Entire condo

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

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

Terrace/patio
Outdoor dining
TV
TV
Fridge, microwave, oven, stovetop

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 454 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Outdoor space
  • Air conditioning

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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

Shipyard Perch

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

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.

Parking notes: There is free parking available for 1 vehicle.

Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Property manager

Vacasa of Florida

Languages

English, French, German, Italian, Spanish

Add dates for prices

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: WiFi

Parking and transport

  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property
  • Note from host: Smoking is not permitted anywhere on the premises.

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near the sea

Things to do

  • Water park
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 580 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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

Property is also known as

10819

About the area

Map
Key West, FL

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 0.9 km
  • Southernmost Point - 14 min walk - 1.2 km

Getting around

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

Restaurants

  • ‪Blue Heaven - ‬6 min walk
  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Bourbon Street Pub - ‬6 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬5 min walk
  • ‪Moondog Cafe & Bakery - ‬6 min walk

Frequently asked questions

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

No, pets are not allowed at this 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?

Checkout 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. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are also within 15 minutes.

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

Reviews

9.4

Exceptional

Rating 10 - Excellent. 54 out of 73 reviews
Rating 8 - Good. 16 out of 73 reviews
Rating 6 - Okay. 1 out of 73 reviews
Rating 4 - Poor. 2 out of 73 reviews
Rating 2 - Terrible. 0 out of 73 reviews

10/10

Cleanliness

Reviews

10/10

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

10/10

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

10/10

Great location for exploring Key West! Very comfortable for 1 or 2 couples. We will book again!
Stayed 7 nights in Oct 2024
This review comes from a trusted partner site and has not been verified.

8/10

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
This review comes from a trusted partner site and has not been verified.

10/10

This condominium is a gem in Key West. The owners and the Vacasa management team have done an outstanding job in keeping this unit up to speed in all areas. The interior decoration is excellent, the wifi works very well and the kitchen is outfitted with all of the devices needed for a great stay. Add to this the location - and this condo is a winner.
This review comes from a trusted partner site and has not been verified.

10/10

This home was beautiful, clean, and well appointed. Beds were comfortable and wifi was perfect for doing a bit of streaming. The location of this home is ideal. It is walkable to the state park, Duval, and so much more. We loved the community and proximity to local restaurants and shops. Vacasa was responsive and helpful. The staff who helped us were professional and polite. No changes needed!
This review comes from a trusted partner site and has not been verified.

10/10

Nice area, close to everything, pool, parking etc all good. I will say that the listing does say there is 2 queen beds, where I believe there is only 1 and a full sized. One room has a significantly smaller bed - but not a twin size. Other than that really enjoyed it.
Stayed 7 nights in Oct 2023

10/10

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
This review comes from a trusted partner site and has not been verified.

10/10

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

10/10

We were in key west for a music festival that covered most of the tourist areas plus the waterfront amphitheater and this was a fabulous location! Easy walk to sunset pier/mallory square plus easy walk to southernmost resort and 5 minute walk from the amp. Fantastic communication from the property manager, Including delivering the parking pass when we forgot to ask for it. The condo is great, we were two friends that each had our own room and bathroom, nice place to come Together for coffee and drinks. Good internet, good water pressure and highly recommend
Stayed 7 nights in Jan 2024

10/10

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
This review comes from a trusted partner site and has not been verified.

10/10

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
This review comes from a trusted partner site and has not been verified.

8/10

This location is perfect. The home is fully stocked so you have everything you need including all kitchen items. Lots of towels etc. The bedrooms are quite small but the beds are super comfortable. It’s perfect and Vacasa was great to work with!!

8/10

Nice and clean with plenty of towels and pool towels. TV’s in bedroom didn’t work, fine for us but for future guest awareness. Location was key as we could walk everywhere.
Stayed 8 nights in Aug 2022
This review comes from a trusted partner site and has not been verified.

10/10

This condo is absolutely fantastic! I'm very sensitive to mildew/musty environments, this condo is just wonderful!! It was clean, well kept and VACASA left us wanting for nothing!
This review comes from a trusted partner site and has not been verified.

10/10

This place is an absolute treasure! Stayed for four nights and had an awesome time! This place is super clean, had a nice kitchen and comfy beds (even the pull out couch was comfy). The price was an awesome deal for how close everything is…we walked to Duval multiple times a day and it was awesome to pop back in if we forgot anything or needed to cool off. We went to the other side of the island one day but it’s quieter there so happy I chose this area to stay. We got to see all the shops and bars but also the beautiful local beach and tons of wildlife. The most beautiful national park and the only beach without grass on the island is directly behind the condo. Zachary Taylor state park was BEAUTIFUL and we saw sting rays, tons of tropical fish near the shore hiding between rocks. The owner also sent a sheet of recommendations for stuff in town and we booked the recommended kayak eco-tour through Blue Kayak and it was literally a once in a lifetime experience. Totally will come back here! So grateful we chose this spot!
This review comes from a trusted partner site and has not been verified.

10/10

We love the location!
This review comes from a trusted partner site and has not been verified.

10/10

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.

10/10

Very quaint condo with all the amenities! Great location....within walking distance of lots of bars, restaurants, shopping, water adventures, Truman Waterfront Park and Mallory Square. Even the Southernmost Point was nearby! Nice pool and quiet porch for morning coffee! Key West is definitely the perfect place to watch the sunset! We really enjoyed our stay and plan to visit again soon!
Stayed 7 nights in Mar 2021
This review comes from a trusted partner site and has not been verified.

8/10

Very quiet, great location to restaurants, close to beach, clean. Vacasa great to deal with. The bedrooms were very small with no room for dresser for clothes. Half of closet had 2 vacuums in it, so had to put suitcases in car.
This review comes from a trusted partner site and has not been verified.

10/10

This property is close to the main street of Duval St so we didn't even rent a car. It's a gated community so felt very safe. It's a sunny upper, end unit with an outside covered deck which was marvelous for morning coffee and evening cocktails. We asked for more dishwasher detergent and glasses (cocktails, you know!) and they arrived promptly. A ceiling fan in one of the bedrooms didn't work so we called Friday afternoon and a new one was installed Saturday morning. They kept our luggage in the office until our 4:00pm flight. They could not have been more accommodating! The condo isn't huge but was just right for 2 couples, the only wish I had was somewhere to put our luggage, it ended up on the floor of the closet since space is at a premium in the bedrooms. We had such a great time on the Danger Sunset cruise and a cocktail crawl that started at Mary Ellen's-the guide was extremely knowledgeable about the city. Also the Southernmost food and cultural tour was also very good and informative. We had one of the best meals we've had anywhere at Louis's Backyard, the shrimp and grits was soooo delicious! This was such a fun trip and great way to celebrate my husband's retirement!

6/10

I arrived at dark due to airport mixup. Parking guy gave me wrong parking place. Spoke to a lady outside, and she helped me find the correct place and condo. Opening door I was faced with a flight of stairs at entry tugging large suitcase. Not good for a 85 year old. I could be wrong, but quite sure the online listing showed a king bedroom upstairs, and twin bedroom downstairs. Everything was upstairs, and each bedroom had a queen. Overall, I was disappointed for the pricey price I paid..
Stayed 20 nights in Mar 2020

10/10

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
This review comes from a trusted partner site and has not been verified.

10/10

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.
This review comes from a trusted partner site and has not been verified.

10/10

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