See all properties
Entire home

Island Oasis at the Truman Annex in Key West

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

FY25-07
FY25-05
FYPool4
FY25-06
FY25-08

Reviews

9.6 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 6113.0 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Parking available

Explore the area

View map
Key West, FL
  • Place, Harry S. Truman Little White House
    ‪1 min walk‬
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Mallory Square
    ‪5 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 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

About this property

Island Oasis at the Truman Annex in Key West

Island Oasis @ the Truman Annex is beautifully renovated town home in the historic Foundry. | 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. Enjoy the natural light of being an end unit with large bay 's a large flat screen TV and multiple comfortable seating options. There's also a convenient powder room located on the first floor. The kitchen has top-of-the-line stainless steel appliances, with granite counter tops and all the tools needed to prepare a meal from home and also indoor dining seats six comfortably. | 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 walk-in shower. | 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 walk-in shower. | Washer & Dryer Central Heat and A/C Ceiling Fans Flat Screen TVs in Living Room & All Bedrooms Fully Equipped Kitchen Starter supply of paper products Starter set of cleaning products Linens and Towels provided Wireless high-speed Internet access & full cable included Assigned off street parking for one car and access to a refreshing community pool...

Please note: This property has a 28 night minimum stay

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Parking available

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Welcome to your island home!
OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!
Truman Annex
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
9.8 out of 10, Exceptional, (38 reviews)
OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!

House Rules

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

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

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
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 deadlock

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. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Harry S. Truman Little White House - 1 min walk - 0.0 km
  • Duval Street - 4 min walk - 0.4 km
  • Mallory Square - 5 min walk - 0.4 km
  • Key West Aquarium - 5 min walk - 0.4 km
  • Fort Zachary Taylor Historic State Park - 12 min walk - 1.1 km

Getting around

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

Restaurants

  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪Fogarty's and Flying Monkey's - ‬5 min walk
  • ‪The Bull & Whistle Bar - ‬5 min walk
  • ‪Caroline's Cafe - ‬6 min walk
  • ‪La Concha Bar - ‬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 does it cost to stay at Island Oasis at the Truman Annex in Key West?

As of 10 April 2026, prices found for a 1-night stay for 2 adults at Island Oasis at the Truman Annex in Key West on 4 May 2026 start from NZ$584, 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.

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. Florida Keys Beaches and Mallory Square 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.
Learn moreOpens in a new window
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

From a partner site

10/10 Excellent

Jim B.

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

10/10 Excellent

Alison

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

10/10 Excellent

Dawn K.

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

Week stay

Great area to be
Stayed 7 nights in Jan 2025
Verified

10/10 Excellent

Rebecca S.

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
Verified

10/10 Excellent

James R.

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
Verified

10/10 Excellent

Eric S.

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
Verified

10/10 Excellent

Jane H.

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
Verified

10/10 Excellent

Ramona G.

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
Verified

10/10 Excellent

bobby a.

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
From a partner site

10/10 Excellent

Mark M.

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.
From a partner site

10/10 Excellent

Shannon B.

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!
Verified

10/10 Excellent

Brad R.

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

Sally S.

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
From a partner site

10/10 Excellent

Janet H.

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!
Verified

8/10 Good

Barbara M.

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
Verified

10/10 Excellent

Elsie B.

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
Verified

10/10 Excellent

Russ B.

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
Verified

10/10 Excellent

Karen M.

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

Jeff S.

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

10/10 Excellent

Verified traveller

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

Terri W.

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

10/10 Excellent

Nancy T.

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.
From a partner site

8/10 Good

Donn Z.

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

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback