Entire home

Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock!

Photo gallery for Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock!

Exterior
Kidnet Shaped Pool - Your kidney shaped, heated pool is surrounded by lush landscaping, several loungers, a grill and outdoor furniture.
Living area
Entry/Foyer
Interior

Reviews

9.8 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 10

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Air conditioning
  • Free WiFi
  • Kitchen

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪18 min walk‬
  • Smathers Beach
    ‪4 min drive‬
  • Mallory Square
    ‪4 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds

Bedroom 4

4 Single Beds

3 bathrooms, 1 half bathroom

Bathroom 1

Toilet

Bathroom 2

Bathtub or shower · Bathtub · Toilet · Shower only

Bathroom 3

+2
Bathtub or shower · Bathtub · Bidet · Toilet · Shower only · Jetted bathtub

Bathroom 4

Bathtub or shower · Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock!

A reflection of old Key West, Eisenhower's Retreat was designed and built with the architectural feel of an old "Conch House", but with all the amenities of a new luxury home.
Situated on the edge of Old Town Key West near everything Key West has to offer, your home boasts tall ceilings, large rooms, an expansive and well appointed kitchen with custom cabinets as well as a heated pool and private boat slip.
Enjoy the convenience of two off-street parking spaces or simply bike to Duval St. Bayview Park is only a block away and was built on the premise that at one time it overlooked the bay before expanding Key West to include "New Town".

Enter to a "shotgun" view (reference to old Key West homes which would allow, if fired, a shotgun shot to pass from the front door to the back door with out interruption) of the downstairs through which you can view the custom kitchen, dining area, living and lastly, back yard. The kitchen has custom cabinets and stainless steel appliances as well as all teh tools you'll need to prepare the finest of cuisine!
Just in front of the kitchen is a large wood dining table seating 6 comfortably.
The Living rooms is comfortably situated with a pull out sofa and large HD flat screen with full HD cable.

Wish to enjoy the tropical air? Lounge on your private porch take a dip in your private heated pool.

On the next floor are two master suites with en suite bathrooms in each. Each suite has it's own balcony and walk in closets. All your luxury linens exceed the highest of standards and we aim to provide you with the comfort to make your stay not only memorable, but heavenly as well.

Bring the whole family! The top floor has a loft with 4 twin beds, which can be arranged to make two King beds (with notice) and a central bathroom. The top floor also has a private room with two twin beds as well and can also be joined to make one King bed. Whether its kids or adults, this home provides numerous options to accommodate the widest of sleeping accommodations necessary, not often found in ole Key West.
We hope to have you as our guest at Eisenhower's Retreat!

RATES: we have 3 night (not always available) and 4 night rates available. We also have a 7 night and 21+ night discounted rate (automatically provided with dates).

Property manager

Javier Garrido
Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 31
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
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, a first aid kit and a deadlock

About the area

Key West

Located on the waterfront, this holiday home is in Meadows, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Map
Key West, Florida

What's nearby

  • Duval Street - 18 min walk - 1.5 km
  • Smathers Beach - 4 min drive - 2.2 km
  • Mallory Square - 4 min drive - 2.4 km
  • Southernmost Point - 4 min drive - 2.3 km
  • South Beach - 8 min drive - 2.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 7 min drive

Restaurants

  • ‪Sandy's Cafe - ‬9 min walk
  • ‪Off the Hook Grill - ‬17 min walk
  • ‪El Siboney Restaurant - ‬15 min walk
  • ‪Dante's Key West - ‬18 min walk
  • ‪Harpoon Harry's - ‬18 min walk

Frequently asked questions

Does Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock! have a pool?

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

Is Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock!?

Check-in begins at 4:00 PM.

What time is check-out at Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock!?

Checkout is at 10:00 AM.

Where is Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock! located?

Located in Meadows, this holiday home is within 1 mile (2 km) of The Unitarian Universalist Fellowship of Key West, Duval Street and Ernest Hemingway Home and Museum. Mallory Square is 1.6 mi (2.6 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 99 out of 109 reviews
Rating 8 - Good. 8 out of 109 reviews
Rating 6 - Okay. 1 out of 109 reviews
Rating 4 - Poor. 1 out of 109 reviews
Rating 2 - Terrible. 0 out of 109 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Laura Lynne S.

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

Fabulous

Lovely property with everything we needed.
Stayed 3 nights in Mar 2025

10/10 Excellent

Linda R.

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

Three nights close to Duval Street

Eisenhower Retreat is a lovely home to stay in while visiting Key West. It is well appointed, clean and close enough to the historic district to access quickly. At the same time it is far enough away from the bustle to guarantee a quiet night’s rest. Very nice for a short or long vacation.
Stayed 3 nights in Mar 2025

10/10 Excellent

Marissa F.

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

Amazing property!

My fiance and I love Key West and go every year just us two. This year we invited our friends to come with us! There were 9 of us total and the house was perfect for our group. It was so spacious, and the location was perfect. We even had a situation where we couldn’t get the tub water to stop, and in less than 10 minutes there was someone over and they fixed it right away! We were impressed with how quickly it was resolved. The parking spots were great for our golf cart rentals. It was very clean, nicely stocked and would definitely recommend!
Stayed 3 nights in Feb 2025

8/10 Good

Melissa D.

Stayed 7 nights in Dec 2024

10/10 Excellent

Julie A.

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

Key West Girls Weekend

Overall we really enjoyed this home, it was very clean and set up nicely. The pool heater was not working and the decor in the living room was a bit aged. Otherwise everything was great. Be prepared to be woken up by the roosters and the daily musical series at the Naval Base.
Stayed 3 nights in Jan 2025

10/10 Excellent

Emily M.

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

Christmas in Key West

Overall was wonderful! Check-in was easy and so was check-out. We had plenty of space and loved the house. Which we spent more time in than anticipated due to weather.
Stayed 5 nights in Dec 2024

10/10 Excellent

Samantha G.

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

Great family stay

We had an amazing time! From the adults to the baby we all enjoyed the house. We had a small issue with a bathtub and a handyman was over in 10 minutes and the rest of our trip was flawless. It was a great stay!
Stayed 6 nights in Nov 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jack S.

Awesome - Great Location - Beautiful Home

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: Awesome - Great Location - Beautiful Home. This littel bit of paradise is close to everything, minutes from Duval, Mallory Square, Stock Island, etc. The home is in great shape. - we'll be back!

10/10 Excellent

Kristen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

JITENDER G.

KW 4TH JULY

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

10/10 Excellent

Michael B.

Key West Birthday Celebration

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than 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 perfect, better than we expected. Very clean with plenty of space. The location worked very well with bike rentals and we walked to some restaurants. The pool was used every day. We would rent this house again.
Stayed 4 nights in Jun 2024

10/10 Excellent

Susan D.

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

Eisenhower Retreat

Beautiful spacious home. Would definitely stay there again!
Stayed 4 nights in Jun 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Morgan B.

Great Stay!

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 experience! The location was perfect, an early/late check in was honored and it was perfect for what our group of gals were looking for. The only downside was the dishwasher was broken and we were unable to use it during our stay. Hoping that the company can give some credit for this! Otherwise, amazing stay and couldn’t have asked for anything better.
Stayed 4 nights in May 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Janell E.

Amazing Vacation Home

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 is absolutely beautiful and in a perfect location! It's within a mile of all of the highlights of Key West. The house is HUGE and gave plenty of room for two families to coexist happily and gave plenty of space for the kids to do their thing while the adults relaxed. We will definitely be staying here again!
Stayed 6 nights in Apr 2024

10/10 Excellent

Pam F.

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

Eisenhower House - Key West

The house was exactly as shown and worked well for our party of 7 girlfriends. It was very clean and check-in directions simple to follow! We enjoyed all the amenities and had such a great time! Would definitely book again for a large group stay.
Stayed 4 nights in Apr 2024

10/10 Excellent

Nancy T.

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

Fantastic space for family

We loved the huge space of the main floor and each bedroom. Well maintained and supplied. Had everything we needed to be comfortable from home. Easy parking and racks for bikes. If you dont have your own transport, about a mile walk to the main attractions, but Uber service is super quick and reliable.
Stayed 4 nights in Apr 2024

10/10 Excellent

Kenneth K.

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

Terrific property for large family

Excellent!
Stayed 6 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

A guest from East Grand Rapids, MI

Key West done right

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: Management company was wonderful to work with. They were able to provide several recommendations for a business retreat.
Stayed 3 nights in Jan 2024

10/10 Excellent

Willard B.

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

Blackford Family Trip

Nice unit in a mostly quit area however, Eisenhower is a busy street with loud vehicles early morning and sirens in the middle of the night. We rented bikes and had to improvise a place to secure them, it would have been nice to have a bike rack located near the unit. The coffee pot didn’t work for K-cups. We had a great time regardless of the minor inconveniences.
Stayed 8 nights in Dec 2023

10/10 Excellent

Caroline D.

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

Perfect Holiday respite

This house was perfect for a group of friends who appreciated getting away from the heart of Key West but within walking distance of everything. House was well appointed, clean and spacious.
Stayed 5 nights in Dec 2023

10/10 Excellent

Robyn L.

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

Fun days

We enjoyed the home that we shared with our friends. It was nice to be able to come back to a quiet and peaceful home at the end of a fun day.
Stayed 4 nights in Oct 2023

10/10 Excellent

Verified traveller

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

Nice location and vibe

Spend the weekend with friends in Key West. The house was clean and well prepped for a group of people to spend the several days there. The check in and out process was quick and easy and everyone had a good time. We didn't end up using the pool but there was plenty to do on the key.
Stayed 3 nights in Sep 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jack S.

Great Place - Perfect Location - Excellent Experience!

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: Very nice place. It is well kept, clean, and comfortable. The Mgt did a great job. Overall an excellent experience.
Stayed 7 nights in Aug 2023

10/10 Excellent

Jennifer B.

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

Great spot in Key West!

We really enjoyed the stay in Key West. The home was beautiful with three levels, so plenty of room for friends and family. The kids loved their space upstairs, complete with a Pac-Man machine! Kitchen is well stocked, location was great. Wonderful vacation!
Stayed 4 nights in Jul 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Debra G., Brooksville, Fl

Lots of Room for Family; Mini Lobster week

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: Kitchen could use some filet knives and cutting boards-I bought a cutting board and left it in home. Beds comfortable, but top floor separate bedroom should be changed to another king-Bed; not much room for adults in small twin beds. Kitchen table perfect for our group & Wi-Fi access easy. Management very good and returns calls quickly. Loved having our boat slip so nice & close.

About the host

Hosted by Javier Garrido

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests