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

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Exterior
Fridge, microwave, oven, stovetop
Smart TV, books, stereo
Outdoor pool, a heated pool
Exterior

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6116 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Kitchen
  • Outdoor space

Explore the area

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

Room options

About the area

Key West

A stay at this cottage places you in the heart of Key West, within a 10-minute walk of Duval Street and Fort Zachary Taylor Historic State Park. .This cottage is 0.4 mi (0.7 km) from Ernest Hemingway Home and Museum and 0.5 mi (0.8 km) from Florida Keys Beaches.
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What's nearby

  • Duval Street - 5 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 - 11 min walk - 0.9 km
  • Southernmost Point - 16 min walk - 1.4 km

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
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. There's a private balcony or patio. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a desk and a microwave, and housekeeping is provided on request.
Take advantage of recreation opportunities including a water park and an outdoor pool.
Guests will find features like wireless internet access and onsite parking.

Property manager

Jean Kemp

Languages

English

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 transport

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • 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 centre
  • 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
  • Snorkelling 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

Pets not 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
Long-term renters welcome
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

We should mention

A car is not required for transportation to and from this property

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

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

Reviews

10

Exceptional

Rating 10 - Excellent. 175 out of 188 reviews
Rating 8 - Good. 13 out of 188 reviews
Rating 6 - Okay. 0 out of 188 reviews
Rating 4 - Poor. 0 out of 188 reviews
Rating 2 - Terrible. 0 out of 188 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

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

10/10 Excellent

Ronald J.

Liked: Cleanliness

Just what we were looking for

This was our 4th trip to Key West and our 2nd stay at this property. We had 6 adults (age 59 - 89) both times and it really did fit our needs. Great location for everything (bars, coffee shops, restaurants and shopping) we like to do and go as we don't spend a lot of time staying at the property except to take a break and rest. This property is relaxing and quite and love sitting on the decks in the morning having coffee, reading and listening to the roosters.
Stayed 7 nights in May 2024

10/10 Excellent

Rhonda S.

Liked: Cleanliness

Tropical Beauty

Perfect location, super clean, plenty of towels, etc. can’t wait to come back! Two very minor changes I would suggest would be adding softer pillows to swap out with the super firm ones & upgrade the coffee pot to a Keurig…I very much recommend this beautiful cottage!
Stayed 7 nights in Apr 2024

8/10 Good

Verified traveller

Liked: Cleanliness

Keys

One complaint was it appeared the floors were not washed before we got there, after showers our feet were black. Not owners fault but may want to discuss with cleaning crew. One suggestion would be some kind of accordion door or curtain in loft for privacy and maybe a mirror on the wall so you can get ready in the loft and clear the bathroom. Beautiful location and I would go back.
Stayed 7 nights in Apr 2024

10/10 Excellent

Lori W.

Liked: Cleanliness

Love Key West

Property was great, location was perfect. Jean was great at communicating. I wish they weren’t doing work on fences at 7:30 am. Pool was crowded, get there early. We had a great time! Would definitely stay there again!
Stayed 7 nights in Mar 2024

10/10 Excellent

Randolph C.

Liked: Cleanliness

Sea Breeze

We’ve stayed at Sea.Breeze species. Great cottage, nice amenities, perfect location, and delightful owners. High recommend (but not when I’m going. 😄)
Stayed 7 nights in Apr 2024