Key West's Most Luxurious Waterfront Condo with a pool!

Come enjoy Havana Daydreamin' condominium at Harbour Place. View passing ships and the sunset from your own 3rd floor balcony in the Truman Annex's most prestigious building, the former U.S. Naval Headquarters in Key West. Take in the sunshine from the large pool overlooking the ever-changing waterfront. Stroll out the private gates and you're at the harbor, just steps from the sights and sounds of Mallory Square, downtown tourist attractions, Key West's best beaches, and Old Town's fabulous restaurants. Questions? Email us at:

The view from the balcony.

The open living area.

Facing in from the balcony.

Dining in style!


  • Sleeps 6 - two rollaway beds, a queen in the guest bedroom with french doors to the balcony and a king in the huge master bedroom with ensuite bath with shower and jacuzzi tub.
  • 2.5 Bathrooms 
  • Large balcony to watch spectacular sunsets
  • Large pool
  • Secure - gated community, locked building.
  • In the heart of the action - walk to Fort Zachary Taylor beach, Mallory Square, Duval Street, on the waterfront.
  • Packed with amenities - Flatscreen HDTV, DVD, central A/C, 2.5 baths, pool, high speed wireless Internet, Google Chromebook for web browsing, flatscreen bedroom TV's, stereo, iPod clock radio, private balcony, fully-equipped modern kitchen, full size washer/dryer, linens, towels, iron, ironing board, hairdryer and reserved covered parking.
  • No car needed - fly into Key West and everything is within walking distance of Havana Daydreamin'!
  • Accessibility - no stairs in the building. Ramps from garage to front door and elevator in the building.


  • $1,800 per week from April 30 to December 15.
  • $2,700 per week from December 15 to April 30.
  • Monthly rentals - 10% off.

The condo pool - right on the Gulf!

The hall to the bedrooms and hall bathroom.

What our renters have said...

Recent reviews:

Great family vacation!!!

Wonderful place to stay convenient to to all the sights of Key West.

·By Happy traveler:) from Lake Worth, Florida 

- "Havana Daydreamin' is a beautiful place. Neat as a pin, up to date, with a location second to none, this property really made our stay wonderful. A step away from Mallory Square, yet private and secure inside the Truman annex compound, with a good Gulf-side pool."

- "We stayed at Havana Daydreamin' for a week and loved it! We were surprised how much nicer it is compared to the pictures (and the pictures were good!). The unit had everything we needed for our stay: extensive kitchen equipment, lots of fluffy towels, comfortable bedding, washer & dryer, etc. and a fantastic location. We really liked that we could use the gate and be right at Mallory Square or go down a bit and end up at Green Parrot. We spent every morning on the balcony sipping our Babies coffee and eating breakfast. It was a great place to share with another couple, so much room, we never felt cramped."

- "This place is awesome. Will rent this place again. Great location!!! We LOVE, LOVE, LOVE Key West!"