Entire home

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

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

Outdoor pool, a heated pool
Property grounds
Dining
Smart TV, ping pong, books, stereo
Spa

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 105000 sq ft

Popular amenities

  • Dryer
  • Gym
  • Washer

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Languages

English

Add dates for prices

Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Massage
  • Outdoor pool
  • Private pool
  • Sauna

Internet

  • Available in the house: WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property
  • Note from host: Ashtrays provided on porch and balconies

Services and conveniences

  • Iron/ironing board
  • Meal delivery service
  • Phone

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Gym
  • Heated pool
  • Kayak
  • Table tennis
  • Water sports equipment
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 5,000 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: Perfect for couples and families with teenagers.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is recommended for transport to and from this property

About the area

Map
Islamorada, FL

What's nearby

  • Islamorada Brewery & Distillery - 4 min walk - 0.3 miles
  • Florida Keys Brewing Co. - 17 min walk - 0.9 miles
  • History of Diving Museum - 20 min walk - 1.1 miles
  • Bud n' Mary's Dive Center - 5 min drive - 2.9 miles
  • Theater of the Sea - 5 min drive - 3.1 miles

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).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 65 out of 66 reviews
Rating 8 - Good. 1 out of 66 reviews
Rating 6 - Okay. 0 out of 66 reviews
Rating 4 - Poor. 0 out of 66 reviews
Rating 2 - Terrible. 0 out of 66 reviews

10/10

Cleanliness

Reviews

10/10

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

10/10

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

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

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

10/10

THE BEST!!!
Stayed 7 nights in Jan 2021

10/10

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

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

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

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

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

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

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

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

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

We will return!
Stayed 7 nights in Jul 2021

10/10

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

10/10

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

10/10

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

This property is beautiful and perfectly placed. We had a 21’ boat so the dock area was perfected. Mark was very accommodating at every turn. Our kids loved the pool, ping pong, pool table and other activities that kept them off phones and iPads. Great location in terms of shops and restaurants. We had a manatee visit the last day which was very cool for the kids. Thanks Mark for a great trip!
Stayed 7 nights in Mar 2022

10/10

We had the most amazing week at Ted’s Place! The house is exactly as pictured and described on VRBO but even more spectacular in person! Mark and Teresa were terrific hosts, always available for our every need! Lovely people! The location is perfect. Great access for boating, kayaking and paddle boarding. it was hard to leave! We can’t wait to go back! Thank you for opening up your home to us!
Stayed 7 nights in Dec 2020

10/10

Spent a delightful week at this very special home which felt like a real escape because of the privacy and quiet it offers. The views to the water from the house are fantastic, as is the well-planned pool and deck area where we spent much of our time. Had much fun kayaking with the kayaks provided, as well as fishing. Hats off to Mark and Theresa who have managed to preserve the charm of the original home, while making tasteful improvements both inside and out!
Stayed 7 nights in Jan 2023

10/10

Our stay was awesome. Owners Mark and Theresa are great people. Among our many trips to rental properties in Islamorada, they are the first and only owners to actually meet with us on their property when we arrived to show us their home and answer any questions. Also, Theresa made herself available during our entire stay in the event that we had any issues or questions. Beautiful place! The sunset view is beautiful and we all enjoyed Ted's Place so much that we hated to leave. Thanks again to Mark and Theresa. Many thanks for our wonderful memories! The Skinners
Stayed 7 nights in Jul 2023

10/10

Exceeded our expectations. Accommodations were first class. Loved having four bedrooms with adjoining bathrooms. Kitchen was well equipped to facilitate cooking for eight. View over the bay was exquisite and the pol area was spacious. Paddle boards, kayaks, floats and toys made for lots of fun. Back Country charter picked us up our dock and off shore charter was only a mile away. Chief Michael’s had superb seafood and Robbie’s had great breakfasts. Looking forward to a return trip!
Stayed 7 nights in Dec 2021

10/10

Our stay was amazing! This house was perfect for our family! The kids (10 - 18) kept entertained with all the games (pool table, ping pong, table shuffle board, wall hooky, darts and corn hole boards). We loved the infinity pool! All beds were very comfortable!! Amazing views including sunsets! Kitchen had everything we needed. Plenty of room to park our cars. The owners were great to work with. Theresa took the time to walk us through the house and showed us everything we needed to know! I can’t say enough great things about this home. We will definitely be booking this home again next year. Thank you Theresa and Mark!!!
Stayed 7 nights in Jul 2023

10/10

We had a group of 9 adults celebrating an milestone birthday. This house was perfect for us with bed and bath locations, including one downstairs for the couple with knee issues. Making meals was so enjoyable in the fully stocked kitchen and the full extra fridge and the bonus beverage fridge outside. The outdoor areas around the pool and pool table with TV were great to watch sports and listen to music on the sonos. Mark was an amazing host, aiding us launching the boat and storing the trailer. Our 24 ft Key West easily moved in and out of the dock and we grilled the fish right there on the outdoor grill. The week flew and was hard to leave this wonderful rental.
Stayed 7 nights in Nov 2023