Townhome - Rating 5 (33)

Caribbean Charm

$350.00 - $1,516.00 / night + taxes & fees

Bedroom 2 bedrooms
Bathroom 2 baths
Guests 6 guests
Pets Not Allowed Pets Not Allowed

  • Address: 101 Front Street #22
  • Location: Truman Annex
  • Type: Townhome
Information FLEXIBLE, NO-FEE CANCELLATION INCLUDED

Rentals are 100% Refundable until 30 days prior to your arrival!


Location Location

Description Description
The sound of steel drums, the warm breeze off the water, the palm trees rustling in the sky… the essence of the Caribbean awaits in Key West for your next private vacation. This classic island townhome is located within Truman Annex, Key West's most exclusive gated community. From the Tommy Bahama furnishings and island inspired décor to the tropical outdoor courtyard, you’ll feel as if you’ve been transported to your own Caribbean island retreat. The location and accommodations of CARIBBEAN CHARM, coupled with Last Key Realty's unrivaled Guest Services, is certain to make your island experience one you’ll treasure forever.

THE LOCATION...

Truman Annex is a private, gated community right in Old Town, Key West. You'll be just a few blocks from Mallory Square, Duval Street and all the restaurants, shopping, and attractions of Old Town, yet you'll benefit from the peace and quiet that Truman Annex is known for. Although you won't need a car to get around from this excellent location, there is a reserved off-street parking space.

THE COMMUNITY POOL & FORT ZACHARY TAYLOR STATE PARK...

The landscaped community pool is located just around the corner and across the street, with chaises and a cabana with restrooms. Or you can walk to Fort Zachary Taylor State Park, with the prettiest beach in Key West, just a half mile away from your front door.

Compliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.

THE LIVING AREA...

CARIBBEAN CHARM has been furnished and decorated in a classic island style that can be found throughout the home. The living area is the entire first floor and has an open plan, with 11-foot ceilings and double French doors that provide plenty of natural light to enter. The living room features a large flat screen TV and comfortable seating options, including a plush sleeper sofa to accommodate extra guests. There's also a convenient powder room located on the first floor. The kitchen is fully equipped with all of the tools and appliances you’ll need to prepare a meal from home. The indoor dining table seats four and there’s additional seating at the kitchen bar. Enjoy an outdoor meal at your own private courtyard out front, with an outdoor dining set and a gas BBQ grill.

THE ACCOMMODATIONS...

** Master Suite: Located on the Second Floor with a King bed, a large flat screen TV, a private balcony, a large closet, and an en-suite bathroom with a shower and tub combination.

** Second Bedroom: Located on the Third Floor with Two Twins OR One King bed, a flat screen TV, a closet, and an en-suite bathroom with a shower and tub combination.

Each floor closes off with its own separate door as well for extra privacy.

Smoking is not permitted in any Last Key Realty home. In addition, the Foundry does not permit smoking in the front garden patio areas or balconies. Therefore, this home is not a good fit for vacationers needing smoking accommodations.

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:

** Community Pool Access
** Propane BBQ Grill
** Assigned Off-street Parking for 1 Car (with vehicle restrictions - no vehicle over 18’ long or 80’’ wide)

Other notes:

** Interim housekeeping provided upon request
** This property will accommodate up to 6 adults
** No Pets 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.

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Bedding Bedding
Room Beds Baths TVs Comments
Master Suite King Attached Bathroom Located on the Second Floor with a King bed, a large flat screen TV, a private balcony, a large closet, and an en-suite bathroom with a shower and tub combination
Second Bedroom 2 Twin Beds (Convertible into 1 King Bed) Attached Bathroom Located on the Third Floor with Two Twins OR One King bed, a flat screen TV, a closet, and an en-suite bathroom with a shower and tub combination

Amenities 80 Amenities
Bathroom
  • Hair Dryer Hair Dryer
Entertainment
  • Cable
  • TV in Living Room TV in Living Room
  • TVs in Every Bedroom
  • WiFi WiFi
General
  • Balcony
  • Bath & Pool Towels Provided Bath & Pool Towels Provided
  • Car Not Necessary
  • Fire Extinguigher Fire Extinguigher
  • First Aid Kit First Aid Kit
  • Linens & Pillows Provided
  • Parking
  • Smoke Detector
Indoor Amenities
  • Air Conditioning
  • Dryer Dryer
  • Heating
  • Iron & Ironing Board Iron & Ironing Board
  • Washer Washer
Kitchen
  • Blender Blender
  • Cooking Spices
  • Dishes & Utensils Dishes & Utensils
  • Dishwasher Dishwasher
  • Ice Maker Ice Maker
  • Keurig & Drip Coffee Makers Keurig & Drip Coffee Makers
  • Microwave Microwave
  • Oven Oven
  • Refrigerator Refrigerator
  • Stove Stove
  • Toaster Toaster
Location
  • ATM/Bank
  • Babysitting
  • Botanical Garden
  • Churches
  • Cinemas
  • Downtown
  • Festivals
  • Historic
  • Hospital
  • Library
  • Marina
  • Medical Services
  • Museums
  • Near Duval
  • Near Ocean
  • Playground
  • Restaurants
  • Shopping
  • Village
Nearby Activities
  • Basketball Court
  • Beach Combing
  • Boating
  • Cycling
  • Deep Sea Fishing
  • Fishing
  • Golf
  • Health Beauty Spa
  • Jet Skiing
  • Live Theater
  • Massage Therapist
  • Para-sailing
  • Pier Fishing
  • Reef
  • Roller Blading
  • Sailing
  • Scenic Drives
  • Scuba or Snorkeling
  • Sight Seeing
  • Snorkeling
  • Spa
  • Swimming
  • Tennis
  • Walking
  • Water Tubing
  • Wind Surfing
Outdoor Amenities
  • Beach Essentials
  • Pool Pool
  • Propane Grill
Perfect For
  • Eco Tourism
  • Family
  • Romantic

Reviews Rating 5 (33) Reviews
Rating 5
Excellence accommodations
Our Last Key Realty Rep, Christian was excellent at explaining procedures for everything about the condo. He was available to help with any problems we incurred.
Robert D. - Posted: 10/8/2024
Rating 5
Excellent Location
Great place to stay with family. They went above and beyond. Very close to everything.
Larry - Posted: 8/19/2024
Rating 5
Key west
Awesome stay
Nathan - Posted: 8/1/2024
Rating 5
Our stay at Caribbean dream
The condo was beautiful and clean . The management was awesome!! We had everything we needed!!! Beds were very comfortable! We will definitely come again ! Ellen and Dave
Ellen - Posted: 5/3/2024
Rating 5
Incredible. Look no further.
Fantastic property in a beautiful and secluded area of Key West. The location was perfect, walking distance to pretty much anywhere you’d want to go. The townhouse was very clean and comfortable with all the amenities you would need. Small touches like numerous bath and beach towels were appreciated. Although the pool on the property certainly wasn’t large by any standard, it was clean and refreshing and it never crowded during the week we stayed. My family and I would stay here again without hesitation.
Ryan - Posted: 4/15/2024
Rating 5
Beautiful accommodations. Walking distance to almost everywhere we wanted to go. Beautiful neighborhood. Quiet. Very attentive and helpful staff!!
Carolyn - Posted: 3/30/2024
Rating 5
Beautiful Property, Great Location
The property was wonderful and the communication was outstanding. On the 2nd day we found the dishwasher wouldn't start, called the property manager, and it was working that afternoon. One person in our group had a sore ankle so we called the concierge for a golf cart recommendation. Not only did he recommend one but put through a reservation so all we had to do was show up. We had a perfect vacation.
R P. - Posted: 1/14/2024
Rating 5
Location location location
If you are looking to concentrate your Key West vacation in the downtown area then this quiet retreat is the perfect place for you and your family. Away from the hustle and bustle but just a short walk away when you are ready to experience the many shops, bars and restaurants in the downtown area. Also close to Mallory Square.
Karen - Posted: 1/10/2024
Rating 5
We had the best time and the space was perfect for us!!!
Simran - Posted: 11/18/2023
Rating 5
Location! Location! Location!
This place has everything you need and plenty of space for 4-6 people. We basically walked or biked everywhere we needed to get to. 2 blocks from duval.
Zachary - Posted: 10/1/2023
Rating 5
Perfect location
Great checkin. Pictures are accurate. Clean and well equipped. Close to everything.
Shannon O. - Posted: 8/16/2023
Rating 5
The check in and out process was quick and easy. The house was great for the 7 guests we had. Overall a great stay
Ashley - Posted: 7/29/2023
Rating 5
Great Place
Wonderful, clean, updated historic property in Old Town Key West. I have stayed in Key West about 18 times and this was the nicest, or tied for the nicest, place. The location is excellent being in the Truman Annex, just a short walk to most anything in the Old Town area. Well appointed with a full kitchen, and guests leave unused coffee pods and such for the next guests. Very nice.
Lanny - Posted: 7/22/2023
Rating 5
Best location to stay in Key West
Very clean. Second time staying in Truman Annex. Feel that it is the best place to stay. Close to old town, beaches, activities. Biked everywhere from this location. Very quiet. Check in and out was easy. Highly recommend!!!
Jill - Posted: 6/30/2023
Rating 5
Vacation
Property was in a great location. We really enjoyed our stay
Emily - Posted: 5/24/2023
Rating 5
Paradise
Great property, good location and easy to do business with. We had a blast
Gregory - Posted: 4/28/2023
Rating 5
Paradise
The property was amazing, just as described. The location was wonderful. Samantha was great!
Danielle H. - Posted: 7/31/2022
Rating 5
Wedding, relax and fun
Property was clean, well equipped and very user friendly. Great property for 2 couples. Location outstanding for enjoying all that Key West has to offer. Highly recommend this spot.
Richard M. - Posted: 5/6/2022
Rating 5
key west
All and all a great stay. Would recommend the property. Samantha was very helpful and check in was a breeze.
bonnie k. - Posted: 4/25/2022
Rating 5
Perfect
Great for two couples. Plenty of room and privacy with bathrooms for each bedroom. Wonderful location too!
Joanie E. - Posted: 1/26/2022
Rating 5
Great location
The best things about this property is its in a great location, and Key West is a fun place to be, especially when you have great weather. Sam at Last Key Realty was very helpful. You can walk to everything or take an easy Uber or Taxi. Property is getting close to needing some TLC but still solid and a great choice for our family of four.
Tim H. - Posted: 1/16/2022
Rating 5
Week in Paradise
This property was perfect for us- 2 parents and 2 adult children. Beautifully appointed and clean town home with everything we needed. Full kitchen was a plus. Walking distance to town and beautiful beach.
Jennifer H. - Posted: 1/2/2022
Rating 5
As advertised
Place was amazing! House was beautiful, clean, and spacious. Perfect location to have quiet nights if u wanted or just a short walk , or scooter ride, to all the nightlife. Ed's were comfortable and pool was great. Will definitely stay again!!!
Verified traveler - Posted: 8/3/2021
Thank you for choosing to vacation with Last Key Realty! We hope to host you again next time you're in Key West.
Last Key Realty staff
Rating 5
Summer Getaway
The location is the best part of the property, easy walking distance to everything. The house itself is very comfortable and the service was outstanding. Very easy to check in and out. Will definitely come back and rent again if given the chance.
James T. - Posted: 7/26/2021
Thank you for choosing to vacation with Last Key Realty! We hope to host you again next time you're in Key West.
Last Key Realty staff
Rating 5
Caribbean Charm - Key West
The condo was superb! The service was outstanding. Our property rep Samantha was super helpful, her hospitality was amazing! We will definitely be back!
Mike D. - Posted: 7/15/2021
Thank you for choosing to vacation with Last Key Realty! We hope to host you again next time you're in Key West.
Last Key Realty staff
Rating 5
Perfect location for key west stay
Really happy with this rental. It really was the perfect place to stay. We had rented a car, but ended up walking or biking everywhere except back to the airport. The unit was clean and comfortable. Last Key realty also did an amazing job as hosts.
Brian L. - Posted: 7/7/2021
Thank you for choosing to vacation with Last Key Realty! We hope to host you again next time you're in Key West.
Last Key Realty staff
Rating 5
Lovely
The townhouse was absolutely lovely. Last Key Realty is the best agency we’ve had the pleasure of working with! Thanks so much ?
Cynthia D., Lake Luzurne, NY - Posted: 4/27/2021
Thank you for choosing to vacation with Last Key! We look forward to hosting you next time you're in Key West.
Last Key Realty staff
Rating 5
Great place!
Great property and well maintained. Close to Duvall Street.
Kim S. - Posted: 3/21/2021
Rating 5
Caribbean Charm was prefect
This townhome was perfect for our group. It had everything you could ever need and it was super easy to check in. The location was probably the best part. The neighborhood was safe and you could walk anywhere from there. I would definitely come back to this place again.
Tammy S. - Posted: 3/4/2021
Rating 5
excellent location
Start to finish this was an excellent experience. The Last Key Realty staff especially Sam were very helpful and thoughtful. The added touched for our birthday celebrations were fantastic. The location and beauty of this townhome cannot be beat.
Michele L. - Posted: 2/7/2021
Rating 5
Great location, property, and service
This townhome is in a perfect location for exploring Old Town. The townhome is also exactly as depicted. Really really nice. I wanted to give the folks at Last Key a shout out for their service. Sam was great.
Maggie R., Chicago - Posted: 1/23/2021
Rating 5
Great Condo
Property was in a great area, safe and clean. Short walk to the beach, park with workout trail, and Duval St. Would highly recommend to others. Samantha was awesome to work with and kept in contact in case we needed anything!
Sherry L. - Posted: 1/11/2021
Rating 5
Will be back!
We had such a great time and our stay in this home exceeded our expectations by far! Just a couple blocks off of Duval, within walking distance of anything you could possibly think of that you would like to do. Also, they are there to take care of your every need no matter what, just a text or call away and the response time was almost immediate! I will say the only issue that we had was with parking/security. We were informed to get a parking pass for our vehicle from the front gate to place in the front windshield to notify security that we are supposed to be there, but every time that we went by the security house there was no one to be found, and we went by there A LOT! On our last night we were in the process of writing a note when someone came to our door and was going to tow our car because it was not marked, when told that we have made several attempts to get a pass for our vehicle they were quite rude and told us that what we were saying could not be true, there is always someone in the security house. Either way, our car was not towed and all was well by the end of it, but for future reference, MAKE SURE YOU GET A PARKING PASS NO MATTER WHAT! Honestly, that was the only draw back we had the entire time, great house, and even better location, we will definitely be back!
Bailey T. - Posted: 11/17/2020
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