Houses for Rent in Osprey, FL

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 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!

This gently furnished 4-bedroom, 2.5-bath home features a spacious layout perfect for families or those needing temporary accommodation while building a new home. Enjoy the comforts of a king bed in the master suite with an ensuite, twin beds in one guest room, and a versatile empty room. The expansive lanai offers serene tropical views. Centrally located just 14 minutes from the beach and close to vibrant downtown Sarasota, with WiFi and basic cable included for your convenience.

This beautifully maintained 4-bedroom, 2-bathroom home spans 1,861 sq ft and features an open kitchen layout complete with a brand-new refrigerator. Enjoy tile flooring in communal areas and engineered wood vinyl in bedrooms. A large covered lanai provides a perfect spot for relaxation or entertainment, alongside a private backyard. Located near top-rated Pine View School and just minutes from Casey Key Beach, this home offers comfort, community, and convenience. Pet-friendly with ample amenities!

This beautifully updated 3-bedroom, 1.5-bath home features an open layout with vaulted ceilings and a brand-new kitchen, complete with granite countertops and stainless steel appliances. Recent renovations include stylish flooring and a refreshed bathroom. Enjoy the fully fenced yard and outdoor areas, including a side porch and spacious deck, perfect for entertaining. Located minutes from the stunning Gulf Coast beaches, this home is ideal for comfortable living and vibrant Florida lifestyle.

Experience cheerful Florida living in this lovely 3-bedroom, 2-bath home with a versatile den and updated kitchen featuring new stainless-steel appliances. The split floor plan allows for privacy, while the generous lanai and pool overlook a tranquil natural preserve. Curb appeal shines with a classic barrel tile roof and pavered driveway. Located in the desirable Rivendell community, enjoy access to a community pool and proximity to award-winning beaches, shopping, and dining.

This stunning 3-bed, 3-bath heated pool home spans 2,981 sq ft and is nestled within the active Southbay Yacht and Racquet Club. Enjoy vaulted ceilings, a spacious kitchen, and a loft area perfect for an office. With hurricane-proof features and an oversized garage, this home offers peace of mind. Access community amenities like a heated pool, fitness center, marinas, and walking trails. A family-friendly atmosphere close to schools and shops makes this property a wonderful place to call home.

Experience ultimate relaxation in this beautifully furnished 3-bedroom, 2.5-bath pool home offering 2,691 sqft of living space. Nestled in Stoneybrook Golf & Country Club, enjoy a screened-in heated pool overlooking a serene lake. The spacious kitchen and living areas are perfect for entertaining. Access to fantastic amenities like golf, tennis, and dining awaits, while the stunning beaches of Siesta Key are just a quick drive away. Ideal for both vacations and long-term stays!

Experience serene living in this spacious 3-bedroom, 3-bath pool house nestled in the tranquil Sorrento Shores neighborhood. The open-concept layout features a great room that flows seamlessly to a covered patio and the newly refinished in-ground pool. Enjoy the lush surroundings with tropical fruit trees and palm-lined streets while benefiting from brand new hurricane windows. Located just minutes from stunning beaches and offering included lawn and pool care, this home is perfect for relaxation and entertaining.

This beautifully renovated 3-bedroom, 3-bathroom home offers 3,681 square feet of modern living space with high ceilings and elegant finishes. Enjoy a stylish kitchen featuring top appliances, a cozy fireplace in the living area, and luxurious walk-in closets. Outside, the private pool area is perfect for relaxation or entertaining. Available for annual and shorter-term leases, this home combines comfort with an abundance of space for all your needs.

This well-maintained 2-bedroom, 2-bath townhouse features 1,145 square feet of comfortable living space, complete with a 2-car garage. Located in a private enclave in Osprey, enjoy community pool access and convenient proximity to beautiful beaches, restaurants, and shopping. The home offers in-unit laundry and central air for added convenience. Perfect for those seeking a relaxed lifestyle near the best of Florida's coastal offerings.

Experience hassle-free boating at this high and dry indoor slip, designed for vessels up to 27.5 feet. Enjoy access to a marina store, fuel, pump-out services, and fish cleaning stations, making it perfect for water enthusiasts. This secure, hurricane-rated unit ensures your boat is well-protected, ready for all your aquatic adventures.

This lovely 2-bedroom, 2-bathroom residence boasts a spacious den and great room with double tray ceilings and crown molding. The well-appointed kitchen features ample storage with pull-out shelves and two pantries, perfect for entertaining. Enjoy stunning water views from the lanai and a low-maintenance lifestyle, with lawn care included. Located near the Legacy Trail and Oscar Scherer State Park, outdoor enthusiasts will adore easy access to nature and local beaches.

This beautifully remodeled 3-bedroom, 2-bath home boasts 1,977 sq ft of elegant coastal living. A spacious open living area and split floor plan provide ample room for relaxation and entertaining. Enjoy stunning bay views from the primary bedroom and a large screened pool in the expansive backyard. Direct access to a private sandy beach enhances the tropical paradise experience. Recent upgrades include a new metal roof and impact windows, ensuring resilience and modern comfort.

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.

Embrace luxury living in this spacious 3,183 sq ft, 4-bedroom home with scenic preserve and pond views. The flexible leasing options include lease purchase or lease with an option to buy. Highlights include a private pool, an oversized lot for maximum privacy, and an upstairs bonus room perfect for guests or an office. Located in a top-rated school district, just minutes from Casey Key Beach, this Willowbend community also features resort-style amenities for a vibrant lifestyle.

This stunning 9,000+ sq ft golf course estate in The Oaks offers expansive living with 4 beds, 4.5 baths, a gourmet kitchen, large primary suite, theater, and office. Enjoy the outdoor kitchen, heated pool, and spa with golf course views. Featuring high-end finishes, it's perfect for entertaining. Situated in a secure, distinguished country club community, close to top schools and beaches.

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.

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 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 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.