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Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access

Photo gallery for Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access

A gated entrance to Shipyard Condominiums with a white picket fence, palm trees, and a clear blue sky.
A residential building with a white picket fence, a balcony, and a porch with a green awning.
A living room with a sofa, ottoman, TV, and a glass wall reflecting another room.
A row of yellow houses with white railings, a white picket fence, and lush greenery.
A swimming pool with lounge chairs, palm trees, and a building with a blue awning.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Walkable and wonderful
    Guests love the walkable location for its easy access on foot.
  • Discover nearby landmarks
    Walk to Duval Street
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Balcony

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom_1

1 Queen Bed

Bedroom_2

1 Queen Bed

2 bathrooms

Bathroom_1

Toilet · Shower only

Bathroom_2

Toilet · Shower only

Spaces

Kitchen
Balcony
Dining area

About this property

Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access

Treat yourself to a stress-free vacation filled with sun-soaked days when you book your trip to this Key West condo. With room for up to four guests to a shared pool and beach lifestyle, this home will make it easy to slip into vacation mode!

Located in the Truman Annex, a quick five minute walk to the beach at Fort Zachery Taylor park, this rental is perfect for exploring the history and culture of Old Key West. Take a walk over to the 'Little White House' where President Truman often resided, or the Ernest Hemingway Home and Museum. Though there's plenty to eat and drink just a short walk away, why not take a ferry to Sunset Key for a little day trip? Make sure to stop by Mallory Square for the nightly Sunset Celebrations.

Snag a spot poolside to work on your tan. Head inside to make a quick dish in the fully equipped kitchen before surfing the cable channels. Connect to the free WiFi to post some beach pictures on social media, then treat everyone to a night out at one of the restaurants along Duval Street. This home has recently been upgraded with new furniture, paint and decor. One private parking spot is available for your use, and a private washer/dryer has been added to the condo to make your stay feel just like home.

With so many options for fun and relaxation, the only thing you'll need to decide is where to start when you book your trip to this Florida escape.

*Please note that last-minute bookings cannot be made online.
This home is managed by Seven Keys Vacations by Casago.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
Children allowed
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 5183727
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 indicated there is a carbon monoxide detector 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 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

About the neighborhood

Key West

Located by the sea, this condo is in Old Town Key West, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.
Map
Key West, FL

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Florida Keys National Marine Sanctuary - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 0.9 km

Getting around

  • Key West Intl. Airport (EYW) - 16 min drive

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬6 min walk
  • ‪Moondog Cafe & Bakery - ‬6 min walk
  • ‪Mangoes Restaurant - ‬5 min walk
  • ‪Rams Head Southernmost - ‬5 min walk

Frequently asked questions

Does Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access have a pool?

Yes, this property has a pool.

How much does it cost to stay at Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access?

As of Jul 18, 2026, prices found for a 1-night stay for 2 adults at Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access on Aug 9, 2026 start from $194, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access 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 Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access?

Check-in begins at 4:00 PM.

What time is check-out at Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access?

Check-out is at 10:00 AM.

Where is Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access located?

Located in Old Town Key West, this condo building is within a 5-minute walk of We Cycle Key West and Duval Street. Southernmost Point and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 54 out of 74 reviews
Rating 8 - Good. 16 out of 74 reviews
Rating 6 - Okay. 1 out of 74 reviews
Rating 4 - Poor. 3 out of 74 reviews
Rating 2 - Terrible. 0 out of 74 reviews

9.8/10

Cleanliness

9.2/10

Check-in

8.8/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Dennis C.

Awesome location

The condo was perfect for our week long trip. It was in an awesome location and within walking distance to everywhere we wanted to go. I would definitely stay here again!
Verified

10/10 Excellent

Kim T.

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

Always enjoy the Shipyards

Location and condition were very good. Would stay here again.
Stayed 14 nights in Feb 2023
From a partner site

10/10 Excellent

Nathan M.

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

Nice stay at Shipyard!

Well maintained condo was perfect for our Key West.
Stayed 7 nights in Jan 2020
Verified

10/10 Excellent

Tracy G.

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

Great location/unit

Very nice location. Pool small for the amount of units, but grounds well taken care of. Walking distance to all we needed.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Becky F.

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

Shipyard Perch

This condo is located at a very convenient spot. Its close to most everything you want to see and many restaurants. The pool is nice and parking was convenient too.
Stayed 7 nights in Jan 2025
From a partner site

10/10 Excellent

Leslie E.

Cozy and Quiet

I loved how quiet the area was and yet it was still so close to everything! Great little shop and restaurant nearby. Plenty of space inside for families of four.
Stayed 7 nights in Jun 2024
From a partner site

8/10 Good

Judith M.

Lovely location, lovely home!

We thoroughly enjoyed our week long stay. Travel hint - skip the crowded pool and bike over to Fort Zachary Taylor State Park. The beach is heavenly!
Stayed 7 nights in May 2019
From a partner site

10/10 Excellent

Sandra B.

Shipyard Perch

We love the location!
From a partner site

10/10 Excellent

Kathleen B.

Key West

The condo was super clean, had everything we needed for a weeks stay, and was in a great location.
Stayed 7 nights in Feb 2023
Archival

10/10 Excellent

gil H.

Great place

Overall a great stay, but some of the security staff are flat out rude-approach w cation
Verified

10/10 Excellent

Catherine G.

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

October 2024

Great location for exploring Key West! Very comfortable for 1 or 2 couples. We will book again!
Stayed 7 nights in Oct 2024
Verified

10/10 Excellent

Phyllis R.

Great location

Great spot. Walking distance to everything. Very comfortable condo. We’ll be back!
Stayed 7 nights in Feb 2019
From a partner site

10/10 Excellent

Laura S.

Great location and condo!

End 2nd (top) floor unit has everything needed for a great vacation. Easy walking distance to everything in Old Town. Gated and safe. Nice pool and landscaping throughout the complex.
From a partner site

10/10 Excellent

Nell C.

Shipyard Perch

Great location. Clean. Nice pool
Verified

10/10 Excellent

Nathan M.

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

Great time and all as expected!

Have stayed in Truman Annex many times. Although some units are becoming a bit dated inside, this one is well kept and as advertised.
Stayed 7 nights in Jan 2020
From a partner site

10/10 Excellent

Phyllis R.

Great location - great place

Really enjoyed the location of this condo. Nicely situated in between the water and the activity of Key West. We walked or biked every where. The condo had plenty of room for 4 adults.
Archival

10/10 Excellent

Elizabeth P.

Best Location on the Island!

Loved this property! It's the perfect size for 3 to 4 people and well maintained. Having two bathrooms was awesome. It's also the perfect location to explore Old Town without ever being too far from home base. Nice to have access to a beautiful pool as well.
Verified

10/10 Excellent

Debbie H.

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

Great Edcape

Our place was close to everything and very clean. Cozy and commit had everything you could possibly need. Vacasa staff especially Justin was AMAZING!
Stayed 11 nights in Dec 2023
Archival

10/10 Excellent

stephen b.

February trip

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location. Comfortable stay for 2 couples.
Stayed 7 nights in Feb 2017
From a partner site

10/10 Excellent

Casey C.

Awesome place

The Shipyard Perch in the Truman Annex was awesome. Great rooms, bathrooms. Nice, clean, fresh, quiet, beautiful balcony, perfect location for exploring Key West. They even gave spare trash bags, toilet paper, and dish soap! Will definitely use this place next time!
Stayed 7 nights in Jun 2018
From a partner site

10/10 Excellent

Phyllis S.

Excellent!

Shipyard Perch is the perfect location! We had a great week and enjoyed the convenience of being close enough to all activities and attractions but far enough to escape if we wanted! Condo was neat, clean and comfortable.
Stayed 7 nights in Mar 2018
Archival

10/10 Excellent

Kevin S.

Great trip

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The unit was great.
Stayed 7 nights in Oct 2015
Archival

10/10 Excellent

Shipyard Perch

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great
From a partner site

10/10 Excellent

Andy O.

Great location

Centrally located to everything in Old Town. We rented a cart for several days so the parking spot did come in handy. Pool was clean and lounge chairs are comfortable. Full kitchen is nice. Rooms are small but all that you need. We will definitely be back.
From a partner site

8/10 Good

Thomas G.

Great location

Loved the location, parking spot was very convenient. Enjoyed sitting on the balcony. Has nice bathroom and shower and nice sized kitchen. Would have been nice to have some directions on tv access, not that we were there to watch tv but finding out we had to go to youtubetv took some effort.
Stayed 9 nights in Oct 2023

About the host

Hosted by Seven Keys Vacations by Casago

Host profile image
Seven Keys Vacations by Casago
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