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!

Marina
Fridge, microwave, oven, stovetop
A heated pool
Outdoor dining
Exterior

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 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

Room options

Similar properties

About the area

Key West

With a stay at this vacation home in Key West (Meadows), you'll be within a 5-minute drive of Duval Street and Florida Keys Beaches. .This vacation home is 1.3 mi (2.2 km) from Smathers Beach and 1.5 mi (2.4 km) from Mallory Square.

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 Intl. Airport (EYW) - 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

About this property

Entire place

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

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).
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and a DVD player is provided for your entertainment. A private bathroom with a shower/tub combination features a jetted bathtub and a bidet.
Pamper yourself with onsite massages or make use of the other amenities, which include concierge services and barbecue grills.
Guests will find features like internet access and onsite parking.

Property manager

Javier Garrido

Languages

English, Spanish

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Massage
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

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

Dining

  • Chef service
  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 private bathrooms
  • Bathtub
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board
  • Meal delivery service
  • Phone

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Boat
  • Golf
  • Heated pool
  • Tennis
  • Basketball nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Windsurfing 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
  • Deadbolt lock

General

  • Housekeeping (on request)

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 31

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
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, a first aid kit, and a deadbolt lock
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

Extra Large Conch Style Home Oldtown Privavte Pool Dock House
Extra Large Conch Style Home Oldtown Privavte Pool Dock Key West
Extra Large Conch Style Home Oldtown Privavte Pool Dock
Extra Large Conch Style Home in Oldtown With Privavte Pool Dock!
Extra Large Conch Style Home Oldtown Privavte Pool Dock House
Extra Large Conch Style Home Oldtown Privavte Pool Dock Key West
Extra Large Conch Style Home Oldtown Privavte Pool Dock House
Extra Large Conch Style Home Oldtown Privavte Pool Dock Key West
Extra Large Conch Style Home Oldtown Privavte Pool Dock
Extra Large Conch Style Home in Oldtown With Privavte Pool Dock!
Extra Large Conch Style Home in Oldtown With Privavte Pool Dock!
2328-138985

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

Reviews

9.8

Exceptional

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

Reviews

10/10 Excellent

Laura Lynne S.

Liked: Cleanliness

Fabulous

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

10/10 Excellent

Linda R.

Liked: Cleanliness

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., Boston

Liked: Cleanliness

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

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

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

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

10/10 Excellent

Kristen M.

Liked: Cleanliness
Stayed 7 nights in Jul 2024

10/10 Excellent

Susan D.

Liked: Cleanliness

Eisenhower Retreat

Beautiful spacious home. Would definitely stay there again!
Stayed 4 nights in Jun 2024

10/10 Excellent

Pam F.

Liked: Cleanliness

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

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

Terrific property for large family

Excellent!
Stayed 6 nights in Mar 2024

10/10 Excellent

Willard B.

Liked: Cleanliness

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

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

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

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

10/10 Excellent

Jennifer B.

Liked: Cleanliness

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

10/10 Excellent

jeff d.

Liked: Cleanliness

Great place!

Our time there was great! The place was clean, had plenty of room, and only a short ride to Duval St.
Stayed 3 nights in May 2023

10/10 Excellent

Michelle H.

Liked: Cleanliness

We loved it!

It was a smooth process with excellent accessibility to property managers!! The house was clean and cozy. Excellent rental for large families.
Stayed 5 nights in Mar 2023

8/10 Good

keith s.

Liked: Cleanliness

Pool

Everything was wonderful. I would check the pool though. The filter system was barely working. The water wasn’t flowing at all. And the roosters making noise all night was horrible!!!!
Stayed 4 nights in Feb 2023

10/10 Excellent

Logan R.

Liked: Cleanliness

Key West girls trip

Beautiful property, great location. Definitely recommend!
Stayed 3 nights in Sep 2022

10/10 Excellent

Laurie B.

Liked: Cleanliness

Key West Family Getaway

We had a wonderful stay! The house was clean, spacious and had just the right amount of amenities! It was a bit more of a walk from Duval street than what we would have liked. We would recommend it, but you have to walk quite a bit to get anywhere. On the bright side, Lyft and Uber were both easy to schedule!
Stayed 4 nights in May 2022

10/10 Excellent

Zach N.

Liked: Cleanliness

excellent property

The home was located centrally , very clean and a perfect place to stay in Key west. Highly recommend
Stayed 4 nights in Apr 2022

10/10 Excellent

Kathy A.

Liked: Cleanliness

Great Stay

Beautiful property and loved layout of the home. Very clean and a great property management service
Stayed 5 nights in Feb 2022

10/10 Excellent

Carol M.

Liked: Cleanliness

Key west stay

Lovely and well appointed
Stayed 5 nights in Jan 2022