Located in Key West Historic District, this vacation home is a leisurely stroll from popular sights such as Duval Street and Florida Keys Beaches. The vacation home includes a private pool, a kitchen, and a balcony.
Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
Getting around
Key West Intl. Airport (EYW) - 9 min drive
Restaurants
Kermit's Key West Key Lime Shoppe - 7 min walk
Cuban Coffee Queen Waterfront - 6 min walk
Schooner Wharf Bar - 5 min walk
Margaritaville - 6 min walk
Wendy's - 7 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.
SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!
TIME TO CREATE LIFELONG MEMORIES… Your long-awaited island retreat is sure to have all expectations exceeded within this grand, historic 4 bedroom, 4.5 bathroom gem capturing a dreamy setting with modern luxuries. Spend your days tooling around in this vibrant neighborhood boasting endless charm and character with just minutes to all the fun loving Key West attractions on Duval St. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
DETAILS & AMENITIES… This welcoming home provides the ultimate privacy and comfort making your time in Paradise hard to leave. Admire rich Dade County Pine walls, Brazilian cherry floors with high ceilings and hand crafted finishings all around. A fully equipped chef’s kitchen provides a desirable space for creating meals together which can be enjoyed in the formal dining room or casually on the bar top seating area. The kitchen includes a desk area and opens up to a large living room with comfortable furnishings for movie nights with mesmerizing views of the outdoor oasis from all around. An additional sunny seating room lies on the 1st level which is a great space to reminisce about all your island adventures together.
SLEEPING ARRANGEMENTS… Take advantage of a restful night’s sleep within one of the 3 large king (one that could be converted to twins if desired) 2nd floor guest rooms all equipped with en suite bathrooms, storage space and TVs. The primary suite includes a clawfoot tub and shower as well as a private balcony overlooking the pool area. The 3rd floor is a private apartment with dramatic dormered ceilings and accessed by an outside stairwell. It includes two twin beds (that can be converted to a king upon request), a bathroom with a shower/tub combination, TV, kitchenette and seating. An additional powder room occupies the 1st level of the home.
OUTDOOR LIVING… The epitome of island living is achieved through the incredible indoor/outdoor space this home provides on any of the wrap around balconies and out in the backyard area as you perch the French doors open. A large pool with a dining table allows for endless entertaining. Rinse off in the outdoor shower/foot wash and lounge in the island breeze as you grill up your fresh catch of the day!
PARKING... A compact parking spot is available although being just a short stroll away from all the downtown fun.
PETS... Pets are not considered at this home.
MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable)
BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.
CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!
CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund.
Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).
COME LIVE ON ISLAND TIME… Virtual Tour Url: https://my.matterport.com/show/?m=q9uq4s7t1gv
The vacation home is air-conditioned and features a kitchen, 4.5 bathrooms, and a balcony. There's space to spread out with 4 bedrooms and a dining area. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a coffee maker.
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Key West Historic District
Orchid Bay Condo - Old Town Retreat - Pool - Walk to Duval
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Deadbolt lock
Fire extinguisher
General
Unit size: 2,528 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
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
Information provided by the property may be translated using automated translation tools
Pets
Service animals exempt from fees
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
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 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
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
Property Registration Number 25230-129912
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.
Property is also known as
2450-210338
Frequently asked questions
What's there to see near this vacation home?
This vacation home is situated in Key West Historic District within a short 6-minute walk of Duval Street and also 10 minutes on foot from Florida Keys Beaches. You'll also find Mallory Square and Ernest Hemingway Home and Museum less than a mile away.
Is parking available on site at SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!?
No, this vacation home doesn't offer parking.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.
What amenities will couples enjoy at SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!?
Amenities that appeal to couples at this historic vacation home include a private pool and a kitchen along with a heated pool.
Does SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West! have a hot tub?
No, but this vacation home does have a heated pool.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home though service animals are welcome.
Does SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West! have connecting rooms available?
No, this vacation home doesn't feature connecting guestrooms.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.6 mi away (9 minutes by car).
Are there rooms with balconies that I can book at SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!?
Yes, every house at SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West! comes with a balcony.
SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West! Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 4 out of 4 reviews
10 - Excellent
4
Rating 8 - Good. 0 out of 4 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 4 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 4 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 4 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
From a partner site
10/10 Excellent
A guest from Cincinnati, OH
Feb 17, 2023
Very good
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:
Fantastic
A guest from Cincinnati, OH
Stayed 28 nights in Jan 2023
From a partner site
10/10 Excellent
A guest from Cincinnati, OH
Feb 15, 2025
Absolutely great.
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 is the third time we have stayed at Serendipity. It's a great property in a great location. There's plenty of privacy and yet easy to walk anywhere. Love it.
We loved everything about this property!!! The location was perfect to walk to everything on Duval Street and the Wharf.
We were pleasantly surprised at how quiet the neighborhood is. No problems with loud noise or neighbors having too much fun!!!
The property itself was very clean, and well decorated!!!
The only negative we felt, was a request we made to turn up the heat of the pool weather. It was set on 83 degrees, which was fine for myself and our male friends, but my wife, and our female friends would not go in because it was too cold.
We own rental properties in the Florida Panhandle, and the one with a pool is kept at 88 degrees in the colder months, and if guests request, we turn it up to 90.
We understand that guests are spending a lot of money for the amenities, so we accommodate when we receive requests.
But as I said, the place was great and I still give it five stars.
Joseph P.
Stayed 28 nights in Jan 2022
From a partner site
10/10 Excellent
Jodi D.
Jun 4, 2021
Amazing!
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 photos online do not do this house justice! This is a beautifully decorated home with all the bells and whistles. The kitchen does lack in storage space for food but otherwise it’s perfect. Our property manager Shana was amazing. If we had questions or issues (they were minor) she took care of it very quickly. It was a relaxing respite from the stresses of everyday life