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Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
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Reviews
10 out of 10
Exceptional
3 bedrooms 2 bathrooms Sleeps 6 116.1 sq m
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street6 min walk
- Place, Mallory Square9 min walk
- Place, Southernmost Point15 min walk
- Airport, Key West, FL (EYW-Key West Intl.)10 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
2 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area
About this property
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
Sea Breeze Cottage Cottage is a private, tropical, stand alone cottage located in the prestigious Truman Annex. This is a weekly rental for the remainder of 2025.
Starting Jan 2026 , this beautiful cottage will become monthly! Stays will have to be 28- 30 days. Discount for monthly rental. Make plans to stay longer, relax or work remotely from paradise for a full month in 2026.
- King bed and Queen bed upstairs
- Twin beds downstairs can be converted to a king by request.
- Bathroom upstairs has double sinks and separate room with toilet and walk-in shower.
- Bathroom downstairs newly remodeled with walk-in shower, vanity w/sink and toilet.
- Fully equipped kitchen has everything you need for your stay.
- Washer & Dryer, towels & linens, including beach towels and beach chairs
- Central air & ceiling fans.
- Sea Breeze living area has 2 sets of double doors that opens to large covered deck with outdoor furniture seating for 6.
- Large deck upstairs off of queen bedroom with outdoor
furniture seating for 6.
- TV's in all bedrooms and living room with cable and Air Play
- Free Hi speed internet
- Assigned parking for 1 vehicle.
- Large heated pool for Shipyard guests only.
You are close to everything! Explore the Waterfront Park behind the complex. Take a stroll to the Waterfront Pier, watch sunsets and sailboats. Fort Zachary Park and Beach is a short walk or bicycle ride. Mallory Square where you can watch nightly Sunset Celebrations, local vendors and entertainment.
Just 2 blks to Duval Street, for dining, shopping, night clubs and museums. You are steps away to the Truman Annex heated pool.
Our Luxury Caribbean Cottage is Spacious & Quiet!!
There is much to do and see in this Southernmost City.
To see our other VRBO Key West listings:
Truman Annex Shipyard (1 bed, 1 bath) Island Escape vrbo.com/934388ha
Truman Annex Shipyard (2 bed, 1 bath) Conch Retreat vrbo.com/261681ha
Starting Jan 2026 , this beautiful cottage will become monthly! Stays will have to be 28- 30 days. Discount for monthly rental. Make plans to stay longer, relax or work remotely from paradise for a full month in 2026.
- King bed and Queen bed upstairs
- Twin beds downstairs can be converted to a king by request.
- Bathroom upstairs has double sinks and separate room with toilet and walk-in shower.
- Bathroom downstairs newly remodeled with walk-in shower, vanity w/sink and toilet.
- Fully equipped kitchen has everything you need for your stay.
- Washer & Dryer, towels & linens, including beach towels and beach chairs
- Central air & ceiling fans.
- Sea Breeze living area has 2 sets of double doors that opens to large covered deck with outdoor furniture seating for 6.
- Large deck upstairs off of queen bedroom with outdoor
furniture seating for 6.
- TV's in all bedrooms and living room with cable and Air Play
- Free Hi speed internet
- Assigned parking for 1 vehicle.
- Large heated pool for Shipyard guests only.
You are close to everything! Explore the Waterfront Park behind the complex. Take a stroll to the Waterfront Pier, watch sunsets and sailboats. Fort Zachary Park and Beach is a short walk or bicycle ride. Mallory Square where you can watch nightly Sunset Celebrations, local vendors and entertainment.
Just 2 blks to Duval Street, for dining, shopping, night clubs and museums. You are steps away to the Truman Annex heated pool.
Our Luxury Caribbean Cottage is Spacious & Quiet!!
There is much to do and see in this Southernmost City.
To see our other VRBO Key West listings:
Truman Annex Shipyard (1 bed, 1 bath) Island Escape vrbo.com/934388ha
Truman Annex Shipyard (2 bed, 1 bath) Conch Retreat vrbo.com/261681ha
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
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 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
Long-term renters welcome
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 first aid kit
We should mention
A car is not required for transport to and from this property
About the area
Key West
Located on the waterfront, this cottage is in Old Town Key West, a neighbourhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at South Beach and Smathers Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.

Key West, FL
What's nearby
- Duval Street - 6 min walk - 0.5 km
- Ernest Hemingway Home and Museum - 7 min walk - 0.7 km
- Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
- Mallory Square - 9 min walk - 0.8 km
- Southernmost Point - 15 min walk - 1.3 km
Getting around
Restaurants
- Green Parrot Bar - 4 min walk
- Blue Heaven - 8 min walk
- Kaya Island Eats - 7 min walk
- Rams Head Southernmost - 7 min walk
- Santiago's Bodega - 6 min walk
Frequently asked questions
About the host
Hosted by Jean Kemp

When not in Key West my husband and I live and own a Powersports business in Kansas. We have 2 sons and 5 grandchildren. We have owned in Truman Annex Shipyard since 2001. After visiting a few times we fell in love and knew we had to own. It's a pleasure to share our cottage with others so they can also fall in love with this beautiful historic island. After all these years of visiting we still look forward to and enjoy everything Key West has to offer.
Why they chose this property
We love Truman Annex! Old Town Key West has everything. Cottage is private and relaxing with views. It's tropical foliage and gardens are pristine. The surroundings are relaxing and private. It's close to all the attractions and activities. The sunsets are breathtaking & celebrated.
What makes this property unique
Sea Breeze is unique in that it is the only stand alone cottage in the Shipyard Truman Annex! That means More Privacy. You have 2 decks. The rode to Fort Zachary Park & Beach and waterpark are behind the complex. Beautiful pier to chill and watch sunsets. You will have all the amenities, roominess, and a tranquil-secure place to stay.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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