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~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location!

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Perfect porch for people-watching.
Private dipping pool is all yours!
Enjoy the upscale Key West vibe in this home!
Welcome to My Happy Place!
Look at all the natural light!

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Heated Pool
  • Kitchen
  • Washer and dryer
  • Air conditioning
  • Outdoor grill
  • Balcony or patio

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪12 min walk‬
  • Place, Southernmost Point
    ‪17 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Porch or lanai
Kitchen

About this property

~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location!

MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local!

THE PROPERTY: From its delightful mosaic-tiled, covered front porch to its back yard dip pool, this Key West home will surprise you! Petite yet grand, this home is walkable to many attractions.

As you enter the home via the living room, you will be surrounded by comfortable furnishings, hardwood floors, a vaulted ceiling and plenty of natural light. Proceed down the Dade County Pine hall to the guest bedroom and hall bath. Further down the hall is the primary bedroom and en-suite bath. Continue through the French doors towards the back of the home, to the well-appointed kitchen with vaulted ceiling. White cabinets and countertops, stainless-steel appliances, and a small island make this kitchen a dream to cook in. If hor d’ oeuvres and cocktails are more your style, you will love preparing them in the kitchen while enjoying a pool view.

Stroll beyond the kitchen’s double glass doors onto the covered deck and patio. Here you will find your private dip pool, lounge chairs, table with umbrella and additional seating as well as a grill. The backyard area is secluded and beautifully landscaped. Your own washer and dryer are housed in a spacious outdoor room near the pool. After a day strolling about Key West, this beautiful and classic home offers you a unique opportunity to relax and unwind, like you have been yearning for.

BED CONFIGURATION: The primary bedroom boasts a king size bed, ensuite bath and closet. The second includes a queen size bed and hall bath. Both bedrooms have TVs, ceiling fans, and ample closets.

OUTDOOR AMENITIES: With your own dip-pool and fenced-in yard, this home provides Key West privacy and tranquility. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. Enjoy morning coffee and people-watching from the covered front porch.

PARKING: No designated parking space. There is free on-street neighborhood parking.

LOCATION: Being in the heart of Old Town makes this a fabulous choice for access to all that Key West has to offer. Just 3 blocks to Duval Street and conveniently located near restaurants, groceries, shops and galleries, this home is walkable to attractions including Mallory Square and The Wharf.

PETS: This home is NOT pet friendly. (If you have pets, please browse through our many homes that are pet-friendly).

SMOKING: This is a non-smoking home and property.

***Guests must be 25 years of age or older unless accompanied by an adult.

***Please note that the cleaning fee includes a full "mid-stay" clean***

***Managed by Historic Key West Vacation Rentals***
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
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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

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

About the neighborhood

Key West

Old Town Key West, a neighborhood in Key West, is home to this vacation home. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting.
View more Vacation Homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 12 min walk - 1.1 km
  • Key West Lighthouse and Keeper's Quarters Museum - 12 min walk - 1.1 km
  • South Beach - 15 min walk - 1.3 km
  • Southernmost Point - 17 min walk - 1.5 km

Getting around

  • Key West Intl. Airport (EYW) - 12 min drive

Restaurants

  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Jack Flats - ‬6 min walk
  • ‪DJ's Clam Shack - ‬7 min walk
  • ‪The Cafe - ‬4 min walk
  • ‪Antonia's Restaurant - ‬6 min walk

Frequently asked questions

Does ~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location! have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at ~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location!?

As of May 4, 2026, prices found for a 1-night stay for 2 adults at ~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location! on Aug 1, 2026 start from $284, 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 ~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

There is free parking nearby.

What time is check-in at ~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location!?

Check-in begins at 4:00 PM.

What time is check-out at ~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location!?

Check-out is at 10:00 AM.

Where is ~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location! located?

Located in Old Town Key West, this vacation home is within a 5-minute walk of The Kite House and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

10

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. 9 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

Reviews

From a partner site

10/10 Excellent

ted r.

Great month in Key West!

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 house was great and exactly as advertised. Great location in the middle of Old Town.
From a partner site

10/10 Excellent

Patty C.

Our Happy Place too!

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: This beautiful home is exactly what the pictures show on the HKWVR site. It is beautifully decorated and extremely clean. It is in a residential area but conveniently located for walking to the harbor,all things on and off Duval,Mallory Square and the Southernmost Point. We rented bikes for the month and they were easily stored out of the way in the fenced yard. The pool was absolute necessity since we were there the whole month of August. The pool service was weekly. Someone slips in and out cleaning up palm tree debris and taking the big trash cans to and from the curb on trash day. The management company was immediately responsive to the few issues we had sending Steve and others to fix those problems within an hour or two of us notifying them. We had 2 different couples stay a week each while there and they only had to pay for one night of parking because there are non resident spots available in the neighborhood. We would definitely recommend this property to others.I would recommend HKWVR for any future Key West trips due to their fabulous service.
From a partner site

10/10 Excellent

Jessie W.

Wonderful Rental; Great Management Team

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: We moved to “My Happy Place” late March 2020 just as the COVID pandemic started to affect Key West. Although it was a difficult time, the house was perfect! Very clean with beautiful art and furniture. The kitchen was extremely well-outfitted with good pots and pans and ample cooking gear. This was fortunate as we cooked all our meals at home since restaurants were closed except for takeout. The house is in Old Town and we were within walking distance of Fausto's Market and the fantastic Eaton Seafood. We really couldn’t have asked for a better location.The house has a nice back patio with a small dipping pool. The landscaping is wonderful and well-tended. Lounge seating and a dining table with chairs and a large umbrella were much appreciated. It would have been nice to have an outdoor shower but that’s a small matter.Inside was all good, the AC functioned perfectly, and the bathrooms were well stocked and very clean. We could have used more storage but we adjusted. There were three working televisions. We couldn’t have asked for a better long-term rental and we were especially happy with all the help we got from The Historic Key West Vacation Rental Team. Our stay was extended because of the Covid crisis and thankfully we got all the help we needed!
From a partner site

10/10 Excellent

philip S.

A great vacation place.

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 property has a great location, just three blocks from Duval Street. The house was very clean and well appointed. I would recommend this property to other travelers.
From a partner site

10/10 Excellent

Margaret B.

My Happy Place for a month!

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: We were there for a month and had a great stay. The property is so welcoming and accommodating. The property is well maintained. We were there when “Elsa” came through and didn’t have any problems then nor anytime during our stay. The location is great. It is an easy walk to the Wharf, Front Street, Duval, Southernmost Point, Fort Zachary, basically any location in that area of Key West. We used the grill and the pool daily. We loved sitting on the porch early mornings with our coffee and late evenings with a cocktail watching the passerby’s. The pool and landscaping have a maintenance crew that comes weekly so the property stays kept up during the entire stay. The office staff are very very helpful, pleasant and easy to communicate with. We could not have asked for anything better. It was a great stay.
From a partner site

10/10 Excellent

Sarah C.

The most amazing stay!

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: After 2 failed attempts to book a 1 bedroom condo, Historic Key West Vacation Rentals went above and beyond to make our trip amazing! The property was flawless! Beautiful, amazing location, fantastic customer service! She even helped up book bikes and snorkeling! “My Happy Place” will always hold so many memories for us!
From a partner site

10/10 Excellent

Jessie W.

Wonderful Rental; Great Management Team

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: We moved to “My Happy Place” late March 2020 just as the COVID pandemic started to affect Key West. Although it was a difficult time, the house was perfect! Very clean with beautiful art and furniture. The kitchen was extremely well-outfitted with good pots and pans and ample cooking gear. This was fortunate as we cooked all our meals at home since restaurants were closed except for takeout. The house is in Old Town and we were within walking distance of Fausto's Market and the fantastic Eaton Seafood. We really couldn’t have asked for a better location. The house has a nice back patio with a small dipping pool. The landscaping is wonderful and well-tended. Lounge seating and a dining table with chairs and a large umbrella were much appreciated. It would have been nice to have an outdoor shower but that’s a small matter. Inside was all good, the AC functioned perfectly, and the bathrooms were well stocked and very clean. We could have used more storage but we adjusted. There were three working televisions. We couldn’t have asked for a better long-term rental and we were especially happy with all the help we got from The Historic Key West Vacation Rental Team. Our stay was extended because of the Covid crisis and thankfully we got all the help we needed!
From a partner site

10/10 Excellent

philip S.

A great vacation place.

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 property has a great location, just three blocks from Duval Street. The house was very clean and well appointed. I would recommend this property to other travelers.
Archival

10/10 Excellent

Gregory C.

A Month in Key West

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great time. Great restaurants. Weather was terrific this year so we spent at least a few hours every day at a beach. We took in some local theater a couple of times which was very good. The great thing about Key West is that there is always something going on somewhere. From this location all you have to do is walk there or ride your bike. It was our second time renting for a month in Key West. It was our first time at Smugglers Cove. The best thing about this property was it's proximity to downtown as well as the Harbor/Marina. It is fairly roomy. We had weekend guests a couple times. It worked out very well. It is fairly well appointed. However, after a month there were a few minor details which would have made our stay more pleasurable. We spent most mornings and early evenings on the front porch. Some landscaping and flowers in the front of the house similar to what is pictured would be nice. Although the kitchen is appointed with new appliances, the washer and dryer in the outdoor storage could be replaced. The gates in front of the property could use some maintenance. These aren't deal breakers, just some suggestions. I can't say enough about how responsive HKWVR was to all of our needs and requests. They were great to work with.
Stayed 30 nights in Feb 2017

About the host

Hosted by Historic Key West Vacation Rentals

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