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
Aerial view
Exterior
Smart TV, table tennis, books, stereo
Game room

Reviews

10 out of 10

Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 10465 sq m

Popular amenities

  • Hot Tub
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning
  • Dryer
    Dryer
  • Pool
    Pool
  • Washer
    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

Property amenities

Beach

  • Beach towels
  • Beach sun loungers

Pool/Spa

  • Private pool
  • Outdoor pool
  • Heated pool
  • Spa tub
  • Sauna
  • Massages

Internet

  • WiFi available

Parking and transportation

  • Onsite parking
  • Car recommended

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Ice maker
  • Blender
  • Cookware/dishes/utensils
  • Spices

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bed sheets provided

Bathrooms

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

Living spaces

  • Living room
  • Dining room

Entertainment

  • Smart TV with cable/satellite service
  • Pool or billiards table
  • Table tennis
  • Arcade/game room
  • Books
  • Games
  • Stereo

Outdoor areas

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

Laundry

  • Washing machine and dryer
  • Near laundromat

Work spaces

  • Printer
  • Desk
  • Desk chair

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

  • Chef
  • Iron/ironing board
  • Phone
  • Local meal delivery service

Location highlights

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

Things to do

  • Fitness center
  • Water sports equipment
  • Fitness facilities nearby
  • Kayak on site
  • Fishing nearby
  • Power boating nearby
  • Water tubing nearby
  • Parasailing nearby
  • Windsurfing nearby
  • Scuba diving nearby
  • Kayaking nearby
  • Sailing nearby
  • Ecotours nearby

Safety features

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

General

  • Unit size: 5000 sq ft (465 sq m)

Similar properties

Policies

Check-in

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

Check-out

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

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

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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 transportation to and from this property

About the neighborhood

Map
Islamorada, FL

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. - ‬19 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.?

Check-out is at 10:00 AM.

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

This family-friendly Islamorada vacation 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 mi (2 km).

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

Reviews

10

Exceptional

Rating 10 - Excellent. 60 out of 61 reviews" "
Rating 8 - Good. 1 out of 61 reviews" "
Rating 6 - Okay. 0 out of 61 reviews" "
Rating 4 - Poor. 0 out of 61 reviews" "
Rating 2 - Terrible. 0 out of 61 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Stacy K.

Liked: Cleanliness
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

Annmarie M., Melbourne, Florida

Liked: Cleanliness
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

beth h.

Liked: Cleanliness
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

Patti R.

Liked: Cleanliness
Perfection
I did not want to leave
Stayed 14 nights in Mar 2024

10/10 Excellent

Cory Z.

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

10/10 Excellent

Nancy K.

Liked: Cleanliness
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

Michelle M.

Liked: Cleanliness
Excellent Property - Fantastic Location - Fisherman's paradise
Property was beautiful from the winding garden paths in the front yard to the bayside views. Well-appointed home with something for everyone. Pool, hot-tub, outside pool table, entertainment areas were first class. Our group even hosted an "Olympics" with all of the available game tables. Perfect for a large group - lots of areas for everyone to do their own thing and then come back together. Location is perfect - close to many bars, restaurants, shopping and attractions - all within a short and "safe" bike ride. Mark and Teresa were exceptional hosts throughout. We had some special parking needs, and they not only accommodated us, but met us personally to ensure that we were able to get settled. Protected dockage with quick access to not only back-country but ocean fishing, sandbar and alligator reef. I would highly recommend to family or friend groups looking to take full advantage of everything that the Keys has to offer.
Stayed 7 nights in Dec 2023

10/10 Excellent

Jayne S.

Liked: Cleanliness
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

Rancel E.

Liked: Cleanliness
Amazing family vacation!
Had an amazing week-long stay at Ted’s Place! Mark and Teresa started off by meeting us at check-in to explain how things worked around the house. They also let us check-in an hour early. We only experienced two very minor things we needed help with, and they were right there to remedy them for us! We had a family of 8 that ranged in ages of 7-85 and the house was very accommodating to all of our needs! The outdoor area was wonderful, and entertained everyone! The pool was one of the best we’ve had a short term rental, and was very warm! If you don't want to cook for yourself Ted’s Place is within walking distance or a very short drive to some of the best restaurants in the keys. Mark was even nice enough to email us a list of their recommendations for food and happy hours.
Stayed 7 nights in Nov 2023

10/10 Excellent

Tracy M., Bokeelia, FL

Liked: Cleanliness
Perfect vacation home
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

10/10 Excellent

Mike R.

Liked: Cleanliness
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

Tony H.

Liked: Cleanliness
Can't say enough about Ted's Place!
Everything Theresa and Mark say about Ted's Place is spot on. The location is great - walking distance to Lorelei, Islamorada Brewing, Mangrove Mikes, West Marine, and various other shops, bars, ice cream, restaurants, etc. The infinity pool is spectacular, and the large dock provided plenty of room for our 26' center console boat. Bedrooms are spacious and 4 of the 5 bedrooms are king beds with bathrooms. Our party included 6 adults (ages 40+) and 4 teenagers (ages 13-16). We are avid boaters, so the proximity of reefs, inshore and offshore fishing, and waterfront bars/restaurants was unmatched. Just be informed that boats bigger than about 30' will have a little bit of a challenge getting through the mangroves to the dock at the house, especially during low tide. The dock itself could easily accommodate multiple 20'+ boats. Theresa was the best VRBO host we've ever had. She lives nearby and is very responsive, not that we really had any issues. But she did join us for dinner at Lorelei one night! FYI for you boaters who tow your boat - I highly recommend paying the 60 bucks and launching at Safe Harbor Angler House. It's only a mile or so down the street and absolutely no wait to launch or retrieve as long as you avoid high-traffic times for the guides (8:00 - 9:00 am and 2:00 - 3:00 pm).
Stayed 7 nights in Jul 2023

10/10 Excellent

Randy S.

Liked: Cleanliness
Our July Stay at Ted's Place
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 Excellent

Marian F., USA

Liked: Cleanliness
Amazing stay!!!
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 Excellent

Jacqueline B.

Liked: Cleanliness
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

Donna O.

Liked: Cleanliness
Beautiful Islamadora Waterfront with infinity pool
We stayed here for a week in February and thoroughly enjoyed this home. The waterfront location enabled us to rent a boat and tie it to the dock. The fishing was awesome and the owner was very helpful with fishing tips. We were welcomed with a bottle of champagne as well as sparkling water which was nice. The house was nicely stocked .with 5 bedrooms and 4 bathrooms, there was plenty of room for everyone. The only negative to note is that three of the king beds are very low to the floor which makes it difficult for elderly or impaired guests to get up & down. The ping pong table got a lot of use. The outdoor area is amazing! Outdoor cooking area, covered pool table ,hot tub and infinity pool. We spent every day outside just enjoying the weather!
Stayed 7 nights in Feb 2023

10/10 Excellent

Leah D.

Liked: Cleanliness
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

Mary A.

Liked: Cleanliness
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

10/10 Excellent

William D.

Liked: Cleanliness
Islamorada Escape
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 Excellent

Lauryn S.

Liked: Cleanliness
Ted’s Place is paradise
We had an amazing Christmas in Islamorada at Ted’s Place! The property is beautiful and in the perfect location. Mark and Theresa were gracious hosts and only a phone call or text away. We hated to leave and hope to return to this beautiful home one day!
Stayed 7 nights in Dec 2022

10/10 Excellent

Lynn O.

Liked: Cleanliness
Fantastic Week at Ted’s Place
Ted’s Place was everything we were looking for in a vacation home! The description was spot on! We loved the house, the pool with hot tub and the dock allowing us to keep our boat right outside! Our sunset cruises were the best!! We will rent this place again!!
Stayed 7 nights in Dec 2022

10/10 Excellent

Rob F.

Liked: Cleanliness
Dad’s 80th Birthday celebration.
Ted’s place is beautiful inside and out. The property is well equipped and we had everything we needed the few nights we grilled at home. Also, we took full advantage of the outside amenities. Spent hours enjoying the heated pool and were out on the kayaks and paddle boards every day. Will miss having our morning coffee in the Adirondack chairs on the water’s edge.
Stayed 7 nights in Nov 2022

10/10 Excellent

Rosann Z.

Liked: Cleanliness
Fabulous outside and amenities!
This home was perfect for my family! The activities (pool table, ping pong and so many more) made it fun, not to mention the kayaks and paddle boards. The grounds are gorgeous, the view spectacular and outdoor grill set up is perfect. It is situated in the most perfect location to all the restaurants, and the kitchen had everything we needed.
Stayed 7 nights in Nov 2022

10/10 Excellent

Kristyn V.

Liked: Cleanliness
Family get away
Ted's place was everything we had hoped for and more. Ten of us stayed comfortably. Nobody ever got bored! Ages ranged from 68 yrs to 13 yrs. There was something for everyone to do. The teen boys were on the paddle boards and kayaks the whole time. We ladies spent most our time in the heated pool. Even when it rained. We swam and played pool in the covered bar area. We never once heard anyone say"we're bored". property owner and manager were fantastic to work with as well. We will be going back for sure!
Stayed 7 nights in Oct 2022

10/10 Excellent

Patricia A., Orlando,Florida

Liked: Cleanliness
Annual Keys trip 2022
Had a great time at this property. Clean and beautiful home with plenty of things to do! Will be back for sure. Perfect location. Thanks.
Stayed 7 nights in Aug 2022