Scruffy Cottage

Comfortable & Stylish. Renovated 1920s Holiday Cottage

Scruffy Holiday Cottage Sarasota

Scruffy Cottage
2 Bedroom, Sleeps 3

  • Availablility: 2 Night Minimum Stay
  • Accommodates: 3 (Children Welcome)
  • Bedrooms: 2
  • Beds: One Double, One Single
  • Bathrooms: 1
  • Check In: 4 PM
  • Check Out: 10 AM
  • Property Type: Refurbished Cottage
  • Size: 850 Sq Ft.
  • Room Type: Entire Home
  • Self Check In: Yes
  • Location: Close To Ocean

Note: Please, no high heels, spikes, cleats, etc to be worn in cottage. Restored wood floors from the 1920’s can be easily damaged.

Check Availability Calendar

Be among the very first to enjoy this unique and private space dating from 1925 and lovingly restored in 2017!

Clean, comfortable and cozy and featuring original hard yellow pine floors. Scruffy Cottage is our two bed cottage sleeping three guests. Enjoy the fantastic patio and garden bedded with native Florida species, plus heaps of amenities: kitchen with stainless steel range, microwave and refrigerator, whole house water filtration, Weber Grill, off-street parking, WiFi Internet and local over-the-air TV

The Cottage Space

The cottage is open-plan, bright and spacious with 1000 sq.ft of living space, with vintage chic furnishings and decor.

The lounge area is comfortably furnished with two classic leather sofas, a wall mounted flat screen TV, chimney fireplace and a collection of furnishings, which pay tribute to the original design. There is a small dining table which seats three guests, breakfast bar and a fully equipped kitchen with a modern stainless steel range.

The double bedroom offers a super comfy Queen sized bed and lots of wardrobe space. The single bedroom is furnished with an equally comfy single bed and chest of drawers. Both bedrooms are bright and luminous with shutters to keep out the early morning sun if you fancy a lie in!

Our beautiful restored bathroom has a combination tub/shower and toilet, decorated with restored subway walls and hex tile flooring.

Scruffy cottage runs on a charcoal water filtration system with softener, which reduces contaminants and chlorine and makes out tap water drinkable and fresh!

Children welcome, but no pets please!

For your enjoyment

Love the life outdoors during your stay at Sarasota Bay. There is an outdoor Weber Grill at your disposal. Cook and dine outside in our garden yard.

For indoors entertainment there is a stack of DVDs and games for your entertainment. Plus, with your home subscription, you can access your favorite services like Amazon TV and NetFlix through our TV.

Interaction With Guests

Guests can self check in… we have assigned 4 digit lock codes that we remotely configure. But if we’re in the neighborhood, we’ll come and greet you personally. A property manager is always on hand if you need anything during your stay.

Additional Information

Scruffy Cottage is located at Indian Beach, one of the oldest neighborhoods in Sarasota, where multi-million dollar estates sit side-by-side with modest cottages. Just 200 yards from the cottage, you can enjoy dramatic sunset views to Sarasota Bay.

This is a walking/biking neighborhood where two streets over there’s a marked route for pedestrians and cyclists guiding you to all of the local attractions: museums, theater, gardens and sports facilities.

Downtown Sarasota is a 5-minute drive or an easy 30-minute walk with restaurants, shopping, and entertainment all nearby. Lido Beach is a 15-minute drive and Siesta Beach (ranked “the World’s Best Beach”), is only 25 minutes away.

Scruffy Cottage Photo Gallery

Scruffy holiday cottage Sarasota holiday cottage
Scruffy Cottage Open Floor Plan
Scruffy holiday cottage Sarasota double bedroom 2
Scruffy Cottage Bedroom
Scruffy holiday cottage Sarasota bathroom
Scruffy Cottage Bathroom
Scruffy holiday cottage Sarasota kitchen
Scruffy Cottage Kitchen


  • Family-friendly
  • Free parking on premises
  • TV – lounge & bedroom
  • Free Wireless Internet
  • Telephone
  • Air Conditioning & Heating
  • Fireplace
  • Clothes Dryer
  • Hair Dryer
  • Iron & Board
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Pets Not Allowed
  • No Hot Tub
  • Smoking Not Allowed
  • No Pool
  • Not Wheelchair Accessible
  • No Parties or Group Events

Fully Appointed Kitchen

  • Coffee Maker
  • Dishes & Utensils
  • Microwave
  • Oven
  • Stove
  • Refrigerator
  • Toaster

Safety features

  • First aid kit
  • Fire extinguisher

We Are Herb & Darla

Hosts Herb and Darla

Darla and I have lived in Sarasota for many years and have always loved the unique character of Indian Beach for its mix of old and new…and proximity to Sarasota Bay. We looked for a while but couldn’t find the right match. Finally, in the Spring of 2013, we found a restored 1920s American Four Square craftsman style home. In late 2015 the property next door (with two cottages on it) became available. We saw potential there and began 16 months of landscaping and renovation — much more than we’d planned!

By the Spring of 2017 we started hosting our friends as “trial run” guests and now “Pinkman” and “Scruffy” are ready for your visit!

We’re On Hand If You Need Us

Our 4 digit lock codes let you check-in when it’s convenient for you. If we’re in the neighborhood we’ll stop by to welcome you to the cottage.

If you need anything during your stay, there is always someone available to address your needs

Scruffy Cottage Availability