Delightful Downtown Sarasota cottage

“ Excellent ”
16 Reviews
403 N Osprey Ave, Sarasota, FL 34236


Bedrooms: 1
Bathrooms: 1
Sleeps: 2
Type: Home
Per week: $695 - $950
Per month: $1,695 - $2,695
Pets allowed: No
Internet: Yes
Description of the Sarasota vacation home rental
Location, location, location!

Ideally located charming cottage near downtown, with one bedroom, one bath and den. Built in 1928 and recently completely renovated to modern standards. Tastefully decorated, clean and comfortable with an enclosed front porch perfect for people watching, and a deck overlooking the peaceful backyard. The home is next to the historic "boat and lighthouse", a famous landmark in the city of Sarasota.

From the living room you can see "Downtown Village": a collection of quaint cottages converted into restaurants, art galleries and shops.
The owners are proud of their home and will do their best to make your stay pleasant. Sorry, no pets and no smoking.
Area Information
The cottage is ideally located in the historic downtown neighborhood of Gillespie park, a short distance to everything Sarasota has to offer. You can walk to Main Street with its diverse offerings of restaurants, shops, galleries, and theaters. You can also walk to the weekly farmers market, Whole Foods, and the galleries of Towles Court - a quaint artist colony.
St Armand's Circle, The Ringling Museum of Art and the beaches are only minutes away by bike or car.

Availability Calendar


Begins Ends Week
Weekly Monthly Min
Apr 01 2015 Dec 01 2015 - - $695 $1,695 1 Week
Dec 01 2015 Apr 30 2016 - - $950 $2,695 1 Month
Check In: 3 p.m. Check Out: 10 a.m.
Lodging tax: 12%
Deposits: $250 to $500 depending on length of stay will hold your reservation and serve as a deposit, to be returned within two weeks of departure after property has been inspected. Full rent due one month prior to arrival.
Payment Options: Cashier's Check, Money Order, Personal Check
Other Fees: Cleaning fee: $75


  • Beds

  • 1 Queen Bed
  • 1 Sofa Bed
  • Features

  • Air Conditioning
  • Bikes
  • Hardwood Floors
  • Linens Provided
  • Beach Chairs
  • Deck
  • Heating
  • Parking Included
  • Beach Towels
  • Full Kitchen
  • High Speed Internet
  • Porch
  • Appliances

  • Coffee Maker
  • Ice Maker
  • Oven
  • TV (Cable/Satellite)
  • DVD Player
  • Iron
  • Refrigerator (Full)
  • Toaster
  • Dishwasher
  • Microwave
  • Stove
  • Washer/Dryer
  • Activities

  • Basketball Court
    (<1 mile)
  • Live Entertainment
    (<1 mile)
  • Shopping Area
    (<1 mile)
  • Parasailing
    (1 mile)
  • Bicycling
    (<1 mile)
  • Movie Theater
    (<1 mile)
  • Tennis
    (<1 mile)
  • Beach
    (3 miles)
  • Boating
    (<1 mile)
  • Park
    (<1 mile)
  • Canoeing
    (1 mile)
  • Ocean
    (3 miles)
  • Bowling
    (<1 mile)
  • Playground
    (<1 mile)
  • Golf
    (1 mile)
  • Pool
    (3 miles)
  • Fishing
    (<1 mile)
  • Restaurant
    (<1 mile)
  • Kayaking
    (1 mile)
  • Water Skiing
    (3 miles)
  • Grocery Store
    (<1 mile)
  • Sailing
    (<1 mile)
  • Miniature Golf
    (1 mile)
  • Aquarium
    (5 miles)
  • Gym/Fitness Center
    (<1 mile)

Reviews for this vacation home rental in Sarasota, Florida

Have you been a guest of this property? Write a review!
Christof Kandel

Christof Kandel

Mülheim, Germany

Perfect holiday

November 24, 2014

Me and my girlfriend had a great time in the cottage. It was even better than on the pictures and the description. We directly felt in love with it upon arrival. We were there for one week and everything was so easy. The cottage was absolutely clean and lovely designed and it is located near to everything (beaches, downtown, shopping). Elwin and Diana are perfect hosts. Thank you so much!

Joe Reeves

Joe Reeves

London, UK

Lovely 12 day stay

November 6, 2014

Host was very welcoming, friendly and easy to contact. The cottage was exactly as described. It was also very comforting, relaxing and had all the amenities one could need. Very close to down Sarasota where there are many restaurants and bars. I would recommend for a short or long term stay.

Narkiss Sternberg

Narkiss Sternberg

New Jersey

Wonderful charming cottage

October 21, 2014

What a wonderful cottage! The place was absolutely spotless, tastefully remodeled with every comfort you could think of that make you feel right at home! the yard is great for anytime relaxation. The owners, Elwin and Diana, really care about your experience and are available for any questions you may have or recommendation you may need. The neighborhood -Gillespie Park is central to everything - great location!. I look forward to saying here again.

Ayako  Mailin

Ayako Mailin


Fantastic stay

June 29, 2014

I really enjoyed staying here. The house was very clean and so comfortable. It was fully furnished and equipped. I could even bake cake for my children. The owners were also very nice people. I will definitely want to come back here.

Viktor Sundström

Viktor Sundström


Short stay in june

June 14, 2014

We enjoyed our stay in Sarasota. The cottage was way above our expectations, it was in a really good condition, spacious, fully equipped, and modern. It had a lovely garden with porch where you could sit. The area was very lovely and it was really close to downtown Sarasota. Elwin & Diane was great host and it was really to get hold of them if there were any questions. The next time we go to Sarasota, we will try to rent the same place.

Antonia Dimitrova

Antonia Dimitrova

Miami, FL

Fantastic stay in comfortable and modern cottage.

April 20, 2014

Elwin and Diana are absolutely gracious hosts! From the small gestures of coffee and sweets to the tea we had the opportunity to share, their company is as good as the stay in their little cottage. Gillespie Park is a wonderful neighborhood, central to everything. We enjoyed morning runs to the marina, and afternoons by the lovely backyard. The place was absolutely spotless with every comfort you could think of and we felt right at home: linens, dishes, tea and coffee, all dinnerware, cookware and utensils, even bottled water - although they have brand - new looking appliances. They even took the time to make a reccomendation or two and made sure to check on us after we had arrived making sure everything was set. I am very grateful for their hospitality during our stay and look forward to saying here again. Thank you both, very much!

Ken Curchin

Ken Curchin

Waban, Ma

Wonderful place to stay

April 15, 2014

This cute cottage could not have been more inviting. It was comfortable, well equipped and immaculately clean. The cottage was convenient to restaurants, theaters, the YMCA and Whole Foods Market. Also, a funky little tea house and great breakfast/lunch place was nearby. The landlords, Elwin and Diana Lissone were as nice as could be. We already booked our stay for next year

Nancy Sheridan Siegel

Nancy Sheridan Siegel

Buffalo, NY

Absolutely Perfect!!

March 29, 2014

This lovely cottage is everything that other reviewers have already stated: clean, beautifully decorated, carefully supplied with everything you will need to experience what ‘real’ Florida is all about. The neighborhood allowed us to feel like Florida residents since we were able to walk to Whole Foods, the Post Office, church, restaurants, stores, AND Sarasota Bay! We like to cook so the gourmet kitchen was greatly appreciated and we slept so well on the queen size bed. And the owners, Elwin and Diana, are wonderful hosts who were always there to answer any questions we had. We highly recommend this rental!

Cheryl and John Tully

Cheryl and John Tully

Grand Rapids, Michigan

We love Sarasota

March 24, 2014

If you enjoy being downtown you will love this beautifully redone 1920's cottage. Everything is not only artistic and beautiful but immaculately clean. The appliances, sheets, bed, bathroom and kitchen are all top of the line. We enjoyed walking downtown to shops and restaurants but often just sat on the deck reading or enjoying the garden which is like a little paradise. The garden has ginger, azaleas, palms, ferns and cedars which attract numerous birds. The landlords are kind and helpful should you need anything to make your stay more comfortable. We are happy to have found this rental and plan to come back next year.

Bob Coates

Bob Coates

Sedona, AZ USA

Wonderfully Appointed Property!

December 17, 2013

My wife is a stickler for cleanliness & organization and the cottage was wonderful on both counts. The appliances were top-notch, kitchen well equipped and organized and the overall feel of the house was wonderful. The location is very convenient to walk to Main Street and 4th street restaurants. The back porch is comfortable and tropical just as we had hoped. The information on area attractions and restaurants provided by our hosts Elwin and Diana was very helpful and added to our enjoyment of the area. I highly recommend a stay here if you want a great vacation in Sarasota.

Andrew Silverman

Andrew Silverman

New York

Charming cottage with everything

October 4, 2013

I stayed at this property for two months this summer while getting medical treatment in Sarasota at the Dattoli Cancer Center. I was looking for a place that was comfortable, peaceful and had everything I would need. Also the location was perfect.I was within walking distance to downtown, YMCA, restaurants and shops.The cottage was so well thought out by the hosts, Diana and Elwin. They designed it as if they were living there themselves. The Queen size bed was so comfortable that I took off the sheets to see the brand name on the mattress. Also there is plenty of storage space and the quality of all the furniture and kitchen appliances (all new) is first class. There is a nice flat screen tv and a room with a washer and dryer. The cottage is located in a .neighborhood named Gillespie Park. This neighborhood is diverse and on the rise. I enjoyed riding Elwin's bike through the neighborhood and having use of a bike was a big plus for me. So if you are looking for comfort, convenience, and location this is a perfect place. One added bonus is that the owners really care about your experience and are accessible as they live nearby. I would definitely stay at this location again.

Wout Schafrat

Wout Schafrat

Wijchen Netherlands

Picturesque and full accommodation

May 9, 2013

Picturesque and full accommodation This property is fully furnished, centrally located in Sarasota. Center is within walking distance. The cottage is situated on the property of the owner in a friendly environment. The cottage has one bedroom cozy, well-equipped kitchen with dining room, living room, bathroom and a small conservatory. The house has a porch with seating overlooking a charming garden. Towels and tea towels in abundance. We are kindly received, nice explanation of the attractions to be visited occasions. It's clean! We believe a great stay for 1 to 4 weeks if you want to meet Florida. In all its facets The blinds of the windows deserves attention. An explanation of the operation of the existing ingress equipment (kitchen / living room) is desirable.

Elwin & Diana Lissone

Owner's reply:

Thanks for your beautiful orchids, they will get a place on the deck for all the guests to enjoy.
Diana and Elwin.

Ken and Helen Shanks

Ken and Helen Shanks

Everett, MA

Very Nice place

April 11, 2013

This vacation home was very nice. It was immaculate, had state-of the art appliances, and was very convenient to everything. We were very comfortable and enjoyed it very much.

Julian Olf

Julian Olf

Western Massachusetts


April 11, 2013

I thoroughly enjoyed my stay in your vacation cottage. The design of the space was lovely, the artwork interesting, the furnishings tasteful. I enjoyed relaxing on the deck, surrounded by exquisitely maintained tropical gardens and the historic boat and lighthouse landmarks. Of special interest to me is the location of the cottage in the Gillespie Park neighborhood. I enjoy walking, and in a matter of minutes I could walk downtown and stroll the scenic Sarasota harbor. We have recommended the cottage to our friends - one of whom, I understand, has already booked a stay there for next season.

Rudy Dube

Rudy Dube

Cowansville, Qc, Cda

Excellent vacation home !

April 1, 2013

We had the perfect home for 2, the cottage is clean, charming and comfortable. The back porch allowed us to relax with a beautiful view, it is ideally located at a short walking distance to shops and restaurants. Great hospitality from our host Diana & Elwin, very accommodating. We have been riding our bikes around Sarasota for two months and would highly recommend this place to all. Easily a place to return to

Judee Bowman Reid

Judee Bowman Reid

Maple Bay, Vancouver Island, Canda

Home away from from

February 9, 2013

My husband and I arrived on January 1st and were greeted by our gracious hosts, Elwin and Diana. They were very helpful in providing information on events currently happening and knew the area well. The home was beautifully renovated and was decorated in a very trendy style. The gardens were well maintained and a treat to relax in during the heat of the day. The closeness to the downtown area enabled us to do a lot of walking. The food store "Whole Foods" was a real treat to shop for our meals. There are a number of restaurants straight along 4th Avenue close to Lemon St.. It was our first try at staying a whole month in one place and we were so pleased with our choice. ..We are more the pleased to give our recommendation to this vacation rental.

Elwin & Diana Lissone

Owner's reply:

Thank you Judee and Andy, we love what we're doing and you made it so much easier by being such pleasant guests.
Diana and Elwin.

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Last updated: March 19, 2015

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Owner Profile

Elwin & Diana Lissone

Elwin & Diana Lissone

941 365 5908

More about the owner
  • About:

    My wife Diana and I grew up in Suriname/South America, lived for many years in Amsterdam/The Netherlands. We've lived in many cities in different countries but have been calling Sarasota "home" for 21 years. We love the beautiful natural setting of Downtown on the bay and Sarasota's pristine beaches....
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