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Tropical Oasis in the Truman Annex with a private pool

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A pool area with a pool, lounge chairs, and a covered patio.
A pool area with a tiled deck, surrounded by lush tropical plants and a white building with a balcony.
A street with a small gazebo, an American flag, and a white building with a red roof.
A kitchen with a central island, bar stools, a microwave, and a refrigerator.
A bedroom with a bed, a ceiling fan, a nightstand, and a window with a view of greenery.

Reviews

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

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Duval Street

Popular amenities

  • Balcony
  • Private pool
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Washing machine

Explore the area

View 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 6)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Living Room 1

1 Queen Sofa Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Towels provided · Toilet · Shower only · Hair dryer

Bathroom 2

Towels provided · Toilet · Shower only · Hair dryer

Half Bath Downstairs

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Number of living rooms
Garden
Dining area

Add dates for prices

Similar properties

About the area

Key West

Old Town Key West, a neighbourhood in Key West, is home to this holiday home. 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 South Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Key West, FL

What's nearby

  • Key West Naval Station - 4 min walk - 0.4 km
  • 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

Getting around

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

Restaurants

  • ‪Margaritaville - ‬5 min walk
  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Wendy's - ‬6 min walk
  • ‪Jack Flats - ‬5 min walk

Frequently asked questions

Does Tropical Oasis in the Truman Annex with a private pool have a pool?

Yes, this property has a pool.

How much does it cost to stay at Tropical Oasis in the Truman Annex with a private pool?

As of 12 Nov 2026, prices found for a 1-night stay for 2 adults at Tropical Oasis in the Truman Annex with a private pool on 14 Nov 2026 start from AU$28,656, 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 Tropical Oasis in the Truman Annex with a private pool pet-friendly?

No, pets are not allowed at this property.

How much is parking at Tropical Oasis in the Truman Annex with a private pool?

On-site parking is available at the property.

What time is check-in at Tropical Oasis in the Truman Annex with a private pool?

Check-in begins at 4:00 PM.

What time is check-out at Tropical Oasis in the Truman Annex with a private pool?

Checkout is at 11:00 AM.

Where is Tropical Oasis in the Truman Annex with a private pool located?

Located in Old Town Key West, this holiday home is within a 5-minute walk of Jackson Square and Duval Street. Mallory Square and Florida Keys Beaches are also within 15 minutes.

Reviews

10

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. 35 out of 36 reviews
Rating 8 - Good. 0 out of 36 reviews
Rating 6 - Okay. 1 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

10/10

Cleanliness

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
Nice place to stay. Great location.
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was very nice, particularly the pool area in rear of house
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

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

Fabulous property! Great stay!

We had a fabulous time at this beautiful property. Perfectly maintained and excellent location, within walking distance of so many sites!
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is very nice and clean. The beds were very comfortable too. It was very close to everything so that made our stay perfect. We would definitely stay there again. The hostess Don was very nice and helpful.
Stayed 5 nights in Oct 2025
Verified review

10/10 Excellent

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

2025 Key West Vacation

Absolutely worth staying here! Beautiful home location was perfect.
Stayed 7 nights in Jan 2025
Verified review

10/10 Excellent

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

Key West Tropical Oasis

Everything was wonderful from check in to check out @ The owners of this property are AMAZING!
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

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

Wonderful stay!

Wonderful location and beautiful home. Great communication. We had a lovely time!
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

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

Can’t wait to go back!

Amazing property! Great location! Very responsive host! Would definitely stay here again!
Stayed 5 nights in Nov 2023
Response from VrboOwner on 4 Dec 2023
We are glad you enjoyed your stay. We hope to see you again real soon. Thank you for the nice review.
Verified review

10/10 Excellent

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

Best Key West Location

Highly recommend and will definitely return.
Stayed 7 nights in Dec 2023
Response from VrboOwner on 2 Jan 2024
Thank You. We hope to see you again!
Verified review

10/10 Excellent

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

Relaxation vacation

Beautiful property! Great location! Amazing pool.We will return! Owner is very nice and helpful!
Stayed 6 nights in May 2025
Verified review

10/10 Excellent

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

Perfect!

This place was amazing. Host provided everything we needed. Everything was clean and comfy.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

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

Beautiful Truman Annex home

We had a wonderful stay in this beautiful and well appointed home. We hope to stay here again in the near future. The owners were very responsive and hospitable.
Stayed 4 nights in Apr 2024
Response from VrboOwner on 23 Apr 2024
Thank You! We hope to see you again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great host. Easy with communication. Great house, convenient location, clean, everything we needed.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

Everything was fantastic

Property was great.
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house! The house was equipped with every kitchen appliance and gadget needed. The pool was the perfect size with a sitting ledge inside, so no raft needed. Owner was very nice and responsive with any questions we had. We plan on staying here in the future
Stayed 5 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was very nice and well appointed. The location is great to get everywhere you would like to go on in Key West. The private patio and pool were great to come back to after a warm day walking to the nearby restaurants, museums, and bars!The owner was very helpful and quick to respond via text message. I would highly recommend staying at 504 Porter!!!
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

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

Truman annex Key West

Property is beautiful and well maintained. Short walk to Duvall Street. Was not disappointed in any way.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

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

July 4th Holiday Week

Gorgeous property perfectly situated in a quiet Truman Annex neighborhood. Still an easy walk to Old Town. Backyard pool is perfect for cooling off at any time. Our family loved it!
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

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

Great house

Nice house. Good location. Great communication with property manager. Highly recommend
Stayed 5 nights in Apr 2025
Verified review

10/10 Excellent

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

Beautiful

Loved the house. Don is great.
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

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

Perfect Key West Vacation

We loved this home so much. It has always been our dream to stay in the Truman Annex. The home was spotless and well equipped with everything that you would ever need.The pool is beautiful and being near Ft Zachary was an added bonus.We hope to be back in the not too distant future.
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

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

5 stars!

Perfect location. Very clean. Great host!
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

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

Outstanding property and host

This was meant to be a relaxing vacation and it was. The pool was perfect and the proximity to downtown was ideal. The host was responsive and helpful. Overall, it was just what I needed and allowed me to relax, recharge, and enjoy the local area.
Stayed 7 nights in Dec 2024
Verified review

10/10 Excellent

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

Fun in the Sun

Loved our stay! The place is beautiful, quiet and close to everything. We loved the host’s attention to detail that included restaurant recommendations. We will be back. Thanks so much!
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

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

Hidden Gem in Downtown Key West

This property was perfect for our stay in Key West. Our host was great with communication before and throughout our stay. The location is close to everything, but in a quite neighborhood. Both bedrooms had nice bathrooms. The pool was perfect to cool down in the afternoon heat. We will definitely stay here again.
Stayed 4 nights in Jul 2024
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