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Conch style home in Oldtown with private pool AND dock!

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

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 10269 sq m

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View in a map
Key West, FL
  • Place, Key West Naval Station
    ‪1 min walk‬
  • Place, Duval Street
    ‪18 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪7 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

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About this property

Entire place

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

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).
During your stay at this holiday home, you're just a quick walk from Bayview Park. Features include concierge services and laundry facilities. The holiday home includes amenities such as free WiFi and a private pool.
  • Air-conditioned home with private pool, kitchen and washing machine
  • Free Wi-Fi (speed: 250+ Mbps (good for 3–5 people or up to 10 devices))
  • Services include a concierge and babysitting
  • On-site recreation includes tennis courts
  • Just a 4-minute drive from Duval Street and a few minutes from Florida Keys Beaches
As a guest of Conch style home in Oldtown with private pool AND dock!, you'll find barbecue grills, concierge services, and laundry facilities. The front desk is open around the clock.

Property amenities

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
  • 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
  • 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)
  • Unit size: 2,898 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are 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

Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

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!

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 118 out of 132 reviews
Rating 8 - Good. 11 out of 132 reviews
Rating 6 - Okay. 1 out of 132 reviews
Rating 4 - Poor. 2 out of 132 reviews
Rating 2 - Terrible. 0 out of 132 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Winton J.

Liked: Cleanliness
We had a wonderful stay. The house was perfect for large extended family. We can’t wait to come back!
Stayed 7 nights in Apr 2026

10/10 Excellent

Gemma S.

Liked: Cleanliness
Best stay!
Stayed 3 nights in Apr 2026

8/10 Good

Beth G.

Liked: Cleanliness
Close enough to walk to Duval yet for enough for privacy
Stayed 7 nights in Mar 2026

10/10 Excellent

Angela S.

Liked: Cleanliness
We felt at home! The perfect spot for all of our island adventures and a place to just relax. We had everything we needed. Thank you!
Stayed 7 nights in Mar 2026

10/10 Excellent

Stacy D.

Liked: Cleanliness
The house was lovely, comfortable and a quick walk to the dock where we saw manatees swimming. It was a little farther from the main areas of town than we had hoped, for walking purposes, but it was quiet at night.
Stayed 4 nights in Oct 2025

8/10 Good

evan c.

Liked: Cleanliness
Plenty of room for at least 10 people, unfortunately, some of our guests failed to show up. Comfortable for the most part.We had 3 cooler days and wished the house had heat. The pantry could use some new pots and pans, along with flatware/dinner wear for 12. (There were 11 large plates, but only 4 bowls, and not enough coffee mugs). The pool was too small for 3 people, and barely got sun, except early in the morning.
Stayed 14 nights in Dec 2025

10/10 Excellent

JM H.

Liked: Cleanliness
Great property and host! Host was very responsive with my questions and helpful with everything I asked about. Property was exactly as advertised and better; very clean and felt bigger than the pictures even with 9 people in our party. Back patio and pool deck was a great hangout spot.
Stayed 5 nights in Nov 2025

4/10 Poor

J H., Waco, Texas

House had a mold smell which was picked up on all our clothes. Pool heater didn’t work so pool was unusable
Stayed 5 nights in Nov 2025

10/10 Excellent

Bryan G.

Liked: Cleanliness
Host was great, responsive, and fully accommodating to schedule! Highly recommend.
Stayed 3 nights in Nov 2025

10/10 Excellent

robyn j.

Liked: Cleanliness
Great house for a family! Lots of space, rooms were large, plenty of beds…the house had everything we needed! Great location too! We loved it!We’ll definitely stay here again!
Stayed 3 nights in Aug 2025

10/10 Excellent

Samuel W.

Liked: Cleanliness
Wonderful experience with a group of adult friends. Enough beds to cover everyone and the pool at the end of the night was perfect. Great host communication. 10/10
Stayed 3 nights in Jul 2025

10/10 Excellent

Debra T.

Stayed 5 nights in Jun 2025

10/10 Excellent

Virgil T.

Liked: Cleanliness

Incredible stay! Lovely property

We loved this house, everything about it! It was beautiful. This was the best vacation I ever had, the house was just the icing on the cake. I remember cringing at the price point when we booked it because the photos make it look so narrow. But as soon as we stepped in we immediately knew this house was something special. The owners should just let us come stay a few weeks every year to make sure everything is still in order. What a delightful stay. Oh, and the neighbor lady is lovely, we had a few nice chats. I wish we stayed longer. Thank you for everything that this vacation was. (Now there were a couple of small hiccups, but no biggie. Everything was worked out) This place is highly recommended.
Stayed 9 nights in Apr 2025

10/10 Excellent

Amanda B.

Stayed 3 nights in Apr 2025

10/10 Excellent

Caroline K.

Liked: Cleanliness
Stayed 3 nights in Mar 2025

8/10 Good

cissy e.

Liked: Cleanliness

Great Stay

Thanks for a great stay! The house was well kept, clean, and beautiful!
Stayed 4 nights in Apr 2025

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