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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

Beach nearby, beach towels
Property grounds
Exterior
Beach nearby, beach towels
Children's area

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6116 sq m

Popular amenities

  • Parking available
  • Washer
  • Air conditioning
  • Kitchen
  • Dryer

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! 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

Property amenities

Beach

  • Near the beach
  • Beach towels

Pool/Spa

  • Outdoor pool
  • Heated pool
  • Shared/communal pool
  • Fence around the pool

Internet

  • Free WiFi

Parking and transportation

  • Onsite parking
  • Car not required

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Cookware/dishes/utensils
  • Toaster
  • Spices
  • Paper towels

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bed sheets provided

Bathrooms

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

Living spaces

  • Living room

Entertainment

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

Outdoor areas

  • Balcony
  • Garden
  • Outdoor furniture

Laundry

  • Washing machine and dryer
  • Near laundromat

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

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

Things to do

  • Water park
  • Fitness facilities nearby
  • Ecotours nearby
  • Cycling nearby
  • Marina nearby
  • Windsurfing nearby
  • Basketball nearby
  • Sailing nearby
  • Jet skiing nearby
  • Snorkeling nearby
  • Birdwatching 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 installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit

General

  • Unit size: 1250 sq ft (116 sq m)

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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

About the neighborhood

Map
Key West, FL

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

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.

Is Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex pet-friendly?

No, pets are not allowed at this 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 USCGC Ingham Maritime Museum, Duval Street, and Fort Zachary Taylor Historic State Park. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 15 minutes.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 172 out of 185 reviews
Rating 8 - Good. 13 out of 185 reviews
Rating 6 - Okay. 0 out of 185 reviews
Rating 4 - Poor. 0 out of 185 reviews
Rating 2 - Terrible. 0 out of 185 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

MICHAEL

Liked: Cleanliness, property conditions & facilities, communication
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

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

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

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

10/10 Excellent

Christina O.

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

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

10/10 Excellent

Joseph D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
great stay
very nice
Stayed 7 nights in Jul 2023

10/10 Excellent

Holly E.

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

James T.

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

Robert S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Another great time in key west
Excellent and well worth the money.
Stayed 7 nights in Nov 2023

10/10 Excellent

Jane R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
108
Great spot, quick walk to the beach and close to the Duval Loop. Manageable walk to the great food store.
Stayed 63 nights in Jan 2024

10/10 Excellent

Rhonda S.

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

10/10 Excellent

Cassandra E.

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

traci f., Hoover,Alabama

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

10/10 Excellent

Lori W.

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

Chris R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Anniversary week
We had a great time and I would highly recommend this place
Stayed 7 nights in Sep 2021

10/10 Excellent

Kristi W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family trip!
We loved this house!! Plenty of room, very clean and one very important thing to my husband and I are comfortable beds which they did not disappoint!!! Area is quiet and we loved it was a cottage not connected to another property. Highly recommend and would definitely stay again!!!
Stayed 7 nights in Jul 2023

10/10 Excellent

Ronald J.

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

Randolph C.

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

10/10 Excellent

Toni B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome place and location.
This place is great. Jean and Lowell went above and beyond. It has everything you will need. The location is great to explore the area. Highly recommend this home.
Stayed 7 nights in Sep 2021

10/10 Excellent

Jana M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Private Cottage - location A++
Our holiday stay at this private cottage... was perfection! The 3 bedrooms gave everyone in our party their own space and the outdoor (upper and lower) decks were exactly what we needed to wind down after a day full of Key West activities. Amenities were great, accessing the property & parking was simple, and communication with Jean was so easy before & during our trip. Thank you and we look forward to staying at your Truman Annex cottage in the future.
Stayed 10 nights in Dec 2023

10/10 Excellent

Kathy V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family fun in the Sun
Great location. Basic but expected accomdations. Nicely fit the five of us. Love the roof deck. Nice pool close by. Would stay again.
Stayed 7 nights in Mar 2023

10/10 Excellent

Jenny B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Would absolutely book again!!
The house was beautiful and central to everywhere we wanted to go. Any questions that came up, Jean answered us pretty quickly. Our stay was wonderful, the house and accommodations made it feel like our home away from home during our stay. When we come back to Key West we will definitely be looking to book with them again!
Stayed 7 nights in Oct 2023

10/10 Excellent

LINDA S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Location
The cottage was adorable, clean and the location was perfect. We only used bikes and were close to everything. Fort Zachary is right behind the complex and Duval 2 blocks up. We walked to Blue Heaven for breakfast. Owners are great.
Stayed 7 nights in Nov 2023

10/10 Excellent

Jill J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing location!!
We had a great stay! The house was everything it said it was and more. Very clean and location is awesome. Close to everything . We rented bikes and everything was within a 10 minute ride. Close to the beach, sunsets and Duval!!
Stayed 10 nights in Feb 2023