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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 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.
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.

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
2 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill

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 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

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 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
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
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

Property # 3355667
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 indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Key West

Old Town Key West, a neighborhood in Key West, is home to this vacation 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

  • 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

  • ‪Sloppy Joe's Bar - ‬9 min walk
  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Hog's Breath Saloon - ‬9 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Margaritaville - ‬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 Aug 25, 2026, prices found for a 1-night stay for 2 adults at Tropical Oasis in the Truman Annex with a private pool on Oct 15, 2026 start from $564, 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?

Onsite 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?

Check-out 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 vacation home is within a 5-minute walk of Jackson Square and Duval Street. Florida Keys Beaches and Mallory Square are also within 15 minutes.

About the host

Hosted by Don Roberts

Host profile image

Languages:

English
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