Old Town Retreat near Upper Duval St

Top rated by guests
Open Concept Living room and breakfast bar
Full View open concept
Kitchen with breakfast bar
Kitchenette area in cottage
Covered Patio
review stars
9.9Outstanding
(79 Ratings)
"Perfect location. Plenty of things to do in walking distance!"
Emily L.
Don't miss out! Price and availability may change
9.9 / 10
Outstanding(79 Ratings)

House in Key West, FL

8 guests · 4 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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

Amenities at Old Town Retreat near Upper Duval St

Non-smoking
No pets allowed
Family friendly

Map of Key West, FL


Ratings and reviews

9.9 / 10
Outstanding(79 Ratings)
8 / 10Excellent·Jan 2026
The location, pool and outdoor seating area were the highlights of the property. We used the pool often and it was well heated and clean. The property manager was just a few blocks away and were easy to communicate with. The house was nicely decorated. Some of the living room furniture chairs are older and not super comfortable. The main downside was the mattress in the bedroom we slept in was hard as a rock. My husband and I did not sleep well the entire week, which did distract from our experience. Overall though I would recommend the property.
10 / 10Outstanding·Nov 2025
Perfect location. Plenty of things to do in walking distance!
10 / 10Outstanding·Sep 2025
We very much enjoyed our time at this lovely property! The entire house was clean, a pool service came to maintain the pool during our stay and there were many suggestions for restaurants for kid friendly stops! We loved the outdoor space. We were also steps away from Duval. Overall, so happy with the stay, the home and our host!
10 / 10Outstanding·Apr 2025
Beautiful place. It has 4 bedrooms and 4 bathrooms, so perfect for our group of 4 couples. Feet away from Duval Street. It is a perfect place to stay.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Old Town Retreat near Upper Duval St. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Old Town Retreat near Upper Duval St pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Old Town Retreat near Upper Duval St?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.