Entire home

A Caribbean Alternative townhome in Truman Annex

Photo gallery for A Caribbean Alternative townhome in Truman Annex

A covered porch with a cushioned chair, white railings, and lush greenery in the background.
A modern kitchen with white cabinets, stainless steel appliances, and a central island.
A modern kitchen with a stainless steel sink, light green cabinets, and a dishwasher.
A living room with a blue sofa set, a glass coffee table, and a ceiling fan.
A swimming pool with a white fence, palm trees, and houses in the background.

Reviews

9.4 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Discover nearby landmarks
    Close to Duval Street
2 bedrooms2+ bathroomsSleeps 4

Popular amenities

  • Patio
  • Air conditioning
  • Refrigerator
  • Washer
  • Onsite parking available
  • Internet

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Primary Bedroom

1 Queen Bed

Second Bedroom

1 Queen Bed

2 bathrooms, 1 half bathroom

Half Bathroom

Primary Bedroom Ensuite Bathroom

Second Bedroom Ensuite Bathroom

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden

About this property

A Caribbean Alternative townhome in Truman Annex

A Caribbean Alternative is a wonderful vacation townhome located in the desirable Truman Annex area of downtown Key West.  This townhome provides convenient access to all the exciting activities and world-class eateries and bars offered in downtown Key West. We encourage you to leave your car at home and enjoy walking, biking, or scootering to almost anywhere you want to go.

This lovely 2 bedroom, 2 1/2 bath townhome is nicely appointed with stainless steel appliances, a washer and dryer, and a covered outdoor seating area. The living area has homey seating with a flat screen television and Bose sound system. The French doors open up onto the covered deck and cleanly landscaped yard. 

Upstairs are two bedrooms, both with ensuite bathrooms, queen beds, and ample closet space. Both bedrooms open to a covered porch with relaxed seating options. A washer and dryer are located in the hallway between the 2 bedrooms for your convenience. 

The Truman Annex Waterfront Park is close by with walking paths, open areas to play or relax, and a splash pad and park for the kids to play. Fort Zachary Taylor State Park and Beach are also close by and offer picnic areas with grills, as well as beach areas that are ideal for snorkeling and sunbathing. There are chairs and umbrellas for rent as well as a full concession stand and restrooms.

Enjoy the quaintness of this peaceful neighborhood on your next visit to Key West and be close to all there is to do on our beautiful island.

This is a weekly rental.  

Only one parking space is provided for this unit -parking can be difficult - no trucks/campers or oversized vehicles.

Sorry, no pets allowed per the HOA
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4060849
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 not indicated whether there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the neighborhood

Key West

Located by the sea, this vacation home is in Old Town Key West, a neighborhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Smathers 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 kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
View more Vacation Homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • 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 Intl. Airport (EYW) - 14 min drive

Restaurants

  • ‪Margaritaville - ‬6 min walk
  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Wendy's - ‬7 min walk
  • ‪Jack Flats - ‬6 min walk

Frequently asked questions

How much is parking?

Onsite parking is available at the property.

How much does it cost to stay at A Caribbean Alternative townhome in Truman Annex?

As of Oct 11, 2026, prices found for a 1-night stay for 2 adults at A Caribbean Alternative townhome in Truman Annex on Dec 2, 2026 start from $457, 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.

What time is check-in at A Caribbean Alternative townhome in Truman Annex?

Check-in begins at 4:00 PM.

What time is check-out at A Caribbean Alternative townhome in Truman Annex?

Check-out is at 10:00 AM.

Where is A Caribbean Alternative townhome in Truman Annex located?

Located in Old Town Key West, this vacation home is within a 10-minute walk of We Cycle Key West, Duval Street, and Ernest Hemingway Home and Museum. Florida Keys Beaches and Mallory Square are also within 15 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 21 out of 25 reviews
Rating 8 - Good. 1 out of 25 reviews
Rating 6 - Okay. 2 out of 25 reviews
Rating 4 - Poor. 0 out of 25 reviews
Rating 2 - Terrible. 1 out of 25 reviews

9.2/10

Cleanliness

9.2/10

Check-in

9.6/10

Communication

9.8/10

Location

9.0/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is beautiful. Our check-in and out was so easy. Location is magnificent. Host and staff were super friendly.
Stayed 7 nights in Dec 2025
Response from VrboOwner on Dec 14, 2025
Thank you for your kind feedback, Stephen! We’re glad you had a great stay and hope to welcome you back soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location. Nice property

Had a great stay. Plenty big enough for 4 people
Stayed 9 nights in Jan 2025
Response from VrboOwner on Feb 10, 2025
Thank you for the 5 star review! We hope to host you again soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

great quiet vacation spot in KW

love the truman annex location
Stayed 7 nights in Mar 2023
Response from VrboOwner on Mar 25, 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Two couples with our own bedroom and attached bath. That is what made this rental attractive.
Stayed 8 nights in Dec 2025
Response from VrboOwner on Dec 25, 2025
We completely agree Sandra! That 'dual-suite' setup is one of the most popular features of our home, especially for two couples traveling together. It provides the perfect balance of shared social space in the living area and total privacy when you retreat to your own rooms. We would love to have you and your friends stay with us!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean and well appointed.
Stayed 8 nights in Nov 2025
Response from VrboOwner on Nov 23, 2025
Hello Karen, thank you for the 5 star review! We would love to host you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stau

Clean property as advertised. We love staying in Truman Annex
Stayed 7 nights in Feb 2024
Response from VrboOwner on Feb 13, 2024
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome

It was very nice
Stayed 7 nights in Jun 2025
Response from VrboOwner on Jul 5, 2025
Thank you so much for the 5 star review! We are delighted you enjoyed your stay and hope you will come back to visit again soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Townhouse

This was a great townhouse in downtown key west. Location was perfect and house was as advertised. Highly recommend
Stayed 7 nights in Jun 2021
Response from VrboOwner on Jun 28, 2021
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Mini Vacation Getaway

This was a beautiful townhouse with all the amenities you will need. Location was perfect we waked everywhere. It’s close to DuVal and Malory Square. You won’t regret stay here. We will certainly stay here again.
Stayed 7 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice property

We enjoyed our stay at Caribbean Alternative. The unit was clean and everything was as presented in the photos. Great location, quiet yet close to Duval and Mallory.
Stayed 7 nights in Feb 2022
Response from VrboOwner on Mar 5, 2022
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Love location

We love staying in Truman Annex. You can walk to everything and can rent bikes to ride to watch the sunset at the beach. I will be going back.
Stayed 7 nights in Dec 2021
Response from VrboOwner on Jan 12, 2022
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location! Great comfy home!

Fabulous location - we walked everywhere no problem. Nice and quiet but not too remote. Highly recommend! Note: don’t buy grill food, photos show grill but there wasn’t one.
Stayed 7 nights in Feb 2022
Response from VrboOwner on Mar 8, 2022
Thank you for that great review! Also thank you for the comment about the grill. The owner contacted us and said the Home Owner's Association did not allow grills (fire hazard) but we forgot to take the pic down. We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome location, great place!

This townhouse is located close to everything you could need and want in Key West! It’s very clean, nicely furnished, and well-appointed. Beds are comfy. Keyless entry would be a plus, but despite having to go to the rental office, the process was quick and easy. Highly recommend!
Stayed 7 nights in Jul 2023
Response from VrboOwner on Jul 16, 2023
Thank you for that review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ideal

The Caribbean Alternative was ideal from the rental staff (checkin and checkout) to the location (walked everywhere or short uber) and the property was clean, spacious and safe. Well worth the price. Top of the line.
Stayed 6 nights in Apr 2025
Verified review

8/10 Good

Liked: Communication, location, listing accuracy

Close to Duval

Generally nice unit in safe neighborhood. Units are close together. Very close to Duval. Be sure to get specific directions on where unit and parking spot are located they were hard to find with only “put it in gps” as direction. It’s not visible from the street.
Stayed 6 nights in Mar 2025
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Not as Advertised

One of the reasons we chose the unit was because it had shown a BBQ in one of the pictures online. It didn't have one!! The "On Suite Bathroom" was a joke! it really should have been advertised as a 1 1/2 bath. Also, the showers were so small you couldn't turn around in them and I'm a small petite person. We would not rent this unit again.
Stayed 11 nights in Jan 2022
Response from VrboOwner on Feb 6, 2022
Thank you for that review! The owner of this property recently advised us his insurance would not allow a grill so we had to remove it. We just have not had a chance to update the pictures yet. Also, he felt that adding a second bathroom would be more convenient for two couples rather than having to share a bathroom - but he can't seem to satisfy everyone. Thank you for booking a KEY WEST HIDEAWAYS property.
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Nice first floor

The first floor of this townhouse is spacious and comfortable and well represented in the photos. The upstairs bedrooms are very small. The twin bedroom is as shown in the photos. The queen bedroom is not as represented. Structural modifications have been made and it is much smaller than shown. The bathroom is tiny and does not have a door but rather a bifold closet type screen and an undersized toilet. The worst feature of both bathrooms is the showers which are literally 25“ by 26”, way too small for even the smallest of the adults in our group.
Stayed 7 nights in Feb 2022
Response from VrboOwner on Feb 14, 2022
Thank you for that review and feedback! The owner felt a second bathroom would be much more convenient than all guests having to share one bathroom - he had to get creative to make that happen. We are glad you enjoyed your stay, otherwise. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in

Caribbean Alternative 516

Great place, very comfortable for 4 adults. Key process antiquated step
Stayed 8 nights in May 2023
Response from VrboOwner on May 10, 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place to Stay in Key West

Close to everything. Clean and had everything we needed. Great place to relax between outings.
Stayed 6 nights in Apr 2023
Response from VrboOwner on May 3, 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Adventure

This was our first visit to Key West and our stay at The Caribbean Alternative was awesome. The condo itself is extremely nice with access to a very relaxing community pool as well. The location in the Truman Annex was perfect for walking to everywhere in the Old Town from the sunset celebration at Mallory Square to Ernest Hemingway House and the Lighthouse. Easy walks to a number of great restaurants as well. And the informational summary of restaurants, events, places to visit, water sports, etc etc was very helpful. Overall tremendous experience and we'll be back.
Stayed 7 nights in Feb 2023
Response from VrboOwner on Feb 21, 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Truman Annex

Beautiful neighborhood with a great location. Spacious condo. Plenty of room for the 4 of us.
Stayed 6 nights in Dec 2021
Response from VrboOwner on Jan 5, 2022
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great

It was a great location and the townhouse had everything we needed.
Stayed 7 nights in Dec 2021
Response from VrboOwner on Jan 8, 2022
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

2/10 Terrible

Disliked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place

Very nice place would recommend
Stayed 7 nights in Feb 2021
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy
Stayed 6 nights in Apr 2025
Response from VrboOwner on May 3, 2025
Thank you for the 5 star review! We are delighted you enjoyed your stay and we hope you come back to visit again soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in
Stayed 9 nights in Mar 2025

About the host

Hosted by Rent Key West Vacations

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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