Vacation rentals in Osprey

APRIL OPEN 1 min to beach, New, PETS OK!, 2Br/2BTH

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)

Comfortable Coastal Retreat. 2 Blocks From Beach

Welcome to your serene coastal retreat just 2 blocks to Nokomis Beach. This is an ideal spot for sun-seekers & beachcombers and is a short walk to waterfront dining. Take a stroll to catch a breathtaking sunset or just relax on the patio with a glass of wine. Inside, you'll find modern amenities, including a fully equipped kitchen with all the essentials and more. Whether you're unwinding after a day at the beach or planning your next adventure, this beautiful coastal home is the perfect spot.

Sand Dollar Retreat

Escape to our relaxing 2-bedroom home in Osprey, Florida, just minutes from the stunning beaches of the Gulf of Mexico, pristine golf courses and MLB spring training. This peaceful retreat sleeps up to 7 adults and offers a perfect blend of comfort & convenience. The master bedroom features a queen bed and the second bedroom has a bunkbed sleep system with a queen mattress on bottom and twin mattress elevated above. There is also an office with a daybed & trundle for additional sleeping space.

ROYS PLACE Romantic, Private, Paradise!

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

Private View Villa/Heated Pool/Pickleball/7883

Beautifully furnished, clean, and well equipped end villa with attached garage and private lanai. Newer furniture; master bdrm with king size and guest bdrm with one queen and one twin size bed. Large screen UHD 4K smart led tv´s in Living room and Master bdrm and flatscreen also in guest bdrm. Expanded cable, free wifi, and unlimited US-Canada calling. Washer and dryer inside. Heated pool, hot tub, grill area, mini putting green, shuffleboard, 2 tennis courts (one is made for pickleball).

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

Cozy & Beautiful Pool Villa in Sarasota County, FL

Welcome to our home! It’s our pleasure to host you! Your family & friends will be close to everything when you stay at this centrally-located place: shopping, dining, beaches, entertainment, Warm Mineral Springs, Aquatic Center, etc. This charming house located in a beautiful & quiet neighborhood, tastefully furnished & decorated, fenced for your privacy & perfect for making memories with family & friends. Plenty of amenities to make your stay as comfortable as possible. Great location.

The Pineapple Escape

The Pineapple Escape is the perfect gateway vacation house that has everything you're looking for. With a heated pool for access year round and beautiful kitchen for all your desires. Just a short drive from some of Florida's finest beaches, such as Nokomis Beach on Casey Key,Venice Beach and about 15 minutes drive to #1 beach in US, Siesta Beach in Sarasota,. You'll find this neighborhood to be quite serene and peaceful. Book today to start making memories at The Pineapple Escape.

The Cottage (In the Country) Cozy, Quiet Retreat

Relax, unwind and unplug at this cozy Old Florida-style country cottage! Here you are away from it all in peaceful bliss... but if you want to go out for dinner, it's an easy drive into town! Located on a beautiful 5 acre plot, this guest home is the perfect spot for your Florida getaway! Just 30 minutes from Siesta Key and 6 minutes from the entrance to Myakka State Park, you can see the best of Florida, both the swamps and the beaches, all in one day!

Spacious Cozy Tropical Retreat!

You will be impressed with the new Kitchen. The spacious master bedroom has been designed with you in mind. King size bed, large walk in closet and private bath. Both bedrooms have brand new laminate flooring! Relax and unwind in the brand new leather reclining sofas and chair with a 65” smart TV in the main livingspace. The villa comes with high speed WIFI internet and premium tv channels to make you feel right at home. Private lanai with a great view.

Tropical and Tranquil Bradenton Hideaway

This beautiful 2BR apartment affords a prime central location to both the Sarasota and Bradenton beaches. Spend a sun-soaked day by the Gulf, or simply unwind in your spacious backyard with an outdoor hammock, al fresco dining, and a grill for cookouts. EXTRA AMENITIES This pet-friendly home ($150 pet fee) includes complimentary Wi-Fi, beach chairs, and parking.