Houses for Rent in Osprey, FL

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.

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.

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.

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.

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!

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.

This beautifully updated 3-bedroom, 3-bath golf course estate spans 3,681 sq. ft. in the prestigious Oaks Country Club. Features include high ceilings, a spacious kitchen with quartz countertops, and a luxurious primary suite with a soaking tub. The outdoor oasis boasts a heated pool, spa, and kitchen, perfect for entertaining. Enjoy resort-style amenities such as golf courses, tennis courts, and a fitness center in this exclusive, guard-gated community. Pet-friendly and move-in ready!

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!

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.

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.

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.

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.

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.

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!

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.

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.