Entire home

Island Oasis at the Truman Annex in Key West

Photo gallery for Island Oasis at the Truman Annex in Key West

A coastal view with a beach, palm trees, and a cruise ship in the background.
A beachside park with palm trees, a playground, and a view of the ocean.
A spacious living room with a gray sofa, a round coffee table, and a wicker chair.
A spacious living room with a glass dining table, wicker chairs, a ceiling fan, and a large window with a view of palm trees.
A street with a small white gazebo, a flagpole with an American flag, and a row of white buildings with balconies.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Laundry made easy
    One of the few properties with an in-unit washing machine and dryer.
  • Discover nearby landmarks
    Close to Duval Street

Popular amenities

  • Balcony or patio
  • Shared communal pool
  • High-speed internet
  • Air-conditioning
  • Washer/dryer
  • Refrigerator

Explore the area

View in a map
Key West, FL
  • Place, Harry S. Truman Little White House
    ‪1 min walk‬
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Mallory Square
    ‪5 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet

Bathroom 3

Toilet · Shower only

Spaces

Kitchen

Add dates for prices

Similar properties

Living Room
THE CLASSY CONCH- Old Town Key West
Bahama Village
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (2 reviews)
THE CLASSY CONCH- Old Town Key West

About the area

Key West

Located in Key West, this holiday home is in the city centre. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar.
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Map
Key West, FL

What's nearby

  • Harry S. Truman Little White House - 1 min walk - 0.0 km
  • Key West Naval Station - 3 min walk - 0.3 km
  • Duval Street - 5 min walk - 0.4 km
  • Mallory Square - 5 min walk - 0.4 km
  • Key West Aquarium - 5 min walk - 0.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪Captain Tony's Saloon - ‬5 min walk
  • ‪Wendy's - ‬5 min walk
  • ‪The Bull & Whistle Bar - ‬5 min walk
  • ‪Fat Tuesday - ‬5 min walk

Frequently asked questions

Is Island Oasis at the Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at Island Oasis at the Truman Annex in Key West?

There is free parking nearby.

What time is check-in at Island Oasis at the Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at Island Oasis at the Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is Island Oasis at the Truman Annex in Key West 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 10 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 34 out of 38 reviews
Rating 8 - Good. 2 out of 38 reviews
Rating 6 - Okay. 1 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 1 out of 38 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Week stay

Great area to be
Stayed 7 nights in Jan 2025
Response from VrboOwner on 17 Apr 2025
Thanks for staying with Compass Realty!
From a partner site

10/10 Excellent

Key West Trip.

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was a great place to stay very clean and centrally located.
Verified review

10/10 Excellent

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

Our condo was just perfect for two couples. It was also an ideal location for walking and eating.

Our host was so helpful. We walked and ate all over Old Town. We had a wonderful week.
Stayed 7 nights in May 2023
Response from VrboOwner on 9 Jul 2023
Rebecca thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

10/10 Excellent

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

Family vacation

Great trip. The condo was set up beautifully for a family of 4. Will book again.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 9 Jul 2023
James thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

10/10 Excellent

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

Getaway to the Keys

Our stay was amazing great weather all week great place to stay at a great location. House was vlose to everything we wanted and was walking distance to everything. The house had everything we needed and from check in to check out it was perfect.
Stayed 7 nights in Nov 2023
Response from VrboOwner on 14 Dec 2023
Eric thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Terrific location. We love The Foundry. Had a ceiling fan that did not work in 3rd floor bedroom that maintenance was unable to fix, but that did not deter from the house or location.
Stayed 7 nights in Nov 2025
Verified review

10/10 Excellent

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

Getaway

Great location. Nicely decorated. Beginning to show some wear and tear inside and out. Ovrrall, enjoyed our stay
Stayed 7 nights in May 2024
Response from VrboOwner on 14 Jun 2024
Thanks for staying with Compass Realty!
Verified review

10/10 Excellent

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

Key West Getaway

We throughly enjoyed this rental. My husband especially like the gated shady front porch. It had everything we needed and the location in the Truman Annex was so perfect! I would definitely recommend this rental.
Stayed 7 nights in Oct 2023
Response from VrboOwner on 8 Nov 2023
Ramona thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

10/10 Excellent

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

TN family loves Key West

My family and I travel a lot. Our experiences with different lodging has been extensive. This property is wonderful! The location is great. It is in a quiet neighborhood, but also just a very short walk away from one of the great party streets in the country! The property , itself, is very comfortable and convenient. Location and distance to everything is on point!
Stayed 8 nights in May 2022
Response from VrboOwner on 9 Jul 2023
We are so glad you enjoyed our piece of paradise! We hope to see you again in the future! -Compass Realty
From a partner site

10/10 Excellent

Foundry 25

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lovely property conveniently located in Truman Annex. Compass is a great property manager.
Response from VrboOwner on 19 Jul 2023
Thank you for sharing a review of your recent experience Mark. Our team here at Compass Realty is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We look forward to welcoming you again! Thank you for being our guest!
From a partner site

10/10 Excellent

Perfect Place

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My family came to Key West to celebrate 2 milestone birthdays and this place was perfect. Clean and great set up. Secure gated and beautiful community. Easy walk to everything. Would definitely book again!
Response from VrboOwner on 18 Jul 2023
Shannon thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

10/10 Excellent

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

Perfect place for some first timers and returning vacationers

My wife and I have been to Key West several times, but we brought some friends along this time who had never been. We all had a marvelous time. This property is beautifully appointed and perfectly located to be able to walk everywhere we chose to go. I would highly recommend the unit to anyone with the following caveat... Be aware of the stairs! 2nd bedroom is up 2 flights, so if you have bad knees, they'll probably sing to you after a trip or two. We wouldn't hesitate to rent here again.
Stayed 7 nights in Oct 2021
From a partner site

10/10 Excellent

Lovely townhouse; very responsive management company

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The 2 BR 2 1/2 bath townhouse in Truman Annex was lovely and close to all things on the west end of Key West! I notified the Compass Realty office of a few small issues when we first arrived and Oscar did a wonderful job addressing them promptly and professionally. I was grateful and impressed!
Stayed 14 nights in Mar 2024
Response from VrboOwner on 20 Mar 2024
Thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
From a partner site

10/10 Excellent

Island Oasis

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The unit was beautiful and spacious. The only thing I would change was the rugs. They hurt my feet. The pool that as available to us was not good. It was very small and the water was hot. Then the lock was changed and we could not get in. Hopefully the lock issue has been resolved. The property is very close to all the things you want to do but is in a private gated community so it is quiet at night. I would stay here again!
Response from VrboOwner on 18 Jul 2023
Janet thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

8/10 Good

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

Great unit and great location

The property was just as viewed. The location is awesome! The unit was very nice, clean and just as advertised. The kitchen was nice but could have been better. There are enough pans to prepare for an army but the space could have been used for dishes. They are located over the refrigerator, so out of reach unless you are very tall and enough coffee cups for an army. Could have used baggies, foil and plastic wrap. Also some basic seasonings besides salt and pepper. The air conditioner had to be set at 74* which was fine for the main floor but that temperature made the 3rd floor very warm. I’m not buying the scare tactic of anything set colder would break the air conditioner. Our daughter sets hers in Dallas at 69* when it is 100* outside and it works just fine. I am all for conserving, but the 3rd floor issue needs to be addressed.
Stayed 7 nights in Jan 2023
Response from VrboOwner on 9 Jul 2023
Thank you for taking the time to review your stay Barbara. Unfortunately since COVID paper products and things like seasonings can not be left in the units. The AC is tricky here in the tropics and different than anywhere else. We are not trying to use any scare tactics we just don't want a guest to have to go without AC. The units freeze up quickly and that is why we have ceiling fans usually in all rooms. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!
Verified review

10/10 Excellent

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

Nice place to stay

The condo was clean with ample room and close to all the amenities.
Stayed 7 nights in Dec 2022
Response from VrboOwner on 9 Jul 2023
Thank you for sharing a review of your recent experience Elsie. Our team here at Compass Realty is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We look forward to welcoming you again! Thank you for being our guest!
Verified review

10/10 Excellent

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

Great experience

The property was five star, the whole team, how they handle check Adam and processors seamless excellent area stay in I highly recommend it
Stayed 8 nights in Nov 2022
Response from VrboOwner on 9 Jul 2023
Thank you for sharing a review of your recent experience Russ. Our team here at Compass Realty is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We look forward to welcoming you again! Thank you for being our guest!
Verified review

10/10 Excellent

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

Ideal Location

Not only was this property beautiful, it is in a perfect location for walking to everything . The property was exactly as described and pictured. The beds were extremely comfortable and the whole unit was spotlessly clean. The kitchen is well stocked and provided everything we needed for meals we cooked in. There's even a gas grill, which was a great plus. You could easily stay here and not really need a car. Great restaurants and attractions are within easy walking distance.
Stayed 7 nights in Sep 2022
From a partner site

10/10 Excellent

Great location and great stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Took the family with 4 kids to #25 at the Island Oasis in the Truman Annex. The house was very updated and had great, if not brand new, kitchenware. I really liked that the kids could stay on the 3rd floor and had their own bathroom. The master Bathroom was very nicely updated. The small outside porch was a great spot to sit in the evenings. The small courtyard was just big enough to keep bikes. The location was the best we have stayed at in Key West. It is close to everything with multiple gates to go out of. I would recommend this to a friend and would rent this place again.
Stayed 8 nights in Jul 2022
From a partner site

10/10 Excellent

Great Rental

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great experience
Verified review

10/10 Excellent

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

Great Location

Loved this location. Unit was nice - beds comfy!
Stayed 7 nights in May 2022
From a partner site

10/10 Excellent

Beautiful Place!!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Absolutely beautiful place! Perfect location to everything! Super close to the pool too! Would definitely stay here again!!
From a partner site

6/10 Okay

OK place to stay

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I would probably chose a hotel next time. There is a coffee pot and filters, but no coffee in the room. I knew I would need to buy groceries, but thought that would occur sometime after my morning cup of joe. There were no instructions in the room on how to work the tv's and response time to email was slow. Pool is very small. I'd recommend this place, but with hesitation. It was clean, but you are required to take out your garbage before you leave, so kudos to each guest.
Stayed 9 nights in May 2021
From a partner site

8/10 Good

We love Florida!

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful experience. We would stay here again. The history and privacy of Truman Annex makes it the ideal location to have the energy of downtown within a short walk but feel secluded at the same time.
Stayed 8 nights in Jun 2021
From a partner site

10/10 Excellent

Paradise in Key West

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Excellent location, updated and very clean. Quiet.
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