Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the historic seaport and downtown. After a day of exploring, relax in the shared pool or enjoy a barbecue on the patio, perfect for connecting with other guests. Divided into six individual units, the guest house offers flexibility for both solo stays or group bookings, making it ideal for your next Key West vacation.
The Space: Sweet Caroline, the largest unit at Banana’s Foster Guesthouse, offers a spacious retreat with its private porch on Caroline Street. This 2-bedroom, 2.5-bath unit comfortably accommodates up to 7 guests. Each bedroom features a luxurious king-sized bed and en suite bathroom. For additional sleeping arrangements, the living room includes two sleeper sofas—a queen-sized and a full-sized bed. The gourmet kitchen, with its generous counter space, abundant natural light, and all necessary amenities, is perfect for preparing meals to share laughter and stories around the dining table. Step out onto the back deck to access the shared pool or fire up the grill to cook your fresh catch. With private parking and accommodations for your furry friends, Sweet Caroline has everything you need for a memorable stay.
Guest Access: Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.
The Neighborhood: Perfectly situated between Downtown and the Historic Seaport, this location puts you close to all the best of Key West. Enjoy sunset views at Mallory Square, adventure on the water with Fury's tours, or explore Key West history at the Shipwreck and Mel Fisher Maritime Museums.
While the vibrant downtown ambiance brings some noise, the central location makes it an easy and convenient home base for your Key West experience.
Just half a block from Duval Street, Banana's Foster Guest House is steps away from iconic bars and restaurants. Indulge in local favorites such as First Flight, Bagatelle, and Two Friends Patio, all within a five-minute walk. For dessert, Kermit’s Key Lime Pie in the Historic Seaport serves the best Key Lime Pie in town, or you can satisfy your sweet tooth with homemade fudge and candy from River Street Sweets.
If you’re missing something or need a quick fix, Shorty’s Market is just around the corner for your last-minute essentials. For locally sourced groceries, Fausto's Food Market is only two blocks away.
Getting Around: Parking Information: There is one designated off-street parking spot for this unit.
There are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!
Other Things to Note: - Part of Banana's Foster Guesthouse this 2 bedroom can be rented along with 5 others to accommodate up to 18 guests. - This unit does not have onsite laundry. - Pets Policy: Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$25/per night •2 pet maximum Please let us know if you plan on bringing your pet.
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Damages or excessive mess may incur charges. Pets under 40lbs welcome! $25/per night, max 2 pets.
Important information
You need to know
Property # 9641245
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
Parties and events are allowed on site
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Key West
Located by the sea, this holiday home is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Sails To Rails Museum at Flagler Station and Mel Fisher Maritime Museum are also worth visiting.
Harry S. Truman Little White House - 6 min walk - 0.6 km
Getting around
Key West, FL (EYW-Key West Intl.) - 10 min drive
Restaurants
Sloppy Joe's Bar - 4 min walk
Kermit's Key West Key Lime Shoppe - 3 min walk
Irish Kevin's - 3 min walk
Stinkin Crawfish Key West - 3 min walk
The Bull & Whistle Bar - 2 min walk
Frequently asked questions
Does Private Parking, Heated Pool - Sweet Caroline have a pool?
Yes, this property has a pool.
How much does it cost to stay at Private Parking, Heated Pool - Sweet Caroline?
As of 10 May 2026, prices found for a 1-night stay for 2 adults at Private Parking, Heated Pool - Sweet Caroline on 15 July 2026 start from AU$840, 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 Private Parking, Heated Pool - Sweet Caroline pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Private Parking, Heated Pool - Sweet Caroline?
On-site parking is available at the property.
What time is check-in at Private Parking, Heated Pool - Sweet Caroline?
Check-in begins at 4:00 PM.
What time is check-out at Private Parking, Heated Pool - Sweet Caroline?
Checkout is at 10:00 AM.
Where is Private Parking, Heated Pool - Sweet Caroline located?
Located in Key West Historic District, this holiday home is steps away from Papa's Pilar Rum Distillery Hemingway Rum Company and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.
Reviews
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
That was awesome. Perfect location and a really good spot. If you have a big group I would definitely recommend renting all of the houses in that compound
Great location. Parking spot is valuable. Front porch with adirondack chairs is enjoyable. Two bedrooms are nice. The kitchen and living area are underwhelming.
Great accomodations! One of the best locations relative to Duval Street. Hosts were great. Maintenance person and cleaning staff were friendly and accomodating. The unit was clean and comfortable. A great experience!
Love the house and the location!! Amazing vacation!!
Shantel L.
Stayed 3 nights in May 2022
Response from VrboOwner on 13 Sept 2023
Thank you for the kind review, Shantel! We are pleased to hear that you enjoyed your stay with us. We hope we get the chance to host you again in the future! Cheers, One of One
It is definitely an historic property with some cracks in the floor boards and bathrooms but it has its charms and the location is excellent! I would stay there again!
Martha B.
Stayed 3 nights in Dec 2024
Response from VrboOwner on 8 Jan 2025
Thank you for your review! We’re delighted to hear that you enjoyed the charm and character of our historic property, as well as its excellent location. While some aspects reflect the building’s age, we strive to ensure they don’t detract from a comfortable stay. We appreciate your understanding and are so glad you would stay with us again. We look forward to welcoming you back soon!
Cheers,
Jamie
Brightwild
Every place you wanted to be was nearby, whether by walking or by Viking… All very convenient…
Robert J M.
Stayed 3 nights in May 2022
Response from VrboOwner on 13 Sept 2023
Thank you for your kind review, Robert! We are glad the property could be of convenience to you. We hope to host you again in the future! Cheers, One of One
Can walk everywhere in historic and fun Key West. 8- minute drive to beautiful Zachary Taylor State Park. Very well managed property.
Daniel L.
Stayed 2 nights in Feb 2022
Response from VrboOwner on 13 Sept 2023
Thank you for such a wonderful review, Daniel Our team really appreciates the kind words as we work very hard to make sure our guests have a memorable time. We hope to see you again in Paradise!
Kind Regards,
Key West Vacation Company.
Perfect location in a beautiful neighborhood near everything we wanted to do. Spacious rooms and a wonderful front porch. Once we got to the day before our reservation the host was available and very accommodating.
Mary D.
Stayed 1 night in Sep 2022
Response from VrboOwner on 13 Sept 2023
We are so pleased that you enjoyed your stay with us, Mary! Thank you so much for the great review. We hope we get the chance to host you again in the future. Cheers, One of One
Beautifully updated old town home that retained all the charm but added modern amenities. The shared pool is small but sufficiently deep and comfortable. The location is just perfect. The property managers are consummate professionals that were immediately responsive and accommodating. We will definitely stay at Sweet Caroline again.
Robert W.
Stayed 1 night in May 2023
Response from VrboOwner on 13 Sept 2023
Thank you so much for the extra kind review! I'm so pleased to hear that you enjoyed your stay with us and I hope we get the chance to host you again int he future. Cheers! Brightwild, Hannah
The house was very close to Duval Street. I understand that most homes in Key West homes are old but this one could use some TLC.The listing was listed as a whole house which wasn't quiet accurate. It had 2 units out back and at least one over the top of you. Very noisey. Can hear people talking. One couple had a big fight (I know thats not your fault) but it was so loud in the middle of the night, I felt apart of it.Overall a decent place. Just expected a little more for over a thousand dollars a night.
Jeff A.
Stayed 5 nights in Oct 2025
Verified
6/10 Okay
Cathi R.
21 Feb 2025
Liked: Check-in, communication
A Pillow Fight
Property is located downstairs on the corner of two extremely noisy/busy streets. Parking was great! Beds and pillows are super comfy and property was clean, but old. Needs some serious renovating and tender loving care. I did book it because it was a spur of the moment trip, and it was dog friendly. (5 stars for that!) Unfortunately, I am a light sleeper, so that does affect my review.
Cathi R.
Stayed 2 nights in Feb 2025
Response from VrboOwner on 15 Mar 2025
Thank you for your feedback! We're glad you enjoyed the parking, comfort, and cleanliness. We understand the noise and renovation concerns and appreciate your honesty. Glad you liked the dog-friendly aspect—thanks for staying with us!
This property was just okay. Floors were filthy (our feet were creepy dirty-keep your shoes on), roaches roaming around, and there wasn’t much in the way of kitchen basics-not even a salt shaker. Toiletries and towels were good. The ‘pool’ is more a hot-tub, and wasn’t full of water. Has potential but not top notch.
Laura C.
Stayed 1 night in Mar 2024
Response from VrboOwner on 2 May 2024
Hi Laura, we appreciate your feedback. We are always looking for ways to improve our property! Will be looking into these issues further! Thank you. - Sara, Brightwild
Had an absolutely wonderful stay. The location was absolutely perfect. The unit was well furnished and had everything we needed. It was a bit on the rustic side but honestly that’s what I was expecting and what I actually wanted. It’s situated at a somewhat busy intersection so if you are a light sleeper you may have some challenges there but we didn’t seem to have any issues. Just an early wakeup from a rooster the first day. Onsite parking was perfect and there was enough space to accommodate our Suburban. We will definitely be making plans to return and stay at this location.
Aaron T.
Stayed 2 nights in Dec 2023
Response from VrboOwner on 10 Jan 2024
Thank you for your positive feedback! We appreciate your kind words and communication with us! Come back again anytime!
The property really needs some upkeep and maintenance. Broken windows, doors that do not work, large holes in flooring, sad looking paint, noisy pool equipment all detract from what could be a very nice place. It’s location is very good if you want to be near the ferry and Mallory Square areas but all in all I would NOT stay here again.
Timothy R.
Stayed 3 nights in Nov 2023
Response from VrboOwner on 27 Dec 2023
Thank you for your feed back. We appreciate you taking the time to communicate with us. We hope to host you again in the future!
The property needs lots of maintenance inside and out it looks like it is neglected things were broke nails sticking out of the floor
Robert
Stayed 2 nights in Jan 2024
Verified
4/10 Poor
Christie
26 Jan 2023
Liked: Cleanliness, amenities, communication
Disliked: Property conditions & facilities
Floors very creaky and you feel like you’ll fall through. Lamp was broke, internet was slow, door lock didn’t work after first day and wasn’t able to be fixed, front door was cracked all the way down and you could see light. The furniture was uncomfortable and a lamp was broken. The location was great. I guess that is what we paid for. The pool was more like a large bathtub.
Christie
Stayed 2 nights in Jan 2023
Verified
4/10 Poor
Tammara L.
4 Oct 2024
Liked: Check-in
Disliked: Cleanliness, location, listing accuracy
Sweet Caroline Not so Sweet
Overall was very close to main events downtown and Duvall street. A lot of traffic on two sides of property. Was very noisy and could hear every creak when people in unit above walked around. No side yard, no laundry facility as mentioned on the description. A/C didn’t work for two days of three so very hot, no isolation. Bed was horrible, lumpy and no amenities provided. Very disappointed this trip to the keys.
Tammara L.
Stayed 3 nights in Sep 2024
Response from VrboOwner on 31 Dec 2024
Thank you for sharing your feedback. We’re truly sorry to hear that your experience didn’t meet your expectations. We understand how the noise, lack of laundry facilities, and issues with the A/C and bed comfort affected your stay, and we sincerely apologize for the discomfort this caused. We will address these concerns with our team to improve for future guests. Your experience is important to us, and we hope to have the opportunity to provide a more pleasant stay on your next visit to the Keys.
About the host
Hosted by Brightwild
Premier Host
They consistently provide great experiences for their guests