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

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Beach nearby, beach towels
Exterior
Exterior
Outdoor pool, a heated pool
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 61250 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Kitchen
  • Outdoor Space

Explore the area

Map
Key West, FL
  • Duval Street
    ‪6 min walk‬
  • Ernest Hemingway Home and Museum
    ‪7 min walk‬
  • Mallory Square
    ‪9 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

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About the neighborhood

Key West

Seaside stay .Within a 10-minute walk of this Old Town Key West cottage, you'll find Duval Street and Fort Zachary Taylor Historic State Park. Also, Mallory Square is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).
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What's nearby

  • Duval Street - 6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 7 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
  • Mallory Square - 9 min walk - 0.5 miles
  • Southernmost Point - 15 min walk - 0.8 miles

Getting around

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

Restaurants

  • ‪Margaritaville - ‬7 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Willie T's - ‬6 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬6 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Property manager

Jean Kemp

Languages

English

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Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Communal pool
  • Fenced private pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 1,250 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

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
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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

Sea Breeze Cottage Truman Annex Location Location Location
Sea Breeze Truman Annex Location Location Location Key West
Sea Breeze Truman Annex Location Location Location
Sea Breeze Cottage Truman Annex Location Location Location
Sea Breeze Truman Annex Location Location Location Key West
Sea Breeze Cottage Truman Annex Location Location Location
Sea Breeze Truman Annex Location Location Location Key West
Sea Breeze Truman Annex Location Location Location

Frequently asked questions

How close is Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex to the airport?

This cottage is 4.2 mi (15-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

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

Airport shuttle services are not available at this cottage.

How close is Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex to the beach?

This cottage is a short 10-minute walk from Florida Keys Beaches and 13-minute walk from Truman Beach. Don't forget your sunscreen!

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

This cottage does not offer free breakfast.

Is there a casino at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex?

No, there is no casino at this cottage.

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.

Is there free parking at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex?

Free parking is not available at this cottage.

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

This cottage features an outdoor pool.

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

There are no spa services available at this cottage.

How close is Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex to downtown Key West?

This cottage is 0.3 mi away from Key West.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 179 out of 193 reviews
Rating 8 - Good. 14 out of 193 reviews
Rating 6 - Okay. 0 out of 193 reviews
Rating 4 - Poor. 0 out of 193 reviews
Rating 2 - Terrible. 0 out of 193 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Kelly M.

Liked: Cleanliness

Key West week

This cute cottage had everything we needed. It was a great location - walkable to so many places we wanted to visit. We had one hiccup with technology that was quickly fixed. Any questions I had were answered promptly. Our only complaint would be the very firm bed pillows. Overall, a fantastic choice!
Stayed 7 nights in May 2025

8/10 Good

David P.

Liked: Cleanliness

Vacation with friends

The home is very well maintained and great amenities. The location could not have been better. Short walk to the beach and Duval Street. The only negative thing I can come up with is that the bed pillows were too firm and gave us stiff necks.
Stayed 7 nights in May 2025

10/10 Excellent

Linda S.

Liked: Cleanliness

Great house during songwriters week

The house was beautiful and in a perfect location for us. We attended a concert at the Coffee Butler amphitheater and it was easy walking distance. the location is also easy walking distance to Duval and many bars and restaurants. The back decks are very peaceful for relaxing and enjoying the scenery. The owners were very easy to work with and helped us with any questions we had.We would definitely rent again.
Stayed 7 nights in Apr 2025

10/10 Excellent

Dwayne K.

Liked: Cleanliness

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

10/10 Excellent

Trisha P., Seminole, Florida

Liked: Cleanliness

Anniversary trip

My husband and I took a trip to Key West for our 20th anniversary and even though this rental was a little more than we needed for just the 2 of us, we thoroughly enjoyed it. Booking was very easy and Jean was gracious enough to allow us to check in early so we didn’t have to cart our luggage around town. It was beautifully decorated and we loved the balcony in the evening! It really is a beautiful home and community. We would definitely stay again! Thanks!
Stayed 3 nights in Apr 2025

10/10 Excellent

Randolph C.

Liked: Cleanliness

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

10/10 Excellent

Jeff S.

Liked: Cleanliness

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

10/10 Excellent

Becky B.

Liked: Cleanliness

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

10/10 Excellent

Lisa W.

Liked: Cleanliness

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

10/10 Excellent

Edward B.

Liked: Cleanliness

Bungalow in shipyard complex of Truman Annex.

We had a full house, family of 6 in this compact 3br/2ba bungalow. The kitchen was well stocked with high quality cooking accouterments. Lots of seating options, including beach chairs. Follow the directions exactly and you will find the house easily. Outdoor table with seating for 6 became the focal point for dinner and relaxing. Quiet neighborhood. Green parrot and Blue Heaven are a few short minutes walk away. Key West sure isn't what it used to be in the 70's, but its still Key West!Great0 layout provided privacy.
Stayed 7 nights in Dec 2024

10/10 Excellent

MICHAEL

Liked: Cleanliness, property conditions & facilities
Great location for all activities, especially night life. Very attractive place inside & outside! Owner was excellent to work with. Very highly recommend this up to date, stand alone, 1.5 story cottage/house. Well stocked and secure place. A must place to stay, close enough to walk to grocery store and all your activities in Key West!
Stayed 7 nights in Oct 2024

10/10 Excellent

Rick B.

Liked: Cleanliness

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

10/10 Excellent

Christian J.

Liked: Cleanliness

Cute little cottage

Walking/biking distance to everything! Enjoyed a week with 6 adults and it was a perfect home base. Little extras like beach chairs, towels and cooler a plus. Will definitely be back!!
Stayed 7 nights in Nov 2024

10/10 Excellent

Rebecca E.

Liked: Cleanliness

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

10/10 Excellent

Kristin S.

Liked: Cleanliness

Favorite place

We enjoyed our stay . Very disappointed that the pool was closed.but updating was necessary. First three days very loud as boat owners set up on other side of fence.( Boat race week) would come back, not boat week!!
Stayed 7 nights in Nov 2024

10/10 Excellent

Jean O.

Liked: Cleanliness

Great Trip

The property is great location. Nice and clean. We really enjoyed stay. Pillows would be the only negative feedback. Need some softer ones.
Stayed 7 nights in Oct 2024

10/10 Excellent

Holly E.

Liked: Cleanliness

10/10 Fabulous!

We really enjoyed our stay! Sea Breeze Cottage is beautiful and was perfect for our family of five. You thought of everything to make our stay so easy and enjoyable! Thank you for accommodating us throughout our stay and answering all our questions. Your kindness was truly appreciated! The info you provided us on things to do and places to eat was extremely helpful! We hope to return very soon!❤️
Stayed 7 nights in Aug 2024

10/10 Excellent

Christina O.

Liked: Cleanliness

Wonderful family vacation

We truly enjoyed our stay! We got delayed by a day due to a tropical storm. Jean reached out to make sure we made it okay and that all was well. The accommodations were more spacious than we expected from the pictures, and our family of 5 had more than enough room. I would definitely stay here again!
Stayed 7 nights in Aug 2024

10/10 Excellent

ROSEMARIE V.

Liked: Cleanliness

Family Vacation

Our family had a great time at the Seabreeze Cottage. It was equipped with everything we needed and was located in a beautiful and historic setting. Close to everything - the beach, shops and restaurants. We had an amazing time! Rose & Brian - Rochester, NY
Stayed 7 nights in Jul 2024

10/10 Excellent

Joshua G.

Liked: Cleanliness

Great location

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

10/10 Excellent

Joseph H.

Liked: Cleanliness

Late June stay

Was awesome! Clean, pool was close.
Stayed 7 nights in Jun 2024

10/10 Excellent

James T.

Liked: Cleanliness

Key West for Family

Key West is built for small (4-6) family vacations. This property is well-suited to support that. Close to the action means lots of “walkability”. Well appointed with all the needed features. Easy check in, check out. Affordable.
Stayed 7 nights in Jun 2024

10/10 Excellent

Becky G.

Liked: Cleanliness

Great location and clean.

Enjoyed our stay. Wish we could stay longer. Loved the porch. Beds mostly comfortable. Bed in downstairs room was a bit lumpy on one side. Pool nice and needed. June is pretty humid and hot. Rules at pool were too restrictive but we enjoyed cooling off. I.e. no music. Overall a Lovely place. Lizards were entertaining!!
Stayed 7 nights in Jun 2024

10/10 Excellent

Cassandra E.

Liked: Cleanliness

Sandy’s 50’ Birthday!

Your house is perfect in all that matters to us! This was the 2nd stay with your home. Anytime I stay at Key West, I’m working it around your availability.
Stayed 7 nights in May 2024

10/10 Excellent

Maureen N.

Liked: Cleanliness

Perfect location

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