Entire home
Tennessee Williams by AvantStay | Funky Design + Pool
Photo gallery for Tennessee Williams by AvantStay | Funky Design + Pool
2 bedrooms2+ bathroomsSleeps 4
Popular amenities
- KitchenKitchen
- Free WiFiFree WiFi
- WasherWasher
- DryerDryer
- Outdoor spaceOutdoor space
Check out the area
Key West, Florida
- Duval Street5 min walk
- Ernest Hemingway Home and Museum10 min walk
- Southernmost Point17 min walk
- Key West, FL (EYW-Key West Intl.)12 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom (Main House)
1 King Bed
Hibiscus Suite
1 Queen Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Spaces
Deck or patio
Kitchen
Dining Area
About this property
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.
---
The room configuration is as follows:
Main House:
King bed w/ ensuite
Hibiscus Suite:
Queen bed in a studio-style layout
---
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.
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.
---
The room configuration is as follows:
Main House:
King bed w/ ensuite
Hibiscus Suite:
Queen bed in a studio-style layout
---
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
Premier Host
Languages
English
Amenities
Kitchen
Washer
Dryer
Free WiFi
Outdoor space
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Damage and incidentals
You will be responsible for any damage to the rental property caused by you or your party during your stay.
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
About the area
Key West
Located near the beach, this holiday home is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting.
Key West, Florida
What's nearby
- Duval Street - 5 min walk
- Ernest Hemingway Home and Museum - 10 min walk
- South Beach - 16 min walk
- Mallory Square - 16 min walk
- Southernmost Point - 17 min walk
Getting around
- Key West, FL (EYW-Key West Intl.) - 12 min drive
Restaurants
- Willie T's - 6 min walk
- 801 Bourbon Bar - 6 min walk
- Mangoes Restaurant & Island Cuisine - 5 min walk
- Jack Flats - 6 min walk
- DJ's Clam Shack - 5 min walk
Frequently asked questions
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?
Checkout is at 10:00 AM.
Where is Tennessee Williams by AvantStay | Funky Design + Pool located?
Located in Old Town Key West, this holiday 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 mile (2 km).
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About the host
Hosted by AvantStay
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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