Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Harry S. Truman Little White House - 2 min walk - 0.2 km
Duval Street - 4 min walk - 0.4 km
Mallory Square - 6 min walk - 0.6 km
Ernest Hemingway Home and Museum - 11 min walk - 0.9 km
Getting around
Key West, FL (EYW-Key West Intl.) - 14 min drive
Restaurants
Margaritaville - 6 min walk
Green Parrot Bar - 6 min walk
Key Lime Pie Factory - 6 min walk
Wendy's - 5 min walk
The Bull & Whistle Bar - 6 min walk
Frequently asked questions
Does **DIAMOND GIRL @ THE ANNEX** Home & Pool + Last Key White Glove Service... have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at **DIAMOND GIRL @ THE ANNEX** Home & Pool + Last Key White Glove Service...?
As of 3 November 2026, prices found for a 1-night stay for 2 adults at **DIAMOND GIRL @ THE ANNEX** Home & Pool + Last Key White Glove Service... on 3 August 2027 start from NZ$43,669, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is **DIAMOND GIRL @ THE ANNEX** Home & Pool + Last Key White Glove Service... pet-friendly?
No, pets are not allowed at this property.
How much is parking at **DIAMOND GIRL @ THE ANNEX** Home & Pool + Last Key White Glove Service...?
On-site parking is available at the property.
What time is check-in at **DIAMOND GIRL @ THE ANNEX** Home & Pool + Last Key White Glove Service...?
Check-in begins at 4:00 PM.
What time is check-out at **DIAMOND GIRL @ THE ANNEX** Home & Pool + Last Key White Glove Service...?
Checkout is at 10:00 AM.
Where is **DIAMOND GIRL @ THE ANNEX** Home & Pool + Last Key White Glove Service... located?
Located in Old Town Key West, this holiday home is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Mallory Square and Florida Keys Beaches are also within 15 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had an incredible stay at Diamond Girl! Our family spanned multiple generations and the property was perfect for all of needs, not to mention beautiful! We love the Truman Annex neighborhood. All of the amenities, from the kitchen supplies to the pool to towels and bedding were exactly as explained in the listing. Hopefully we can visit again!
Not only is the home beautiful and designed for happy gatherings, it is perfectly situated to enjoy all Key West offerings. Walk to Duval Street? ✔️ Walk to parks? ✔️ Walk to a Jimmy Buffet concert? ✔️✔️✔️
The home was perfectly sized for our group of six — and could have squeezed in another singleton.
We’ll be back!
As a group of 4 friends, this property was absolutely perfect. It was a great house that we loved spending time at and was also close to all the bars, restaurants and shops we wanted to go to. It was the perfect place for our week in paradise.
Location and house were great! Loved the pool and easy access to restaurants and shops! Plenty of space for our family of 5. Had an issue with hot water that eliminated the use of a bathroom and showers were hit and miss with hot water. One bedroom was freezing when air was on to where no one could comfortably sleep in that room even with vent closed. We were able to have our daughters sleep in the same room so it wasn’t a big deal but depending on your group, it may take you down to 3 bedrooms vs 4. Overall, great location and house!! Enjoyed our stay!!
Stayed 6 nights in Jul 2021
Response from VrboOwner on 25 July 2021
We're glad you enjoyed your time with us Robyn! We were sorry to hear about the hot water issue, we've had the issue rectified now so that won't happen again. And we fixed the A/C vent as well, so it's not blowing nearly as hard in that bedroom now that it's not wide open. Thank you and we look forward to hosting you again!