Entire home

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

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Where to?

Dates

July 2025

August 2025

Overview
Amenities
Policies
Location
Host

Entire home

3 bedrooms2 bathroomsSleeps 61250 sq ft

Popular amenities

Dryer
Washer
Kitchen
Outdoor Space

Explore the area

Key West, FL

Duval Street
‪6 min walk‬
Mallory Square
‪9 min walk‬
Southernmost Point
‪15 min walk‬
Key West, FL (EYW-Key West Intl.)
‪10 min drive‬

Room options

About the neighborhood

Key West

Located in Old Town Key West, this cottage is within a 10-minute walk of popular sights such as Duval Street and Fort Zachary Taylor Historic State Park. The cottage includes a kitchen, a balcony, and a refrigerator.

View more Cottages in Key West

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

The cottage is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board. Housekeeping is available on request.

Property manager

Jean Kemp

Languages

English

Similar properties

Pool
Kitchen
Washer
Dryer

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

Smoking not allowed

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

This property doesn't allow pets

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

Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

This property is managed by a private host, not a professional engaged in trade or business.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher, a smoke detector, and a first aid kit.

Additional information about polices, regulations, and more:

Long-term renters welcome.

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

What is there to do around this cottage?

This cottage is situated in Old Town Key West within a 10-minute walk of Duval Street, Fort Zachary Taylor Historic State Park, and Ernest Hemingway Home and Museum. You'll also find Florida Keys Beaches and Mallory Square less than a mile away.

Is there parking available at this cottage?

No, there isn't parking available at the cottage.

Is this cottage next to a casino?

No, this cottage is not connected to a casino.

Will I find an indoor pool at this cottage?

No, this cottage doesn't have an indoor pool; however, there is an outdoor pool.

Is Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex good for couples?

Amenities that appeal to couples at this historic cottage include a kitchen and a smart TV in each accommodation with some featuring ocean views.

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

No, but this cottage does have a heated pool.

Does this cottage include breakfast service?

No, this cottage doesn't offer breakfast.

Will this cottage allow pets to stay free of charge?

No, pets aren't allowed at this cottage.

Does this cottage have connecting rooms?

No, this cottage doesn't feature connecting guestrooms.

What is the closest airport to this cottage?

The closest major airport to this cottage is Key West Intl. Airport (EYW), which is 4.2 mi away (15 minutes by car).

Are there rooms with balconies that I can book at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex?

Yes, every accommodation at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex comes with a balcony with some featuring ocean views.

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

Exceptional

9.8/10

Cleanliness

8.8/10

Amenities

10/10

Property conditions & facilities

6.0/10

Eco-friendliness

10/10 Excellent

Verified traveler

Jul 19, 2025

Stayed 7 nights in May 2025

10/10 Excellent

Kim P., Philadelphia, PA

Jun 14, 2025

Liked: Cleanliness

Great property - clean and well stocked. Host was fantastic. Close to everything. Nice pool

Stayed 7 nights in Jun 2025

10/10 Excellent

Kelly M.

May 28, 2025

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.

May 17, 2025

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.

May 10, 2025

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.

May 8, 2025

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

Apr 30, 2025

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.

Apr 20, 2025

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.

Apr 15, 2025

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.

Apr 9, 2025

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.

Jan 10, 2025

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.

Jan 6, 2025

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

Jan 2, 2025

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.

Dec 14, 2024

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.

Dec 1, 2024

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.

Nov 28, 2024

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.

Nov 21, 2024

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.

Oct 21, 2024

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.

Aug 18, 2024

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.

Aug 12, 2024

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.

Jul 14, 2024

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.

Jul 6, 2024

Liked: Cleanliness

Great location

Great location, perfect for family of 6.

Stayed 7 nights in Jun 2024

10/10 Excellent

Joseph H.

Jul 3, 2024

Liked: Cleanliness

Late June stay

Was awesome! Clean, pool was close.

Stayed 7 nights in Jun 2024

10/10 Excellent

James T.

Jun 15, 2024

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.

Jun 9, 2024

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