Entire home

Walkable Cottage w/ Pool Access in Key West!

Photo gallery for Walkable Cottage w/ Pool Access in Key West!

A two-story house with a porch, surrounded by a white picket fence, palm trees, and a well-maintained garden. - Walkable Cottage w/ Pool Access in Key West! (Key West)
A living room with a sofa, armchair, coffee table, and a ceiling fan. - Walkable Cottage w/ Pool Access in Key West! (Key West)
A bathroom with a shower, a window, and a toilet. - Walkable Cottage w/ Pool Access in Key West! (Key West)
A kitchen with a central island, white cabinetry, a microwave, a stove, and a ceiling fan. - Walkable Cottage w/ Pool Access in Key West! (Key West)
A hallway with a door, a sink, and a window. - Walkable Cottage w/ Pool Access in Key West! (Key West)
Close to Duval Street and Ernest Hemingway Home and Museum, Walkable Cottage w/ Pool Access in Key West! has plenty to offer.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms1200 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

Add dates for prices

About this property

Walkable Cottage w/ Pool Access in Key West!

  • Gated Community | Designated Workspace

    Centrally located in the Truman Annex near Bahama Village and Old Town, 'Sea Breeze Cottage' is the perfect base for your island escape! Soak up the sun by the Shipyard Condominiums' pool, stroll down vibrant Duval Street, explore local museums, or visit Smathers Beach. This Key West rental has something for everyone! Unforgettable adventures and relaxation are just a click away.

    -- THE PROPERTY --

    SHIPYARD CONDOMINIUMS COMMUNITY AMENITIES
    - Outdoor pool

    MAIN FEATURES
    - 4 Smart TVs
    - Furnished back deck
    - Front porch w/ seating

    KITCHEN 
    - Stove/oven, refrigerator, dishwasher
    - Microwave, toaster oven
    - Drip coffee maker
    - Cooking basics, dishware/flatware

    ACCESSIBILITY
    - 2-story home, steps to enter
    - Bedroom & full bathroom on 1st floor

    PARKING
    - Designated parking space (1 vehicle)

    ADDT’L ACCOMMODATIONS
    - There are 2 additional properties available on-site, each with separate nightly rates. If you would like to reserve multiple rentals, please inquire for more information prior to booking

    -- THE LOCATION --

    - 0.3 miles to Truman Waterfront Park
    - 0.5 miles to The Hemingway Home & Museum, USCGC Ingham Maritime Museum & Key West Lighthouse
    - 0.6 miles to Fort Zachary Taylor Historic State Park Beach & Duval Street
    - 0.7 miles to Mallory Square
    - 0.8 miles to The Key West Butterfly & Nature Conservatory & Southernmost Point of the Continental U.S.A.
    - 2 miles to Clarence S. Higgs Memorial Beach & 3 miles to Smathers Beach

    -- REST EASY WITH US --

    Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

    -- POLICIES --

    - No smoking
    - No pets allowed
    - No events, parties, or large gatherings
    - Additional fees and taxes may apply
    - Photo ID may be required upon check-in
    - Quiet hours (11:00 PM-8:00 AM)

    ADDITIONAL INFORMATION
    - The twin beds in Bedroom 1 can be converted into a king bed. To request this setup, please reach out to the Guest Contact before your check-in date
    - If you choose to bring a car, it must be no longer than 19 feet to fit in the Shipyard Truman Annex parking lot
    - The community parking spaces cannot accommodate trailers, boats, RVs, or motorcycles. If you plan to bring any of these, you will be responsible for finding alternative parking elsewhere in Key West

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the cottage: Internet access

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Stereo
  • TV

Outdoor areas

  • Patio

Laundry

  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea

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

  • Unit size: 1,200 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

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

Pets not 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
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

About the area

Located by the sea, this cottage is in Old Town Key West, a neighborhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Visit our Key West travel guide
View more Cottages in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    6 min walk - 0.5 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    8 min walk - 0.7 km
  • A brick corridor with arched ceilings and benches.
    Fort Zachary Taylor Historic State Park
    8 min walk - 0.7 km
  • A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.
    Mallory Square
    12 min walk - 1.1 km
  • Florida Keys National Marine Sanctuary
    5 min walk - 0.4 km

Getting around

  • Key West Intl. Airport (EYW)
    19 min drive

Restaurants

  • Green Parrot Bar
    4 min walk
  • Blue Heaven
    8 min walk
  • Moondog Cafe & Bakery
    8 min walk
  • Mangoes Restaurant
    7 min walk
  • Rams Head Southernmost
    7 min walk

Frequently asked questions

Does Walkable Cottage w/ Pool Access in Key West! have a pool?

Yes, this property has a pool.

Is Walkable Cottage w/ Pool Access in Key West! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Walkable Cottage w/ Pool Access in Key West!?

Check-in begins at 4:00 PM.

What time is check-out at Walkable Cottage w/ Pool Access in Key West!?

Check-out is at 10:00 AM.

Where is Walkable Cottage w/ Pool Access in Key West! located?

Located in Old Town Key West, this cottage is within a 10-minute walk of Truman Waterfront Park, Duval Street, and Fort Zachary Taylor Historic State Park. Ernest Hemingway Home and Museum and Mallory Square are also within 15 minutes.

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Walkable Cottage w/ Pool Access in Key West! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
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

Cleanliness

10

Location

10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Christopher B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A great place to stay in Paradise. Definitely located in a very walkable, safe neighborhood. Highly recommended.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Alice W.

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

10/10 Excellent

Jenny B.

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

10/10 Excellent

Devon W B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Iguanas, chickens and little lizards were friendlyand frogs
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

William F.

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

10/10 Excellent

Joshua G.

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

Great location

Great location, perfect for family of 6.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Randolph C.

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

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
Verified

10/10 Excellent

Jeff S.

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

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
Verified

10/10 Excellent

Rick B.

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

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
Verified

10/10 Excellent

Lisa W.

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

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
Verified

10/10 Excellent

Becky B.

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

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
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Dori N.

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

8/10 Good

David P.

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

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
Verified

10/10 Excellent

Joseph H.

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

Late June stay

Was awesome! Clean, pool was close.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Linda S.

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

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
Verified

10/10 Excellent

Christian J.

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

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
Verified

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
Verified

10/10 Excellent

ROSEMARIE V.

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

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
Verified

10/10 Excellent

Trisha P.

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

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
Verified

10/10 Excellent

Kelly M.

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

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
Verified

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
Verified

10/10 Excellent

Jean O.

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

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