Houses for Rent in Osprey, FL

This beautifully updated 3-bedroom, 2.5-bath Loft Villa offers stunning lake and golf course views in a prestigious gated community. Features include a first-floor primary suite with a spa-style bath, a light-filled open floor plan, and an updated kitchen with stainless steel appliances. Residents enjoy resort-style amenities, including a golf course, heated pool, fitness center, and access to the Legacy Trail. Comfort and elegance combine in this inviting retreat, perfect for an exceptional lifestyle.

This fully renovated 3-bedroom, 2-bath classic-style residence combines Old Florida charm with modern finishes. Offering just under 1900 sqft of living space, the layout flows seamlessly, ideal for relaxation and entertaining. Enjoy a fenced yard with ample boat parking, a luxurious Primary Suite with a private balcony, and a soaking tub in the Master Bathroom. Located just 15 minutes from stunning beaches and with included lawn care, this vibrant home is perfect for enjoying the Florida lifestyle.

Experience luxurious living in this stunning 3-bed, 2-bath home featuring 2,306 sq. ft. of elegantly designed space. Highlights include a chef's kitchen, an expansive primary suite, and a resort-style heated pool with a cascading waterfall. Perfect for entertaining, the screened lanai boasts an outdoor kitchen, while the lush backyard creates a serene retreat. Located in a gated community near Siesta Key, this property combines comfort and sophistication.

This luxurious 4-bedroom, 3.5-bath home boasts spacious interiors with stunning renovations, including Italian-designed bathrooms. Featuring a circle pool that has been recently resurfaced and lush tropical landscaping, this furnished residence is perfect for entertaining. Ideal for families, it's located in the prestigious Rivendell community with easy access to local schools. Enjoy hassle-free living with yard care included!

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 stunning 4-bedroom, 3-bathroom home features 2,290 sq ft of stylish living, a designer pool, and serene lake views. With high ceilings and hardwood floors, it’s an entertainer's dream! Enjoy a spacious Master Suite with dual sinks and a soaking tub, plus proximity to Pine View School. The community offers nature trails and playgrounds, perfect for family fun. Landscaping and pool maintenance included for hassle-free living.

Discover a stress-free living experience in Osprey with this private room rental. Enjoy the comfort of a private bath, utilities included, and easy access to amenities like a refrigerator and microwave. Ideal for a single occupant, this rental requires a thorough verification process and adherence to house rules for a peaceful ambiance.

This inviting 3-bedroom, 2-bathroom home spans 1,371 square feet, offering a perfect blend of comfort and convenience. The bright living space features a modern kitchen with an electric stove, dishwasher, and more. Located in serene Osprey, it offers easy access to parks, shopping, and dining. Small dogs are welcome, making it a perfect space for pet lovers. Showings begin March 15, with move-in on March 16. Explore this fantastic rental opportunity and elevate your living experience!

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 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 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 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 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.