When you do not need the entire compound but still want to enjoy this magnificent property in the heart of Old Town Key West, you can rent "Stars", the first floor condo of the "Stars & Stripes" compound. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
INSIDE AND SLEEPING ARRANGEMENTS... This home offers four bedrooms, a living room with indoor dining for four, a fully equipped chef’s kitchen and a tiled bath with clawfoot tub and walk-in glass shower. The first bedroom has a comfortable king bedroom with armoire, flat screen TV and is right next to the bathroom. The second bedroom is just across the hall is the twin room with armoire and flat screen (twins convert to a king). The third bedroom has an adjoining door from the twin bedroom with a queen bed. And the fourth bedroom is a private suite that may be adjoined to the third bedroom, or from the outside if you prefer more privacy. The suite is like having your own unit; perfect for a couple or a family with kids. There is a full bath with shower/tub combo, wet bar with mini fridge and microwave in between the 3rd and 4th bedrooms.
There is also a sofa sleeper in the living room for additional guests.
OUTDOOR LIVING... If you walk out the kitchen’s beautiful French doors to the deck there is a four-top outdoor dining table. The compound has a heated pool that is shared by the other condo on the premises (Stripes; levels 2 & 3). All guests have access to the laundry area, grill and grounds.
PARKING... One parking space is available that is first-come-first-serve with the unit above. You can find non-residential parking spaces in the surrounding area, or there is also The Old Town Garage a few blocks away. But this home is in an ideal location, and you don't need a car as you can walk or bike to almost anywhere you will want. If you need a ride, Ubers and Lyfts are readily available. The grocery is just a couple of blocks away, and you can also have groceries delivered or the fridge stocked by our concierge prior to arrival!
DISTANCES TO BEACHES... Simonton Beach is 0.4 mi Fort Zachary Taylor Beach is 1.4 mi South Beach is 1.1 mi Higgs Beach is 1.3 mi Smathers Beach is 2.3 mi
CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!
CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.
PARADISE AWAITS...
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Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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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
On-site 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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
Frequently asked questions
Is STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!?
As of 2 Apr, 2026, prices found for a 1-night stay for 2 adults at STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location! on 13 Jun, 2026 start from S$1,176, 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.
How much is parking at STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!?
On-site parking is available at the property.
What time is check-in at STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!?
Check-in begins at 4:00 PM.
What time is check-out at STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!?
Checkout is at 10:00 AM.
Where is STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location! located?
Located in Key West Historic District, this condo building is within a 5-minute walk of Donkey Milk House and Duval Street. Florida Keys Beaches and Mallory Square are also within 15 minutes.
Reviews
9.2
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We loved our stay! Everything was clean and we had enough space for 4 couples to stay comfortably. We loved the pool and the outdoor living space. What a treat to come home to after a hot day!
Karen C.
Stayed 4 nights in Feb 2026
Response from VrboOwner on 16 Mar, 2026
We’re so glad you had a great time with us Karen. It was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
Wow what a place! Location, Location, Location! Great home, clean, well maintained with a pool!
Bobby O.
Stayed 2 nights in Feb 2026
Response from VrboOwner on 6 Mar, 2026
So glad to hear you had such a positive experience Bobby! We’d love nothing more than to welcome you back for another wonderful stay.
From a partner site
10/10 Excellent
Katie F.
20 Feb, 2026
Family trip to Key West
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We had a fantastic time staying at Stars in Key West. The property was perfect for us 8 adults. The rooms all had door to the outside pool area, so we didn't have to walk through other couples rooms. The kitchen had all we needed for cooking. The pool was a fantastic temperature. We love the fact that the property was in a quiet neighborhood b, but close enough to walk a few blocks to the grocery store or Duvall street.
Thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.
From a partner site
2/10 Terrible
Paul M.
18 Mar, 2026
Stars Key West
Rating Details:
The vacation rental was clean.
I was very happy with the location.
I was somewhat dissatisfied with the condition of the vacation rental.
Overall, I do not recommend this vacation rental.
Reviewer Comments:
This house was not as expected based on the photos/description. It was clean, but well worn. The pool area had plastic as a fence barrier and the pool was not clean. Upon arrival, we discovered we were not the only clients as we'd expected. The 2nd floor was occupied by 8 students on spring break. They were very nice young men, however we'd not planned on sharing the pool space and common areas.
Paul M.
Response from VrboOwner on 21 Mar, 2026
Thank you for your feedback—we truly appreciate you taking the time to share your experience, Paul. We’re glad to hear the home was clean and that your interactions with the other guests were positive. That said, we’re sorry to learn that aspects of the property’s condition and the pool area did not meet your expectations. Your comments have been noted and we will review these with our team. Regarding the shared spaces, as noted in the listing description, the property is part of a shared compound, and the pool and common areas are accessible to guests staying in the upstairs unit as well. We do our best to clearly communicate this in the marketing materials so guests can choose the setup that best fits their preferences. We appreciate your feedback and hope we can have the opportunity to help you find a better fit in one of our over 140 vacation rentals the next time you're in paradise.
Such a cute place in the heart of Key West. Walking distance to the marina where we kept our boat. Walking distance to great restaurants and amazing nightlife but far enough a way to be very, very quiet. We loved it and we will definitely be back.
Gigi W.
Stayed 3 nights in Jul 2025
Response from VrboOwner on 23 Oct, 2025
Gigi, we’re so glad you had a great time with us, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
From a partner site
10/10 Excellent
Tyler R.
19 Aug, 2025
Key West stay-Stars
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Stayed here multiple times and it has been great every time!
Tyler R.
Response from VrboOwner on 4 Sept, 2025
We love having you as a repeat guest and we are looking forward to seeing you next time! Thank you for the gracious feedback!
Lots of room, comfy beds, large kitchen. Air worked well. Pool was very nice as well. Recommend this place.
Anne S.
Stayed 4 nights in Feb 2025
From a partner site
10/10 Excellent
David W.
9 Jul, 2025
Fantastic Accommodtion in Primo Location
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We enjoyed our stay and will stay again when we return to Key West.
David W.
Response from VrboOwner on 26 Jul, 2025
Thank you for the kind words! We’re so happy to hear you enjoyed your stay and would love to welcome you back on your next visit to Key West!
Very easy to rent, amazing communication, highly recommend.
Dorian W.
Stayed 3 nights in Feb 2023
Response from VrboOwner on 14 Dec, 2023
Thank you for your incredible review Dorian! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!
This house was perfect for a trip with friends to Key West. Perfect location to walk to Duval and seaport area. Shana made the check in process easy for us and quickly responded to any questions we had.
Michele L.
Stayed 4 nights in Jan 2023
Response from VrboOwner on 21 Jun, 2023
Thank you for this great review Michele! We are thrilled you enjoyed the property and hope to host you again in the future!
From a partner site
10/10 Excellent
Josh G.
16 Jun, 2025
Family get together in Key West!!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Wonderful stay!!! The location was amazing!!!Renters upstairs got after it and were a little rowdy but hey it’s Key West😂😂😂😎😎😎!!!The house was wonderful pool was very clean
Josh G.
Response from VrboOwner on 26 Jul, 2025
Thank you for the great review! We’re so glad you enjoyed your stay and loved the location—it really is hard to beat! We're happy to hear the house and pool met your expectations. And yes, sometimes the Key West spirit brings a bit of rowdiness—glad you took it in stride! We'd love to welcome you back for another family getaway anytime.
Great spot for taking in all down town Key West has to offer!!
Garret M.
Stayed 7 nights in Feb 2021
Response from VrboOwner on 21 Jun, 2023
Thank you for your review. We hope to host you in Paradise again soon!
From a partner site
10/10 Excellent
Dawn Y.
17 Feb, 2025
Absolutely fantastic
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Love love loveGreat location, property manager was fantastic will and would recommend this property highly!
Dawn Y.
Response from VrboOwner on 25 Jul, 2025
Thank you so much for the enthusiastic review! We're thrilled to hear you loved the location and had such a great experience with our property manager. We truly appreciate the recommendation and would love to welcome you back anytime!
We had 4 couples stay at this amazing property. The house is perfect; each couple had a bedroom which had its own door to the outside. The garden/pool area is so relaxing, quiet and beautifully protected from the sun. Easy walking distance to Duvall Street, Mallory Square, etc. The host and property managers were very accommodating and quick to respond. We definitely will return to this property.
This property was great for a fishing weekend and nightlife in Key West. Near everything you want. Food, entertainment, fishing etc. Easy uber to airport, so rental car not needed.
Mike
Stayed 3 nights in Feb 2025
From a partner site
10/10 Excellent
louis O.
29 Oct, 2024
Great Get away
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Great location, will stocked condo with plenty of room for 8ppl
louis O.
Stayed 5 nights in Oct 2024
Response from VrboOwner on 19 Nov, 2024
Thank you for your review, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West.
Verified
6/10 Okay
K S.
4 Jan, 2026
Liked: Check-in, communication, location
Pros: location was great, had enough room for 9 of us. Host/property manager was quick to respond to issues. Easy check in/out.Cons: the pictures online must be pretty dated. The entire pool area is completely shaded and there is nowhere to sun yourself. The pool patio furniture was in desperate need of power washing, we wouldnt even sit in some of the chairs. And the pool area in general was just ok at best, needs maintenance, a few boards around the deck were busted. The fit and finish for the amount we paid was definitely under par. Door handle completely fell off front door that had tape over the lock. If people are renting upstairs, you will hear them.
K S.
Stayed 5 nights in Dec 2025
Response from VrboOwner on 30 Jan, 2026
Thank you for taking the time to share your feedback Kathleen. We’re glad to hear you enjoyed the location, found the home spacious for your group, and appreciated the quick communication and easy check-in/check-out process.
We’re sorry that some aspects of the property did not meet your expectations. The pool area is surrounded by beautiful mature vegetation, which many guests enjoy for privacy and shade, though we understand this can limit sun exposure and may not suit everyone’s preference. The outdoor furniture had been thoroughly cleaned and power washed with bleach before your arrival, but we acknowledge that some staining remains, and we are always evaluating replacement options as part of ongoing property improvements.
Regarding the pool deck, the loose board you encountered was repaired promptly once you brought it to our attention. The door handle issue was also addressed as quickly as possible; due to a broken key inside the lock, a temporary solution was put in place to prevent guests from being locked out while we waited for a locksmith. The deadbolt remained fully functional during this time.
We also want to note that the home is clearly advertised as part of a multi-level property, and we strive to be transparent about this in all listings.
We appreciate your comments, as they help us continue to improve the guest experience, and we thank you again for staying with us.
Lovely house in a quiet neighborhood, but so close to the Duval Street. Very clean and beautiful property. The communication with the manager was excellent.
Sheyla C.
Stayed 2 nights in Aug 2023
Response from VrboOwner on 14 Dec, 2023
Thank you for your wonderful review Sheyla. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
About the host
Hosted by Wendy Zintsmaster & Team
Languages:
English
Premier Host
They consistently provide great experiences for their guests