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Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

Photo gallery for Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

Front of Cottage
Front of Cottage
Livingroom
Livingroom
Kitchen w/dishwasher

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 61250 sq ft

Popular amenities

  • Heated Pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Balcony

Explore the area

View in a map
Key West, FL
  • Place, Florida Keys National Marine Sanctuary
    ‪5 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin 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.
Starting Jan 2026 , this beautiful cottage will become monthly! Stays will have to be 28- 30 days. Discount of 10% for monthly stays. Make plans to stay longer, relax or work remotely from paradise for a full month in 2026. LOCATION is what it's all about. No need for a car, everything is close. Upper deck looks out over the Waterfront Park.
- 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 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
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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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

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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
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 first aid kit

About the neighborhood

Key West

Located in Old Town Key West, a neighborhood in Key West, this cottage is near a water park and on the waterfront. 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 Florida Keys Beaches and South 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 ecotours and cycling nearby.
View more Cottages in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
  • Duval Street - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 12 min walk - 1.1 km

Getting around

  • Key West Intl. Airport (EYW) - 15 min drive

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Margaritaville - ‬7 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪La Concha Bar - ‬7 min walk

Frequently asked questions

Does Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex?

As of Apr 20, 2026, prices found for a 1-night stay for 2 adults at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex on Jul 8, 2026 start from $208, 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 Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex 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 Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex?

Check-in begins at 4:00 PM.

What time is check-out at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex?

Check-out is at 10:00 AM.

Where is Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex located?

Located in Old Town Key West, this cottage is within a 10-minute walk of Truman Waterfront Park, Duval Street, and Fort Zachary Taylor Historic State Park. Florida Keys Beaches 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 labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 195 out of 209 reviews
Rating 8 - Good. 14 out of 209 reviews
Rating 6 - Okay. 0 out of 209 reviews
Rating 4 - Poor. 0 out of 209 reviews
Rating 2 - Terrible. 0 out of 209 reviews

9.8/10

Cleanliness

8.8/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Todd G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location and set up as always. Love staying here!
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Christopher B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A great place to stay in Paradise. Definitely located in a very walkable, safe neighborhood. Highly recommended.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Terry L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was very nice and well maintained.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Darci E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was perfect- no complaints. I would stay here again!
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Monica M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place was very nice, clean and had all amenities listed. The bedrooms were very comfortable and quiet. We enjoyed it and would definitely recommend it!
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Stacey K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was perfect and the host was very responsive. We will definitely stay here again when we come back to Key West.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Jenny B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely love staying here every time we come down to KW! The cottage is beautiful and comfortable, clean and central to every place in Old Town KW Will definitely book here again and highly recommend everyone we know to stay here!Thank you Jean & Lowell for providing such a great getaway!!
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Alice W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable, Clean and close to all Key West amenities, restaurants. We walked everywhere. Loved the state park access. Felt very safe. Hope to return
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Devon W B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Iguanas, chickens and little lizards were friendlyand frogs
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Stephanie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything about this property was as exactly described, if not better. The location can't be beat in its proximity to Ft. Zach and the waterfront. We spent the majority of our time on the outside patio and only turned the tv on once or twice. Key West has too much to offer to be indoors and this property doesn't disappoint. Looking forward to staying here again.
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

Joshua G.

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

Great location

Great location, perfect for family of 6.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

William F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was outstanding in all respects. It was completely as billed and even better than the pictures. The house was snuggly in the middle of the larger Truman Annex complex. The beds were very comfortable and the large screen TV was a nice family gathering spot. It was 2 blocks from the Green Parrot and 3 blocks from Duval Street so very walkable and convenient. Host was very prompt in addressing one need (laundry detergent) which was my bad as I just missed it.An overall great stay with my wife and grown children. 5 stars!
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Randolph C.

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

Sea Breeze Cottage outstanding

Had another wonderful week at Sea Breeze Cottage. Perfect home, location, amenities, and host. Love going there.
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Kim P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property - clean and well stocked. Host was fantastic. Close to everything. Nice pool
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Jeff S.

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

Perfect location, beautiful place

Great location, very clean, just as described. Jean is super responsive to any questions and very accomodating. We will definitely be back!
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Rick B.

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

Framily vacation

The property was exactly what we wanted and was clean, comfortable, and extended an unexpected level of privacy. The accommodation was perfect for our trip and the location was excellent.
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

Lisa W.

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

Fabulous

Loved our stay , perfect layout with everything we needed. Quiet location in Truman Annex. Hope to stay next year!
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

Matthew A.

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

Peace and quiet, but in the heart of it all.

Perfect location, lovely home, can’t wait to return!
Stayed 7 nights in Dec 2023
Verified

10/10 Excellent

Becky B.

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

Sea Breeze Cottage

This condo is beautiful! We booked this condo because of the back porch table and seating. Location is within walking distance to all attractions and restaurants Looking forward to next year!
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Maureen N.

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

Perfect location

Spacious, close to the beach, restaurants, shops and bars. We’d love to return.
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Joseph D.

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

great stay

very nice
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Rebecca E.

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

Perfect vacation

We had such a wonderful time. The house was very clean and had everything we needed during our stay. We will definitely be returning in the future.
Stayed 7 nights in Nov 2024
Verified

10/10 Excellent

traci f.

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

Wonderful trip

We had a wonderful time staying at the Truman cottage. Everything is so convenient! The cottage was very well stocked and clean. We will definitely stay here again.
Stayed 14 nights in Dec 2020
Verified

10/10 Excellent

Dwayne K.

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

Daughter's Wedding

Perfect location and perfect weather! What more could we ask for. Added an additional day with ease.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Randolph C.

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

Key West Lover

Outstanding vacation experience. We’ll maintained and supplied house in a convenient location.
Stayed 7 nights in Apr 2023

About the host

Hosted by Jean Kemp

Host profile image
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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