Entire home

Tennessee Williams by AvantStay | Funky Design + Pool

Photo gallery for Tennessee Williams by AvantStay | Funky Design + Pool

Pool
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Interior
Exterior
Outdoor dining

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms3 bathroomsSleeps 4278 sq m

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Pool
  • Kitchen
  • Outdoor Space

About this property

Entire place

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

Tennessee Williams by AvantStay | Funky Design + Pool

*Please note that this home is available for 28+ night stays only.*

Tennessee Williams is a one-of-a-kind Key West escape consisting of a beautiful Main House and the Hibiscus Suite, a colorful studio-style space nestled near the pool. With the perfect blend of style, room, and entertainment, this unique retreat will help you sink into the tropical lifestyle.

Fifty years ago, James Leo Herlihy, the author of "Midnight Cowboy," was probably the second most renowned writer living in Key West, just a notch below his close friend and mentor, Tennessee Williams, who was a frequent visitor to 709 Bakers Lane along with luminaries such as Truman Capote, Richard Burton, Elizabeth Taylor, Tallulah Bankhead, Leonard Bernstein, Elizabeth Bishop, James Merrill, and Thomas McGuane. The artistic tradition continues today as the compound is owned by a family of funky writers and artists that have received many honors and awards, including a MacArthur Genius Award, Order of the British Empire, and a National Endowment for the Arts, among others.

Both the Main House and Hibiscus Suite stun guests with access to the beautiful outdoor oasis and playful, distinctive design present throughout. Bright pops of color, unique furniture and decor, and an overall lively atmosphere can be found in every corner. The Main House boasts dual living rooms, a fully equipped kitchen, and a king bedroom with an ensuite bathroom. The Hibiscus Suite expands your space with a separate studio-style layout, offering a queen bed, full bathroom, and kitchenette.

Outside, cool off in the pool, grab a lounger in the sun, or relax in the covered patio lounge. The pool even has a waterfall feature hiding a small grotto that kids and adults alike will love. A side courtyard gives you the perfect place to steal away for a quiet moment, while plenty of surrounding trees provide a great sense of privacy and seclusion. Bonus: you'll be within two blocks of the excitement of Duval Street, with shops, bars, restaurants, and art galleries all waiting to be explored!

The Main House and Hibiscus Suite at Tennesee Williams are part of the Midnight Cowboy compound, which also includes the Monkey House, a 2BR space. Stay at Tennessee Williams, or rent the entire Midnight Cowboy compound for a total of four bedrooms. Need even more room for your group? Just next door, the Boat House offers an additional king bedroom along with a living area, kitchen, and full bathroom. All spaces share access to the central pool area and outdoor washer/dryer.

Get ready for an exciting blend of artistry, amenities, design, and relaxation at Tennessee Williams, your first choice for a Key West experience like no other.

AvantStay provides an upscale experience with services that elevate your stay and save time so you can enjoy every moment. Guests have access to a 24/7 support team and a tech-enabled concierge to book services, such as fridge stocking, mid-stay cleanings, and private chefs. For anything you need (or never knew you needed), we’re at your service!

Key West is a place unlike any other in the United States. Connect with marine life through diving or fishing, or sightseeing along the beautiful turquoise beaches. Nature is abundant, and so are the bars! Known for its nightlife, you will play as hard as you work in Key West, although it remains a wonderful destination for families and solo travelers alike. Make sure to chow down on some of the local seafood or Cuban-influenced cuisine—the country is only about 100 mi away.

Local Attractions: Key West Shipwreck Treasure Museum, Hemingway Home and Museum, Mel Fisher Maritime Museum, Harry S. Truman Little White House, Conch Tour Train, Dry Tortugas National Park, Lazy Dog Adventures, Dolphin encounters, Ghosts & Gravestones Tour, Old Town Trolley, Sloppy Joe’s Bar, Audubon House & Tropical Gardens, Florida Keys Eco-Discovery Center, Bike Tours, Seaplane adventures, Key West Aquarium, Sebago Day Tours, Private boat charters, Sportfishing, Rick’s Entertainment Complex, Duval Street (shop strips, shops, bar, and cafes), Mallory Square (waterfront plaza), Key West Garden Club, Sunset Pier, Grand Cafe Key West, Island House, El Meson de Pepé, Cafe Sole

Home Truths:
- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.
- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.
- Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.
- If you require more space, this listing is also available as part of a buyout called Midnight Cowboy which has a total of 4 bedrooms.
- There is also another 1 bedroom listing located on the same compound called Boat House. Please reach out to the team to enquire about availability.
- This home has access to a shared pool.
- Please note that the laundry area is a shared space.
- Please note that this home does not have central heating and air conditioning, but we do have mini split units in each room.
- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.
- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.
- Please note that max occupancy includes infants.
- Please be advised that documentation may be necessary for ESA/service animals to gain entry.

Parking Details:
Shared parking space. One parking spot for this unit.

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The room configuration is as follows:

Main House:
King bed w/ ensuite

Hibiscus Suite:
Queen bed in a studio-style layout

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This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.

As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.

Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.

There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.

As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.

IDs will be requested for verification after booking.

We report and prosecute all Credit Card Fraud.

Property manager

AvantStay

Languages

English

Add dates for prices

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchenette
  • Oven
  • Refrigerator
  • Stovetop

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board

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

  • Unit size: 2,992 square feet

Similar properties

Policies

Check-in

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

Check-out

Check-out before 10:00 AM

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

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

Property is also known as

a52477ff-6702-11ee-8263-6339c4e3638b

About the neighborhood

Map
Key West, Florida

What's nearby

  • Duval Street - 5 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 10 min walk - 0.9 km
  • South Beach - 16 min walk - 1.4 km
  • Mallory Square - 16 min walk - 1.4 km
  • Southernmost Point - 17 min walk - 1.5 km

Getting around

  • Key West Intl. Airport (EYW) - 12 min drive

Restaurants

  • ‪Willie T's - ‬6 min walk
  • ‪801 Bourbon Bar - ‬6 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬5 min walk
  • ‪Pinchers - ‬6 min walk
  • ‪Jack Flats - ‬6 min walk

Frequently asked questions

Does Tennessee Williams by AvantStay | Funky Design + Pool have a pool?

Yes, this property has a pool.

Is Tennessee Williams by AvantStay | Funky Design + Pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Tennessee Williams by AvantStay | Funky Design + Pool?

Check-in begins at 4:00 PM.

What time is check-out at Tennessee Williams by AvantStay | Funky Design + Pool?

Check-out is at 10:00 AM.

Where is Tennessee Williams by AvantStay | Funky Design + Pool located?

Located in Old Town Key West, this vacation home is within a 10-minute walk of The Kite House, Duval Street, and Ernest Hemingway Home and Museum. Florida Keys Beaches and South Beach are also within 1 mi (2 km).

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Tennessee Williams by AvantStay | Funky Design + Pool Reviews

Reviews

10

Exceptional

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

10/10

Cleanliness

Reviews

10/10 Excellent

Jamie G.

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

Funky and Fabulous

The funky decor of Tennesee Williams is a big part of what led us to book it for the month, and it did not disappoint! The house was exactly as advertised with the fun decor adding to the vacation vibes. We had breakfast on the porch every morning with the sound of the waterfall in the background - it was magical. We really appreciated all of the little clever signs and artwork scattered inside and outside the property. The central location was perfect for walking or biking to Duval, Seaport and the beaches.AvantStay did a fantastic job maintaining the property (landscaping and pool) as well as making sure we had everything we needed, especially the local Key West team. They even managed to arrange a mid-stay cleaning on a Sunday, which was perfect for us. And speaking of cleaning, the place was spotless and CleaningKeyWest.com were so helpful, flexible and friendly. Finally AvantStay's customer service team came through more than once helping us with our future reservations. All in all, a beautiful and well-managed property. We'll be back!
Stayed 27 nights in Feb 2025