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Sweet Caroline | Banana's Foster Guesthouse

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Building Overview
Spacious living room with 2 pull out sofas
Heated plunge pool (shared) just off the back porch
Private front porch facing Caroline St
Living Room

Reviews

8.6 out of 10
Excellent
2 bedrooms2+ bathroomsSleeps 71275 sq ft

Popular amenities

  • Parking available
  • Pet-friendly
  • Pool
  • Laundry
  • Barbecue grill
  • Kitchen

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪2 min walk‬
  • Mallory Square
    ‪8 min walk‬
  • Ernest Hemingway Home and Museum
    ‪14 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Rooms & beds

2 bedrooms (sleeps 7)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Living Room 1

2 Double Sofa Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Garden
Dining Area

About this property

Sweet Caroline | Banana's Foster Guesthouse

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
•$15/night per pet
•2 pet maximum
Please let us know if you plan on bringing your pet.

Property manager

Brightwild
Premier Host
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Amenities

Pool
Kitchen
Pet-friendly
Air conditioning
Laundry
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed
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Pets

Pets allowed
Charge may apply
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Smoking

Smoking is not permitted
-Damages to the property or additional cleaning due to excessive mess are subject to charges. -Pets are welcome! Requirements include: Less than 40...

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
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.
Map
Key West, Florida

What's nearby

  • Duval Street - 2 min walk - 0.2 km
  • Mallory Square - 8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
  • Fort Zachary Taylor Historic State Park - 19 min walk - 1.6 km
  • Southernmost Point - 3 min drive - 1.8 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
  • ‪Bull & Whistle Bar - ‬2 min walk
  • ‪Irish Kevin's - ‬3 min walk
  • ‪Stinkin Crawfish Key West - ‬3 min walk

Frequently asked questions

Does Sweet Caroline | Banana's Foster Guesthouse have a pool?

Yes, this property has a pool.

How much does it cost to stay at Sweet Caroline | Banana's Foster Guesthouse?

As of 26 Apr 2025, prices found for a 1-night stay for 2 adults at Sweet Caroline | Banana's Foster Guesthouse on 5 May 2025 start from £593.18, 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 Sweet Caroline | Banana's Foster Guesthouse pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Sweet Caroline | Banana's Foster Guesthouse?

Check-in begins at 4:00 PM.

What time is check-out at Sweet Caroline | Banana's Foster Guesthouse?

Checkout is at 10:00 AM.

Where is Sweet Caroline | Banana's Foster Guesthouse 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

8.6

Excellent

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. 12 out of 19 reviews
Rating 8 - Good. 3 out of 19 reviews
Rating 6 - Okay. 1 out of 19 reviews
Rating 4 - Poor. 3 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

8.6/10

Cleanliness

8.0/10

Amenities

4.0/10

Property conditions & facilities

9.8/10

Check-in

9.2/10

Communication

9.6/10

Location

8.8/10

Listing accuracy

Reviews

6/10 Okay

Cathi R.

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.
Stayed 2 nights in Feb 2025

10/10 Excellent

Travis N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Jan 2025

10/10 Excellent

Martha B.

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

Great Location

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!
Stayed 3 nights in Dec 2024

4/10 Poor

Tammara L.

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.
Stayed 3 nights in Sep 2024

10/10 Excellent

Francis P.

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

Stay in key west

Host was very nice and accommodating
Stayed 1 night in Aug 2024

8/10 Good

Laura C.

Liked: Cleanliness, check-in, communication, location

Good location.

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.
Stayed 1 night in Mar 2024

4/10 Poor

Robert

Disliked: Cleanliness, property conditions & facilities
The property needs lots of maintenance inside and out it looks like it is neglected things were broke nails sticking out of the floor
Stayed 2 nights in Jan 2024

10/10 Excellent

Aaron T.

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

Live like a local

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.
Stayed 2 nights in Dec 2023

8/10 Good

Timothy R.

Liked: Check-in, communication, location, listing accuracy

Location is great but…

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.
Stayed 3 nights in Nov 2023

10/10 Excellent

Lisa T.

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

Great stay

Place was very spacious. Excellent location to everything on Duvall.
Stayed 2 nights in Jul 2023

10/10 Excellent

Robert W., Dothan, AL

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

Sweet Caroline

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.
Stayed 1 night in May 2023

10/10 Excellent

Tammy T.

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

Son's 21st

Awesome place, very comfortable! Great communication! All around amazing stay! Thank you:-)
Stayed 3 nights in Mar 2023

10/10 Excellent

Michelle R.

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

Great place

Convenient to walk spacious
Stayed 4 nights in Feb 2023

4/10 Poor

Christie

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.
Stayed 2 nights in Jan 2023

8/10 Good

Verified traveller

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

Steps Away from Duval & Comfortable Lodging

We arrived early due to flight schedule, and we were permitted to leave our luggage inside the gate but not in the lodge- not until an hour before the designated check-in time. However, the property is done in classic Key West style (our 25th visit), but with a bonus: the bedroom's bathroom was among the largest we have ever had on the island. We had a small hiccup with the access code not working properly, but communication with the Host was effective, and we overcame it without major incident. The location is superb, but beware of some street noise in the early morning hours. The kitchen was spacious with plenty of room in the refrigerator. Overall, our party of 7 had a memorable visit to Key West because we were able to get to every place we had planned. We packed a lot in just 3 days thanks to Sweet Caroline.
Stayed 3 nights in Jan 2023

10/10 Excellent

Mary D., Hattiesburg, MS 39401

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

Loved Sweet Caroline.

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.
Stayed 1 night in Sep 2022

10/10 Excellent

Robert J M.

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

Great location…

Every place you wanted to be was nearby, whether by walking or by Viking… All very convenient…
Stayed 3 nights in May 2022

10/10 Excellent

Shantel L.

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

Perfect location

Love the house and the location!! Amazing vacation!!
Stayed 3 nights in May 2022

10/10 Excellent

Daniel L.

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

Fantastic location

Can walk everywhere in historic and fun Key West. 8- minute drive to beautiful Zachary Taylor State Park. Very well managed property.
Stayed 2 nights in Feb 2022

About the host

Hosted by Brightwild

Host profile image

Premier Host

They consistently provide great experiences for their guests