Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
In the city center, this vacation home features 4 bedrooms and 3 bathrooms, accommodating 8 guests. Adventure seekers can enjoy parasailing, fishing, and sailing nearby. The property includes a patio, balcony, and yard for outdoor relaxation. Guests can access scuba diving and golf in the area, with attractions like We Cycle Key West and Jackson Square close by.
Highlights
Room to spread out
Enjoy a spacious layout that gives everyone more room to relax.
Private fenced-in yard
One of the few properties with a fully fenced outdoor space.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Close to Duval Street
4 bedrooms3+ bathroomsSleeps 8
Popular amenities
Private pool
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue
Explore the area
Key West, FL
Duval Street
Place, Duval Street
5 min walk
Ernest Hemingway Home and Museum
Place, Ernest Hemingway Home and Museum
9 min walk
Mallory Square
Place, Mallory Square
9 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
11 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Guest Cottage - Bedroom 2
1 Queen Bed
Guest Cottage - Bedroom 3
1 Queen Bed
Guest Cottage - Bedroom 4
2 Single Beds
Main House - Master Bedroom
1 King Bed
3 bathrooms, 1 half bathroom
Guest Cottage - Bedroom 2 Bath
Guest Cottage - Hallway Bath
Main House - Master Bath
Main House Powder Room
Spaces
Deck or patio
Kitchen
About this property
**ELEGANT ESCAPE @ THE ANNEX** Home & Pool + Last Key White Glove Service...
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!
There’s no better way to escape the hustle and bustle of reality than by sneaking off to Key West for a taste of the island life. ELEGANT ESCAPE offers first-class accommodations in a beautiful tropical setting. From the open layout and soaring ceilings of the main house to the enticing private pool and unique guest cottage, ELEGANT ESCAPE has everything you’ll need to unplug and recharge your batteries, and yet you'll be within a few blocks of Key West’s premier restaurants, shopping, and attractions. This home paired with Last Key Realty's Five-Star Guest Services and Full Time Concierge staff, is the escape from reality we could all use.
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…
No escape from reality is complete without a private pool! The entire pool area is fenced in and surrounded by lush tropical landscaping for maximum privacy. Spend your days floating in the pool, which can be heated in the cooler months, or working on your tan in the chaise lounges. When you’ve had enough fun in the sun, move the party to the covered patio, which features comfortable seating. Enjoy a poolside BBQ using the propane grill and outdoor dining options.
THE LIVING AREA & KITCHEN…
Located off the pool area, with its vaulted ceilings and open concept floor plan, the living area of ELEGANT ESCAPE embodies its’ name. Slide open the double doors to allow the tropical breezes to blow in while you head out to the pool. The plush sofas give you a comfortable area to get lost in a book or relax and watch the large flat screen TV. A unique addition to the living room is the wet bar, complete with a wine cooler and two refrigerated drawers. The elegant dining table has seating for six.
The fully equipped chef’s kitchen features gourmet stainless steel appliances, and every tool you'll need to prepare meals from the comfort of home. There’s plenty of prep space on the kitchen island and plenty of storage in the cabinets. The half bathroom is conveniently located just off the living area.
THE ACCOMMODATIONS…
ELEGANT ESCAPE features four bedrooms – one bedroom in the main house and three bedrooms in the guest house.
** Master Bedroom: Located in the Main House with a King bed, a flat screen TV, a dedicated workspace, direct access to the pool area, and an en-suite bathroom with double sinks, a garden tub, and a walk-in shower.
** Bedroom #2: Located on the First Floor of the Guest Cottage with a Queen bed, a flat screen HD TV, mini fridge, microwave, small coffee maker, direct access to the pool area, and an en-suite bathroom with a walk-in shower.
** Bedroom #3: Located on the First Floor of the Guest Cottage, this open bedroom offers a Queen bed, flat screen HD TV, a couch, and direct access to the pool area. The stairs leading up to Bedroom #4 are in this Bedroom. This bedroom has access to the full bathroom in the hallway with a shower and tub combo.
** Bedroom #4: Located on the Second Floor of the Guest Cottage, this loft-style bedroom offers 2 Twin beds and a flat screen TV. This Bedroom is open to Bedroom #3 and has access to the full bathroom in the hallway with a shower and tub combo.
ALL LAST KEY VACATION HOMES INCLUDE:
** Washer and Dryer ** Central Heat and A/C ** Ceiling Fans ** Flat Screen TVs in Living Room & All 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 & full cable included
In addition, this fully stocked home also includes, but is not limited to the amenities on this list:
** Fully Fenced & Lushly Landscaped Private Yard ** Private Pool with available Pool Heat ** Propane BBQ Grill ** Covered Off-street Parking in the Carport
Other notes:
** Interim housekeeping provided upon request ** This property will accommodate up to 8 adults ** No Pets Allowed
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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 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Key West
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. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling.
Harry S. Truman Little White House - 5 min walk - 0.4 km
Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
Mallory Square - 9 min walk - 0.8 km
Fort Zachary Taylor Historic State Park - 11 min walk - 0.9 km
Getting around
Key West, FL (EYW-Key West Intl.) - 14 min drive
Restaurants
Sloppy Joe's Bar - 12 min walk
Green Parrot Bar - 5 min walk
Hog's Breath Saloon - 12 min walk
Blue Heaven - 9 min walk
Margaritaville - 8 min walk
Frequently asked questions
Does **ELEGANT ESCAPE @ 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 **ELEGANT ESCAPE @ THE ANNEX** Home & Pool + Last Key White Glove Service...?
As of 25 August 2026, prices found for a 1-night stay for 2 adults at **ELEGANT ESCAPE @ THE ANNEX** Home & Pool + Last Key White Glove Service... on 30 September 2026 start from NZ$41,052, 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 **ELEGANT ESCAPE @ THE ANNEX** Home & Pool + Last Key White Glove Service... pet-friendly?
No, pets are not allowed at this property.
How much is parking at **ELEGANT ESCAPE @ THE ANNEX** Home & Pool + Last Key White Glove Service...?
There is free parking nearby.
What time is check-in at **ELEGANT ESCAPE @ THE ANNEX** Home & Pool + Last Key White Glove Service...?
Check-in begins at 4:00 PM.
What time is check-out at **ELEGANT ESCAPE @ THE ANNEX** Home & Pool + Last Key White Glove Service...?
Checkout is at 10:00 AM.
Where is **ELEGANT ESCAPE @ THE ANNEX** Home & Pool + Last Key White Glove Service... located?
Located in Old Town Key West, this holiday home is within a 10-minute walk of Truman Waterfront Park, Duval Street and Fort Zachary Taylor Historic State Park. Ernest Hemingway Home and Museum and Mallory Square are also within 15 minutes.
About the host
Hosted by Last Key Realty
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests