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

Waterfront cottage with kitchen and balcony

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

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

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 61250 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

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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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.
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What's nearby

  • Duval Street - 5 min walk - 0.3 miles
  • Florida Keys National Marine Sanctuary - 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
  • ‪Rams Head Southernmost - ‬7 min walk
  • ‪Santiago's Bodega - ‬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.
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. LOCATION is what it's all about. No need for a car, everything is close. Upper deck looks out over the Waterfront Park.
- 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 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.

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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
  • 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
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • 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.
  • There are no elevators.

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.

Will I be able to park at this cottage?

Yes, there is accessible parking available.

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 a good place to stay 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.

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

No, but guests can enjoy a heated pool at this cottage.

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.

Are there connecting rooms at this cottage?

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 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

Reviews

10

Exceptional

Rating 10 - Excellent. 195 out of 209 reviews
Rating 8 - Good. 14 out of 209 reviews
Rating 6 - Okay. 0 out of 209 reviews
Rating 4 - Poor. 0 out of 209 reviews
Rating 2 - Terrible. 0 out of 209 reviews

9.8/10

Cleanliness

8.8/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

William F., Schenectady NY

Liked: Cleanliness
This property was outstanding in all respects. It was completely as billed and even better than the pictures. The house was snuggly in the middle of the larger Truman Annex complex. The beds were very comfortable and the large screen TV was a nice family gathering spot. It was 2 blocks from the Green Parrot and 3 blocks from Duval Street so very walkable and convenient. Host was very prompt in addressing one need (laundry detergent) which was my bad as I just missed it.An overall great stay with my wife and grown children. 5 stars!
Stayed 7 nights in Dec 2025

10/10 Excellent

Terry L.

Liked: Cleanliness
The house was very nice and well maintained.
Stayed 7 nights in Dec 2025

10/10 Excellent

Christopher B.

Liked: Cleanliness
A great place to stay in Paradise. Definitely located in a very walkable, safe neighborhood. Highly recommended.
Stayed 7 nights in Dec 2025

10/10 Excellent

Dori N.

Liked: Cleanliness
We had a wonderful stay. Jean, the host, was incredibly accommodating when our family had a medical emergency. She was kind and understanding and worked with us to find a solution. Our stay was absolutely perfect. The park and splash pad were so convenient to our stay and our kids loved it. The location is perfect. The only few silly quirks we experienced were 1- the pool has a rule of no children that aren’t potty trained; 2- the toiletries provided were limited to bar soap and shampoo. 3- the checkout instructions include starting laundry but we couldn’t find any provided laundry detergent. We went out and bought some. Just good to know for future guests. We will absolutely be staying here again in the future.
Stayed 7 nights in Nov 2025

10/10 Excellent

Alice W.

Liked: Cleanliness
Comfortable, Clean and close to all Key West amenities, restaurants. We walked everywhere. Loved the state park access. Felt very safe. Hope to return
Stayed 7 nights in Nov 2025

10/10 Excellent

Devon W B.

Liked: Cleanliness
Iguanas, chickens and little lizards were friendlyand frogs
Stayed 7 nights in Nov 2025

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

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