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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Wow! "Last Minute" In Season Sale! Historic Downtown! Walk To Everything!

Bedrooms 2
Space 800 sq. ft.
Property type house
Minimum Stay 7 nights


About the property

Voted #1 Location in Sarasota! Walk to Everything! Town, Marina, Shopping, Etc.

Location, location, location!!!!

The "Osprey Cottage" is located in a very special residential community right downtown within easy walking distance to everything: restaurants, cafe's, shopping, theatre's, marina, etc.

7n/8 Day Minimum

Laurel Park was voted the #1 neighborhood in Sarasota by "The Best of Sarasota Magazine". Our Siesta Beach is consistently ranked the #1 beach in the United States, including Hawaii.

Sarasota has recently been rated "The #1 retirement mecca destination in the United States" and now you can come and stay right in the middle of it all! Sarasota remains high on the list of savvy travelers who know what a rare gem Sarasota is. By staying in "The Osprey Cottage" you will be in the heart of the downtown area where you can leisurely stroll to outdoor cafe's, restaurants, 9 performing arts theaters, the historic Opera House, 2 Cinema's with 25 movie screens and so much more! Walk to the harbor and rent a boat, stroll to the farmer's market and shop for groceries! It's all right here at your finger tips!

This adorable cottage has been meticulously renovated preserving it's historic charm. Delightfully decorated with the owners collection of whimsical art work from local artists. You will be pleasantly surprised by the attention to detail. We offer soft, fresh linens, premium mattress's, full kitchens, free Wifi, HDTV cable with DVR, laundry, and off-street parking.

Location, location, location! That's why our neighborhood was voted #1 in Sarasota. It's right in town within easy walking distance to everything!!!!! Laurel Park is a small, quiet, historic neighborhood filled with fun Key West style conch houses, pastel colored cottages and restored bungalows. Come and enjoy what a special place Sarasota is by staying right in the middle of it all!!!!!!

Jeff OKeefe

More Details

Jeff O'Keefe
Member since: 2010
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
March 19, 2018

About Jeff O'Keefe

My wife Mikeal'an and I moved to Sarasota 5 years ago. Our plan was to retire here after working and raising a family in the Washington DC/Northern VA area.

Jeff O'Keefe purchased this house in 2015

Why Jeff O'Keefe chose Downtown

We loved Sarasota from the moment we saw it and knew this was the place we had been searching for. We opted to live in Laurel Park (where all 6 of our vacation cottage rentals are because we enjoy walking our dogs to restaurants, cafes and the waterfront Bay Park. We enjoy riding our bikes to the Opera! The style is quaint and charming. We are very proud to offer 6 charming vacation cottages in our neighborhood so our guests can experience the same lifestyle!

What makes this house unique

Our area is very unique. Our quests are looking for something more than just beach and golf. Although those things are just a few minutes away, our location gives you so much more! All 6 of our charming vacation cottages are located in laurel park (voted the #1 neighborhood in sarasota). Our vacationers are within walking distance to all the action and the waterfront harbor, yet far enough away to sit our your patio and not here a thing!

We are just 2 blocks from everything downtown/harbor so your can walk to it all!


Downtown House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 800 sq. ft.
House Rules:
  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 4
  • pets considered
  • children welcome
  • non smoking only
Location Type:
  • Downtown ...
  • Golf Course View ...
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Free Wifi
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 4 people
  • 1 Bathroom
  • Bathroom 1 - toilet , combination tub/shower
  • Shower/Tub Combination
  • 2 Bedrooms, Sleeps 4
  • Bedroom 1 - 1 queen
    Bedroom 2 - 2 twin/ single , XL Long
  • Bedroom #2 has 2 extra long twin size beds with a premium mattress.
  • Books
  • Games
  • Satellite / Cable
  • Deck / Patio
  • Golf ...
Pool / Spa:
  • Communal Pool ...
  • Sauna ...
  • botanical garden
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
  • synagogues
  • zoo
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • horseshoes
  • miniature golf
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • shuffleboard
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • golf
  • ice skating
  • jet skiing
  • kayaking
  • paragliding
  • parasailing
  • pier fishing
  • racquetball
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • skiing
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing


5/5 -
(5 traveler reviews)

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Wow! "Last Minute" In Season Sale! Historic Downtown! Walk To Everything!
average rating of 5.0 based on 5 reviews
Cleveland, Ohio

Home Away From Home

  • 5 of 5

What a great place! All the comforts of home! We had everything we needed and the location was great. Jeff suggested we go to Selby Gardens which are very magical botanical gardens about 6 blocks from the cottage. Right on the waterfront. Really nice! You have to Google this place. There is an independent movie house just a few blocks from the cottage where we went to the movies a few times. Small and charming neighborhood with bungalows and cottages everywhere. We have already booked a return visit in February.

  • Submitted: Aug 21, 2015
  • Stayed: June 2015
  • Source: VRBO, from HomeAway
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2 0
Alexandria, Virginia

Sarasota Headquarters

  • 5 of 5

We have been coming down to Sarasota for many years and now that we have retired we were looking for a place we could stay for awhile while we looked for a place to buy. This cottage was so conveniently located and we loved the neighborhood. We even looked at buying in Laurel Park where the cottage is located, We wanted to buy a condo downtown so staying here was perfect. We were able to walk to all the places we were interested in and we did finally buy one on the edge of Laurel Park. I cannot recommend this cottage more highly. Nice plasma TV, fully equipped kitchen, comfortable beds, outside patio and really, really clean.

  • Submitted: Aug 21, 2015
  • Stayed: August 2015
  • Source: VRBO, from HomeAway
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1 0
Fairfax, Virginia

Girlfriends Getaway

  • 5 of 5

My 3 girlfriends and I rented this cottage for a getaway and it could not have been more perfect. There were 2 bedrooms. One had a queen size bed and the 2nd one had 2 extra long twins which made our sleeping arrangements perfect. The cottage has hi-speed WiFi which was important because we all had to check our emails and do some work while we were there. The kitchen had everything we needed and we cooked some amazing meals. Very clean with really nice linens and towels. There were even beach chairs and umbrellas along with beach towels. We walked downtown a couple of nights and went to the movies as well. Everything was within a few blocks so we never needed our car, except for when we rent to the beach, which was very close. We had such a good time we are going to make it an annual thing. The owner has done a really nice job!

  • Submitted: Aug 21, 2015
  • Stayed: June 2015
  • Source: VRBO, from HomeAway
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1 0
Riverview, Florida

Downtown Charm

  • 5 of 5

My girlfriend and I needed a beach getaway and this cottage surpassed our expectations. Not only were the beach's really close by but the cottage was right in the middle of the downtown area. We found a couple of really nice cafe's that we walked to every morning to sip coffee and read the paper. Our favorite was the "Burns Court Cafe". There was a Comedy Club about a block away, that the owner told us about and we had a fun evening there one night. The owner was really helpful with some great restaurant suggestions and we particularly liked a gourmet Peruvian restaurant he suggested called "Selva's". The cottage was really comfortable and super clean. You could not pick a better place to stay and make sure you ask Jeff about his suggestions on where to eat and what to do.

  • Submitted: Aug 21, 2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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0 0

Amazing Location! Beautiful Cottage

  • 5 of 5

Amazing location right downtown! Cottage had everything we needed including beach chairs and umbrella. We walked to everything including the waterfront. We loved the Saturday farmer's market and it was soooooo nice being able to just walk out our door and explore the downtown area. The cottage was super comfy and clean. Sarasota is a beautiful town and staying downtown was the best! Looking forward to coming back in February. We have already booked this cottage again.

  • Submitted: Aug 18, 2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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Nearest Airport
5 Miles
Sarasota Bradenton
Nearest Barpub
0.01 Miles
Too Many To List Within Stumbling Distance
Nearest Golf
3 Miles
Public & Semi-Private Available
Nearest Restaurant
0.01 Miles
Too Many Too List Within Walking Distance
Nearest Ski
0.05 Miles
Water Ski
Nearest Beach
3.7 Miles
Lido Beach
Car: not necessary

Charming, historic residential community located within easy walking distance to restaurants, cafe's, shopping, theaters, waterfront dining, marinas, etc. Voted the #1 neighborhood in sarasota and the #1 retirement mecca in the united states.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Pet Fee $140 + Tax
Cleaning Based $100 + Tax
Refundable damage deposit $100
Tax Rate 12.0%

Refer To Short Term Rental Agreement

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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