10/10 Excellent
Raymond D.
15 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pleasant Surprise
Raymond D.
Stayed 7 nights in Jan 2025
Condo
SMOOTH SAILING ~ 2 Bedroom, 1 Bath Renovated Condo w/ Community Pool!
Photo gallery for SMOOTH SAILING ~ 2 Bedroom, 1 Bath Renovated Condo w/ Community Pool!
Reviews
10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 460.0 sq m
Popular amenities
Explore the area
Key West, Florida
- Duval Street6 min walk
- Ernest Hemingway Home and Museum9 min walk
- Mallory Square11 min walk
- Key West, FL (EYW-Key West Intl.)19 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 King Bed
Bedroom 2
2 Single Beds
Other Space 1
1 Double Sofa Bed
1 bathroom
Bathroom 1
Toilet · Shower only
Spaces
Kitchen
Balcony
Dining area
About this property
SMOOTH SAILING ~ 2 Bedroom, 1 Bath Renovated Condo w/ Community Pool!
A TRUMAN ANNEX DREAM...
Come discover this beautifully renovated condo within the desirable Shipyard neighborhood in the Truman Annex area pairing comfort and modern luxuries at your fingertips. A cozy home base with just steps to the lively Key West action, this home is sure to make you never want to leave.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
DETAILS AND AMENITIES…
Slip inside from an inviting front porch up to the 2nd level to a cheery and open Great Room bringing your loved ones together. Brand new furnishings surround the living area with a cozy place to hang for card night or your favorite movies on the flat screen TV. Craft up your meals and cocktails in the beautifully designed kitchen with stainless steel appliances and sprawl out at the dining table. Balconies lie off both the front and back of the unit with lush, sunny views and a table for 4.
SLEEPING ARRANGEMENTS…
Sleep tight in the twin guest room that can be converted to a king upon request. The primary guest room comes with a king bed and access to the outdoor balcony to enjoy views of the vibrant neighborhood over a morning cup of coffee. Both rooms come with closet storage, a flat screen TV and share a hallway bathroom with a shower. A sofa sleeper occupies the living area.
OUTDOOR LIVING…
This home offers an incredibly peaceful escape allowing for the best kind of R & R on your island retreat. Although just walking distance to Mallory Square, Ft. Zachary Taylor and all the lively action, a parking spot is available for seamless coming and going should you head out for a scenic drive. The unit also offers a refreshing community pool lined with lounge chairs and is just steps away from the Truman Waterfront Park.
PARKING!
This home does offer parking for one vehicle, but oversized trucks and extra large SUV's are not permitted and will have to park outside of this community.
CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!
CANCELLATION...
Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.
TIME TO UNWIND...
Come discover this beautifully renovated condo within the desirable Shipyard neighborhood in the Truman Annex area pairing comfort and modern luxuries at your fingertips. A cozy home base with just steps to the lively Key West action, this home is sure to make you never want to leave.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
DETAILS AND AMENITIES…
Slip inside from an inviting front porch up to the 2nd level to a cheery and open Great Room bringing your loved ones together. Brand new furnishings surround the living area with a cozy place to hang for card night or your favorite movies on the flat screen TV. Craft up your meals and cocktails in the beautifully designed kitchen with stainless steel appliances and sprawl out at the dining table. Balconies lie off both the front and back of the unit with lush, sunny views and a table for 4.
SLEEPING ARRANGEMENTS…
Sleep tight in the twin guest room that can be converted to a king upon request. The primary guest room comes with a king bed and access to the outdoor balcony to enjoy views of the vibrant neighborhood over a morning cup of coffee. Both rooms come with closet storage, a flat screen TV and share a hallway bathroom with a shower. A sofa sleeper occupies the living area.
OUTDOOR LIVING…
This home offers an incredibly peaceful escape allowing for the best kind of R & R on your island retreat. Although just walking distance to Mallory Square, Ft. Zachary Taylor and all the lively action, a parking spot is available for seamless coming and going should you head out for a scenic drive. The unit also offers a refreshing community pool lined with lounge chairs and is just steps away from the Truman Waterfront Park.
PARKING!
This home does offer parking for one vehicle, but oversized trucks and extra large SUV's are not permitted and will have to park outside of this community.
CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!
CANCELLATION...
Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.
TIME TO UNWIND...
Property manager
Wendy Zintsmaster & Team
Premier Host
Languages
English
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Have a question?
BetaGet instant answers with AI powered search of property information and reviews.
Similar properties
THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!
THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!
- Pool
- Kitchen
- Washer
- Dryer
10.0 out of 10, (15 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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
Property Registration Number 25230-131479
About the area
Key West
Located by the sea, this condo is in Old Town Key West, a neighbourhood in Key West. 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. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
Key West, Florida
What's nearby
- Duval Street - 6 min walk - 0.5 km
- Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
- Mallory Square - 11 min walk - 1.0 km
- Fort Zachary Taylor Historic State Park - 11 min walk - 1.0 km
- Southernmost Point - 16 min walk - 1.4 km
Getting around
Restaurants
- Margaritaville - 7 min walk
- Blue Heaven - 8 min walk
- Green Parrot Bar - 6 min walk
- Bourbon Street Pub - 8 min walk
- Mangoes Restaurant & Island Cuisine - 7 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
9.8/10
Check-in
9.8/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
10/10 Excellent
Stacy H.
15 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Condo!
Stacy H.
Stayed 10 nights in Dec 2024
10/10 Excellent
Victoria R.
19 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Victoria R.
Stayed 7 nights in Jun 2024
10/10 Excellent
Kevin S.
9 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great quiet location
Kevin S.
Stayed 7 nights in Sep 2022
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Kristen R.
15 March 2024
Lovely unit in Shipyard
Kristen R.
10/10 Excellent
Barbara C.
29 October 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Our vacation
Barbara C.
Stayed 9 nights in Oct 2023
10/10 Excellent
Kelly Z.
18 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little spot in Truman annex
Kelly Z.
Stayed 7 nights in Jun 2023
10/10 Excellent
Victor H.
19 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect get away spot
Victor H.
Stayed 7 nights in Oct 2022
10/10 Excellent
Verified traveller
30 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Place
Verified traveller
Stayed 7 nights in Aug 2023
10/10 Excellent
stephanie w.
4 April 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet and Fun location!
stephanie w.
Stayed 8 nights in Mar 2022
10/10 Excellent
Imran L.
20 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic all round
Imran L.
Stayed 7 nights in Jul 2022
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
A guest from Lewes, DE
14 March 2023
Smooth Sailing
A guest from Lewes, DE
10/10 Excellent
Sheryl F., Louisville, Kentucky
24 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Condo
Sheryl F.
Stayed 7 nights in Jun 2023
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Theresa R., Chagrin Falls, Ohio USA
23 May 2023
Loved this place!
Theresa R.
Stayed 2 nights in May 2023
10/10 Excellent
Heike S., Highlands Ranch
11 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
perfect location
Heike S.
Stayed 7 nights in Dec 2022
10/10 Excellent
Kari H.
14 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Location!
Kari H.
Stayed 7 nights in Jan 2023
10/10 Excellent
Sara-Marni H.
3 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous condo near the water
Sara-Marni H.
Stayed 7 nights in Nov 2022
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Neil G.
21 February 2023
My Own Private Margaritaville
Neil G.
Stayed 7 nights in Dec 2022
10/10 Excellent
Ariel K., Minnesota
18 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, very comfortable stay
Ariel K.
Stayed 7 nights in Oct 2022
10/10 Excellent
Eric M.
26 February 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West Fishing and Dry Tortugas
Eric M.
Stayed 7 nights in Feb 2023
10/10 Excellent
Pat W.
5 February 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect spot
Pat W.
Stayed 14 nights in Jan 2023
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Thomas S.
27 April 2023
Funtastic!
Thomas S.
Stayed 7 nights in Apr 2023
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Patti J.
14 February 2022
Great stay at Smooth Sailing
Patti J.
Stayed 7 nights in Jan 2022
10/10 Excellent
Nancy C.
26 February 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Life just got better: Truman Annex through Best
Nancy C.
Stayed 7 nights in Feb 2022
10/10 Excellent
Marc D.
29 May 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great times in Key West
Marc D.
Stayed 7 nights in May 2022
About the host
Hosted by Wendy Zintsmaster & Team
Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback