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





Reviews
9.8 out of 10, Loved by Guests
Top 10% based on
2 bedrooms1 bathroomSleeps 4822 sq ft
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street2 min walk
- Place, Ernest Hemingway Home and Museum8 min walk
- Place, Harry S. Truman Little White House9 min walk
- Airport, Key West, FL (EYW-Key West Intl.)14 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
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.
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
- Pool
- Kitchen
- Washer
- Dryer
10.0 out of 10, Exceptional, (217 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Adults only
We cannot accept children under the age of 12.
Events
No events allowed
Pets
No pets 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 not indicated whether there is a smoke detector on the property
Property Registration Number 10000014612L
We should mention
A car is not required for transportation to and from this property
About the neighborhood
Key West
Located by the sea, this condo is in Old Town Key West, a neighborhood 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. Be sure to check out the area's animals with activities such as game walks and birdwatching.

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
- Harry S. Truman Little White House - 9 min walk - 0.8 km
- South Beach - 14 min walk - 1.2 km
- Southernmost Point - 15 min walk - 1.3 km
Getting around
Restaurants
- Margaritaville - 5 min walk
- Willie T's - 3 min walk
- Mangoes Restaurant - 4 min walk
- Jack Flats - 4 min walk
- Kaya Island Eats - 4 min walk
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Jan 12, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Dec 2025
8/10 Good
Jennifer S.
Jan 15, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jennifer S.
Stayed 2 nights in Jan 2026
10/10 Excellent
jane i.
Nov 3, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
jane i.
Stayed 3 nights in Oct 2025
10/10 Excellent
Christine T.
Oct 6, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy

Christine T.
Stayed 4 nights in Sep 2025
10/10 Excellent
Don H.
Oct 11, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Don H.
Stayed 4 nights in Oct 2025
10/10 Excellent
Kate N.
Aug 28, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kate N.
Stayed 2 nights in Aug 2025
8/10 Good
Verified traveler
Jun 5, 2025
Liked: Check-in, communication, location, listing accuracy
Verified traveler
Stayed 2 nights in May 2025
10/10 Excellent
Holly C.
Aug 3, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Holly C.
Stayed 3 nights in Jul 2025
10/10 Excellent
Janella F.
May 26, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Retirement trip
Janella F.
Stayed 4 nights in May 2025
10/10 Excellent
Josh A.
Jun 30, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and great unti
Josh A.
Stayed 4 nights in Jun 2025
10/10 Excellent
Elizabeth C.
Jul 7, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome
Elizabeth C.
Stayed 4 nights in Jul 2025
10/10 Excellent
Becky W.
May 31, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Caribbean Suite Get-a-way
Becky W.
Stayed 4 nights in May 2025
10/10 Excellent
Kevin C.
Apr 12, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent host
Kevin C.
Stayed 2 nights in Apr 2025
10/10 Excellent
Carrie E.
Feb 23, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls trip
Carrie E.
Stayed 3 nights in Feb 2025
10/10 Excellent
Jonathan L.
Apr 20, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Location
Jonathan L.
Stayed 4 nights in Apr 2025
10/10 Excellent
Deborah C.
Dec 6, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West Get Away
Deborah C.
Stayed 5 nights in Dec 2024
10/10 Excellent
Beth P.
Jan 19, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Friends Keys Trip
Beth P.
Stayed 2 nights in Nov 2024
10/10 Excellent
dave s.
Mar 11, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Could not have asked for more.
dave s.
Stayed 7 nights in Feb 2025
10/10 Excellent
Richard J.
Jan 8, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family time
Richard J.
Stayed 4 nights in Jan 2025
10/10 Excellent
Richard James N.
Jul 3, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay - thanks for taking care of us
Richard James N.
Stayed 2 nights in Jul 2023
10/10 Excellent
Brandon T.
Aug 13, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West
Brandon T.
Stayed 4 nights in Jul 2024
10/10 Excellent
Stephen N.
Sep 3, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice quiet property
Stephen N.
Stayed 3 nights in Aug 2024
10/10 Excellent
Ted B.
Feb 4, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Don’t want to share this place too much!
Ted B.
Stayed 4 nights in Jan 2025
10/10 Excellent
Ryan F.
May 28, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing
Ryan F.
Stayed 5 nights in May 2024
8/10 Good
Donna H.
Nov 23, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming & Convenient
Donna H.
Stayed 2 nights in Nov 2024
About the host
Hosted by Lois Smith
Why they chose this property
What makes this property unique
Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback




























