Unwind in the top-rated pool, your perfect spot for relaxation.
Onsite parking available
Convenient and secure onsite parking, a rare amenity in the area.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Close to Duval Street
4 bedrooms4 bathroomsSleeps 8
Popular amenities
Balcony or patio
Private pool
Kitchenette
Barbecue grill
Air conditioning
Off-street parking available
Explore the area
Key West, FL
Duval Street
Place, Duval Street
1 min walk
Ernest Hemingway Home and Museum
Place, Ernest Hemingway Home and Museum
4 min walk
Southernmost Point
Place, Southernmost Point
5 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
9 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 2
1 King Bed
Bedroom 3 Cottage Suite First Floor
1 King Bed
Bedroom 4 Cottage Suite Second Floor
1 Queen Bed
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
Our prices include all fees. No hidden fees.
Add dates for prices
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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
About the neighborhood
Key West
Located by the sea, this vacation home is in Old Town Key West, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. 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 ecotours.
Key West Butterfly and Nature Conservatory - 3 min walk - 0.3 km
Ernest Hemingway Home and Museum - 4 min walk - 0.4 km
Southernmost Point - 5 min walk - 0.4 km
Getting around
Key West Intl. Airport (EYW) - 9 min drive
Restaurants
Circle K - 2 min walk
Southernmost Beach Café - 3 min walk
Cuban Coffee Queen (Duval) - 1 min walk
Seaside Cafe at the Mansion - 4 min walk
Rum Bar at the Speakeasy Inn - 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.
How much does it cost to stay at Old Town Retreat near Upper Duval St?
As of Jun 15, 2026, prices found for a 1-night stay for 2 adults at Old Town Retreat near Upper Duval St on Sep 14, 2026 start from $1,181, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Old Town Retreat near Upper Duval St pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the 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?
Check-out is at 10:00 AM.
Where is Old Town Retreat near Upper Duval St located?
Located in Old Town Key West, this vacation home is steps from City Zoo Gallery and Duval Street. Florida Keys Beaches and Southernmost Point are also within 5 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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.
We're thrilled you enjoyed your stay Salvatore! Being in such a perfect location makes exploring the island so much easier, and we're glad the accommodations were everything you needed for a great trip. Thank you for staying with us!
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.
Danielle W.
Stayed 6 nights in May 2026
Response from VrboOwner on Jun 4, 2026
We love hearing that you enjoyed the main house and our great outdoor space! Thank you for staying with us and for the helpful heads-up about the cottage upstairs and the light. You're welcome back to our island retreat anytime!
The home was very clean, pool was great, bathrooms were little tight, location was excellent!!
Dale L.
Stayed 5 nights in Mar 2026
Response from VrboOwner on Mar 23, 2026
Thank you for the wonderful review! We are so glad you enjoyed the pool and our excellent location, it really is the best way to experience Key West. We appreciate the feedback on the bathrooms; while our historic cottage layout is cozy, we strive to make every inch as comfortable as possible. We’re thrilled you had a clean and relaxing stay and would love to host you again!
We are so happy to hear the house was perfect for your group! We love hosting larger families and groups, and we're thrilled you found the space and layout to be just what you needed for a great Key West getaway. We’d love to welcome you all back again soon!
A very comfortable and well designed unit right off Duval street in the heart of Key West.Lovely little pool. 2 of the bed/room bathroom units are in an adjacent building which would provide a bit of privacy if traveling in a group.Highly recommend
David W.
Stayed 6 nights in Feb 2026
Response from VrboOwner on Mar 7, 2026
Thank you for the fantastic review! We are so glad you enjoyed the 'comfort meets design' vibe of the home. You hit on one of our favorite features, the layout with the adjacent building units is absolutely perfect for providing that extra layer of privacy while still keeping everyone together in the heart of Old Town.
We’re also happy you enjoyed the pool, it’s our favorite little oasis just steps from the Duval action. Thank you for the high recommendation, and we can’t wait to host your group again!
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!
Kathleen H.
Stayed 5 nights in Sep 2025
Response from VrboOwner on Sep 27, 2025
Thank you so much for your wonderful 5 star review! We’re thrilled you enjoyed the home, pool, and location. We’re so glad you loved the outdoor area and had a great family stay. We’d be delighted to host you again anytime!
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.
Jackie G.
Stayed 6 nights in Jan 2026
Response from VrboOwner on Jan 27, 2026
Thank you for the wonderful feedback regarding our location and pool area! We’re so glad you enjoyed the outdoor space and found our team easy to communicate with, we strive to be just a few blocks away whenever a guest needs us.
We truly appreciate your candid feedback regarding the furniture and the mattress. Comfort is so subjective, but we take these comments seriously. We want to ensure every guest gets that perfect night's sleep.
We’re glad that, overall, you would still recommend our home, and we would love to have you back again in the future!
Roomy enough for everyone to be comfortable and the location was fantastic! Hope to come back!!
Sarah L.
Stayed 5 nights in Dec 2022
Response from VrboOwner on Dec 21, 2022
Thank you for your Five Star review of Casa Caribe Key West. We are so glad that you enjoyed the house and its fantastic, convenient old town location. We hope to welcome you back soon!
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.
Bobby W.
Stayed 6 nights in Oct 2023
Response from VrboOwner on Oct 22, 2023
We are happy to hear that our condo met your needs and that you will stay with us again!
Great location. Nice bedrooms with plenty of bathrooms. Pool was perfect. No complaints. And Key West was a blast!
Nathan L.
Stayed 5 nights in Jan 2025
Response from VrboOwner on Jan 15, 2025
Thank you for your kind words! We're so glad you enjoyed the location, bedrooms, and pool. We're happy to hear you had a blast in Key West and hope to host you again soon!
We thoroughly enjoyed our stay. The house is great and super comfortable. The pool and patio are delightful. The location is great - close enough to walk to everything but away from all the hustle and bustle.
Don H.
Stayed 3 nights in Mar 2023
Response from VrboOwner on Mar 18, 2023
Thank you for your Five Star review of Casa Caribe Key West. We are delighted that you enjoyed the house, pool and the convenient location. We look forward to welcoming you back again soon!
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!!
Property was in a perfect location! We loved every minute of our stay ! Plenty of room and extremely clean!! Wonderful experience!!
Patricia T.
Stayed 4 nights in Aug 2023
Response from VrboOwner on Aug 22, 2023
Thank you for your Five Star review of Casa Caribe Key West. We are delighted that you enjoyed the house and its perfect location. We look forward to welcoming you back for another wonderful experience!
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!
Jill S.
Stayed 5 nights in Jan 2025
Response from VrboOwner on Feb 8, 2025
Thank you for the great review, we hope you come and visit again soon!
The property is beautiful and was perfect for our family. My daughters loved the house and we enjoyed our first trip to Key West!
Stacy M.
Stayed 7 nights in Jun 2022
Response from VrboOwner on Jun 27, 2022
Thank you for your Five Star review of Casa Caribe! We are so glad that you loved the house and your first trip to Key West. We hope to welcome you back soon!
Great location. Great house. Comfortable beds. The property managers were awesome to deal with. Highly recommend this house!
Courtney C.
Stayed 5 nights in May 2023
Response from VrboOwner on May 16, 2023
Thank you for your Five Star review of Casa Caribe Key West. We are so glad that you enjoyed the house, its great location and your interactions with our team. We greatly appreciate your recommendation and look forward to welcome you back again soon!
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!
Leanne G.
Stayed 6 nights in Sep 2023
Response from VrboOwner on Oct 8, 2023
Thank you for your Five Star review of Casa Caribe Key West. We are delighted that you enjoyed the house and its great location. We appreciate your feedback and we look forward to welcoming you back for another wonderful vacation!
About the host
Hosted by Rent Key West Vacations
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests