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

Cottage near Duval Street in Key West

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

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

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 61250 sq ft

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Outdoor Space

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪7 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

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  • Pool
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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).
View more Cottages in Key WestOpens in a new window

What's nearby

  • Harry S. Truman Little White House - 5 min walk - 0.3 miles
  • Duval Street - 5 min walk - 0.3 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

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Kaya Island Eats - ‬7 min walk
  • ‪Santiago's Bodega - ‬6 min walk
  • ‪Rams Head Southernmost - ‬7 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.
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.
- 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

Similar properties

Beach nearby
The Dancing Rooster: 2 Blocks from Duval in Old Town.
  • Kitchen
  • Pet friendly
  • Free WiFi
  • Air conditioning
5.0 out of 5, Exceptional, 129 reviews
$488 nightly
The price is $542
Dec 3 - Dec 4
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.

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
  • Wheelchair-accessible parking available

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

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • Upper floors accessible by stairs only
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • 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
  • 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

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • 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.

Events

No events allowed

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
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. Long-term renters welcome. 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.

Reviews

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

10

Exceptional

9.8/10

Cleanliness

8.8/10

Amenities

10/10

Property conditions & facilities

6.0/10

Eco-friendliness
Rating 10 - Excellent. 189 out of 203 reviews
Rating 8 - Good. 14 out of 203 reviews
Rating 6 - Okay. 0 out of 203 reviews
Rating 4 - Poor. 0 out of 203 reviews
Rating 2 - Terrible. 0 out of 203 reviews

Reviews

10/10 Excellent

Monica M.

Liked: Cleanliness
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

10/10 Excellent

Darci E.

Liked: Cleanliness
The house was perfect- no complaints. I would stay here again!
Stayed 4 nights in Oct 2025

10/10 Excellent

Todd G.

Liked: Cleanliness
Wonderful location and set up as always. Love staying here!
Stayed 7 nights in Oct 2025

10/10 Excellent

Stephanie C.

Liked: Cleanliness
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

10/10 Excellent

Jenny B.

Liked: Cleanliness
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

10/10 Excellent

Stacey K., Hilliard, FL

Liked: Cleanliness
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

10/10 Excellent

James J., Atlanta, Texas

Liked: Cleanliness
Duplex outlets behind master bed wonky. Left side top outlet dead. Right side surge protector all dead.Had a little trouble with sugar ants on north baseboard of master b’room and east baseboard of 1st floor b’room.
Stayed 7 nights in Aug 2025

10/10 Excellent

Verified traveler

Stayed 7 nights in May 2025

10/10 Excellent

Joshua

Traveled with family
Liked: Cleanliness, property conditions & facilities
First time renting a home for me. Fortunately this particular property was great. Location is prime. Quiet location a few minutes walk to one of the cleanest and nicest beaches in the area. The walk into town depending on your destination can vary from 10-20 minutes. I Additional the property host was excellent and attentive beyond what they needed to be.This home was modern and clean. All though located in a crowded housing/condo complex this structure is detached from any other structural which is a bonus. Only cons are parking, which although free is a good distance from home and lacks convenienc. Additional unlike a hotel stay you are required to do some work relative to cleanup at the end of your stay. We where asked to start laundry and strip linenes off the bed at the end of our stay. You won't have convenience of free coffee or breakfast. But this is a fully functional unit where you can go shoppin and cook your own meals and brew your own coffee you buy. All in all very satisfied.
Stayed 7 nights in Jun 2025

10/10 Excellent

Kim P., Philadelphia, PA

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.

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