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USA Florida Key West Old Town Key West Listing #10734

Banana's Foster Guesthouse - Key West, FL

11 reviews
Max occupancy: 18 6 King Bed, 1 Queen Bed, 2 Sofa Bed 7 bedrooms 8.5 bathrooms 4 dog max 
537 Caroline St, Key West, FL 33040

Worry-free booking

Enjoy peace of mind with flexible options to change or cancel your trip.

If your check-in date is at least 30 days away, you can reschedule your trip, cancel and receive 100% of the cost as a Future Stay Credit, or cancel for a refund (minus the booking fee).

Expert cleaning

Professional housekeepers clean and stock each home, using an EPA-approved disinfectant.

Local support

Each trip is backed by 24/7 customer support and local teams everywhere we operate.


Many Vacasa homes use smart locks or lockboxes for a smooth, contactless check-in.

Historic house w/ shared pool & easy beach access - ideal for groups! Dogs OK!

Palm trees, sunsets, and the blissful pace of island time will all be yours when you stay at this large historic house on Key West. Featuring a heated pool, four private parking spaces, and a communal area with plenty of room for everyone, this seven-bedroom, eight-and-a-half bathroom house is ideal for large gatherings.

Sitting in the middle of the exciting downtown area of Key West, you'll never have far to travel to get to the fun. Whether it's food you're after, historic landmarks, family-fun attractions, or sunset watching at Mallory Square, this house places you close to it all!

Feeding a large group can sometimes be a hassle, but not when you have three fully equipped kitchens and a gas grill at your disposal! Spend mornings on the large deck looking at the tropical scenery, hang out in the comfort of air-conditioned rooms and watch some cable TV, or go for a dip in the pool to freshen up - everyone will find something to keep busy at this house. The best part? You'll have everyone together without ever feeling crowded. The family dog is also welcome to come along for an additional nightly fee. No dogs are allowed in the Coconut Cabana studio.

Take the hassle out of your next Florida vacation by reserving accommodations for your whole group in one place. Book this house today!

*Please note that last-minute bookings cannot be made online. Call Vacasa for details.* A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

Guests can rent the entire home as Banana's Foster Guesthouse or rent out different sections. These sections are the Creme Brulee Getaway, the Honey Bun Hideaway, the Key Lime Cottage, the Sugar Pie Suite, the Banana Split, and the Sweet Caroline.

You must be 25 years or older to rent this property.




Washer/dryer : Private

Heating & cooling

Partial AC

Kitchen & dining









Wireless router

On-site activities

Pool : Shared


Gas grill : Private



Beach towels


11 reviews

Karla H. Jun 2019
A group of girls and I stayed here for two nights. It slept everyone comfortably. We all had plenty of space. Very clean and the people are very responsive for any and all questions we had.
Cassandra R. Apr 2019
The house is perfect for a large group and very close to everything! My only complaint is receiving a noise complaint call at 8pm our first night (when the rules clearly state 9pm) and having a very rude staff member claiming we would be kicked out and cops called if it happened again...After a first warning? This was the first night and have to realize if reserving a house for a group this large, even low noise is noise. This prevented us from hanging out on the patio for the next couple nights, when the house behind us (also a Vacasa rental) had a bachelorette party with noise as well. It is Key west, people are on vacation and are going to be loud. It also states to start a load of laundry upon departure and there were very nice welcome bags including laundry detergent in it, however the laundry room was locked. They are also very quick to turn the house, as cleaning staff arrived 20 minutes before our check-out time.
Eric G. Oct 2018
Great location, well maintained. This house is a home run!
Brian C. Oct 2018
Group of friends celebrating anniversaries, friendship and more. Had the time of our lives; cannot air to return and will associate Ly choose Banana Fosters Guesthouse again!
Marjorie G. Jul 2018
The location was close to many things - walking & biking
John W. May 2018
We had 10 of us stay here for a long guys weekend to celebrate us all turning 50 this year. The location and layout worked well for us. Close enough to Duval, but far enough away that there was no spillover noise (the roosters are another matter!). Also close to the water activities. Very easy to walk to everything except when we went to play golf one afternoon. The separate apartments were nice as they gave each guy his own personal space. The main floor of the house was big enough for us all to hang out or meet up before we ventured out. Would have been nice if one of the rooms had twin beds, but otherwise no complaints. Kitchen on main floor was fine for us - we did not cook, but did keep some beverages and snack foods in the fridge. Only slight disappointment was the "pool". More like a hot tub but without the hot and the jets. I think it would be better if they turned it into a hot tub rather than try and call it a pool. Overall, we enjoyed our stay and would definitely consider staying at Banana's Foster Guesthouse if we were to come back to Key West in the future.
William G. Dec 2017
We had the bride and groom and some of the wedding party staying and the house setup was perfect. Location was perfect.