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

Siesta Key, FL, USA
  • Condo1000 sqft
  • Bedrooms2
  • Sleeps4
  • Bathrooms1
  • Half Baths1
  • Minimum Stay1 - 7 nights

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, observation deck overlooking the Intracoastal Waterway 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


Claudia Winn

Member Since 2010
Premier Partner
This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.
Response rate:
Response time:
within one hour
Calendar last updated:
Apr 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

Why Claudia Winn chose Siesta Key

Our property has very close proximity (three-minute walk) to the nation's #1 beach without paying the beachfront rates. There is a lighted crosswalk that stops traffic both ways allowing passage to our private beach access. During Season, Midnight Cove II offers many activities which allow you to meet your neighbors if you choose or privacy if that is what you choose.

What makes this Condo unique

Having lived in our unit for nine years, our unit is equipped, supplied and feels more like a home than a rental.


    • Internet
    • Air Conditioning
    • Heater
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Parking
    • TV
    • No Smoking


      • 2 Bedrooms, Sleeps 4
      • Bedroom 1
        1 king
      • Bedroom 2
        2 twin/ single
      • King size beds (1) in the master, Twin beds (2) in the second bedroom. Both bedrooms have TV's.


      • 1 Bathroom, 1 Half Bath
        • 1.5

        Location Type

          • Resort
            On a 14-acre landscaped property on the Intracoastal Waterway which includes an observation deck, heated swimming pool, tennis, basketball, boat dock and a picnic area with gas and charcoal grills.
          • Water View
            Overlooking a boat basin and small island. On a canal that leads to the Intracoastal Waterway.


              • Adventure
              • Away From It All
              • Family
              • Romantic
              • Sports & Activities
              • Tourist Attractions


                  • Guests provide their own meals


                      • Iron & Board
                      • Air Conditioning
                      • Covered Parking
                      • Fitness Room / Equipment
                        Small fitness room next to the office.
                      • Hair Dryer
                      • Heating
                      • Internet
                      • Clothes Dryer
                        In the unit.
                      • Linens Provided
                        Additional set for each bed.
                      • Living Room
                        Large great room overlooking the boat basin. Enjoy the morning sun. ☀️
                      • Parking
                        One covered spot and open parking anywhere on the property.
                      • Towels Provided
                      • Washing Machine
                        In the unit. We supply the detergent/fabric softener.
                      • Wireless Internet
                        The network and password are posted within the unit.


                          • Microwave
                          • Coffee Maker
                          • Dishes & Utensils
                            We've had a number of renters prepare their Thanksgiving dinner in our home. We have everything you need to do so!
                          • Dishwasher
                          • Ice Maker
                          • Kitchen
                          • Cooking Utensils
                            Fully stocked since this was our home for nine years. :)
                          • Oven
                          • Pantry Items
                            We stock many of the paper products, cleaning supplies, laundry detergent/fabric softener, and basic food supplies you need to help you set up home for your stay.
                          • Refrigerator
                          • Stove
                          • Toaster


                              • Dining
                                We supply placemats, cloth napkins and extra silverware.
                              • Dining Area
                              • comfy seating for 4 people


                                  • Books
                                    Lots of fun beach reads!
                                  • DVD Player
                                  • Games
                                    Enjoy a card game or dominoes.
                                  • Satellite / Cable
                                  • Television
                                    Television in each room.
                                  • Toys
                                    Beach toys for the children.


                                      • Outdoor Grill
                                        Community gas and charcoal grills in the picnic area.
                                      • Tennis
                                        Community tennis court and round robin dueling Season.


                                          • wheelchair inaccessible

                                            Pool / Spa

                                              • Communal Pool
                                                Heated in the winter.

                                                Onsite Services

                                                  • Staff


                                                      • live theater
                                                      • botanical garden
                                                      • cinemas
                                                      • festivals
                                                      • health/beauty spa
                                                      • library
                                                      • churches
                                                      • marina
                                                      • museums
                                                      • playground
                                                      • restaurants
                                                      • synagogues

                                                        Leisure Activities

                                                          • photography
                                                          • antiquing
                                                          • bird watching
                                                          • boating
                                                          • horseback riding
                                                          • miniature golf
                                                          • outlet shopping
                                                          • beachcombing
                                                          • 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

                                                                  • sailing
                                                                  • basketball court
                                                                  • deepsea fishing
                                                                  • equestrian events
                                                                  • fishing
                                                                  • fly fishing
                                                                  • golf
                                                                  • hiking
                                                                  • jet skiing
                                                                  • kayaking
                                                                  • parasailing
                                                                  • racquetball
                                                                  • cycling
                                                                  • 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.

                                                                        House Rules

                                                                        Check-in: 3:00 PM

                                                                        Check-out: 10:00 AM

                                                                        Cancellation Policy

                                                                        100% refund if canceled at least 60 days before arrival date. You must contact the owner directly to request cancellation.

                                                                        66 Reviews


                                                                        Latest reviews

                                                                        A Perfect Vacation

                                                                        Linda B.

                                                                        We absolutely enjoyed our stay at Claudia's condo. She had everything you could have possibly wanted. Everything that was listed was in perfect condition. It was clean and very well maintained. If I could have one suggestion, maybe a light above the dining table. It was a little dark to eat and we like to play cards. But everything was perfect.


                                                                        Owner's Response:

                                                                        We absolutely loved having a fellow Pittsburgh stay in our home and are thrilled that you will be coming back next year! We just purchased a floor lamp for the dining room which should take care of the lighting issue. We try to respond to our renters suggestions. We want all of you to enjoy their time in paradise and hope to have them stay with us again. Thanks, Linda! 🌺

                                                                        Owner who cares about the details

                                                                        David S.

                                                                        We have stayed in many properties over the years and this one was by far the most "stocked" as any we have ever been in. From beach towels, bags and a cooler to all those little things you need in the kitchen/bathrooms that you normally have to go out and buy and leave behind it was all thought of. Claudia also took the time to make sure we arrived safely and checked on our stay. I have never had an owner do that. We have been to Siesta Key multiple times and this was easily the best unit we have stayed in due to the attention to detail paid by the owner. thanks Claudia

                                                                        Owner's Response:

                                                                        Thanks for your very kind words. We try to think of the things we like to have in a rental when we travel and stock our home accordingly. It's no fun having to buy those supplies, etc. that you only use once or twice and have to leave behind. Our renters' comfort is paramount to John and me. We would be very pleased to have you back again! Please keep us in mind for your return trips to Siesta Key. 🌴😎

                                                                        The unit is truly Classy, Clean, and Close to the beach.

                                                                        Gary G.

                                                                        The unit was very clean and stocked with everything that we needed during our stay. The location of the unit was especially attractive to us ... although it is not on the beach, it is a very easy, short and safe walk to the beach. Also, we enjoyed the close proximity to nearby stores and restaurants. Claudia was a gracious hostess, and very quick to respond to our needs. We have already booked a return visit for 2019.

                                                                        Owner's Response:

                                                                        Gary and Bev were terrific renters! We dealt with some administrative cliches when booking through VRBO. Gary could not have been more patient. The the rep from VRBO was extremely helpful. All was resolved and our renters went on to have a wonderful two-week vacation in paradise! They were great communicators and respected our home. We look forward to having them back next years for three weeks! Thanks, Gary and Bev. :)

                                                                        Very welcoming!

                                                                        Linda T.

                                                                        Very clean unit with extra amneties. Close walk to the beach. Owner checked in with us mid-week. We loved walking on the beach.

                                                                        Owner's Response:

                                                                        Thank you. 😎

                                                                        Beautiful cozy condo

                                                                        Laura J P.Piscataway, NJ

                                                                        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.

                                                                        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!


                                                                        Karsin D.

                                                                        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!

                                                                        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!


                                                                        Siesta Key, FL, USA

                                                                        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

                                                                        Additional information about rental rates

                                                                        Cleaning Fee
                                                                        Tax Rate

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

                                                                        66 Reviews
                                                                        Exceptional 5/5
                                                                        Premier Partner
                                                                        Enter dates for accurate pricing
                                                                        For booking assistance, call 888-640-7927

                                                                        Property # 293120