flexible office space - ideal for remote workers and fitness enthusiasts. Quartz countertops, stainless appliances, in-unit laundry, and assigned parking complement resort-style amenities including pool, tennis courts, and fitness center.

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

4-bed Osprey estate with golf views & pool

Right in Oaks, this 4-bed, 6-bath house sits on a private cul-de-sac with sweeping golf course views and a heated pool. The 9,081 sqft layout features a chef's kitchen, outdoor kitchen, screened terrace, and theater room. A first-floor primary suite with soaring ceilings pairs with an upstairs guest wing and four-car garage.

956 Scherer Way - Photo 1 of 1

5d+ ago

House for rent in Osprey

Single Family Residence - OSPREY, FL

956 Scherer Way, Osprey, FL 34229

In-unit laundry | Furnished | Garage parking

4 beds

3 baths

$4,800

House for rent

Furnished 4-bed house backing to state park

A house in Osprey, FL, this fully furnished 4-bed, 3-bath home backs directly to Oscar Scherer State Park for ultimate privacy and preserve views. The 2,290 sqft layout features a luxury kitchen with GE Café appliances, screened pool, and garage. Located in Woodlands at Rivendell with community amenities, walking distance to Pine View School and half a mile to Legacy Trail.

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5100 Jessie Harbor Dr #504 - Photo 1 of 1

5d+ ago

Condo for rent in Osprey

5100 Jessie Harbor Dr #504, Osprey, FL 34229

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$6,950

Condo for rent

Waterfront 3-bed condo with panoramic bay views

Set in Osprey, FL, this furnished 3-bed, 2-bath condo offers direct waterfront living with panoramic views of Little Sarasota Bay from the 5th floor. The 2,143 sqft layout features an updated kitchen with granite counters, stainless appliances, and a spacious balcony. Blackburn Harbor's gated community includes a heated pool, fitness center, tennis courts, and boat dock, with easy access to Nokomis Beach and Siesta Key.

8784 Pebble Creek Ln - Photo 1 of 1

5d+ ago

Stoneybrook Golf and Country Club house for rent in Osprey

Villa - SARASOTA, FL

8784 Pebble Creek Ln, Osprey, FL 34238

In-unit laundry | Furnished | Garage parking

2 beds

2.5 baths

$4,800

House for rent

Furnished 2-bed villa in gated golf community

This 2-bed, 2.5-bath furnished villa in Stoneybrook Golf & Country Club offers 2,368 sqft with a private pool, screened lanai, and upstairs loft. The gated community features an 18-hole championship golf course, fitness center, tennis courts, and elegant clubhouse with dining. Available May-October only, minutes from Siesta Key beaches and Legacy Trail.

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

4,519 sqft golf course estate with pool & spa

House in Oaks, this 3-bed, 3.5-bath estate sits on the 17th fairway of Oaks Country Club's gated community. The 4,519 sqft layout features crown moldings, granite counters, stainless appliances, and a primary suite with soaking tub. An expansive screened lanai adds a pool, spa, and outdoor kitchen with golf course views.

8750 Olde Hickory Ave #9103 - Photo 1 of 1

5d+ ago

Stoneybrook Golf and Country Club condo for rent in Osprey

Residential, Other - Sarasota, FL

8750 Olde Hickory Ave #9103, Osprey, FL 34238

Furnished | Assigned parking | Swimming pool

2 beds

2 baths

$4,000

Condo for rent

Furnished 2-bed golf condo with fairway views

Right in Stoneybrook Golf and Country Club, this furnished 2-bed, 2-bath condo offers long fairway and lake views from its enclosed Florida room. The 1,238 sqft first-floor unit features a 2017 kitchen with quartz counters, laminate flooring, and assigned parking steps from your door. Community pool, tennis court, fitness center, and 18-hole golf course complete the resort-style living.

101 Woodland Pl - Photo 1 of 1

5d+ ago

Townhouse for rent in Osprey

Townhouse - OSPREY, FL

101 Woodland Pl, Osprey, FL 34229

In-unit laundry | Furnished | Swimming pool

3 beds

2.5 baths

$6,950

House for rent

Furnished 3-bed townhouse near Gulf beaches

Townhouse in Osprey, FL, this furnished 3-bed, 2.5-bath corner unit sits in Pine Run's tropical 20-acre community. The 1,839 sqft layout features vaulted ceilings, custom eat-in kitchen, and screened lanai with nature views. All utilities and Wi-Fi included, plus heated pools, tennis courts, pickle ball courts, and clubhouse - less than half a mile from the Gulf of Mexico.

557 Crane Prairie Way - Photo 1 of 1

5d+ ago

House for rent in Osprey

Single Family Residence - OSPREY, FL

557 Crane Prairie Way, Osprey, FL 34229

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$5,500

House for rent

Furnished 3-bed seasonal rental in gated Osprey

In Osprey, FL, this fully furnished 3-bed, 2-bath house sits in the gated Willowbend community with 2,172 sqft of bright, open living space. The seasonal rental features a spacious kitchen, large primary suite, and screened lanai for morning coffee or evening sunsets. Community amenities include a pool, fitness center, and scenic walking areas, with beaches, shopping, and restaurants nearby in the Sarasota and Venice area.

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

3-bed Osprey house with covered porch & garage

A house in Osprey, FL, this 3-bed, 2-bath residence features an open floor plan with cathedral ceilings and a spacious great room. The 1,648 sqft layout includes a primary suite with walk-in closet, split floor plan for privacy, and a covered porch overlooking a paver patio. Located minutes from downtown Venice and Sarasota beaches, with garage parking and in-unit laundry.

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

2.5 baths

$5,000

Condo for rent

2-bed waterfront penthouse with bay views

This 1,950 square-foot condo in Sarabay Acres includes 2-bed, 2.5-bath penthouse living with mesmerizing views of Little Sarasota Bay, Casey Key, and the Gulf of Mexico. Each bedroom features an en suite bathroom, plus a separate office with French doors and powder room in an open floor plan. The large kitchen offers granite counters, breakfast bar seating for 4, and stainless appliances, while the gated community adds a fitness center, resort-style pool, tennis courts, and clubhouse.

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3603 N Point Rd #602 - Photo 1 of 1
3D tour

5d+ ago

Condo for rent in Osprey

Condominium - OSPREY, FL

3603 N Point Rd #602, Osprey, FL 34229

In-unit laundry | Furnished | Garage parking

3 beds

3 baths

$5,900

Condo for rent

Furnished 3-bed condo with pool and elevator

Set in Osprey, FL, this furnished 3-bed, 3-bath condo spans 2,545 sqft in the gated Oaks-Preserve community. Hardwood floors, granite counters, stainless appliances, and a screened balcony with sunset views highlight the layout. Building amenities include elevator access, heated pool and spa, fitness center, and covered parking with storage.

293 Turquoise Ln - Photo 1 of 1

5d+ ago

House for rent in Osprey

Single Family Residence - OSPREY, FL

293 Turquoise Ln, Osprey, FL 34229

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

3 beds

2 baths

$5,750

House for rent

3-bed gated Osprey house with screened lanai

Set in Osprey, FL, this 3-bed, 2-bath house sits behind the secure gates of Oaks Preserve in Emerald Woods. The 2,271 sqft layout features a chef's kitchen, tray ceilings, luxury vinyl plank flooring, and an oversized owner's suite with multiple walk-in closets. A screened lanai with wet bar overlooks tranquil preserve views, plus 2-car garage and hurricane impact windows.

8755 Olde Hickory Ave #7109 - Photo 1 of 1

5d+ ago

Stoneybrook Golf and Country Club condo for rent in Osprey

Condominium - SARASOTA, FL

8755 Olde Hickory Ave #7109, Osprey, FL 34238

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$2,095

Condo for rent

Furnished 2-bed condo with golf course views

A 2-bed condo in Osprey, FL's Stoneybrook Golf and Country Club neighborhood, this furnished unit offers golf course views from a private lanai and ground-floor access. The 1,238 sqft layout features a remodeled kitchen, 2-bath setup with walk-in shower, and in-unit laundry. Resort-style amenities include fitness center, pools, tennis, and pickleball courts just steps away.

293 Hidden Bay Dr #203 - Photo 1 of 1

5d+ ago

Sarabay Acres condo for rent in Osprey

Condominium - OSPREY, FL

293 Hidden Bay Dr #203, Osprey, FL 34229

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$5,000

Condo for rent

Furnished 2-bed waterfront condo with garage

This 1,568 square-foot condo in Sarabay Acres includes 2 bedrooms, 2 baths, and a den with French doors. The turnkey furnished unit features granite counters, porcelain tile throughout, and high ceilings on the second floor with water views. Resort-style amenities include a heated spa, fitness center, tennis courts, and community clubhouse, plus a detached garage and easy access to Little Sarasota Bay and nearby keys.

2090 S Tamiami Trl - Photo 1 of 1

5d+ ago

Apartment for rent in Osprey

2090 S Tamiami Trl, Osprey, FL 34229

Dishwasher

2 beds

2 baths

$2,599

Apartment for rent

Showing 1 - 39 of 39 results
Home > Apartments in Osprey
Updated: June 16, 2026

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Learn more about renting in Osprey, FL

Local insights: What it's like to live in Osprey, FL

Osprey, FL, is appreciated for its serene atmosphere and proximity to beautiful beaches, which many residents highlight as a major draw. The local dining scene offers a variety of options, and many enjoy the accessibility to parks and outdoor recreational activities. While the weather is frequently rated positively, some residents express concerns about limited public transportation and the higher cost of living compared to neighboring areas. Overall, Osprey appears to be a peaceful spot for those valuing a relaxed lifestyle near the coast.

How much is the average rent in Osprey, FL for 1-bedroom and 2-bedroom apartments?

Osprey's 2025 rental market shows 1-bedroom apartments averaging around $1,700 per month, while 2-bedroom units rent for around $2,700 monthly. These figures reflect current market conditions across the city's available inventory.

When is the best time to look for an apartment in Osprey, FL?

May offers the lowest rental prices in Osprey, with rents running 18% below February peak levels. December provides the least competitive search environment with lower overall demand, while June and July see the highest competition between renters.

What are the best neighborhoods to rent an apartment in Osprey, FL?

Oaks, Sarabay Acres, and Stoneybrook Golf and Country Club represent Osprey's top rental neighborhoods, each offering 1-bedroom apartments at around $1,670 monthly. Oaks draws 2.27 times more renter interest than average, while Sarabay Acres holds the largest market share at 21% of available listings.

What areas of Osprey, FL are best for budget-conscious renters?

Stoneybrook Golf and Country Club offers budget-friendly options with a median rent around $3,030 per month. This neighborhood provides community amenities and walkable infrastructure while maintaining more accessible pricing compared to other areas in Osprey.

Are there pet-friendly apartments in Osprey, FL?

Oaks and Sarabay Acres excel for pet owners, featuring specialized amenities like pet flooring, pet-safe windows, and dedicated pet spaces within apartments. These neighborhoods provide outdoor walking areas, pet waste stations, community pet events, and welcome all breeds without restrictions.

Are utilities usually included in rent in Osprey, FL?

Utilities are rarely included in Osprey rental prices, appearing in less than 1% of available listings across all apartment sizes. Most renters should budget separately for electricity, water, and other utility costs beyond their monthly rent payment.

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 Osprey, FL near you?

🔑Available apartment rentals40
💰Best rent deal8 Bay Ave
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos