Old Town Retreat near Upper Duval St

Top rated by guests
Open Concept Living room and breakfast bar
1st Bathroom
3rd Bathroom
4th Full Ensuite Bathroom located upstairs in cottage
4th Full Ensuite Bathroom located upstairs in cottage
review stars
9.9Outstanding
(86 Ratings)
"Really great space and location for our extended family. Easy to walk to all the must do/see in Key West. The pool was a perfect afternoon break!!"
Christy D.
Don't miss out! Price and availability may change
9.9 / 10
Outstanding(86 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

city location on map

Ratings and reviews

9.9 / 10
Outstanding(86 Ratings)
10 / 10Outstanding·Jul 2026
Really great space and location for our extended family. Easy to walk to all the must do/see in Key West. The pool was a perfect afternoon break!!
10 / 10Outstanding·Jun 2026
Amazing property! The host was very responsive and we loved the setup with the two separate buildings and outdoor patio/pool in the middle. It gave everyone space if they wanted to unwind alone with enough shared space for all 7 of us to hangout together.
8 / 10Excellent·Jun 2026
The main house was excellent. The pool was very nice, but we had to dodge some falling palm leaves. One of the lights fell out of the ceiling while we were staying there. The upstairs in the cottage was very hot and humid, despite using the air conditioner and dehumidifier. There were bugs in the upstairs room of the cottage as well. Beds were very firm. Overall it was in a great location with a great outdoor space.
10 / 10Outstanding·Apr 2026
Accommodations were excellent . Perfect location.

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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.