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…
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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 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Key West
Located by the sea, this holiday home is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Sails To Rails Museum at Flagler Station and The Kite House are also worth visiting.
Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
South Beach - 17 min walk - 1.5 km
Southernmost Point - 19 min walk - 1.6 km
Getting around
Key West, FL (EYW-Key West Intl.) - 9 min drive
Restaurants
Cuban Coffee Queen Waterfront - 6 min walk
Schooner Wharf Bar - 5 min walk
Kermit's Key West Key Lime Shoppe - 7 min walk
Half Shell Raw Bar - 6 min walk
Pepe's Cafe - 4 min walk
Frequently asked questions
Is SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West! pet-friendly?
No, only service animals are welcome at the property.
How much does it cost to stay at SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!?
As of 9 May 2026, prices found for a 1-night stay for 2 adults at SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West! on 1 Aug 2026 start from AU$617, 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.
How much is parking at SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!?
On-site parking is available at the property.
What time is check-in at SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!?
Check-in begins at 4:00 PM.
What time is check-out at SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!?
Checkout is at 10:00 AM.
Where is SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West! located?
Located in Key West Historic District, this holiday home is within a 10-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 labelled.
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
Response from VrboOwner on 17 Feb 2023
Thank you for your review Valerie. We are so thrilled to hear how much you loved this home and hope to see you again!
From a partner site
10/10 Excellent
A guest from Cincinnati, OH
15 Feb 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.
A guest from Cincinnati, OH
Response from VrboOwner on 25 Feb 2025
Thank you for your amazing review Valerie! We are over the moon to hear how much you enjoyed our Key West retreat. We can’t wait to welcome you back to the island next time you come.
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
Response from VrboOwner on 25 Feb 2022
Thank you for your review Joseph, we are thrilled you enjoyed the property so much! All our properties' pool heaters are set on 89. The thermostat might have showed 83 during the cold front early in the day as it takes a little while in the morning to catch up. I'm sorry it was uncomfortable for some of the guest, those temperatures are rare around here! We hope this won't keep you from coming back next time you plan to visit paradise!
From a partner site
10/10 Excellent
Jodi D.
4 June 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
Jodi D.
Stayed 31 nights in May 2021
Response from VrboOwner on 6 Aug 2021
Thank you for your wonderful review. We enjoyed hosting you and hope to see you again soon!
From a partner site
10/10 Excellent
Jodi D.
4 June 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
Jodi D.
Stayed 31 nights in May 2021
Response from VrboOwner on 5 Aug 2021
Thank you for your review. We enjoyed hosting you and hope to see you again soon!
About the host
Hosted by Wendy Zintsmaster & Team
Languages:
English
Premier Host
They consistently provide great experiences for their guests