Unwind in the top-rated pool, your perfect spot for relaxation.
Outdoor pool
The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
Walkable and wonderful
Guests love the walkable location for its easy access on foot.
Discover nearby landmarks
Walk to Duval Street
2 bedrooms1 bathroomSleeps 4
Popular amenities
Heated Pool
Kitchen
Air conditioning
Barbecue grill
Deck or patio
Free WiFi
Explore the area
Key West, FL
Duval Street
Place, Duval Street
‪2 min walk‬
Ernest Hemingway Home and Museum
Place, Ernest Hemingway Home and Museum
‪9 min walk‬
Southernmost Point
Place, Southernmost Point
‪15 min walk‬
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
‪11 min drive‬
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
Our prices include all fees. No hidden fees.
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The host requires you complete the following before checking out:
Remove personal items, remove leftover food and drinks, and take out the trash
Failure to complete these may result in a negative review from the host.
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
Property Registration Number 10000014612L
Property # 118424
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 are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the neighborhood
Key West
Located by the sea, this condo is in Old Town Key West, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
Key West, FL
What's nearby
Duval Street - 2 min walk - 0.2 km
Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
Key West Lighthouse and Keeper's Quarters Museum - 9 min walk - 0.8 km
South Beach - 14 min walk - 1.2 km
Southernmost Point - 15 min walk - 1.3 km
Getting around
Key West Intl. Airport (EYW) - 12 min drive
Restaurants
‪Margaritaville - ‬5 min walk
‪Mangoes Restaurant - ‬4 min walk
‪Kaya Island Eats - ‬5 min walk
‪DJ's Clam Shack - ‬4 min walk
‪Jack Flats - ‬4 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.
How much does it cost to stay at The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6?
As of Jul 20, 2026, prices found for a 1-night stay for 2 adults at The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6 on Aug 3, 2026 start from $399, 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.
Is The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6 pet-friendly?
No, pets are not allowed at this property.
How much is parking?
This property doesn't offer parking.
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?
Check-out 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 labeled.
This property suited our groupOf 4 perfectly. It was comfortable, in a highly walkable location, and had everything we needed during our stay. Highly recommend and would stay again
Beautiful and quaint, charming and affordable! Even enjoyed a new furniture delivery during our stay. We had the best time and truly savored every second! From the convenient location to the exceptional service and friendly recommendations, we just couldn’t have had a better experience!
We enjoyed 2 nights stay at 2 bedrooms apartment Everything you need provided, greatly appreciated private balcony with a great view of the beautiful garden, walkable to many restaurants
This location vs cost ratio is fantastic! The apartment was in great condition and had everything we needed. We arrived just a little early but the cleaners let us drop some food in the fridge and luggage off before headed back out to let them finish which was amazing and we really appreciated that.
Beautiful and handy location. Very walkable. Nice balcony and other outdoor seating areas. FYI, there is a Keurig and a drip coffee maker that takes cupcake style filters.
The accommodations were exactly what we were looking for in a wonderful location! The unit was clean (thanks Yveta) and stocked with everything you need for a wonderful stay. Lois was fantastic to work with and very responsive. Will definitely stay again!
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!
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!