Windsor by the Bay

  • Charming dog-friendly cottage in Sapphire Shores
  • Close to beaches, Ringling Museum, and downtown Sarasota
  • Modern interior, private backyard, and serene neighborhood

Entire place in Sarasota
  • 6 Guests
  • 2 Bath
  • 2 Bedrooms

  • Welcome to your serene escape in the heart of Sapphire Shores, a picturesque neighborhood in Sarasota just blocks from the stunning Bay and the renowned Ringling Museum. This charming dog-friendly (1 dog max, $250 fee) two-bedroom, two-bathroom cottage offers the perfect blend of comfort, style, and convenience, making it an ideal choice for your next vacation.

  • Nestled behind the front section of the main house, this cottage provides a sense of seclusion while being close to everything Sarasota has to offer. A short drive takes you to the vibrant downtown area, where you can explore an array of shops, restaurants, and cultural attractions. For beach lovers, St. Armand's Circle, Lido Key, and Longboat Key are just minutes away, offering pristine sands and crystal-clear waters.

  • Step inside to discover a beautifully updated interior adorned with tasteful furnishings in soothing tones of blue, green, and cream. The open floor plan creates a welcoming atmosphere, perfect for relaxing and entertaining. The cozy living room features a double pullout couch, an oversized chair, and a SMART TV, making it a great spot for movie nights or simply unwinding after a day of exploration.

  • The heart of the cottage is the open kitchen, equipped with quartz countertops, white cabinetry, and stainless-steel appliances. Whether you're a seasoned chef or just whipping up a quick snack, you'll find everything you need here. The kitchen island with barstools provides additional seating, while the adjacent dinette comfortably accommodates four for intimate meals.

  • Slide open the glass doors to step into your private backyard retreat. This quiet and peaceful space is perfect for al fresco dining or soaking up the Florida sunshine. Enjoy meals at the outdoor dining table, lounge on the sun chairs, or fire up the grill for a barbecue under the stars.

  • On the first floor, the guest bedroom offers a queen bed, a flat-screen TV housed in an armoire, and a private entrance, ensuring comfort and privacy for your guests. The adjacent guest bathroom features a large walk-in shower, a vanity, and plush towels for a spa-like experience. You'll also find a full-size washer and dryer conveniently located in the hallway.

  • As you climb the stairs, you'll be greeted by the expansive primary suite, a true sanctuary. This spacious room boasts a king bed, a flat-screen TV, and a walk-in closet, providing ample storage for your belongings. The ensuite bathroom is a highlight, featuring a spacious walk-in shower and a double sink vanity, perfect for unwinding after a busy day.

  • Sapphire Shores is renowned for its natural beauty and elegant homes. The neighborhood is adorned with gorgeous banyan trees, tropical plants, and palms, creating a lush and tranquil environment. Take leisurely strolls through the beautifully landscaped streets and admire the impressive mansions along the waterfront.

  • This charming cottage in Sapphire Shores offers everything you need for a memorable vacation. With its prime location, beautifully appointed interiors, and serene outdoor spaces, it’s the perfect home base for exploring all that Sarasota has to offer. Book your stay today and start planning your dream getaway in this enchanting coastal paradise.

  • Welcome to Sarasota! Considered one of the top places to visit in Florida, Sarasota is home to white sandy beaches, crystal clear waters from the Gulf of Mexico and a diverse community full of enriching arts and culture.

  • The Sarasota beaches are comprised of six islands, each with their own unique personality, natural beauty, and fun adventures. Longboat Key is the northernmost key with 12 miles of sandy shores and a place sea turtles come to nest. Lido Key has three beaches and home to the famed St. Armand's Circle. Siesta Key has two main bridges and is regarded as the #1 beach in the world. Caspersen Beach in Venice is dog-friendly and the perfect place for shark tooth hunters. Manasota Key is the nature lovers dream with walking trails from Gulf to bay. And finally, Casey Key has an 18-acre park, picnic areas and concession stand, perfect for a fun day trip.

  • After a day enjoying one of the many beaches, explore another side of Sarasota- the arts, restaurants, and nightlife. Known as Florida's Cultural Coast, Sarasota County has an array of museums, galleries and performing art venues.

  • For the foodie in all of us, enjoy several award-winning restaurants with views of the Gulf, skyline and more. From fine dining to small seafood joints and numerous food festivals, there is an abundance of choices.

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Sleeping arrangements

1 king bed

1 queen bed

1 sofa bed


Amenities
  • Wifi

  • Air Conditioning

  • Kitchen

  • TV

See all amenities

Things to know
  • Check in: 4:00 PM - 11:59 PM
  • Check out: Before 10:00 AM

Cancelation policy

Cancel your reservation more than 30 days before arrival and you'll get a full refund. If you cancel after that, you won't get a refund.