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Tropical Oasis in the Truman Annex with a private pool

Photo gallery for Tropical Oasis in the Truman Annex with a private pool

Exterior detail
Private backyard and pool.
Pool
Living / Dining Room
Living Room

Reviews

10 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 6126.3 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill

Explore the area

Map
Key West, FL
  • Duval Street
    ‪5 min walk‬
  • Mallory Square
    ‪9 min walk‬
  • Ernest Hemingway Home and Museum
    ‪10 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪14 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
Garden
Dining area

About this property

Tropical Oasis in the Truman Annex with a private pool

Searching for the perfect vacation home away from it all? Your hunt ends in here! A Wave from it All is a recently remodeled and tastefully decorated 2-story townhome with its own private pool that epitomizes island living at its finest while offering all the comforts of home. Best of all, this home is nestled in the Truman Annex, a palm tree lined residential community with many historic buildings including the Truman Little Whitehouse, walking distance to many of Key West’s finest dining establishments, two blocks from the world-famous Duval Street, two blocks from the nightly sunset celebration at Mallory Square, and less than a half mile from the beach at Fort Zachary Taylor State Park. Break away from the ‘high seas’ of everyday life while you settle into for what’s sure to be a memorable Key West vacation!

The double set of sliding glass doors on the back of the home open up to provide a private spacious tropical oasis of indoor/outdoor living space with a private pool. A large flat screen HD SMART TV hangs on the wall in front of comfortable seating options. The fully equipped kitchen has all the appliances and tools needed to prepare meals at home, on those nights that you chose to dine home with your pick of indoor or outdoor dining.

Truman Annex is the most exclusive private residence community in Old Town Key West. Located just off the main drag of Duval Street, The Truman Annex is an oasis of calm, quiet palm tree lined streets with many historic homes, 24-hour staff and restricted access in the evenings where you can use the entry gate keys to come and go on foot.

Property includes..
Central Heat and A/C, Ceiling Fans, Flat Screen TVs in Living Room & All Bedrooms, Fully Equipped Kitchen, Laundry Room with full size Washer and Dryer, Starter supply of paper products & cleaning supplies, Linens and Towels provided, Wireless high-speed Internet access & full cable included.

** Fully Fenced & Lushly Landscaped Private Yard with Pool. Pool can be heated for an additional charge.

** Designated Covered Off-Street Parking (one space)

** This property will accommodate up to 4 adults

** No Pets Allowed

**The entire property is NON smoking or vaping

Property manager

Don Roberts
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 13–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
THIS IS A SMOKE / VAPE FREE, DRUG FREE, FIREARM/WEAPON FREE AND FIREWORK FREE PROPERTY. ANY VIOLATION IS SUBJECT TO IMMEDIATE EVICTION.
PETS are not permitted at the property. Pets include but are not limited to dogs, cats and/or caged animals such as reptiles, rabbits, gerbils, etc.
ALL renters must abide by the Rules / Regulations of Truman Annex HOA. The Rules / Regs can be found at https://----------------

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
This property uses eco-friendly cleaning products
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
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

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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Mallory Square - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 10 min walk - 0.9 km
  • Fort Zachary Taylor Historic State Park - 11 min walk - 0.9 km
  • Southernmost Point - 17 min walk - 1.5 km

Getting around

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

Restaurants

  • ‪Margaritaville - ‬5 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Green Parrot Bar - ‬7 min walk
  • ‪Willie T's - ‬6 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬7 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.

Is Tropical Oasis in the Truman Annex with a private pool pet-friendly?

No, pets are not allowed at this 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 Ernest Hemingway Home and Museum 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. 21 out of 22 reviews
Rating 8 - Good. 0 out of 22 reviews
Rating 6 - Okay. 1 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Amy K.

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

Perfect location!

Want to be steps from the fun, but not hear a thing when you go to bed at night? What about a private pool surrounded by lush greenery? This place in the Truman Annex is just perfect for 2 couples hoping to get away for a few days. Your host, Don, is super responsive and ensures your satisfaction. We will surely return!
Stayed 4 nights in Apr 2025

10/10 Excellent

Colleen W.

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

10/10 Excellent

Michelle s.

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

10/10 Excellent

Ronald W.

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

10/10 Excellent

Mickie K.

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

10/10 Excellent

Tim H.

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

Perfect

This is probably the best rental property we’ve stayed in. It was extremely comfortable and well equipped. Very tastefully decorated and absolutely immaculate - it looked brand new with no signs of wear and tear whatsoever. The location is ideal within the Truman Annex gated estate which is a little oasis of calm but only a few minutes walk to Duval with its many excellent restaurants and bars. We appreciated the allocated parking space - parking in Key West is generally a challenge. The pool is small but was heated to a nice temperature. Don was an excellent host - very responsive and provided a useful list of suggested bars restaurants and things to do a couple of months in advance. I really can’t find any fault with this property, we will definitely return.
Stayed 5 nights in Nov 2024

10/10 Excellent

Danielle C.

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

10/10 Excellent

JoAnn V.

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

Beautiful Property in Excellent Location

We had the best time at this property, which was located just a couple blocks away from Duval Street. We easily walked to restaurants and shops. The home is very comfortable, nicely decorated, and has two primary suites with en-suite bathrooms. This was perfect for two couples traveling together. The pool in the backyard was a welcome respite after a day of sight-seeing. We couldn’t have asked for a better place to spend our vacation!
Stayed 5 nights in Nov 2024

10/10 Excellent

Kevin M.

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

Five Star Property

We stayed in this beautiful home during our Key West vacation and couldn’t have been more pleased. Don, our host, was quick to respond, was fantastic with any questions we had and was so helpful with suggestions for places to eat, things to do, etc. The home itself was very clean and all of the furniture was updated and so comfortable, with a great, well stocked kitchen. Location-wise, this place can’t be beat. We parked the car (comes with a parking spot!) and walked everywhere the entire time. Mallory Square and Duval Street are so close, as are tons of shops and restaurants. We loved everything about this beautiful home!
Stayed 6 nights in Oct 2024

10/10 Excellent

Lisa S.

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

Close to everything and just far enough away from everything😊

We celebrated our daughter’s 30th birthday in style. This rental has everything you could possibly think of. It’s quiet, beautiful, clean, well furnished and adorably decorated. Our host was on top of everything. All correspondences came at the perfect time. We will definitely stay here again. Thank you for sharing your piece of Heaven😊😊
Stayed 4 nights in Aug 2024

10/10 Excellent

richard m.

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

Everything was fantastic

Property was great.
Stayed 4 nights in Aug 2024

10/10 Excellent

Evan M.

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

Beautiful

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

10/10 Excellent

Maria H.

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

10/10 Excellent

Christina G.

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

10/10 Excellent

Jason W.

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

5 stars!

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

10/10 Excellent

Kim C.

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

ABSOLUTELY AMAZING STAY!!!

We stayed at this home during the Songwriters Fest this past week/weekend. This house was PERFECT!! It allowed us to go into town to see some acts and come back to relax on the beautiful patio, then head back out for more. We could not have asked for a more perfect location for everything but away from the hectic Duval Street. Our host's communication was on point and we will definitely be back next year! Thank you.
Stayed 4 nights in May 2024

10/10 Excellent

Brian W.

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

Outstanding!!

Amazing property. Appears to have been completely remodeled recently. Everything seemed brand new. The courtyard out back was perfect. Nice dipping pool and it was very sheltered from the wind. We could see the trees blowing, but it was nice and calm for sitting. Provided good shade all day too access to Duval was perfect, just straight down Flemming. My personal favorite is that it was less than five minutes to the Green Parrot!!!
Stayed 7 nights in Apr 2024

10/10 Excellent

Elizabeth D.

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

Paradise Found

Our hosts were terrific - kind, accommodating, and very accessible/responsive. At each step along the way, it was clear that they genuinely wanted to ensure we had the best experience, and we did indeed. We are a group of friends who have been coming to Key West with some regularity for an almost 20 years. With certainty, this was the most enjoyable experience, and our accommodation and hosts really anchored such. The condo is delightful and so welcoming. You can tell attention is paid to every detail, right down to the art work from the host woven through the condo. We’d be back in a heartbeat!
Stayed 4 nights in Apr 2024

10/10 Excellent

Michelle B.

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

10/10 Excellent

Ann L.

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

Best Key West Location

Highly recommend and will definitely return.
Stayed 7 nights in Dec 2023

6/10 Okay

Clay T.

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

November 2023

This place is beautiful. Had some hiccups in the process and some discouraging routes. First, we paid the additional money to have the pool heated to arrive and it not be heated at all. Had to reach out to the owner and have him walk me thru how to heat everything. I shouldn't have had to do this. Finally able to use the pool a day later and then the construction started on the house behind the pool. They worked and banged and beeped all week exept Thanksgiving day. Then, just watched us in the pool are when they were up on the scaffold like machine. Uncomfortable. Overall, the trip was great, the house is beautiful and clean, and everything you need. Just ask for confirmations on construction before you spend extra money heating the pool that you may not use because you can't enjoy it for all the noise.
Stayed 7 nights in Nov 2023

10/10 Excellent

Ashley M.

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

About the host

Hosted by Don Roberts

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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