Located in Old Town Key West, this vacation home is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Mallory Square. The vacation home includes a private pool, a kitchen, and a balcony.
Fort Zachary Taylor Historic State Park - 11 min walk - 0.6 miles
Ernest Hemingway Home and Museum - 11 min walk - 0.6 miles
Southernmost Point - 18 min walk - 1.0 mile
Getting around
Key West Intl. Airport (EYW) - 14 min drive
Restaurants
Margaritaville - 7 min walk
Bull & Whistle Bar - 6 min walk
Green Parrot Bar - 8 min walk
Willie T's - 7 min walk
Caroline's Cafe - 6 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.
**DIAMOND GIRL @ THE ANNEX** Elegant Private Home & Pool + LAST KEY SERVICES…
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!
Seals & Crofts said it best: ‘Diamond Girl, you sure do shine.’ Formerly known as Seventh Heaven, DIAMOND GIRL is a stunning two-story private home that epitomizes island living, with its’ distinct exterior eyebrow design, ample indoor and outdoor living space, and comfortable accommodations. Once here you’ll quickly realize this peaceful oasis within a few blocks of Key West’s premier restaurants, shopping, and attractions is such a rare thing. Paired with Last Key Realty's Five-Star Guest Services and Full Time Concierge you’ll be glad you found her.
THE GATED COMMUNITY...
Truman Annex is the most exclusive private residence community in Old Town Key West. Located just off the main drag of Duval Street, Truman Annex is an oasis of calm, quiet streets lined with palm trees and beautiful Floridian homes. The entrance to Truman Annex is secured by a 24-hour staffed guard gate and you can use the residential entry gate keys to come and go on foot at night. Just beyond Truman Annex is the newly constructed Truman Waterfront Park - complete with a family friendly playground area and the Key West amphitheater.
THE PRIVATE POOL...
The entire pool area is fenced in and surrounded by tropical landscaping. Spend your days soaking up the sun in the chaise lounges that sit next to the heat-optional pool, or escape to the shaded patio, which offers additional outdoor seating. Fire up the propane grill and enjoy a poolside BBQ using the full outdoor dining set with seating for six. Whether you’re having an intimate cookout of today's fresh catch or a champagne toast before a day on Duval, you'll have plenty of space outside to enjoy.
THE LIVING AREA & KITCHEN...
Upon entering through the front door, you’ll be greeted with a light-filled living area and modern furnishings. Swing open the double set of back French doors to let the island breezes to flow in. The plush sofas and armchair provide plenty of comfortable seating options for your group to gather in front of the large flat screen HD Smart TV. The dining room has a large dining table with seating for six.
The fully equipped chef’s kitchen features gourmet stainless steel appliances, including a gas range, and every tool you'll need to prepare meals from the comfort of home. There’s plenty of prep space on the concrete countertops and lots of storage in the cabinets that reach the ceiling. The first floor bathroom is conveniently located just off the living area.
THE ACCOMMODATIONS...
DIAMOND GIRL features four bedrooms, three of which are suites.
** Suite #1: Located on the First Floor with a King bed, a flat screen HD TV, direct access to the pool area, and a recently renovated en-suite bathroom with a walk-in shower.
** Suite #2: Located on the Second Floor with a King bed, a massive walk-in closet, a flat screen HD TV, a separate sitting area, direct access to the second floor office space, and an en-suite bathroom with double sinks, a walk-in shower, and a garden tub.
** Suite #3: Located on the Second Floor with a King bed, a flat screen HD TV, a separate sitting area, direct access to the second floor office space, and a recently renovated en-suite bathroom with a walk-in shower.
** Bedroom #4: Located on the Second Floor with a Queen bed and a flat screen TV.
ALL LAST KEY VACATION HOMES INCLUDE:
** Washer & Dryer ** Central Heat and A/C ** Ceiling Fans Throughout ** Flat Screen Cable TVs in Living Room & Bedrooms ** Fully-Equipped Kitchen ** Basic stock of spices ** Starter supply of paper products ** Starter set of cleaning products ** Linens and Towels provided ** Wireless high-speed Internet access and full cable is included ** Full Time Concierge Service
In addition, this fully stocked home also includes, but is not limited to the amenities on this list:
** Fully Fenced & Landscaped Private Yard ** Private Pool with Available Pool Heat ** Propane BBQ Grill ** Two Off-Street Covered Parking Spaces in Carport
Other notes:
** Interim housekeeping provided upon request ** This property will accommodate up to 8 adults ** Pets Not Allowed ** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a balcony or patio. There's space to spread out with 4 bedrooms and a sitting area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washer/dryer, and a private yard.
Property manager
Last Key Realty
Languages
Czech, English, French, Spanish
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Wheelchair accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In a village
In the city center
Near a health/beauty spa
Near a hospital
Near the marina
Near the sea
Things to do
Heated pool
Tennis
Basketball nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Swimming nearby
Water tubing nearby
Windsurfing nearby
Safety features
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)
First aid kit
Fire extinguisher
General
Gated community
Unit size: 2,486 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
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
This property doesn't allow pets
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 and a first aid kit
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
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher, a smoke detector, and a first aid kit.
Property is also known as
Elegant Private Home Pool + Last KEY Services
107
Frequently asked questions
What is there to do around this vacation home?
This vacation home is situated in Old Town Key West within a 10-minute walk of Duval Street and Mallory Square. You'll also find Fort Zachary Taylor Historic State Park and Florida Keys Beaches less than a mile away.
Is parking available on site at this vacation home?
Yes, there is a carport.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.
What will couples enjoy most about a stay at **DIAMOND GIRL @ THE ANNEX** Elegant Private Home & Pool + LAST KEY SERVICES…?
Amenities that appeal to couples at this historic vacation home include a private pool, a kitchen, and a smart TV.
Does **DIAMOND GIRL @ THE ANNEX** Elegant Private Home & Pool + LAST KEY SERVICES… have a hot tub?
No, but guests can enjoy a heated pool at this vacation home.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home.
Does this vacation home have connecting rooms?
No, this vacation home doesn't feature connecting guestrooms.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 4.1 mi away (14 minutes by car).
Are there rooms with balconies that I can book at **DIAMOND GIRL @ THE ANNEX** Elegant Private Home & Pool + LAST KEY SERVICES…?
Yes, every accommodation at **DIAMOND GIRL @ THE ANNEX** Elegant Private Home & Pool + LAST KEY SERVICES… comes with a balcony.
**DIAMOND GIRL @ THE ANNEX** Elegant Private Home & Pool + LAST KEY SERVICES… Reviews
Reviews
9.8
Exceptional
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. 6 out of 7 reviews
10 - Excellent
6
Rating 8 - Good. 1 out of 7 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 7 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 7 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 7 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Diane P.
Jan 22, 2025
Liked: Cleanliness
Great family vacation
Nice, comfortable, clean, well stocked property. Great location. The property manager was responsive to all our requests. Highly recommend!
Diane P.
Stayed 7 nights in Jan 2025
10/10 Excellent
Catharine M.
Dec 16, 2024
Liked: Cleanliness
A perfect Thanksgiving with family
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!
Catharine M.
Stayed 6 nights in Nov 2024
10/10 Excellent
Verified traveler
Feb 16, 2023
Liked: Cleanliness
Perfect Key Vacation Spot
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!
Verified traveler
Stayed 6 nights in Feb 2023
10/10 Excellent
Lisa D.
Feb 27, 2022
Liked: Cleanliness
Best of Key West
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.
Lisa D.
Stayed 6 nights in Feb 2022
10/10 Excellent
Cliff B.
Aug 15, 2021
Liked: Cleanliness
Excellent Stay
Beautiful home in a beautiful neighborhood. Everything was perfect.
Cliff B.
Stayed 7 nights in Aug 2021
8/10 Good
Robyn J.
Jul 16, 2021
Liked: Cleanliness
Family Vacation
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!!