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Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.

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Landmark Bayfront Retreat in Islamorada
5/4 with Heated Pool & Spa + Protected Dockage
Unbeatable Location in the Heart of Islamorada
Easy Walk to The Lorelei, Islamorada Fishing Club, Islamorada Brewery, etc.
Mesmerizing Views over Florida Bay Towards the Everglades

Reviews

10 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 10464.5 sq m

Popular amenities

  • Parking available
  • Pool
  • Dryer
  • Gym
  • Washer

Explore the area

Map
Islamorada, FL
  • Florida Keys Brewing Co.
    ‪17 min walk‬
  • Theater of the Sea
    ‪4 min drive‬
  • Bud n' Mary's Dive Center
    ‪4 min drive‬
  • Marathon, FL (MTH-Florida Keys Marathon)
    ‪39 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

2 Single Beds

4 bathrooms

Bathroom 1

Towels provided · Shower only

Bathroom 2

Towels provided · Shower only

Bathroom 3

Towels provided · Shower only

Bathroom 4

Towels provided · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.

TED’S PLACE

License # VR052 - Minimum Stay 1 Week, Saturday thru Saturday – Unbeatable Location - 1.5 acres – Bayfront – Gated & Secluded – Walking Distance to Lorelei and other great spots - 5/4 Home with Heated Infinity Pool and Hot Tub – Protected Dockage for Boats up to 30’ – Easy safe and secure parking for your boat trailer - Stunning Views – Great Amenities inc. Paddleboards, Kayaks, Gym, Outdoor Grill Station & Bar, Sunset Cabana, Smart TV’s, Indoor & Outdoor Sonos Sound System, Pool Table, Ping Pong, Shuffleboard, Cornhole, Firepit.

Designed to be the ultimate vacation home for couples, families with teenage children or groups of fishing friends.

Please note that Ted's Place has multiple deep water features within close proximity of the house.

As a Licensed Vacation Rental property the Village of Islamorada and our Insurance Providers requires us to obtain a Rental Agreement signed by Ted's Place LLC and yourself as the Primary Guest. If you decide to make a reservation the Rental Agreement is available to download and view just before VRBO asks for your payment details. Once you make your booking we will forward the Rental Agreement for you to sign digitally via Docusign. It is a quick and simple process but if you have any questions regarding the Rental Agreement please feel free to contact your host, Mark.

THE LOCATION

Ted’s Place – the spectacular former estate of Ted Williams is superbly situated at Mile Marker 82 in the heart of fabulous Islamorada – the Village of Islands, the Sportfishing Capital of the World and recently described by the Miami Herald as ‘the Cool Key’.

Its central location on Upper Matecumbe Key means easy access to the best that Islamorada has to offer. A short stroll to the end of the street takes you to the Islamorada Fishing Club or the Lorelei Restaurant and Cabana Bar – popular hangouts for locals and visitors alike. Explore further afield and you will find many of the area’s top-rated marina’s, restaurants, craft breweries, tiki bars, art galleries and boutiques.

Set well away from the busy Overseas Highway, this gated estate fronts directly on to glorious Florida Bay for breathtaking sunsets and panoramic views of shimmering, teal waters, mangrove islands and the turquoise horizon.

Islamorada is uniquely positioned at the confluence of the Atlantic, the Gulf of Mexico and the Everglades National Park. For fishing friends and families this is a seriously fishy venue. The world record producing bonefish flats of Shell Key are seconds away from the dock, a few minutes further takes one to the tarpon hotspots of Florida Bay or the Oceanside flats. The fertile fishing grounds of the Gulfstream are easily accessed via nearby Whale Harbor Channel. Opportunities for lobstering, snorkeling, kayaking, paddle boarding and nature watching abound right outside your door.

When Baseball legend Ted Williams moved to the Keys in the fifties, he had the pick of the best waterfront locations to call home. He chose here. After spending a week treading in his footsteps, you will understand why.

THE ESTATE

Spanning 1.5 acres and accessed via an electric gate on quiet Madeira Road, Ted’s Place is truly a tropical paradise. A long, winding driveway leads you through expansive, mature gardens populated with hundreds of native trees, shrubs and flowering plants, all designed to attract an abundance of butterflies and birdlife. Towering, swaying palms surround the main home, rambling Bourgainvillea provide vibrant splashes of color and comical curly-tailed lizards stand sentry on the stone garden walls.

Accessing the bayside of the estate you are immediately struck by the infinity-edged swimming pool and spa and an assortment of patio’s, decks, outdoor dining areas and a bar area - all laid out to maximize the spectacular open water views.

A small mangrove island protects the sea wall and dockage creating a shallow lagoon that shields boats from excessive wind and waves. It’s also an ideal place to kayak and paddle board on windy days. Most days an Osprey perches on the largest palm, surveying the lagoon for its preferred prey of Mullet. Schools of large Snapper and Parrotfish hang out in the shade of the floating dock and families of Manatee’s visit on a frequent basis. If you are lucky you may witness dolphins playing beyond the island in the deeper waters of the Bay.

If you are not transfixed by the natural beauty of it all, there are many further outdoor features to occupy your time – a small gym located in the garden room, a pool table, darts board and ring toss in the bar area, shuffleboard on the porch, ping pong in the entryway, corn hole in the yard and a fire pit for toasting marshmallows on cooler winter evenings.

If you are tired of the Ted’s Place you are tired of life. Kick back, relax and enjoy this serene oasis.

THE HISTORIC HOME

Ted Williams was the quintessential all-American hero. His achievements as a baseball hitter for the Boston Red Sox remain unsurpassed to this day. In between setting all time batting records he served his country with distinction as a fearless fighter pilot during World War II. Upon his retirement from baseball he headed south to Islamorada where he quickly distinguished himself as one of the best fisherman the Keys had ever seen. The media attention Williams brought with him truly put Islamorada on the map as one of the leading sportfishing destinations in the world.

Ted Williams evidently loved the Keys and its people. The fact that he lived in this house for forty years makes Ted’s Place one of the most historically significant homes in the Upper Keys.

Today, the original concrete shell of Williams house still forms the superstructure. But beyond that, subsequent owners have upgraded the interior and exterior to create 5,400 sq/ft of living space (3,600 sq/ft interior and 1800 sq/ft of porches, balconies and terraces) laid out and equipped for contemporary lifestyles, but careful to preserve the Old Florida charm. The ground floor of the home offers an open plan living design and features a well equipped kitchen by the modern masters, Bulthaup and a dining area furnished in the minimalist mid-century modern style with superb views towards the water. Large sliding glass doors bring the outdoors in to the living areas and provide plenty of natural light. One en-suite bedroom makes up the ground floor.

Upstairs, there are a further four bedrooms and three bathrooms. The master suite is as large as some condominiums in the Keys and opens on to a large balcony overlooking Florida Bay. All bathrooms are equipped with the best power showers and porcelain from Hans Grohe and Duravit. Large Smart TV’s are situated in the living room and master bedroom and Wi-fi is available throughout the home. Please note the 5th bedroom has two twin beds - the other 4 bedrooms have King beds..

The owner of this home is an avid saltwater fly fisherman and this is reflected in the fine artwork by notable marine artists such as Al Barnes, Tim Borski, Jorge Martinez and Roge Fowler that adorns many wall spaces.

To stay at Ted’s Place is to immerse oneself in the natural beauty of the Florida Keys whilst still enjoying the creature comforts one would expect from modern living. You may find you never want or need to leave the Estate except perhaps by boat – any of the many great fishing guides in the area will be happy to pick you up by skiff or bay boat right at the dock.

Property manager

Mark
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Perfect for couples and families with teenagers.
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Ashtrays provided on porch and balconies

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

Islamorada

Located on the waterfront, this holiday home is in Matecumbe, a neighbourhood in Islamorada. Islamorada Brewery & Distillery and Florida Keys Brewing Co. are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Islamorada, FL

What's nearby

  • Islamorada Brewery & Distillery - 5 min walk - 0.4 km
  • History of Diving Museum - 17 min walk - 1.4 km
  • Florida Keys Brewing Co. - 17 min walk - 1.5 km
  • Theater of the Sea - 4 min drive - 4.1 km
  • Bud n' Mary's Dive Center - 4 min drive - 4.2 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 39 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬6 min walk
  • ‪Islamorada Fish Company - ‬2 min drive
  • ‪Wahoo's Bar & Grill - ‬3 min drive
  • ‪Green Turtle Inn - ‬2 min drive
  • ‪Florida Keys Brewing Co. - ‬17 min walk

Frequently asked questions

Does Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage. have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage. pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.?

Check-in begins at 4:00 PM.

What time is check-out at Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.?

Checkout is at 10:00 AM.

Where is Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage. located?

This family-friendly Islamorada holiday home is located on the waterfront, within a 10-minute walk of Islamorada Brewery & Distillery and Keys History & Discovery Center. History of Diving Museum and MoradaWay Arts & Cultural District are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 63 out of 64 reviews
Rating 8 - Good. 1 out of 64 reviews
Rating 6 - Okay. 0 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Art S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Teds magnificent place

Even better than described.Mark and Theresa were first rate hosts
Stayed 7 nights in Feb 2025

10/10 Excellent

Walker H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ted's Place Islamorada

This is an exceptional bayfront property. Gorgeous views of sunrise and sunset. Great family spot with something for everyone - pool, hot-tub, kayaks, paddle boards, etc. Mark and Theresa are wonderful hosts. Highly recommend.
Stayed 7 nights in Dec 2024

10/10 Excellent

Kelly B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay

We had a wonderful time at Ted's Place. Mark and Theresa met us upon arrival which was helpful to get us started with everything. We booked fishing and tours based on the owners recommendations prior to our arrival (highly recommend so you can choose your dates/times). The house was very clean and lots of basics in the kitchen to help you get started. We are espresso drinkers and really appreciated the Nespresso! We saw a manatee our first night and regularly saw parrotfish and other mini fish right outside. We were able to use the paddleboard once, but the weather was a bit windy for more. Definitely would have been out more if we could've. Outdoor space is the best and loved being able to connect to the outdoor speakers. Pool was clean and a a great temperature all week. Beds are comfy (and my husband is very picky with his back issues). We enjoyed walking to many locations nearby, especially when the traffic was backing up in the late afternoon. Overall we recommend and would stay again!
Stayed 7 nights in Mar 2025

10/10 Excellent

Cory Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property

Lots of outdoor space for everyone to enjoy Pool & hot tub were wonderful
Stayed 7 nights in Mar 2024

10/10 Excellent

Jayne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful location!

We were so impressed with this location. Property managers did a great job and great to work with. Will definitely stay again !
Stayed 7 nights in Nov 2023

10/10 Excellent

Stacy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

Location, the house, the pool, the view, etc., etc… this place has it all! We had three families with kids ranging from 7-13. Highly recommend this vacation home - 5 stars!
Stayed 7 nights in Jul 2024

10/10 Excellent

Joe B., Hickory corners Michigan

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family spot

Awesome week for us in the keys
Stayed 7 nights in May 2021

10/10 Excellent

thomas b., Aiken SC. USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

The property was AMAZING! It has everything you could possibly want or need. We will be back!!!

THE BEST!!!
Stayed 7 nights in Jan 2021

10/10 Excellent

Liz N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

nice place

Ted’s place is well located and very much in line with how it is presented on line. your family will have a great vacation
Stayed 14 nights in Feb 2022

10/10 Excellent

Nancy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome week at Ted's Place!

We were a family of 10 at Ted's Place for Christmas week. Unfortunately, the weather wasn't great, but the house, pool, hot tub, and all the fun things to do at the house helped to make our stay a wonderful time. Mark and Theresa are fantastic hosts - so easy to communicate with and full of helpful information about the area. We loved our stay at Ted's Place!
Stayed 7 nights in Dec 2023

10/10 Excellent

beth h.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Extended family trip

The outdoor setting is absolutely fantastic and the location can’t be beat as we could walk to several restaurants and bars. Teresa was always there to answer any questions we had! We ran into her at several of the places she and Mark had recommended - how great was that! Our only problem was the severe storms that came in during our trip but that was just bad luck/timing!
Stayed 14 nights in Jun 2024

10/10 Excellent

Mike R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best place/best owner

The property was outstanding in every way. The location, the house itself, and everything in/around it was great! Mark and Teresa were the perfect host. Welcoming, responsive to any issues and willing to go above and beyond for their guest!
Stayed 7 nights in Sep 2023

10/10 Excellent

Jacqueline B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dream Vacation

Our host Mark was exceptional. We had a fabulous time. Couldn’t ask for a better house and location!
Stayed 7 nights in Apr 2023

10/10 Excellent

Roy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous stay

The property is in a spectacular position with a wonderful infinity pool. Lots of games to keep all ages amused ! The owner couldn’t have been more helpful - it was just such a pleasure to stay here. We will certainly hope to return.
Stayed 14 nights in Apr 2022

10/10 Excellent

Charles D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay! Couldn’t have been better

The house was absolutely perfect, clean, organized, modernized and just nice overall. There were plenty of activities and an incredible view. Mark was the best host ever!
Stayed 7 nights in Apr 2022

10/10 Excellent

Kristen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceeded our expectations

The hosts and house undoubtedly exceeded our expectations. We had the most wonderful and fun family vacation!
Stayed 7 nights in Jun 2022

10/10 Excellent

Leah D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great for kids

Very will stocked with activities for kids. Wonderful pool , pool toys, games, pool table and more. Walking distance for restaurants.
Stayed 7 nights in Feb 2023

10/10 Excellent

margaret a.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family getaway

We spent a fantastic week here with our children and grandchildren. The view and infinity pool area are spectacular. The kayaks and paddle boards were a big hit. Will definitely be back. Highly recommend
Stayed 7 nights in Mar 2022

10/10 Excellent

Patti R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection

I did not want to leave
Stayed 14 nights in Mar 2024

10/10 Excellent

Annmarie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding Week

We couldn’t have been happier with our experience at Ted’s Place! Mark and Theresa were very welcoming and attentive to us before and during our stay, consistently communicating with us about our needs, all of which they were happy to accommodate. The property is beautiful and within the best location of Islamorada, in our opinion. This historical home and the history within it has so much character, and the views of the sunset are unbeaten. Our family enjoyed the games, paddle boards, and kayaks throughout the trip. Thanks again to Mark and Theresa for making it a trip we will always treasure.
Stayed 7 nights in Jun 2024

10/10 Excellent

Glenn M., Naples, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hidden Gem!

First I have to say Mark and Theresa are amazing host. The house itself is amazing! Perfect location and everything you need for amazing vacation! We are definitely coming back.
Stayed 7 nights in Jul 2021

10/10 Excellent

Rob E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

What an amazing home with a million dollar view!

We will return!
Stayed 7 nights in Jul 2021

10/10 Excellent

Wayne H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing

Great house, weather and friends. Will be back.
Stayed 7 nights in Mar 2022

10/10 Excellent

Julie N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

This property was beautiful and the owners were incredible to work with. Best VRBO experience yet!

This property is exactly as described. The owner was such a pleasure to work with and immediately responded to all my inquiries. 8 family members were in our group and we all were very comfortable. Tons of activities for the kids and a wonderful experience overall. Would definitely recommend and hope to return soon. 5 star property and best we have rented on VRBO to date.
Stayed 7 nights in Dec 2020

10/10 Excellent

Mary A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We loved Teds Place

There was a group of eight of us. We are all over 65 years of age. The house was beautiful and well stocked for our needs as far as cooking and straightening up. The views from the deck are magnificent. Mark was great to work with, and we would come back anytime.
Stayed 7 nights in Feb 2023

About the host

Hosted by Mark

Host profile image
I came for the fishing in the late nineties and stayed for everything else this little paradise offers. I'm always happy to have a phone call or exchange emails before your arrival to understand what you are looking to get from your vacation and make recommendations for fishing guides, excursions, restaurants, etc. Islamorada is a special part of the Keys and I have endeavored to make Ted's Place one of it's many gems. I'm excited to share my property with you and your family and friends and look forward to welcoming you soon.

Why they chose this property

Unbeatable Location. Breathtaking Views. Amazing Pool. Protected Dockage. Endless Amenities. Clean Modern Interior. Owner Managed. Commitment to Excellence and Surpassing the Expectations of our Guests.

Languages:

English

Premier Host

They consistently provide great experiences for their guests