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

53 Reviews
Bedrooms 2
Half Baths1
Property type condo
Minimum Stay 7 nights

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Half Baths
Minimum Stay
7 nights


Siesta Key Condo Rental Photos and Description

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.

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
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible

Claudia Winn
Member since: 2010
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
October 13, 2016
Call Owner

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


based on 53 traveler reviews

Classy, Clean, Close to the Beach and a Dock!
average rating of 4.943396 based on 61 reviews

Great location & accomodations

  • 5 of 5

My husband and I stayed here for a week in September and it was gorgeous! It was close to everything in town including the beach! The condo feels just like home, with all the amenities you can think of. John and Claudia have gone the extra mile and put a lot of thought into furnishing this condo and providing everything you need to make your vacation worry-free and relaxing. We didn't have to worry about anything. We plan to stay here again and will recommend this condo to all our friends and family. Thank you for making our anniversary so special and relaxing!

  • Submitted: Oct 16, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
Owner's Response: We were so happy you chose our home to celebrate your special anniversary! We've had many celebrations there...honeymoons, anniversaries, big birthdays. Glad we can share the happy energy there. You were wonderful renters! We love sharing our home with people like you. We especially appreciate your kind words and the fact that you will refer us to family and friends. That is the highest compliment you can give us. Please do come again! :)
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Our home away from home

  • 5 of 5

My husband and I have stayed at John and Claudia's condo for the past two years and we have just booked again for next summer. My husband's family has vacationed in Siesta Key for decades. Now that we have found this rental, we truly consider it our home away from home.

The unit is so well appointed that we hardly need to pack anything except our toddler's gear. It is well organized and incredibly comfortable. Even rainy days at the beach are a treat with the beautiful floor-to-ceiling windows overlooking the oak trees and marina. The in-unit washer/dryer and the personal and guest parking are very convenient and, in our experience, a rare find compared to other condos in the area. However, what makes the experience even more special is Claudia's personal touch. I cannot overstate her attention to detail and the warm welcome she offers her guests. We cannot wait to return and look forward to visiting for many years to come.

  • Submitted: Aug 30, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Owner's Response: Rachel...Do you know how happy it makes me to know that you've found your "home away from home"?! This is what we strive for with each of our renters. When we get this kind of feedback, we feel as though we are on target. We try very hard to maintain our high standards. We listen to our renters and are always open to suggestions to make each experience what your hope for. Thanks for your very kinds words and we look forward to having you back next July!
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Clean, classic and great location

  • 5 of 5

Best rental we've experienced! This condo is a 5 minutes walk to the beach and we made the trip with our children with great ease. The pool was great to have on our off days from the beach. I can't say enough about the condo. It was clean, elegant, stocked with everything including beach gear. It was very comfortable and the floor plan provides a generous size living room that allowed us to spread out. I would come back to this place in a heart beat. The owner was delightful and very responsive. Don't miss out on this great place!!

  • Submitted: Aug 16, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
Owner's Response: Your kind words are so very appreciated! We try very hard to make our guests' experience as pleasant as possible. We would love to have you and your family return to our home on Siesta Key anytime!
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Great Condo

  • 5 of 5

The condo is well equipped with everything anyone would need on a daily basis and for the beach. It also had all the kitchen and bathroom cleaning supplies available, no need to go to a store to buy anything at all. It has a nice decor and it's functional.

It's just one block from the beach, and if you don't want to walk, the pool is very close.

He had a wonderful vacations staying at this property. Just be aware that it's in a first floor by stairs, in case you have a mobility issue.

Familia Vidal, 7/2016

  • Submitted: Jul 12, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Owner's Response: We are so pleased that Francisco was comfortable in our home. We pride ourselves on helping make our guests' stay as comfortable as possible. Having lived in this vacation unit, we are more equipped like a home vs. a rental unit. As he mentioned, we are on the second floor and like our guests to be aware of this. We find this to be an advantage vs. a disadvantage from the standpoint of privacy and view. There are seven steps...a landing...and another seven steps.
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Emily K.

  • 5 of 5

What a great vacation! The only problem was that it was too short. :) Claudia was so hospitable and accommodating. The unit was lovely and comfortable with everything we could possibly need. The weather and beach were perfect. The location was awesome for dolphin watching, paddle boarding, strolling on the beach, not to mention relaxing during happy hour at Sniki Tiki. We look forward to returning next year that's for sure.

  • Submitted: Jul 5, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thanks, Emily! Glad you and your family enjoyed your Siesta Key vacation. We appreciate it when our guests enjoy themselves and the condo. We'd love to have your back again!
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  • 5 of 5

From the second we decided on this particular property we knew we had made the right choice . Claudia was amazing to deal with - very attentive and they have literally thought of everything that you could possibly need to enjoy your stay at siesta key. It's close to everything and the short walk to the beach was never an issue . TIP - get up early and claim your lounger on the beach and enjoy your coffee while watching dolphins play !!

The unit itself was perfectly appointed - clean , cozy and just felt very comfortable .

Sunsets were amazing and if you have a car zip up to Anna Maria island - an hour drive but worth it !

Claudia has pamphlets and a binder full of everything you need to know so it's all taken care of ! We will definitely come back ! Thanks Claudia !!!

  • Submitted: Jun 10, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
Owner's Response: It's always great to have such upbeat, positive folks stay in our home! And even nicer when they understand and appreciate our piece of paradise! Thanks for the respect you showed our home. We would be thrilled to have you back anytime!
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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

Siesta Key Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Oct 1 2016 - Dec 23 2016
7 night minimum stay
Dec 24 2016 - Jan 31 2017
7 night minimum stay
Feb 1 2017 - Apr 29 2017
7 night minimum stay

Additional information about rental rates

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

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
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Siesta Key Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 2
  • Guests provide their own meals
Floor Area:
  • 1000 sq. ft.
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 ...
  • Minimum Age Limit for Renters ...
  • children welcome
  • non smoking only
  • pets not allowed
  • 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.

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