Entire home

Old Town Retreat near Upper Duval St

Photo gallery for Old Town Retreat near Upper Duval St

Casa Caribe view from street
Casa Caribe Covered Porch
Full View open concept
Open Concept Living room and breakfast bar
Kitchen with breakfast bar

Reviews

10 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 81456 sq ft

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪1 min walk‬
  • South Beach
    ‪3 min walk‬
  • Southernmost Point
    ‪5 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 2

1 Queen Bed

Bedroom 4 Cottage Suite Second Floor

2 King Beds

Main Bedroom

1 King Bed

4 bathrooms

Bath 2

Bath 3 Ensuite

Bath 4 Ensuite

Main Bath Ensuite

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony

About this property

Old Town Retreat near Upper Duval St

Casa Caribe! When you think of the Caribbean, you think of tranquil blue green waters and a fun vibe. That's the feel when you walk into Casa Caribe, both inside and out. This wonderful four bedroom, four bath home is perfect for couples traveling together or a quiet family getaway. This is a new property to our rental program and was previously called "Sea Biscuit Cottage".

The Conch main house:
Enter the home into the great room and kitchen. Cathedral, pine wood ceilings and high windows across the room bring lots of light into the room. Sliding glass doors open to the outdoor lounge and pool area. The living area has an aqua colored sofa with four comfy chairs to relax in and catch something on one of the five televisions on the property. You probably didn't come to Key West to cook while on vacation, but if you want to there is a perfectly appointed kitchen with wood tone cabinets and granite counters.

Step down the hall and you will find two bedrooms and two baths, each with step-in shower. Both bedrooms feature Cuban tile floors that speak to the history of the home. The front main bedroom, has access to the original front porch that is perfect for people watching.

Out back, you will find the covered outdoor sitting are with sectional sofa and the awning covered dining table to enjoy being outside all times of the year. A gas barbeque is provided for your grilling pleasure. The pool is heated during the cooler season for your enjoyment.

The Cottage:
Directly off the pool is the cottage and its first-floor guest suite. French doors open to the bedroom suite with king bed, kitchenette and ensuite bathroom. Stairs from just outside the gates provide access to the second floor bedroom suite. A king bed, separate sitting area with television and full bath provide the perfect getaway.

Dine outside or lounge on the patio under the palm trees to enjoy this tropical getaway. The home is steps from the quieter, upper Duval neighborhood and the Southernmost Point. Easy walking distance to lower Duval Street, while still having wonderful restaurants and conveniences close by.

The laundry area is located under the stairs on the outside of the cottage and accessible to the conch house and the cottage.

Bedding: 3 kings, 1 queen
Max occupancy (including children) is 8
There is one, smaller off-street parking space.

Amenities:
Private pool
Gas Barbeque
Range
Microwave
Dishwasher
Regular coffee maker
Keurig coffee maker
High speed internet
Internet TV service
All linens are provided

Property manager

Rent Key West Vacations
Premier Host

Languages

English, Spanish
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Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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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

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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

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 holiday home is in Old Town Key West, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and South Beach. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling.
Map
Key West, Florida

What's nearby

  • Duval Street - 1 min walk - 0.1 km
  • South Beach - 3 min walk - 0.3 km
  • Southernmost Point - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
  • Mallory Square - 4 min drive - 1.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪Old Town Tavern Key West - ‬5 min walk
  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Southernmost Point Bar In the USA - ‬3 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬1 min walk
  • ‪Banana Cafe - ‬1 min walk

Frequently asked questions

Does Old Town Retreat near Upper Duval St have a pool?

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

Is Old Town Retreat near Upper Duval St pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Old Town Retreat near Upper Duval St?

Check-in begins at 4:00 PM.

What time is check-out at Old Town Retreat near Upper Duval St?

Checkout is at 10:00 AM.

Where is Old Town Retreat near Upper Duval St located?

Located in Old Town Key West, this holiday home is steps away from City Zoo Gallery and Duval Street. South Beach and Florida Keys Beaches are also within 5 minutes.

Reviews

10

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. 64 out of 69 reviews
Rating 8 - Good. 5 out of 69 reviews
Rating 6 - Okay. 0 out of 69 reviews
Rating 4 - Poor. 0 out of 69 reviews
Rating 2 - Terrible. 0 out of 69 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Kyra A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Feb 2025

10/10 Excellent

Pam K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Jan 2025

10/10 Excellent

Angela C.

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

Key west trip

We stayed here with some friends. We were 3 couples and the location was perfect. Right off Duvall st! The place was great we loved the outside area and used the pool quite often. We stayed in one night and bbq ‘d some steaks and the yard was perfect! Highly recommend for sure!!
Stayed 7 nights in Feb 2025

10/10 Excellent

Jill S.

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

Great property

The property offers a great location to many points of interest, restaurants and bars! Our group of 5 adults had plenty of space for togetherness and privacy. We experienced a maintenance issue which was resolved immediately. Would definitely recommend!
Stayed 5 nights in Jan 2025

10/10 Excellent

Nathan L.

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

Key West Get Together

Great location. Nice bedrooms with plenty of bathrooms. Pool was perfect. No complaints. And Key West was a blast!
Stayed 5 nights in Jan 2025

10/10 Excellent

Jill O.

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

Second time here.

Everything was great again & hoping to stay again in the future.
Stayed 5 nights in Jan 2025

10/10 Excellent

Billie L.

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

Perfect location and loved the pool area

The is a rug in the bathrooms that are very slippery. Both myself and my daughter slipped on it, however caught ourselves on the sink. All is well, I just wanted to mention it because someone could fall and be hurt. We loved the house and had a great time.
Stayed 6 nights in Oct 2024

8/10 Good

Theresa R.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Stay

Good stay. Convenient location. Please read the property managers contract before you sign. We stayed the day hurricane Helene came through and we wanted to change dates for our safety, but the contract stated even if there was a mandatory evacuation that would be considered a cancel and no money returned. Just be careful and watch out for hurricane season. The person I spoke to at the property management was rather rude when I was asking questions.
Stayed 3 nights in Sep 2024

10/10 Excellent

carolyn s.

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

Casa Caribe

Property was very clean and management was accommodating.
Stayed 7 nights in Aug 2024

10/10 Excellent

William R.

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

wonderful family trip to Key West

Property manager let us in early which helped for unpacking our car before our family arriver via air. Property was as advertised, immaculate, stocked with everything except food of course. They didn't miss a thing, we only bought food. Had a plumbing issue late Sunday night. I called the management company Monday morning and a plumber was on site with parts in 30 minutes.
Stayed 6 nights in Jun 2024

10/10 Excellent

Janice C.

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

Great for 4 couples

We loved having two houses and the central private pool area.
Stayed 3 nights in May 2024

10/10 Excellent

Brian K.

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

Stay

Great location and setup
Stayed 3 nights in Mar 2024

10/10 Excellent

Jill O.

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

Friends Trip

Like many other reviews state, this is a great place for four couples or four singles. It is great each room had its own designated bathroom. The pool was heated which was great & the middle area is a great group area. It is so close to Duval Street which was so convenient. You did hear trucks in the morning from Duval Street especially with the street facing rooms, but that would never be a deterrent in renting the house. It had all of the supplies you would need. I would definitely rent the house again if visiting Key West.
Stayed 5 nights in Feb 2024

8/10 Good

Joleen W.

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

Great Place

We had a group of 8 people and there was plenty of room for everyone. Great location 1/2 block from Duval at the quiet end.
Stayed 5 nights in Dec 2023

10/10 Excellent

Vicki B.

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

Great stay

We had a great stay in the house on Catherine Street in Key West. Close enough to walk almost everywhere, and had several places close by. The layout worked great for our party of 4 couples, with everyone having their own bathroom. There was adequate seating for everyone in the common area, and everything was well- maintained and stocked. It worked out well to be able just to hang out when the weather was not cooperating. Would definitely recommend
Stayed 6 nights in Dec 2023

10/10 Excellent

chauncey p.

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

Fun

Wonderful
Stayed 6 nights in Nov 2023

10/10 Excellent

Bobby W.

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

Key West

Great property in a terrific location. Comfortable and convenient base for visiting Key West and Dry Tortugas. We had a great time and would stay again.
Stayed 6 nights in Oct 2023

10/10 Excellent

John D.

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

Great place to vacation at

We had an awesome time. The place is less then half a block away from duval street and within walking distance to mallory square. It has free street parking as well as an off street driveway for one car. The place was clean and we loved the saline pool! We highly recommend this place!
Stayed 5 nights in Oct 2023

10/10 Excellent

Leanne G.

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

Great location!

Great location, nice outdoor “hangout” area. Perfect for 4 couples because each couple had their own bathroom. Only feedback I would give is add a memory foam to the beds (just a tad hard). Had a wonderful vacation!
Stayed 6 nights in Sep 2023

10/10 Excellent

Patricia T.

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

Key West Getaway

Property was in a perfect location! We loved every minute of our stay ! Plenty of room and extremely clean!! Wonderful experience!!
Stayed 4 nights in Aug 2023

10/10 Excellent

Nicole H.

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

The Perfect Home to Rent in Key West

We just returned from a week's stay and it was perfect! We were a group of four couple's and it was great that each couple had their own bed and bathroom. We spent most of our time on the patio and in the pool. The check in/check out process was simple, the home was very clean and it was great that we had a driveway since one of the couples drove to the Keys. I highly recommend this property and we will definitely be back again!! Thank you for a wonderful week.
Stayed 7 nights in May 2023

10/10 Excellent

Courtney C.

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

Great Spot

Great location. Great house. Comfortable beds. The property managers were awesome to deal with. Highly recommend this house!
Stayed 5 nights in May 2023

10/10 Excellent

Jackie M.

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

Amazing Week

We stayed at the property the week of my daughters wedding. The property was perfect! Great location and very comfortable. It had everything we needed. Definitely would stay here again. It met all of our expectations.
Stayed 6 nights in Apr 2023

10/10 Excellent

Tami S.

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

Great property

The property was all it was advertised to be. The rental company was responsive. We loved the outdoor space and it fit our group of 8 adults Only one comment that wasn’t as positive was the construction next door. They didn’t start too early but it was a bit noisy.
Stayed 5 nights in Mar 2023

10/10 Excellent

Ryan B.

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

Amazing place in Keywest

Everything was perfect. We had our teenagers with us and our 6 year old and this place was perfect for our family. Great location with the kids and for us to go out after the kids were settled in. Everything was close and easy to get to. The teenagers had their own space which was nice. The pool was warm and clean. We all loved it.
Stayed 4 nights in Mar 2023

About the host

Hosted by Rent Key West Vacations

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests