Old Town Key West stay.Within a 10-minute walk of this Old Town Key West vacation home, you'll find Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Southernmost Point are also within 2 miles (3 km).
Ernest Hemingway Home and Museum - 9 min walk - 0.5 miles
South Beach - 11 min walk - 0.6 miles
Key West Butterfly and Nature Conservatory - 11 min walk - 0.6 miles
Southernmost Point - 12 min walk - 0.7 miles
Getting around
Key West Intl. Airport (EYW) - 8 min drive
Restaurants
Dions Truman & White - 7 min walk
Sandy's Café - 7 min walk
El Siboney Restaurant - 6 min walk
Viva Argentinian Steakhouse - 7 min walk
Ocean Grill & Bar - 9 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Runaway Bills
Summary:
Runaway Bills- 2 BDR Main house with 1 BDR Cottage and pool in the Key West downtown.
The Space:
This charming and stylish Conch home is tucked away on a quiet lane in the heart of Old Town Key West, offering the perfect island retreat. Surrounded by historic architecture and vibrant neighborhoods, this inviting property is just a short stroll from the famous Duval Street, placing you within easy walking distance of restaurants, galleries, shops, and nightlife.
The main house features two comfortably sized bedrooms, each with king beds, and one full bathroom. Beautiful hardwood floors throughout create a warm coastal character that blends perfectly with the relaxed Key West atmosphere. The fully equipped chef’s kitchen is ideal for guests who enjoy cooking, while the open living area flows seamlessly to a covered outdoor dining space overlooking the pool and deck, perfect for entertaining or relaxing.
Across the pool, a separate pool house cottage provides additional privacy and includes a third bedroom with a full-size bed, a half bath with toilet and sink, and a private outdoor shower, creating a unique tropical guest suite.
The fully fenced backyard surrounds a refreshing swimming pool and sun deck, offering a private oasis where guests can unwind after a day exploring the island.
Pets are welcome with a non-refundable pet fee, and the property includes the rare convenience of two assigned parking spaces.
Additional Features
• Central air conditioning and ceiling fans throughout
• Washer and dryer
• Wireless high-speed internet
• Linens, bath towels, and pool towels provided
• Fully stocked kitchen with cookware, dishes, flatware, and glassware
• Starter supply of paper and cleaning products
• Outdoor shower
• Optional housekeeping services available
Sleeping Arrangements
Roadside Bedroom – King Bed
Middle Bedroom – King Bed
Living Room – Futon
Pool House Bedroom – Full Bed
This peaceful yet centrally located home offers the best of Key West living—a private tropical setting just minutes from the island’s most iconic attractions.
Guest Access:
E- lock code will be provided
The Neighborhood:
The home is located in the heart of Old Town Key West, one of the island’s most charming and historic neighborhoods. Known for its colorful Conch-style homes, tropical landscaping, and laid-back island atmosphere, Old Town captures the authentic spirit of Key West.
Just a short walk away is the world-famous Duval Street, where you’ll find an exciting mix of restaurants, cafés, art galleries, boutiques, and lively nightlife. Guests can enjoy everything from waterfront dining and sunset cocktails to local music and cultural attractions.
The neighborhood is also close to beautiful beaches, historic landmarks, and parks, including Fort Zachary Taylor Historic State Park, known for its scenic shoreline and excellent snorkeling. Despite being near all the activity, the surrounding streets remain quiet and residential, offering a peaceful retreat after a day exploring the island.
With its walkable streets, tropical charm, and vibrant local culture, Old Town Key West is truly the perfect place to experience the island lifestyle. 🌴
Getting Around:
Getting around Key West is easy and part of the fun of visiting the island. Most guests enjoy walking or biking, as many of the main attractions, restaurants, and shops are within a short distance. From the home, you can easily stroll to Duval Street and explore Old Town at a relaxed pace.
Bicycles and golf carts are also very popular ways to get around and can be rented nearby. Taxis and rideshare services are readily available, and the Duval Loop shuttle provides a convenient free service throughout much of Old Town. With the island being just a few miles long, it’s simple to explore everything Key West has to offer. 🚲🌴
Interaction with Guests:
Self check in
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Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
General
Garden
Unit size: 855 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21
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
Information provided by the property may be translated using automated translation tools
Rules
Rental Terms & Conditions
Thank you for choosing Keys Vacation Rentals for your vacation rental accommodation. You will be contacted by one of our...
Pets
Pets are welcome
Service animals are exempt from fees
Note from host: Pets are welcome with a non-refundable pet fee.
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.
Property is also known as
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Frequently asked questions
How close is Runaway Bills to the airport?
This vacation home is 3.3 mi (8-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.
Does Runaway Bills have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is Runaway Bills to the beach?
This vacation home is a short 13-minute walk from Florida Keys Beaches and 15-minute walk from South Beach. Don't forget your sunscreen!
Does Runaway Bills offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Runaway Bills?
No, there is no casino at this vacation home.
What time is check-in at Runaway Bills?
Check-in begins at 4:00 PM.
Is there free parking at Runaway Bills?
Free parking is not available at this vacation home.
Does Runaway Bills have a pool?
Yes, there's a private pool.
Does Runaway Bills have a spa?
There are no spa services available at this vacation home.
How close is Runaway Bills to downtown Key West?
This vacation home is 0.4 mi away from Key West.
Runaway Bills Reviews
Reviews
8.8
Excellent
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 1 out of 3 reviews
10 - Excellent
1
Rating 8 - Good. 2 out of 3 reviews
8 - Good
2
Rating 6 - Okay. 0 out of 3 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 3 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 3 reviews
2 - Terrible
0
8.0/10
Cleanliness
Reviews
8/10 Good
lawrence m.
Mar 3, 2026
Our host, Hana, was excellent! Best host we’ve experienced with VRBO!
lawrence m.
Stayed 28 nights in Jan 2026
10/10 Excellent
T M.
Jun 28, 2024
Liked: Cleanliness
Runaway Bills
The perfect place to stay for our summer vacation! The house had everything we needed. Pool was amazing to have after walks down Duval. The private cottage in the back was perfect for our oldest to have their own space. All the beds and pillows were very comfortable. Location was great on quiet street near cemetery. Highly recommend this property for all that is has to offer. I would stay at Runaway Bills again.
T M.
Stayed 28 nights in May 2024
8/10 Good
Suzanne L.
Mar 31, 2024
Liked: Cleanliness
Convenient location
Spent a month here; well stocked kitchen; modern bathroom; great location for walking to everything.