Condo

The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6

Condo with an outdoor pool, 3-minute walk to Duval Street

Photo gallery for The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6

Private kitchen
Bathroom
Room
Room
Living area

Reviews

9.8 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4822 sq ft

Popular amenities

  • Barbecue grill
  • Kitchen
  • Outdoor space
  • Air conditioning

Explore the area

View in a map
  • Place, Duval Street
  • Place, Mallory Square
  • Place, Southernmost Point
  • Airport, Key West, FL (EYW-Key West Intl.)

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Convertible bed(s)

1 Double Futon

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Garden
Dining area

About this property

The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6

This deluxe "Key West Charmer" is a beautifully restored Victorian home built in the 1880's that was converted into individual condominiums many years ago, located just one block from Duval Street in the Heart of Old Town Key West. Our casual atmosphere allows you to chill out and enjoy having the best of Key West within easy walking distance of all the restaurants, bars, entertainment and museums that we are most famous for.

Mingle with other guests around the tropical gardens surrounding the heated pool and sundeck creating the perfect setting for a laid back and quiet afternoon. Enjoy alfresco dining in the tropical gardens while you enjoy the wonderful weather that Key West offers!!

The Carriage House building at the Hollinsed House 2nd Floor - "Caribbean Suite" is a tropical 2BR/1BA with king beds, full kitchen, living room (with futon), dining area; two balconies with one stretching across the front overlooking the pool and garden area and one located off a bedroom. Sleeps 4 - 6.

Have a group coming to Key West? Or maybe need just one or two more units? Go to "Click Here to see All My Rental Listings" just above the Map Feature to see the rest of my listings at the Hollinsed House!

RATES for SPECIAL EVENTS:
Please note that rates for Fantasy Fest, Meeting of the Minds (formerly Jimmy Buffet Parrothead Days), Race Week, Thanksgiving, Christmas, New Years, Songwriter's Festival, Memorial Day Weekend, Hemingway Days, and Poker Run all have minimum stays and different rates than are listed on the Rates page of this VRBO listing.

DEPOSITS:
A deposit equal to the cost of one half of your stay or one night, whichever is greater, is required to guarantee a reservation. The balance is due 30 days prior to arrival. Sorry, no refunds for early departures.

CANCELLATION AND REFUNDS:
Cancellations from time of booking to thirty (30) days of arrival date will be charged a $50.00 processing fee per unit rented. All bookings of one week or longer will be charged a $100.00 processing fee per unit rented if cancelled more than thirty (30) days prior to arrival. Cancellations within thirty (30) days of arrival date will be charged for one night per unit rented or may extend their reservation for six months. Cancellations within seventy-two (72) hours to twenty-four (24) hours have a 50% cancellation fee or can be extended for six months. Cancellations within twenty-four (24) hours are non-refundable but will be offered a six-month extension. Sorry, no refunds for shortened stays. We reserve the right, to change your unit number if you are reserving for 3 nights or less.

Cancellations for Special Events: Fantasy Fest and Christmas/New Years. Reservations of 5 days or longer that are cancelled within 2 weeks of arrival will be charged a $250 cancellation fee. Reservations cancelled within 1 week of arrival will be charged a $500 cancellation fee. Reservations cancelled within 72 hours of arrival are non-refundable. All cancelled reservations will be offered a six-month extension.

HURRICANE SEASON CANCELLATION POLICY, EFFECTIVE JUNE 1 -DECEMBER 15TH:
We do not refund for inclement weather or other circumstances beyond our control. We strongly encourage the purchase of Travel Insurance to protect your vacation investment! In the unlikely event that a hurricane evacuation is ordered while you are a guest, and you have not purchased travel insurance, you will be issued a voucher for the unused portion of your stay. Guests holding a confirmed reservation who are unable to travel to The Hollinsed House because of the closing of the Key West Airport or connecting roadways due to a mandatory evacuation and have not purchased travel insurance will receive a voucher in the amount of the room deposit held. Vouchers are redeemable between June 1 and December 15, up to one year from the issue date, excluding special events and holidays. (Exception: Vouchers issued for cancellations of Fantasy Fest reservations can be applied to future Fantasy Fests in the ensuing two years.) No voucher will be issued if the hurricane is not a threat to Key West and you are unable to travel because of canceled flights or adverse travel conditions outside the Keys. We strongly encourage the purchase of Travel Insurance to protect your vacation investment!

Keywords: Guest House, Condo, B&B

Add dates for prices

Amenities

Pool
Kitchen
Free WiFi
Air conditioning
Outdoor space
Parking available

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Adults only
We cannot accept children under the age of 12.
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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
If the traveler does not meet the house rules or is non responsive or lack of payment, I will have the power to remove the booking.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number 10000014612L

We should mention

A car is not required for transport to and from this property

About the area

Key West

Located by the sea, this condo is in Old Town Key West, 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. USCGC Ingham Maritime Museum and The Kite House are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Key West, FL

What's nearby

  • Duval Street - 2 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Mallory Square - 12 min walk - 1.0 km
  • South Beach - 14 min walk - 1.2 km
  • Southernmost Point - 15 min walk - 1.3 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 12 min drive

Restaurants

  • ‪Margaritaville - ‬5 min walk
  • ‪Willie T's - ‬3 min walk
  • ‪Jack Flats - ‬4 min walk
  • ‪DJ's Clam Shack - ‬4 min walk
  • ‪The Cafe - ‬2 min walk

Frequently asked questions

Does The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6 have a pool?

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

Is The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6 pet-friendly?

No, pets are not allowed at this property.

What time is check-in at The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6?

Check-in begins at 3:00 PM.

What time is check-out at The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6?

Checkout is at 11:00 AM.

Where is The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6 located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Mallory Square are also within 15 minutes.

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. 199 out of 225 reviews
Rating 8 - Good. 22 out of 225 reviews
Rating 6 - Okay. 3 out of 225 reviews
Rating 4 - Poor. 1 out of 225 reviews
Rating 2 - Terrible. 0 out of 225 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Christine T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, comfortable and quiet. Location is excellent!
Stayed 4 nights in Sep 2025

10/10 Excellent

Holly C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
very easy check in; tiny but efficient kitchen. We did not cook but made coffee in the mornings - bring your own pods, creamer, etc. This is a perfect location - didn't need a car and able to walk every where we needed to go!
Stayed 3 nights in Jul 2025

10/10 Excellent

Josh A.

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

Great location and great unti

Lois was great to deal with. No issues at all, as advertised and great location.
Stayed 4 nights in Jun 2025

10/10 Excellent

Ted B.

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

Don’t want to share this place too much!

Perfect location with private balcony and beautiful courtyard. Lois was great. Highly recommend
Stayed 4 nights in Jan 2025

10/10 Excellent

Ryan F.

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

Amazing

Great stay and location for all your Key West needs!
Stayed 5 nights in May 2024

10/10 Excellent

Thomas B.

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

Fabulous

Everything was great regarding the accommodations. The location was also a big positive.
Stayed 4 nights in Apr 2024

10/10 Excellent

Leanne F.

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

Lobster vacation

The pool was great the house was very nice
Stayed 3 nights in Jul 2023

10/10 Excellent

Antoinette Y.

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

Great location

This group goes to key west every year this has been the best location so far and we are booking again for next year. the property manager was wonderful and so helpful. We loved the property itself and actually spent an afternoon around the pool.
Stayed 5 nights in Feb 2024

10/10 Excellent

Bill B.

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

Key West Christmas Parade

Very nice place, we used the 2 bedroom unit for two couples. Great location! No need for any transportation rental as we flew in and out.
Stayed 4 nights in Dec 2023

10/10 Excellent

Colleen R.

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

Cozy

Great location to Duvall street, great communication with owner, nice pool, would stay there again
Stayed 4 nights in Apr 2023

10/10 Excellent

Sara B.

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

Perfect!

Listing was 100% accurate. Clean, great location and the little pool on the property was surprisingly warm. Beds were great. The housekeepers checked on us often and made sure we were well taken care of. Great stay!
Stayed 4 nights in Apr 2024

10/10 Excellent

Amber G.

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

Winter Getaway

This is our second trip to key west in the last two years. This location is everything plus the parking was awesome for our golf cart! The towels were changed daily and the courtyard is perfect for morning coffee. Will definitely be back to this house!
Stayed 5 nights in Feb 2024

10/10 Excellent

Bennett W.

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

Key West Convenience

The location is close to Duval and properly set up for a short stay. Clean property with picturesque surroundings and landscape.
Stayed 3 nights in Jan 2020

10/10 Excellent

Joshua T., Charleston SC

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

Wonderful location

We could have not asked for a better location. Less than two blocks from Duval street. The pool at the property was also great. I would recommend the Caribbean suite at the Hollinsed House to anyone. Will stay here again next time we visit.
Stayed 4 nights in Jul 2021

8/10 Good

Steve & Kelly P.

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

Nice property

Nice 2 bedroom, 1 bath. Great location in Old Town and Duval. Very well equipped. Nice coutyard with pool. Would definitely stay there again.
Stayed 2 nights in Mar 2023

10/10 Excellent

Joshua S.

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

Great Location!!

Great Location. Didn't need to talk with the manager much, however they were very quick to respond when I texted them when checking in. Would definitely stay there again. Beautiful weather. Stayed early February '23.
Stayed 2 nights in Feb 2023

10/10 Excellent

Michael M.

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

Perfect distance from Duvol

This was a perfect distance from Duvol St. The pool was comfortable and so were the beds! I don’t know why I thought there was a washer and dryer here, but there was not. Check in was the easiest I’ve EVER experienced in KW and we come yearly. It was a perfect little place. We even cooked in the kitchen a little bit.
Stayed 5 nights in Jan 2024

10/10 Excellent

Jane M.

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

Great location and property

My husband and I spent 3 nights here. We loved the charm of the old building, the gingerbread accents on the balconies. Our apartment had 2 porches/balconies, and we spent alot of time on the private balcony off of the bedroom. We had breakfast very close by at Sara Beths - a small sidewalk cafe. We had dinner the last night at Carolines, which was also wonderful. We could walk to Duval Street to enjoy all that Key West has to offer. We also took the ferry to the Dry Tortugas, which we highly recommend!
Stayed 3 nights in May 2023

10/10 Excellent

Connie D.

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

Would Stay Again!!!

I didn’t want to write a review at first because I did not want to give the secret of this gem away 😊 Then I thought it was selfish of me not to rate this place and write a review so that others can enjoy it as well. Just don’t book the dates when we want to…LOL Let me start by saying we go to Key West 3-4X a year, so we are not new to booking rentals in Key West. We live in Fort Lauderdale Florida, 3 hours away. We never stay in hotels when in Key West. We want to feel like we live there and are locals for that little time we get to be in our favorite city. This rental is in a great location. But you can get a rental in a great location and not be satisfied with the unit or the communication of the person renting the property, and it makes all the difference. This will not be the problem here. Lois was always there if we needed something and made sure our stay was comfortable. She was very responsive. Not that we had any issues, but for instance, if we needed more toilet paper, it was delivered (we were there for a week). Her cleaning staff were also so NICE and pleasant!!!! I will say if you are looking for a posh place, and you are a little bougie, this place is not for you. This place is for someone who wants to be in an authentic Key West rental, not those modern-day unwarm feeling rentals that are out there now. We LOVED it!!! The rental is bigger in person then in the pictures. The beds were comfortable. The kitchen was a good size. Yes, small but not too small. It worked out great for our needs. There were 4 of us, and we were more then comfortable in this unit. There was plenty of space to spread out. The pool was fantastic. It was not too hot or cold. It was a perfect temperature every time we went in. Living in Florida we know sometimes pools will be too hot to get into because of the heat and sun. Not this one, which was a pleasant surprise. This was refreshing. Lois’s place is in a great location. Everything was walking distance, no need for a car unless you want to venture out to New Town and beyond. You can also take a bus or Uber. Thank you Lois. We would definably seek your rental out first when we go to Key West again. I hope it’s available when we return.
Stayed 7 nights in Nov 2022

10/10 Excellent

Don H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property. Close to everything, relaxing setting and comfortable. Have stayed here several times in the past with another already booked.
Stayed 4 nights in Oct 2025

10/10 Excellent

Kate N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is prime downtown Key West location. Excellent property and spacious. Nice working AC units in every room. Felt very private and quiet. Would definitely stay again!
Stayed 2 nights in Aug 2025

10/10 Excellent

Elizabeth C.

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

Awesome

Wonderful
Stayed 4 nights in Jul 2025

10/10 Excellent

Catherine W.

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

Just what we needed for our anniversary getaway!

Five of us went to Key West to celebrate our 25th wedding anniversary. This was perfect for five adults! There were king beds and a futon. We loved that it had plenty of outdoor seating, including a porch and a back deck right off of the condo, and the pool area had lounge chairs and tables. The garden area was well-kept with landscapers cleaning the leaves and a pool guy cleaning the pool! The pool was the perfect size with warm water and plenty of shade to cool down after a long day of touring. It was a very short walk to Duval Street, but also a very quiet retreat to get away from the busy area. On our last night, we sat under the garden lights and had drinks while talking about our trip. Lois was great with communication, too! We loved it there and would definitely stay again!
Stayed 3 nights in Jun 2025

8/10 Good

Verified traveller

Liked: Check-in, communication, location, listing accuracy
Nice place to stay in Key West. So close to Duval.
Stayed 2 nights in May 2025

10/10 Excellent

Becky W.

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

Caribbean Suite Get-a-way

Accommodation was exactly how described. Fit our needs perfectly!
Stayed 4 nights in May 2025

About the host

Hosted by Lois Smith

Host profile image

Why they chose this property

What makes this property unique

Languages:

English

Premier Host

They consistently provide great experiences for their guests