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

Islamorada, Florida
$1535 avg/night Minimum Stay 7 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 7 nights

Min Stay

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.


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.

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 5000 Sq Ft (465 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Electric Kettle Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden Outdoor Furniture
  • POOL/SPA

    Heated Pool Hot Tub Massages Outdoor Pool Private Pool Sauna
  • BATHROOMS

    4 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair Printer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Ecotours Nearby Fishing Nearby Fitness Center Fitness Facilities Nearby Jet Skiing Nearby Kayak On Site Marina Nearby Parasailing Nearby Sailing Nearby Snorkeling Nearby Water Sports Equipment Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Games Pool Or Billiards Table Stereo Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Highchair
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near A Zoo Near The Bay Near The Ocean On The Waterfront
  • SERVICES AND CONVENIENCES

    Chef Iron/ironing Board Local Meal Delivery Service Phone
  • SUITABILITY/ACCESSIBILITY

    Note From Host: Ashtrays Provided On Porch And Balconies Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Barb K.

    Submitted Feb 17, 2026

    Stayed Feb 7, 2026

    The view was absolutely stunning, and we had such an amazing stay. The property is beautiful and it was fun to see the Ted Williams memorabilia and all of the fish. We had plenty of room and the gardens and landscape provided so many sitting areas for our large group. The owners were so responsive and helpful and went out of their way to ensure we had a great stay. It was especially nice to have a ground floor bed and bath with the main living area also on the ground floor. This made it very easy for our mom to join us since there were no steps. Thanks again for a great visit!! We will be back.

  • Harry B.

    Submitted Jan 8, 2026

    Stayed Dec 27, 2025

    Last two days the pool was cool. The weather was cooler than normal and the pool which was our main activity was not used. Otherwise, ZERO complaints.

  • Allison H.

    Submitted Oct 2, 2025

    Stayed Sep 20, 2025

    We had an amazing week in this house and would definitely rent it again. The house is just as advertised and in the best location and close to all the great restaurants and resorts.

  • Kelly K.

    Submitted Jul 2, 2025

    Stayed Jun 21, 2025

    Family vacation with 10 of us ranging in age from 7 years old to 60 something to do for everyone. Pool table, paddle boards, kayaks, games, and ping pong table were a few highlights for our group. A beautiful home with plenty of space to spread out and relax. The pool and dock kept us busy the whole week. Had a manatee visit one day and several nights of shark visits. Lizards galore and hermit crabs which kept my granddaughter excited. Great location in Islamorada. The pictures don't do it justice. Would recommend staying here if vacationing in the Keys.

  • Marissa H.

    Submitted May 7, 2025

    Stayed Apr 19, 2025

    Ted’s Place was a 10! Mark and Theresa were wonderful! Easy to communicate with and made sure that the home had everything one might need. Our family absolutely loved the outdoor space and the location in Islamorada couldn’t be better!

  • Paul T.

    Submitted Apr 24, 2025

    Stayed Apr 12, 2025

    We just spent 7 excellent days at Ted's place. We have been traveling to the Keys for years and this was the best house and overall experience we have had to date. The house is clean, perfectly located and comes with plenty of activities for everyone. We had 2 families with kids ranging from 18 down to 12 years old and they had a blast. The pool is spectacular, and the kayaks and paddle board's were used daily. Mark and Theresa were excellent, giving us great recommendations for restaurants etc. we will be staying at Ted's place on our next trip back to Islamorada.

  • Kelly B.

    Submitted Mar 30, 2025

    Stayed Mar 22, 2025

    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!

  • Art S.

    Submitted Feb 22, 2025

    Stayed Feb 15, 2025

    Even better than described.Mark and Theresa were first rate hosts

  • Walker H.

    Submitted Jan 5, 2025

    Stayed Dec 28, 2024

    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.

  • Stacy K.

    Submitted Aug 7, 2024

    Stayed Jul 20, 2024

    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!

  • Annmarie M.

    Submitted Jun 26, 2024

    Stayed Jun 15, 2024

    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.

  • beth h.

    Submitted Jun 19, 2024

    Stayed Jun 1, 2024

    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!

You might like these similar properties

Your dates are Available!

Total

Includes taxes and fees
$1,535+
View details