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Apartments for Rent in Osprey, FL

Average rent

$3,950
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280 Hidden Bay Dr #203 - Photo 1 of 1

10h ago

Sarabay Acres apartment for rent in Osprey

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

280 Hidden Bay Dr #203, Osprey, FL 34229

In-unit laundry | Furnished | Air conditioning

3 beds

2 baths

$3,795

Apartment for rent

Bright & Spacious Condo with Scenic Balcony Retreat

A fantastic second-story apartment offering 3 bedrooms and 2 bathrooms, featuring modern finishes and abundant natural light. The well-equipped kitchen includes quartz countertops and stainless-steel appliances, while the open living area extends to a screened balcony, perfect for enjoying serene views. The primary suite boasts dual walk-in closets and an en suite bathroom. Enjoy access to luxurious community amenities, including a resort-style pool, spa, and tennis courts, all in a gated waterfront setting.

280 Hidden Bay Dr #202 - Photo 1 of 1

10h ago

Sarabay Acres condo for rent in Osprey

3 Bedroom Condo Overlooking Little Sarasota Bay!

280 Hidden Bay Dr #202, Osprey, FL 34229

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

3 beds

2 baths

$3,595

Condo for rent

Stunning New Condo with Bay Views & Resort Amenities

Enjoy modern living in this brand-new 3-bedroom, 2-bath condo, featuring an open floor plan, sleek kitchen with quartz countertops, and abundant natural light. The primary suite boasts dual closets and an elegant en suite bathroom. Residents benefit from underbuilding parking, locked storage, and access to community amenities like a resort-style pool, fitness center, and tennis courts. Experience serene waterfront living with partial views of Little Sarasota Bay.

280 Hidden Bay Dr #201 - Photo 1 of 1

10h ago

Sarabay Acres condo for rent in Osprey

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

280 Hidden Bay Dr #201, Osprey, FL 34229

In-unit laundry | Air conditioning | Balcony

3 beds

2.5 baths

$3,795

Condo for rent

Modern Condo with Scenic Bay Views & Amenities

Experience a luxurious lifestyle in this brand-new 3-bedroom, 2.5-bath condo featuring an open floor plan and expansive windows that offer partial views of Little Sarasota Bay. The sleek kitchen boasts stainless steel appliances, quartz countertops, and solid wood cabinetry, perfect for both cooking and entertaining. Enjoy resort-style living with access to a community pool, tennis and pickleball courts, and a fully equipped fitness center in this inviting Edgewater at Hidden Bay residence.

Highland Road Duplexes - Photo 1 of 1

22h ago

8.1

Very good

Highland Road Duplexes

1733 Highland Rd, Osprey, FL 34229

3 beds

2 baths

$1,995–$2,095

Apartment for rent

Spacious Duplex Living with Park Access

Highland Road Duplexes offers a roomy 2-bedroom unit with 2 bathrooms and a versatile bonus room, perfect for an office or playroom. Enjoy an oversized living room, a single car garage, and convenient washer and dryer hookups. The screened-in patio adds outdoor charm, while the prime location across from Oscar Scherer State Park ensures easy access to nature. Pet-friendly and ready for you to call home!

51 Macewen Dr #12 - Photo 1 of 1

4d 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

$2,400

Condo for rent

Exclusive Lakefront Condo with Stunning Views

This fully furnished 1-bedroom, 1-bath condo offers a resort-style living experience at The Oaks Club's Windsor Lodge. Enjoy breathtaking water views from a sunny second-floor end unit, complete with a kitchenette, dining nook, and ample storage, including a stacked washer/dryer. Residents have exclusive access to a private swimming pool and clubhouse while being just 15 minutes from Siesta Key Beach. Perfect for those seeking a serene lifestyle in a prime location.

4248 Expedition Way - Photo 1 of 1

4d 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

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

$15,000

$14,000

Price drop

House for rent

Luxurious Golf Course Retreat with Outdoor Oasis

Nestled in a serene cul-de-sac, this beautifully revitalized 4-bedroom, 6-bath estate offers 9,081 sq ft of refined Florida living. A chef's kitchen flows seamlessly to the spacious lanai, showcasing heated pool and spa with stunning golf course views. The first-floor primary suite offers an elegant sanctuary, while the second-story guest wing features a loft and theater room. Enjoy a split four-car garage and luxury amenities in this premier country club community.

80 Navigation Cir - Photo 1 of 1

5d+ ago

Sarabay Acres townhouse for rent in Osprey

Townhouse - OSPREY, FL

80 Navigation Cir, Osprey, FL 34229

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$2,500

House for rent

Bright & Spacious Townhouse Near Siesta Key

Enjoy the Florida lifestyle in this turnkey, furnished 3-bedroom, 2-bathroom townhouse with a garage. Featuring hurricane windows and located in a gated community, residents have access to a pool, clubhouse, and gym. Just minutes from Siesta Key and Nokomis Beach, and with restaurants and shopping nearby, this vibrant home is perfect for easy living. A minimum lease ensures comfort and convenience in this sought-after location.

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605 Crane Prairie Way - Photo 1 of 1

5d+ ago

House for rent in Osprey

4 beds

3 baths

$7,500

House for rent

Stunning Pool Home with Lake Views & Amenities

This beautifully appointed 4-bedroom, 3-bathroom pool home offers a resort-like experience in the vibrant Willowbend community. Enjoy serene lake views, a heated caged pool, and a spacious patio perfect for indoor/outdoor entertaining. The community features a clubhouse, exercise room, and a pool, enhancing the active lifestyle. Just minutes from the stunning Casey Key Beach and Sarasota's entertainment, this home is a fantastic seasonal rental opportunity.

60 Bishops Court Rd #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Osprey

60 BISHOPS COURT #114 - 1

60 Bishops Court Rd #1, Osprey, FL 34229

Swimming pool | Controlled access | Residents lounge

2 beds

2.5 baths

$2,595

House for rent

Available Mar 10

Elegant Townhome with Serene Preserve Views

Experience luxury living in this unfurnished townhouse featuring 2 bedrooms, each with an en-suite bath, and an inviting layout across 1,890 sq. ft. Delight in the seamless flow to a private outdoor space overlooking a tranquil preserve. Located in an exclusive enclave of just 12 homes, this property provides access to a community pool and is ideally situated near shopping, dining, and the stunning Siesta Key Beach. Perfect for those seeking comfort and an exceptional lifestyle.

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In-Unit Laundry

Swimming Pool

Walk-In Closets

Dishwasher

260 Hidden Bay Dr #401 - Photo 1 of 1

5d+ ago

Sarabay Acres condo for rent in Osprey

260 Hidden Bay Dr #401, Osprey, FL 34229

Furnished | On-site laundry | Swimming pool

3 beds

2.5 baths

$4,850

Condo for rent

Available Mar 6

Waterfront Condo with Resort-Style Amenities

Experience the Gulf Coast from this spacious 3-bedroom, 2.5-bath waterfront condo overlooking Little Sarasota Bay. This furnished home includes a private den, in-unit laundry, and generous living spaces ideal for relaxation or entertaining. Enjoy resort-style amenities like a heated pool, fitness center, and fishing pier, all within a serene, gated community. Embrace the waterfront lifestyle with easy access to pristine beaches, tennis, pickleball, and more.

60 Bishops Court Rd #114 - Photo 1 of 1

5d+ ago

Townhouse for rent in Osprey

Townhouse - OSPREY, FL

60 Bishops Court Rd #114, Osprey, FL 34229

In-unit laundry | Swimming pool | Walk-in closets

2 beds

3.5 baths

$2,595

House for rent

Elegant Townhome with Private Preserve Views

Experience luxury in this stunning townhome featuring 2 bedrooms, each with its own en-suite bath, and an inviting open floor plan. The spacious living and dining areas lead to a serene outdoor space overlooking a preserve. Enjoy access to a community pool within an exclusive enclave of 12 homes. Located near shopping, dining, and the beautiful Siesta Key Beach, this residence combines comfort with a vibrant lifestyle in a traditional architectural style, offering 1,890 sq. ft. of living space.

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

Elegant Pool Home with Preserve Views

This stunning 4-bedroom, 3-bathroom pool home offers a fully furnished retreat with breathtaking views of Oscar Scherer State Park. Spanning 2,290 sq ft, it features a luxurious kitchen equipped with premium GE Café appliances. Enjoy private relaxation by the screened pool and the convenience of low-maintenance living with included lawn care and pool maintenance. Located steps from Pine View School and the Legacy Trail, this residence combines serene living with easy access to local amenities and beautiful beaches.

234 Patterson Ave - Photo 1 of 1

5d+ ago

House for rent in Osprey

Single Family Residence - OSPREY, FL

234 Patterson Ave, Osprey, FL 34229

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

3 beds

1.5 baths

$2,000

House for rent

Bright & Modern Home with Stylish Outdoor Spaces

Experience the charm of this updated 3-bedroom, 1.5-bathroom home featuring 1,173 sq ft of living space with vaulted ceilings and fresh paint. Enjoy a NEW kitchen with granite countertops and stainless steel appliances. The fully fenced yard provides privacy, complemented by both a side porch lanai and an open rear deck—ideal for outdoor entertaining. Located just minutes from breathtaking Gulf Coast beaches, this home combines style, comfort, and a prime location.

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

Stunning Waterfront Condo with Panoramic Bay Views

Experience breathtaking water views in this beautifully furnished 3-bedroom, 2-bathroom condo. Spanning 2,143 sq ft, it features a spacious open floor plan, a modern kitchen with granite countertops, and a covered balcony perfect for enjoying sunsets. Located in a gated community with amenities like a heated pool, fitness center, and boat access, this home is a serene retreat just moments from Nokomis Beach and vibrant local attractions.

9300 Clubside Cir #1206 - Photo 1 of 1

5d+ ago

Stoneybrook Golf and Country Club condo for rent in Osprey

$2050furnished condo

9300 Clubside Cir #1206, Osprey, FL 34238

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$2,050

Condo for rent

Available Apr 2

Lakeview Condo with Modern Upgrades & Furnishings

This fully furnished 2-bed, 2-bath condo is your perfect Sarasota retreat featuring serene lake views and modern upgrades. Enjoy a bright kitchen with quartz countertops and private laundry. Nestled in a gated community just minutes from Siesta Key Beach, this lifestyle offers easy access to a pool, golf course, and the Legacy Trail for outdoor fun. Ideal for both long-term and seasonal rentals. Limited hassle, maximum relaxation awaits!

119 Villa Dr - Photo 1 of 1

5d+ ago

House for rent in Osprey

119 Villa Dr, Osprey, FL 34229

Garage parking | Swimming pool | Outdoor space

2 beds

2 baths

$2,500

House for rent

Available Feb 19

Waterfront Retreat with Private Boat Dock & Lift

Experience the ultimate canal-front lifestyle in this beautifully maintained 2-bedroom, 2-bath home, featuring modern finishes and an open floor plan ideal for entertaining. Enjoy stunning water views, a private boat dock with lift for easy access to the Intracoastal, and an outdoor space perfect for relaxing with a hot tub and fire pit. With essential amenities and a garage, this home is a perfect haven for boating enthusiasts and those seeking leisurely waterfront living.

4429 Conchfish Ln #NA - Photo 1 of 1

5d+ ago

House for rent in Osprey

$3,250 - 3 Bedroom 2 Bathroom House In Osprey next to Pine View School

4429 Conchfish Ln #NA, Osprey, FL 34229

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,850

House for rent

Available Sep 1

Spacious Single-Story Home Near Top Schools

This inviting 3-bedroom, 2-bath home offers 2,008 sq. ft. of living space, featuring new waterproof laminate flooring and an ocean-inspired guest bath. Relax on the covered lanai overlooking a private backyard, perfect for entertaining. Located in a friendly neighborhood close to Pine View School, Casey Key Beach, and essential amenities, this home combines modern upgrades with the charm of coastal living. Enjoy convenient access to parks and local attractions!

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1755 Highland Rd #1755 - Photo 1 of 1

5d+ ago

Townhouse for rent in Osprey

3 BR, 2 BA in Osprey

1755 Highland Rd #1755, Osprey, FL 34229

In-unit laundry

3 beds

2 baths

$2,195

House for rent

Available Jan 14

Versatile Townhouse with Bonus Room & Garage

This spacious 3-bedroom, 2-bath townhouse features a versatile bonus room for use as an office or extra bedroom. The open living area enhances the home's flow, while a screened-in patio invites relaxation. A single car garage and convenient laundry hookups complete this inviting space, located just steps from Oscar Scherer State Park. Pet-friendly community perfect for outdoor enthusiasts!

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

Luxurious Villa with Golf Course Access & Pool

Experience vibrant living in this exquisite 2-bed, 2.5-bath villa in the gated Stoneybrook Golf & Country Club. Enjoy a renovated golf course, tennis courts, fitness center, and elegant clubhouse. With 2,368 sq ft, this furnished home features a screened lanai with a pool and spa, a loft, an office, and ample parking. Proximity to stunning beaches and local amenities make this a prime, seasonal retreat. No pets allowed.

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

Gorgeous Golf Course Retreat with Private Lanai

This stunning home behind the gates of The Oaks Country Club features 3 bedrooms, 3.5 bathrooms, and over 4,500 sq. ft. of luxurious living space. Enjoy the spacious open floor plan, marble and wood flooring, and a chef's kitchen with top-of-the-line appliances. The expansive primary suite boasts a bonus room and lavish ensuite. Outdoor living is a dream with a screened lanai, PebbleTec pool, spa, and outdoor kitchen overlooking the 17th fairway.

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 May 15

Bright & Airy Condo Surrounded by Nature

This delightful 2-bed, 2-bath condo features soaring ceilings and abundant natural light, creating a warm and inviting atmosphere. The updated kitchen provides scenic views of the lush native landscaping. Enjoy two community pools, tennis and pickleball courts, and easy access to local parks. Perfectly located between Sarasota and Venice, it’s a paradise for nature lovers. Small dogs are welcome, and the unit includes a carport and an exercise room for added convenience.

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

Impeccable Condo with Scenic Golf Views

Enjoy breathtaking golf and lake views in this stunning 2BR/2B first-floor condo. Spanning 1,238 sq. ft., this tastefully furnished home features a newly remodeled kitchen, updated bathrooms, and a spacious Florida Room. With no stairs and reserved parking, this condo offers comfort and convenience. Community amenities include a heated pool, tennis court, and BBQ area, while nearby Stoneybrook offers golf, fitness, and dining.

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

Bright & Spacious Townhouse with Tropical Oasis Vibe

This beautifully designed 3BR/2.5BA corner townhouse offers a bright, airy atmosphere with vaulted ceilings and a custom eat-in kitchen. Enjoy a private screened patio with tranquil nature views. Located in a friendly community, amenities include two heated pools, tennis, and pickleball courts. Just steps from the Gulf of Mexico and the Legacy Bike Trail, this home is perfect for those seeking a laid-back Florida lifestyle in a prime location.

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

Stylish Furnished Home with Pool in Gated Community

This elegant 3-bed, 2-bath home spans 2,172 sq ft in Willowbend, offering a bright open layout perfect for relaxation. Enjoy a spacious kitchen, large primary suite, and serene screened lanai. Community amenities include a pool, fitness center, and scenic walking paths, all just moments from beautiful beaches, shopping, and dining. This seasonal rental is fully furnished and ready for your Florida getaway!

758 Pine Run Dr - Photo 1 of 1

5d+ ago

Condo for rent in Osprey

2 BR, 2 BA in Osprey

758 Pine Run Dr, Osprey, FL 34229

In-unit laundry | Air conditioning | Dishwasher

2 beds

2 baths

$1,950

Condo for rent

Available Dec 2

Updated Coastal Condo with Private Patios

This spacious 2-story condo features 2 bedrooms and 2.5 bathrooms, with a fresh modern design and stylish updates throughout. The newly remodeled kitchen showcases shaker cabinetry and sleek granite countertops. Enjoy open-concept living with water-resistant flooring and in-unit laundry. Both bedrooms offer private patios for relaxation, and the community amenities include a large pool, tennis courts, and a fitness center, making it perfect for a low-maintenance coastal lifestyle.

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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

Waterfront Condo with Breathtaking Intracoastal Views

Luxuriate in peaceful waterfront living in this stunning 2,000-square-foot, 3-bedroom, 3-bath condominium. Perfect for relaxation, the expansive screened balcony showcases magnificent sunsets. Enjoy resort-style amenities, including a heated pool, tennis courts, and a private kayak launch. Located in a gated community, this residence also features a private two-car garage and is just minutes from shopping, dining, and the renowned Siesta Key beach.

758 Pine Run Dr #758 - Photo 1 of 1

5d+ ago

Condo for rent in Osprey

758 Pine Run Dr #758, Osprey, FL 34229

In-unit laundry | Air conditioning | Swimming pool

2 beds

2 baths

$1,950

Condo for rent

Available Nov 18

Modern Coastal Retreat with Resort-Style Amenities

This beautifully updated 2-story condo features 2 bedrooms and 2.5 bathrooms, offering a fresh and modern design throughout its 1,184 sq ft. The remodeled kitchen boasts shaker-style cabinetry and new stainless steel appliances. Enjoy a spacious open-concept living area with water-resistant laminate flooring, plus private patios for relaxation. Amenities include a large pool, tennis courts, and a fitness center, ensuring a vibrant, low-maintenance lifestyle just minutes from the beach.

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

Charming Home with Beautiful Outdoor Living Space

This meticulously maintained 3-bedroom, 2-bath home features an airy open floor plan with a spacious great room and dedicated dining area. Cathedral ceilings and pocket sliding doors enhance the light and airy atmosphere. The eat-in kitchen boasts ample cabinetry and a new stainless-steel refrigerator. The oversized primary suite includes a walk-in closet and ensuite bathroom. A covered porch overlooks a stunning paver patio, ideal for relaxation and entertaining.

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

$7,000

Condo for rent

Waterfront Condo with Expansive Balcony Views

Luxurious waterfront living awaits in this turnkey 3-bed, 2-bath plus den condo. Located in a gated community, this spacious 3rd-floor end unit offers a large balcony overlooking the bay, a fully equipped kitchen, and a master suite with a private balcony access. Enjoy resort-style amenities including a heated pool, fitness center, and marina. Close to stunning beaches and vibrant dining options.

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

$4,500

Condo for rent

Panoramic Golf Views from Stylish 3rd Floor Condo

Enjoy sweeping fairway views from this 2-bed, 2-bath condo featuring vaulted ceilings and engineered oak floors. The master suite offers a luxurious shower system and lanai access. The community boasts new tile roofs, a pool, pickleball/tennis courts, and social areas. Partially furnished and ready for short-term stays, this unit promises comfort and convenience in a vibrant setting.

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

$4,000

Condo for rent

Country Club Living with Golf Views

Experience vibrant country club living in this 2-bed, 2-bath condo at Stoneybrook. Offering a premier golf course, tennis, heated pool, and fitness center, this 1,333 sqft unit is fully furnished with two lanais, a king-sized bed, and a one-car garage. Enjoy the stunning sunrise or sunset and explore nearby Siesta Key beaches and the Legacy Trail.

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

Stunning Bayfront Penthouse with Resort Amenities

Experience breathtaking views of Little Sarasota Bay and the Gulf from this spacious 2-bedroom, 2.5-bath penthouse. The open floor plan features a stylish kitchen with granite countertops and stainless steel appliances, a separate office, and a large laundry room. Enjoy resort-style amenities, including a heated pool, fitness center, and clubhouse. This secure, gated community offers luxury living, with nearby shopping, dining, and Siesta Key Beach. Perfect for seasonal or annual rental!

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

Luxurious Condo with Breathtaking Views

Revel in over 2,500 sq ft of elegance in this furnished 3-bed, 3-bath condo in The Oaks-Preserve. Enjoy an open floor plan, private elevator access, hardwood floors, and a gourmet kitchen. The owner’s suite boasts a walk-in closet and spa-like bath. Delight in serene sunsets and wildlife from the screened balcony. Exclusive amenities include a heated pool, spa, and fitness center. Close to top schools and Siesta Key beaches.

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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

Luxurious Oasis in Emerald Woods Retreat

This stunning 3-bed, 2-bath home in the gated Oaks Preserve boasts a chef's kitchen, luxurious owner's suite, and premium finishes. Enjoy 2,271 sq. ft. of elegant living with tray ceilings, crown moldings, and a private screened lanai with wet bar. Perfectly located near top schools, beaches, and biking trails, this rare rental offers an exceptional Florida lifestyle.

9320 Clubside Cir #2310 - Photo 1 of 1

5d+ ago

Stoneybrook Golf and Country Club condo for rent in Osprey

Condominium - SARASOTA, FL

9320 Clubside Cir #2310, Osprey, FL 34238

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

2 beds

2 baths

$4,700

Condo for rent

Serene Country Club Condo Living

Easy living in this elegant 2-bed, 2-bath condo at Stoneybrook Golf and Country Club. With 1,106 sq ft of space, enjoy high ceilings, walk-in closet, and convenient amenities. Located on the 3rd floor, indulge in a maintenance-free lifestyle with transferable membership, close to Siesta Key, shopping, and dining.

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

Bright 2BR Condo with Golf Course Views & Amenities

Enjoy resort-style living in this fully furnished 2-bed, 2-bath ground-floor condo, featuring serene golf course views and a bright, open-concept design. Relax on your private lanai or explore amenities like the fitness center, pools, and tennis courts. The remodeled kitchen and spacious primary bedroom with en-suite enhance comfort and convenience. Located steps from the Terraces pool and a short walk to the Stoneybrook Country Club, this is the ultimate Florida getaway!

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

Waterfront Condo with Scenic Views & Full Amenities

Enjoy serene water views in this 1,568 sq ft, 2-bed, 2-bath condo with den in a gated community. Completely renovated and turnkey furnished, featuring porcelain tile, granite counters, and high ceilings. Includes stainless steel appliances, detached garage, and resort-style amenities like a pool, spa, and fitness room. Close to Sarasota Bay's shores and Siesta Key. Pet friendly with owner approval.

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: March 18, 2026

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Learn more about renting in Osprey, FL

7

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?

The average rent for a 1-bedroom apartment in Osprey, FL is approximately $4,322 per month, while a 2-bedroom apartment averages $2,909 per month.

Are rents going up or down in Osprey, FL?

Rent prices in Osprey, FL have seen an overall increase of about 4% recently. However, the average cost for a 1-bedroom has decreased by 1%, and 2-bedrooms have dropped by 4%.

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

The best time to look for an apartment in Osprey, FL is in December when the market is least competitive, offering more options and potentially better deals.

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

Sarabay Acres and Stoneybrook Golf and Country Club are among the top neighborhoods in Osprey, offering a great social living environment and amenities that attract significant interest.

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

While budget-friendly options are limited, exploring neighborhoods outside the popular areas like Sarabay Acres and Stoneybrook Golf and Country Club might offer more affordable choices.

Are there pet-friendly apartments in Osprey, FL?

Yes, approximately 23.94% of listings in Osprey are pet-friendly, with Sarabay Acres being particularly appealing for pet owners due to its amenities.

Are utilities usually included in rent in Osprey, FL?

Utilities are included in about 10% of the rental listings in Osprey, FL.

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.

Looking for apartments in Osprey, FL near you?

🔑Available apartment rentals40
💰Best rent deal4248 Expedition Way
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos