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

Classy, Clean, Close to the Beach and a Dock!

Bedrooms 2
Half Baths1
Space 1,000 sq. ft.
Property type condo
Minimum Stay 1 - 7 nights


About the property

Condo moments from the beach

If you're looking for your tropical paradise, you've found the place!

This well-stocked unit has been remodeled and is beautifully decorated with your comfort in mind. It has wood floors and granite countertops in the fully-equipped kitchen. Wi-fi and a private boat dock are added amenities!

The peaceful view of a tropical island within the boat basin will delight you the moment you walk in. We are located on 14 beautifully landscaped acres on the bayside of Siesta Key. Being on the west side of Midnight Cove II, we are among the closest on the property (approximately 100 yards) to the private beach access leading to the white, powdery sands of Crescent/Siesta Beach, voted each year as one of the top ten beaches in the country. Enjoy walks, shelling, and the Drum Circle every Sunday evening. The festival celebrates the magnificent sunsets over our beautiful beach.

On our lovely property, there is a heated swimming pool, tennis courts (with a round robin during Season where everyone is welcome), basketball hoop and picnic area with gas and charcoal grills. There is plenty of fishing right off the boat docks as well.

You are within walking distance of restaurants, a tiki bar, grocery store and fun shops in which to browse. Sarasota is the cultural hub of the west coast of Florida. There are many theatres and museums to enjoy as well as world-class shopping and dining on St. Armands Circle.

During our peak seasons (January through August), we require a check-in and check-out on Saturday. Reservations greater than seven days but less than fourteen days must be approved by the owner before a booking can be taken.

Look no further. You've just found the ideal tropical vacation spot you've always dreamed of. You have arrived in Paradise!

Keywords: Condo

More Details

Claudia Winn
Member since: 2010
Premier Partner

This HomeAway partner has demonstrated and is committed to fast response times, the best rates, and a great traveler experience.

Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
January 19, 2018

About Claudia Winn

We're a married couple who met and fell in love in Sarasota, Florida, over 35 years ago. This makes it a very special place to us! After retiring, we returned to Sarasota in 2000 and made Siesta Key our home. We decided to share our 'home' in 2009 with others who love the area like us.

Claudia Winn purchased this condo in 2000

Guestbook comments from the owner

Thanks for your attention to detail in everything related to your rental property: from the initial contact, to the lease signing, to instructions of things to do in Sarasota, for getting back to us in a timely manner. My family and I had a wonderful time in Sarasota. I'm sure we will be back. I was pleasantly surprised to find out you had a measuring tape, which I needed to measure an item for shipping. We ordered the whole Thanksgiving dinner from Cafe L'Europe and celebrated Thanksgiving very close to what we do when we are at home.
Nov 2012
  • 1 of 8


Siesta Key Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 2
  • Guests provide their own meals
Floor Area:
  • 1000 sq. ft.
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 4
  • Min. age of primary renter: 25
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
  • During our peak seasons (January through August), we require a check-in and check-out on Saturday. Reservations greater than seven days but less than
  • fourteen must be approved by the owner before a booking will be accepted.
Location Type:
  • Water View ...
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer ...
  • Covered Parking
  • Hair Dryer
  • Heating
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Telephone ...
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 4 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom 1 -
  • 1.5
  • 2 Bedrooms, Sleeps 4
  • Bedroom 2 - 2 twin/ single
    Bedroom 1 - 1 king
  • King size beds (1), Twin beds (2)
  • Books ...
  • DVD Player
  • Satellite / Cable
  • Television ...
  • Toys ...
  • Outdoor Grill ...
  • Tennis ...
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool
Onsite Services:
  • Staff
  • botanical garden
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • horseback riding
  • miniature golf
  • photography
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • parasailing
  • racquetball
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
Gas and charcoal grills in picnic area. Hand weights (2 each of 3, 5, 8 & 10 lb.) Boat dock available at no additional cost.


Exceptional! 5/5 -
(62 traveler reviews)

95% Complete
4% Complete
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0% Complete
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Classy, Clean, Close to the Beach and a Dock!
average rating of 4.951613 based on 70 reviews
Garland, Texas

Lots of amenities and very attentive hosts!

  • 5 of 5

This was our first trip to Siesta Key, and Claudia and John made it a great one! The condo was well stocked with everything needed. Loved the way the space was laid out and the attention to little details. It was nice to have an in-unit washer and dryer too. The beach access was nice, and though the weather wasn't always cooperative we did get some time in. The pool area was clean and well kept, and we took advantage of that as well. Definitely will consider a return trip!

  • Submitted: Jun 17, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
Owner's Response: Such terrific guests in our home! David and his wife were such troopers considering we had quite a bit of rain the week of their visit.They definitely made the best of it and enjoyed the sunshine towards the end of the week. They took advantage of many of Sarasota's fun attractions. We welcome them back with open arms! ☀️☀️☀️
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Piscataway, NJ

Beautiful cozy condo

  • 5 of 5

Could not have asked for a better place to stay, every amenity you will ever need. The owners are great and would go above and beyond to make your stay wonderful. I would highly recommend staying here . Will definitely be back.

  • Submitted: Oct 15, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
Owner's Response: We were so pleased to have Laura and Tom as guests after Hurricane Irma disrupted their last attempt! They were terrific and respectful renters and were great communicators as well. We would be very pleased to have them back!
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  • 5 of 5

Our stay here was wonderful! Clean, comfortable, and convenient! Claudia had everything we could possibly need for the beach and for our stay! We would return again!

  • Submitted: Sep 8, 2017
  • Stayed: August 2017
  • Source: HomeAway
Owner's Response: Karsin and Evan, you were such respectful renters and we thank you! We are so happy that Irma didn't disrupt your weather or fun. Come back anytime. We would love to have you!
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Excellent condo - had everything you needed - great view

  • 5 of 5

This is a fabulous condo - everything is there that you need and has great views

  • Submitted: May 20, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: We were so pleased to have such a pleasant and respectful couple stay in our home. We hope you return for another Siesta Key adventure!
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Comfortable, cozy and convenient

  • 5 of 5

This is our second year staying at this wonderful condo. Owners have thought of everything related to comfort of their renters. Condo is just a short walk to the beach . We loved walking on the beach and relaxing in the pool. Paradise for sure. Can't wait to return.

  • Submitted: May 10, 2017
  • Stayed: April 2017
  • Source: HomeAway
Owner's Response: Ann and Mike are great renters! They and their sons celebrated their 30th anniversary last year. We look forward to having them celebrate many more of their anniversaries in our home. All the best to you, my friends!
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Siesta Vacation

  • 5 of 5

Loved our stay at Claudia and John's condo. They made feel welcome and made sure our stay was the best it could be. Great location, close to beach and very nice pool. Great vacation spot.

  • Submitted: May 9, 2017
  • Stayed: April 2017
  • Source: VRBO, from HomeAway
Owner's Response: We so appreciated the respect Dave and Sue showed our home. They experienced so many of the fun things Sarasota and Siesta Key has to offer. They are model renters and we hope to have them back in the future.
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Nearest Airport
11 Miles
Sarasota/Bradenton (SRQ)
Nearest Barpub
0.25 Miles
Crescent Bar
Nearest Golf
6.4 Miles
Stoneybrook Golf and Country Club
Nearest Motorway
0.5 Miles
Hwy. 41 - Tamiami Trail
Nearest Restaurant
0.25 Miles
Captain Curt's
Car: recommended

Each Sunday evening, one hour before sunset, there is a drum circle on the public beach which celebrates the sunset. It's a fun gathering with drum playing, ribbon dancing and belly dancing. Everyone is welcome to join in!


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning $100 + Tax
Damage protection $50 + Tax
Tax Rate 12.0%

We ask for Saturday-to Saturday reservations January through August. Rates are subject to change until the reservation is confirmed.

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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