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

Key West, Florida
$395 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 4

Max Sleeps

Night 2 nights

Min Stay

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

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    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 Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Property Does Not Allow Children Unit Size: 822 Sq Ft (76 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Microwave Oven Paper Towels Refrigerator Toaster
  • LAUNDRY

    Near Laundromat
  • PARKING

    Car Not Required No Onsite Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Garden Patio
  • POOL/SPA

    Heated Pool Outdoor Pool Shared/communal Pool
  • BATHROOMS

    1 Bathroom Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Golf Privileges Jet Skiing Nearby Marina Nearby Scuba Diving Nearby Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    DVD Player Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Tammy A.

    Submitted Feb 12, 2026

    Stayed Jan 28, 2026

    great location

  • Connie W.

    Submitted Feb 10, 2026

    Stayed Feb 8, 2026

    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.

  • Jennifer S.

    Submitted Jan 15, 2026

    Stayed Jan 2, 2026

    Second time staying here. Location is perfect for walking to all the bars and restaurants. Room is clean and comfortable!!

  • Bill S.

    Submitted Jan 12, 2026

    Stayed Dec 30, 2025

    Great location, host is one of the best!

  • jane i.

    Submitted Nov 3, 2025

    Stayed Oct 30, 2025

    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!

  • Don H.

    Submitted Oct 11, 2025

    Stayed Oct 6, 2025

    Great property. Close to everything, relaxing setting and comfortable. Have stayed here several times in the past with another already booked.

  • Christine T.

    Submitted Oct 6, 2025

    Stayed Sep 20, 2025

    Clean, comfortable and quiet. Location is excellent!

  • Kate N.

    Submitted Aug 28, 2025

    Stayed Aug 15, 2025

    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!

  • Holly C.

    Submitted Aug 3, 2025

    Stayed Jul 17, 2025

    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!

  • Elizabeth C.

    Submitted Jul 7, 2025

    Stayed Jul 3, 2025

    Wonderful

  • Josh A.

    Submitted Jun 30, 2025

    Stayed Jun 26, 2025

    Lois was great to deal with. No issues at all, as advertised and great location.

  • Catherine W.

    Submitted Jun 23, 2025

    Stayed Jun 18, 2025

    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!

  • Submitted Jun 5, 2025

    Stayed May 17, 2025

    Nice place to stay in Key West. So close to Duval.

  • Becky W.

    Submitted May 31, 2025

    Stayed May 27, 2025

    Accommodation was exactly how described. Fit our needs perfectly!

  • Janella F.

    Submitted May 26, 2025

    Stayed May 19, 2025

    A girls trip to celebrate a retirement

  • Jonathan L.

    Submitted Apr 20, 2025

    Stayed Apr 16, 2025

    Far enough for peace and quiet yet super quick walk to Duvall. Pool was nice at night. Highly recommend.

  • Kevin C.

    Submitted Apr 12, 2025

    Stayed Apr 10, 2025

    Location great, host super accommodating. Wonderful experience

  • dave s.

    Submitted Mar 11, 2025

    Stayed Feb 24, 2025

    The Hollinsed House was perfect in every way. We could not have asked for a better location and beautiful place to stay

  • Carrie E.

    Submitted Feb 23, 2025

    Stayed Feb 20, 2025

    Great location. We also enjoyed pool!

  • Jim E.

    Submitted Feb 20, 2025

    Stayed Feb 13, 2025

    Charming older quaint property. We loved it. Loved the grounds and it's location. Clean but had a slight damp musky smell. Not bad and suspect it's related to it being an older property in a warm humid environment. It would not prevent me from booking again or recommending it for a stay at Key West. In fact my wife and I and are friends agree that we may book this property again on our next trip to Key West.

  • Ted B.

    Submitted Feb 4, 2025

    Stayed Jan 31, 2025

    Perfect location with private balcony and beautiful courtyard. Lois was great. Highly recommend

  • Beth P.

    Submitted Jan 19, 2025

    Stayed Nov 20, 2024

    This property was perfect for our getaway. We stayed 2 nights and it was in a great location to walk to all the restaurants/bars/hotspots. If you’re looking for a place with a true Key West vibe this is the place!

  • Richard J.

    Submitted Jan 8, 2025

    Stayed Jan 2, 2025

    We couldn’t ask for a better place to enjoy Key West with members of our family!

  • Deborah C.

    Submitted Dec 6, 2024

    Stayed Dec 1, 2024

    Convenient location to Duval street and attractions in Key West

  • Donna H.

    Submitted Nov 23, 2024

    Stayed Nov 14, 2024

    Great location and a very nice property! We really enjoyed our stay. Love that you have two king rooms. Thanks

  • sophie G.

    Submitted Oct 31, 2024

    Stayed Oct 28, 2024

    This is our second time at Hollinsed House. We love it for its location, but came back because we knew that it had everything we needed. it has a kitchen, a balcony and it's clean and spacious. You never feel like you're on top of each other. Also, the pool was a welcome respite at the end of every hot day's activity. The host was extremely responsive, too.

  • Sam A.

    Submitted Sep 3, 2024

    Stayed Aug 19, 2024

    I took a couple of friends to Key West to celebrate my 70th birthday. Lois was very kind in helping set up my reservation, and she provided fresh towels every day. The accommodations were comfortable, clean, and fresh. I truly enjoyed the stay. Well done, Lois!

  • Stephen N.

    Submitted Sep 3, 2024

    Stayed Aug 30, 2024

    Stay was nice, could use updating but stay was great! Would stay again

  • Barry A.

    Submitted Aug 14, 2024

    Stayed Jul 11, 2024

    The Hollinsed House was a great place to stay while we were in Key West. It was a little over a block off of Duval Street and the property was fairly priced. The property manager was nice and easy to deal with. I will certainly look at this place again for any future visits!

  • Brandon T.

    Submitted Aug 13, 2024

    Stayed Jul 28, 2024

    The property was amazing the location was perfect walking distance to everything.

  • Annette S.

    Submitted Jul 31, 2024

    Stayed Jul 23, 2024

    This is a great property for a family. Lots of room and the kitchen was everything we needed to prepare some meals. The pool and garden were very relaxing and a nice cool spot to get out of the heat. Loved our stay and will be back.relaxinganand

  • Ryan F.

    Submitted May 28, 2024

    Stayed May 23, 2024

    Great stay and location for all your Key West needs!

Your dates are Available!

Total

Includes taxes and fees
$395+
View details