USA Gulf Coast Florida Marathon Listing #19294

Boot Key Harbor Retreat Second Story - Marathon, FL

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22 reviews
Max. occupancy: 4 1 King Bed, 1 Sofa Bed 1 bedroom 1.5 bathrooms No pets 
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Waterfront condo with rooftop patio, balcony, & dock

101 Sombrero is a stunning waterfront property that offers you gathering areas to visit with your friends but still allows the opportunity to retreat to your own space with a private bed, bath, and kitchen. Each floor is appointed with colorful decorations as well as comfortable furnishings and high-quality linens and towels. There are numerous spots on the property to sit and relax, read a book, or have a glass of wine and a chat. Quiet and peaceful. There are beautiful surroundings almost everywhere you look. You can watch the sunrise and sunset views from the rooftop deck. There is deep water dockage for multiple boats and water toys out your back door. Golf out your front door. Dining, shopping, and entertainment are just minutes away. Sombrero Beach a short drive away and Bahia Honda Park a short 15-minute drive across the beautiful 7-mile bridge. This property is located 'close to everything' or 'a world away', as you choose. An ideal vacation gathering place!

101 Sombrero is on Boot Key Harbor and available for 7-day rental or longer. This quaint residence consists of three separate apartments each with their own entry, kitchen, and bathroom(s). This is the ideal location to get away with a small group, but still, have your own space to retreat. It was designed ideally for 3 couples but 4 couples can fit. Each beautiful unit has incredible sunset views of Boot Key Harbor from the balconies or porch.

The property has ample private parking in front of the house. Across the street, there is a gravel parking area that is on a 1st come basis. The backyard has a table for 6 for alfresco dining and a large grill to prepare the catch of the day. The property boasts 100 ft of seawall with four boat slips. Each slip having shore power and water. Two boat slips will accommodate up to 50 ft boats. The two other slips will accommodate up to 36 ft boats. There is a fish cleaning table and water at the docks as well as an outdoor shower and outdoor bait freezer. Bring your boats and enjoy the great location.
The breezeway offers a table and two comfy chairs to enjoy a cool shady spot. You will also find a full bath with shower for convenience when spending time outdoors and the laundry facilities are right next to it.

This condo is on the second floor of the home has a large family room and kitchen area that opens up to Boot Key Harbor and balcony via the 16 ft wall of windows. The dining table seats 6 and there are also barstools at the kitchen counter. Comfortable couches and a flatscreen TV provide a great spot to catch a movie. There is a cute and convenient 1/2 bath tucked between the kitchen and the Master Bedroom. The second floor has two bedrooms. The Master bedroom is large with views of the harbor a lovely King size bed with luxury 100% cotton bedding. Two tropical ceiling fans and A/C will keep you comfortable. The master bathroom is roomy with double sinks, tub/shower, and thick cotton towels. The door to access the stairs to the rooftop deck is just across from the bathroom door. The second bedroom is accessed from the master bedroom as well. It is small but still has an IKEA day bed that converts to a king-size bed. It has a triple sliding glass door to the second-floor exterior wrap around deck as well as an amazing view of the harbor. The Tropical Ceiling fan and A/C make it a great little sunroom or place for a nap if not being used as a bedroom.

This condo can be rented together with two others to accommodate more guests.

Things to know:
Free WiFi
Full kitchen (no dishwasher)
Not suitable for children
Please note construction is occurring nearby, so you may hear noise from time to time.
* There are three active security cameras on-site including one at the front focused on the driveway, another in the breezeway focused on the back yard and dock, and a third on the second level focused on the front door. All three cameras record audio and video.

Marathon Rental permit # 00370

County permit number: 25230-119353
City/town permit number: VACA-20-1307

You must be 25 years or older to rent this property.




Washer/dryer : Shared

Heating & cooling

Central AC

Partial AC

Gas fireplace

House rules

Not suitable for children

Kitchen & dining






Ocean view

Water view


Beach access


Internet : Comcast


Cable : Comcast


Step-free access

Nearby activities & attractions

Golf on-site


Golf nearby




Beach chairs

Beach towels


Safety & accessibility

Accessible bath/shower



22 reviews

Gwen K. Aug 2022
We both loved staying at Boot Key Harbor. When we arrived, it was exceptionally clean and welcoming. The kitchen had everything that was needed for cooking, and the beds were extremely comfortable. My husband also liked that he was able to fish right off the back patio. We would definitely stay here again if we come back to Marathon. Thank you for an incredible stay.
Maureen S. Feb 2022
The unit #2 was great for 2 couples....although the master was huge...the "porch type room" with the "pull out bed" was tiny....but the bed was comfortable. We enjoyed our stay and had friends dock overnight at the great slip in the back of the home. We would rent this again!
Jill B. Jan 2022
Great view of the harbor from patio and Livingroom. Great sunrise and sunset from rooftop patio. You can walk to Dockside's which was a fun place. Close to Sombrero beach and so many other attractions and eateries.
Scott M. Aug 2021
I really liked that the place was all that the pictures showed. It was very conveniently located near the beach, and shopping. The apartment was very clean and the bed was comfortable, but the view was amazing from the living room, bedroom and the roof top ! I would definitely purchase this one again.
Manager response:
Hi, Scott! We are pleased to hear that your stay with us was enjoyable. We thank you for the valuable feedback, to improve our services. We hope to host you soon!
Kelcey K. Jul 2021
Love the home, the location, and the great staff! Thank you for a wonderful stay.
Danna S. Jun 2021
This condo is in the middle of the keys so it made it easy to drive north or south to check out the other keys. The condo was clean and quiet. There is currently construction next door but they weren't too loud. There were others staying in the condos above and below us but we never heard them.
Bruce B. May 2021
Great little place to stay with beautiful views. Clean and comfortable close to shopping and the beach.
Javier F. Jan 2021
Stayed for a couple weeks in early Jan 2021. The 2nd floor unit was the perfect setup for my family of four. Brought our boat and the boys fished every day while the girls sunbathed and took day trips to Key West and Islamorada. Great location in a protected harbor with easy access to the Gulf and Ocean. Fish cleaning station and outdoor gas grilled worked great. Publix and many decent restaurants nearby, you won't go hungry if you don't catch your own dinner. There is a dockside bar/restaurant within a few hundred yards of the house with a super chill vibe and has live music almost everyday. I would definitely return. Sidenote: the Wifi is great if you're thinking of teleworking or if you have kids in "remote" school.
Valeriana J. Aug 2020
The outdoor space is very nice. We used every single day. Lot’s of seating and magnificent view of the bay. We had beauty sunsets and star night skies. We saw dolphins, manatees, sharks, and other wildlife. The dock is in good condition and 15 minutes to open water. Thank you for having us.
Tracey S. Jul 2020
The unit was spacious, plenty of room for our family of four. The beds were very comfortable and we enjoyed having individual temperature controls in each room.
Steve H. Mar 2020
Close to all activities in the area.
randy j. Mar 2020
Was close to everything yet far enough to lose the hustle and bustle.
Crystal D. Feb 2020
We loved our stay in every way! We enjoyed the private and quiet street with excellent location to all activities. Fully furnished nicely, we will stay here again!
Tim L. Nov 2019
The photos and property description is accurate! The views from the balcony and roof top are terrific. Ample outdoor seating to lounge outside and inside. Cushions are in good shape and comfortable. Grill was bought November 15th. Odd fact to know but the old one was picked up by the trash guys during our stay. Washer & dryer on the ground level as is a bathroom w/shower - ideal after a day on the water. Pilings to dock 3-4 boats. Not sure of max length - guessing 35 - 40’ + a couple wave runners.

Sombrero beach is a short 10 minute drive and perfect for a quick walk or spending the day. Publix is 5 minutes away.

Great experience & we will rent this location again.
Robert G. Jun 2019
Large, spacious, well maintained and beautiful views.
kim b. May 2019
Everything was just how pictured or nicer we’ll stocked with everything u need
Ransom D. Apr 2019
Unit was clean and in a good condition. We met the owner, very nice and accommodating also. I would recommend this place to a new visitor.
William A. Feb 2019
Lovely condo with balcony, dining room, kitchen and master bedroom and bath. We even used the common area to read in lounge chairs.
Gordon G. Feb 2019
Boot Key 2nd floor had not only everything we needed as accurately described and photo-graphed on the vacasa site (clean, comfortable, kitchen facilities...) but what we wanted - views, privacy, easy access to beaches, water, grocery store, and restaurants. In fact, once we arrived were able to use rented bicycles and the house kayaks to get everywhere we wanted to go.
Megan R., the local vacasa contact could not have been more responsive to the one question that we did have during our stay.
Patty G. Dec 2018
We loved the view from this wonderful property. Was greeted at our check-in by "Key Kitty". I assume he belonged to someone local and visited us several times. Was glad because I missed my 2 kittys at home. The home was clean and the bed was comfortable. Enjoyed the close proximity to the beach and to the grocery. A few warnings though: Only 4 bath towels were present, there is not a stove in the kitchen, just a stove top and the grill was rather dirty and rusted. We had been looking forward to cooking at the home, but without a stove and the grill in the shape it was, we ended up eating out a lot. The fire pit was a nice touch and enjoyed the rooftop view. All in all, would rent again.
MARK S. Dec 2018
loved the house and property, owner was very friendly. would definitely rent again. renting the whole house would make a great rental for a family reunion or 3 couples wanting to stay together but still have separation and privacy...

only minor issues related to "conveniences" like having some plastic wrap, tin foil or tupperware and dishwasher and laundry soap. a few power strips in the bedroom would be nice as there aren't any easily accessible outlets for phone chargers and the like.