Road's End | Prime Old Town Location! Updated Home w/ Pool

Photo gallery for Road's End | Prime Old Town Location! Updated Home w/ Pool

A building with a red door, a covered porch, and a bamboo plant in the foreground.
A living room with a blue sofa, a coffee table, and a ceiling fan.
A backyard with a swimming pool, lounge chairs, and a blue umbrella.
A gated entrance to a property with a sign indicating 'Bicycles not allowed in courtyard'.
A kitchen with white cabinets, a wooden table, and a blue wall.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Duval Street

Popular amenities

  • Swimming pool
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Washing machine
  • Internet

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪3 min walk‬
  • Place, South Beach
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom #1

1 King Bed

Common Space

1 Double Sofa Bed

1 bathroom, 1 half bathroom

Bathroom 1

Toilet · Shower only

Half Bathroom 2

Toilet

Spaces

Kitchen

Add dates for prices

Similar properties

About the area

Key West

Old Town Key West, a neighbourhood in Key West, is home to this holiday home. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Butterfly and Nature Conservatory and The Kite House are also worth visiting.
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.0 km
  • Ernest Hemingway Home and Museum - 3 min walk - 0.3 km
  • Key West Lighthouse and Keeper's Quarters Museum - 3 min walk - 0.3 km
  • South Beach - 8 min walk - 0.7 km
  • Southernmost Point - 9 min walk - 0.8 km

Getting around

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

Restaurants

  • ‪Circle K - ‬3 min walk
  • ‪Moondog Cafe & Bakery - ‬5 min walk
  • ‪801 Bourbon Bar - ‬4 min walk
  • ‪Old Town Tavern - ‬3 min walk
  • ‪Bourbon Street Pub - ‬5 min walk

Frequently asked questions

Does Road's End | Prime Old Town Location! Updated Home w/ Pool have a pool?

Yes, this property has a pool.

Is Road's End | Prime Old Town Location! Updated Home w/ Pool pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Road's End | Prime Old Town Location! Updated Home w/ Pool?

Check-in begins at 3:00 PM.

What time is check-out at Road's End | Prime Old Town Location! Updated Home w/ Pool?

Checkout is at 11:00 AM.

Where is Road's End | Prime Old Town Location! Updated Home w/ Pool located?

Located in Old Town Key West, this holiday home is steps away from Tennessee Williams Key West Exhibit and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 10 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 24 out of 28 reviews
Rating 8 - Good. 2 out of 28 reviews
Rating 6 - Okay. 2 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent property and the communication with the hosts was excellent. Love that they offered complimentary pickup from the airport to the property too.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming, clean accommodations in a conveniently located area of Key West for walking to sites and renting bicycles
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place! Had everything we needed and then some. Perfect location and quiet even though it’s centrally located. Absolutely great service and communication with the property!!
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place great location the owners were prompt with answering questions, the property grounds were beautiful. Internet was off and on but that’s it
Stayed 7 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great! Being picked up at the airport was so helpful! All the rooms were clean & the courtyard was pretty.
Stayed 6 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was very clean with an excellent location.
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Just love the old town gardens villas.. peaceful and well kept!! Our place was exactly what we needed.. very walkable!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay! So close to all the action and yet once you step inside the gate , you have peace and tranquility . They even have a shuttle to and from the airport …thanks Alex, Zoey and Wizzy! Our first trip to KeyWest …loved it
Stayed 4 nights in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location, friendly neighbors, calming courtyard.
Stayed 5 nights in Jan 2026
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location, listing accuracy
Smaller than thought - pool was burning hot. Were short a towel- one per person at check-in and next I hear how some is Getting fired for taking a towel.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 8 October 2026
Hi Ursula, we’re sorry your stay did not meet your expectations. Key West’s summer sun can make pool water feel quite warm, though the description “burning hot” does not reflect our usual guest feedback. We also want to clarify that no one from our organization took any towels. We cannot account for the conversation you mention about someone being fired, and it should not be attributed to our team. If your unit was short a towel, we would have gladly delivered additional towels—we keep plenty available for our guests. Please let us know about any shortages during your stay so we can address them promptly. This property typically receives very positive reviews, and we regret that your experience fell short of the comfortable, welcoming stay we aim to provide.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place! Lots of room. Comfortable bed.Nice kitchen. Perfect small pool and relaxing quiet courtyard!
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment and the property were actually better than the pictures!The only downside, because we drove, was the parking situation. Obviously, it is not our property manager’s fault. We were informed of the situation by them. We were able to find a parking space a short block away. There is a E-bike, scooter and golf cart rental company next door. It appeared that a few of the spaces were taken by their inventory.
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect beach style home in the middle of everything! Super cozy and welcoming. Host was communicative, accommodating, and understanding
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Great location!! Being inside the "compound" was an added benefit & provided an increased sense of privacy & security. Perfect. Perfect. Perfect! MMeyer
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What an incredible stay! The unit was so clean and comfortable, and the small courtyard area and pool were stunning, especially at night. The location is primo - one block from Duval and 7-8 minutes by bike to the two best beaches - Higgs and Fort Zach. And the check in/out and communications with the landlord could not have been smoother. A
Stayed 6 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
The courtyard was peaceful and perfect for breakfasts in the morning and board games in the evening. Location is close enough to Duval for easy access, but just enough removed that you don’t hear a thing! Great for us early birds with small children.
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed for 12 nights and could not have had a better time or better location. The management company picked us up from the airport and provided us with early entry into the property. The bed was super comfortable and all the linens were provided. We had everything we needed for a comfortable stay. The dipping pool was perfect for a quick cook down after a long day out. Courtyard was so peaceful for a glass of wine before heading out to dinner. Loved the home and the management company. Communication was unbeatable!! Highly recommend!
Stayed 12 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was such a great rental for everything we needed! Walked everywhere! Beach to the shops and action on Duval Street! Clean and amazing communication with Alex and the team of drivers who brought us to and from the airport! Will rent again!! Thank you!
Stayed 5 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
First class, attentive customer service. Prime location. Attractive setting. Easy access. Complimentary airport transportation.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the outdoor space! The gated courtyard area is a lovely social spot shared by several other units and has several tables for outdoor dining and relaxing. We met several neighbors as well as a friendly cat who also enjoys lounging in the courtyard. The unit was clean and well cared for.
Stayed 4 nights in Feb 2026
Verified review

6/10 Okay

Liked: Cleanliness, check-in, location, listing accuracy
The location of the property is absolutely stunning!!! The little garden has plenty of seating. The pool was never crowded when we were there. The onsite property managers are the sweetest. The condo itself was okay. The air conditioner didn’t work well upstairs. The ceiling fan in the master bedroom didn’t regulate speed well-high speed barely put out any air. The shower has very little pressure and the main shower head only has one setting. Couldn’t get the detachable shower head to work. We had the water turned all the way to get a comfortable hot temperature for a shower, it wouldn’t get any hotter. Parking only on the street. Close to duval street and CVS. Would stay again if they fix the shower issues.
Stayed 3 nights in Aug 2026
Response from VrboOwner on 28 August 2026
Thank you so much for staying with us and for your thoughtful feedback. We’re delighted you loved the beautiful location, garden, pool, and especially our onsite team. We’ll be sure to share your kind words with them! We’re sorry, however, that you experienced concerns with the upstairs A/C, ceiling fan, and shower. We truly wish we had known about these issues while you were here. Our entire team lives locally in Key West, and we’re available throughout our guests’ stays via Vrbo messaging, our app, email, and telephone. When something isn’t working as expected, we’re typically able to respond quickly, troubleshoot the issue, or send someone to the property. We appreciate you bringing these items to our attention so we can have our maintenance team inspect them. We never want a guest to simply live with an inconvenience when there may be something we can do to help. Most importantly, we’re so pleased you enjoyed the property and would consider staying with us again. We’d love the opportunity to welcome you back and provide the comfortable, memorable Key West experience we always strive to give our guests.
From a partner site

10/10 Excellent

Great Location!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our stay at Road's End was so easy, thanks to our hosts. They provided rides to and from the airport, and storage of our luggage. We love staying in Old town Garden Villas, with its quiet courtyard and friendly neighbors. The rental was clean and the beds were comfortable. Since this rental backs onto Truman, I would recommend earplugs if you are a light sleeper. We will be back!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great from start to finish. They picked us up in an awesome shuttle and were great to work with.
Stayed 4 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property at a great location! Had everything we needed. Will definitely stay there again.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time, the property is lovely, clean and in a wonderful location, the courtyard area is adorable too! The shuttle service was a huge perk and greatly appreciated, highly recommend this property for a stress free stay!
Stayed 3 nights in Jul 2026
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