Houses for Rent in Osprey, FL

This stunning turnkey 3-bedroom, 2-bath home boasts peaceful lake views on an oversized lot in a vibrant tropical community. Highlights include a beautiful travertine-tiled lanai with a heated pool, quartz kitchen counters, and wood plank oak flooring. The master features dual walk-in closets and a spa-like ensuite. Enjoy the convenience of a dedicated office with built-in cabinetry, a spacious laundry room, and access to fantastic community amenities. Ideal for annual or seasonal rental!

Spanning 2,306 sq ft, this impressive 3-bedroom, 2-bathroom home is perfect for family living and entertaining. Located in a gated community, it features a spacious master suite with a sitting area, luxurious en-suite bath, and abundant closets. The open kitchen boasts stainless steel appliances and a breakfast nook overlooking the stunning pool with a waterfall. Enjoy outdoor gatherings with an outdoor kitchen and a serene tropical yard, beautifully illuminated for enchanting evenings.

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!

This stunning 2-bedroom, 3-bath home boasts over 100 feet of direct bay frontage on Little Sarasota Bay. The bright, open-concept layout features designer touches and panoramic water views. A chef’s kitchen with stainless steel appliances and a large island sets the stage for entertaining. Enjoy the outdoor oasis complete with a sparkling pool and spa. Set on over an acre of lush grounds, this meticulously renovated residence offers a perfect blend of privacy, comfort, and coastal charm.

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 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!

This immaculate 4-bedroom, 3-bath home features serene lake views and an open, bright layout that blends elegance with comfort. The chef's kitchen boasts solid wood cabinetry and granite counters, seamlessly flowing into the family room. Enjoy luxurious outdoor living with a heated pool and a large screened lanai. Additional perks include a beautifully designed office, oversized garage, and walkable access to exceptional community amenities. Ideal for an active lifestyle close to beaches and top-rated schools.

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.

This vibrant 2-bedroom, 2-bathroom home features an open-plan living area bathed in natural light. The expansive fenced yard is ideal for alfresco dining and outdoor fun, while the screened porch offers a cozy spot for relaxed evenings. Additional highlights include a double garage and a convenient laundry room. Enjoy the perfect blend of relaxation and entertainment in this inviting retreat!

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!

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 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 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!

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 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.