Summary: Poolside Retreat is the PERFECT vacation home for a couple or small group of friends looking for a fun-filled getaway in the heart of Key West. The tropically themed home shares a heated pool and sun deck with Poolside Suite which is located directly next door, ideal for individuals looking to make new friends! Not to be left out, this property has a designated off street parking spot - a luxury in Key West!
The Space: Sleeping up to four guests there is a queen size bed in the bedroom and queen pullout couch in the living room. This updated home is complete with a shared pool with waterfall, and lush, outdoor seating area. As an added bonus, this home comes with private, off-street parking for one vehicle - a real luxury in the Keys!
Kick back and relax in your cozy home away from home with free WiFi, watch your favorite shows on two cable TVs, or cool off out back in the semi-private swimming pool. With the fully updated, modern kitchen and the gas grill outside, everything you need to have a cookout is right at your fingertips.
Guest Access: Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.
Shared features: Pool, patio, driveway and laundry facilities.
The Neighborhood: Poolside Suite is located in the heart of "Old Town" Key West and is just half a block from world famous Duval St. You are well within walking distance to some of the most popular spots in Key West such as the Earnest Hemingway Museum, the Southernmost Point, Key West Lighthouse, The Butterfly Conservatory and much more. There is a CVS about a block away in case you need to stock up on drinks and snacks. There are also amazing restaurants nearby such as Blue Heaven, Seven Fish, Santiago's Bodega, and the Better Than Sex Dessert Restaurant.
Getting Around: There is one off street designated parking spot for Poolside Retreat and it is located at 517 Olivia St. Park your vehicle in the designated parking spot labeled "Poolside Retreat." Please make sure not to park in the spot labeled "Poolside Suite" as that belongs to the unit next door.
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: - New Mattress March 2023! - Shared washer/dryer located in the back of the home. - This unit is pet friendly. 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. - This unit is apart of a small compound Poolside Paradise - combined with this unit and Poolside Suite next door, allowing for larger groups of up to 10 guests!
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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-Damages to the property or additional cleaning due to excessive mess are subject to charges.
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Important information
You need to know
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 not indicated whether 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 apartment is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point 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.
Ernest Hemingway Home and Museum - 5 min walk - 0.4 km
Key West Lighthouse and Keeper's Quarters Museum - 5 min walk - 0.4 km
South Beach - 9 min walk - 0.8 km
Southernmost Point - 11 min walk - 0.9 km
Getting around
Key West, FL (EYW-Key West Intl.) - 16 min drive
Restaurants
Bourbon Street Pub - 3 min walk
801 Bourbon Bar - 2 min walk
Old Town Tavern - 1 min walk
Moondog Cafe & Bakery - 3 min walk
Viva Argentinian Steakhouse - 1 min walk
Frequently asked questions
Is Shared Heated Pool, Near Duval - Poolside Retreat pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Shared Heated Pool, Near Duval - Poolside Retreat?
As of 18 Apr, 2026, prices found for a 1-night stay for 2 adults at Shared Heated Pool, Near Duval - Poolside Retreat on 7 Jul, 2026 start from S$432, 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 Shared Heated Pool, Near Duval - Poolside Retreat?
On-site parking is available at the property.
What time is check-in at Shared Heated Pool, Near Duval - Poolside Retreat?
Check-in begins at 4:00 PM.
What time is check-out at Shared Heated Pool, Near Duval - Poolside Retreat?
Checkout is at 10:00 AM.
Where is Shared Heated Pool, Near Duval - Poolside Retreat located?
Located in Old Town Key West, this apartment building is steps away from Tennessee Williams Key West Exhibit, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and South Beach 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.
We loved staying at this place! Starting with the off street parking and a mile or less walk to mallory square and the southernmost point! You are a block off duval street and it is a great location!
MacKenzie S.
Stayed 4 nights in Mar 2025
Response from VrboOwner on 8 Apr, 2025
Thank you! We're thrilled you loved your stay and enjoyed the convenient location and off-street parking. We hope to welcome you back for another visit soon!
Verified
10/10 Excellent
Christine
29 Jul, 2024
Liked: Cleanliness, amenities, property conditions & facilities, communication
There is always something that can be improved, but overall this was amazing stay for my family and I. You can’t beat the location, everything was right there. This will definitely be my Key West home away from home.
Christine
Stayed 4 nights in Jul 2024
Verified
10/10 Excellent
Kari
21 Jan, 2024
Liked: Cleanliness, property conditions & facilities, communication
Location was perfect. Updates have been made. Bed was comfortable. Kitchen had everything we needed to make breakfast. Would stay again!
Very clean. Excellent location. Will definitely be back
David R.
Stayed 5 nights in Jul 2024
Response from VrboOwner on 19 Aug, 2024
Hi David, Thank you so much for your glowing review!
Daniella, Brightwild
Verified
8/10 Good
Pam C.
6 Feb, 2026
Liked: Check-in, communication, location
The tv remote in the bedroom never worked even though we called about it several times. The remote in the living room was not working correctly and we had to call several times abd found out we had to take batteries out and reset several times to get it working. The pool was dirty. It was suppose to have been heated and wasn’t. The unit could have been cleaner. It was very hot in the unit and we had to call several times to get someone to come look at the unit. We were called by the mgmt company and told we needed to come to the unit to let the 3rd party heat/air person in. We left where we were and walked twenty minutes home to find out they had let the service company enter before we were there. They did fix the air after speaking with them several times.
Location is great. Pool was great and clean. Deck and house could use some repairs (deck was kinda dangerous with rotten boards). House was clean except for floors. Bed was really comfortable. Would stay again!
Beth J.
Stayed 2 nights in May 2023
Response from VrboOwner on 13 Sept, 2023
We can't thank you enough for your positive feedback. We are so pleased to hear you enjoyed staying with us as much as we enjoyed hosting you! Come back and stay with us again! Kind regards, Sara Brightwild
Verified
6/10 Okay
David G.
30 Jan, 2025
Liked: Communication, location
Disliked: Cleanliness
Dated
It needs some updating, Couch is terrrible. Pool was Hot. Hair in the bathroom.
David G.
Stayed 2 nights in Jan 2025
Response from VrboOwner on 22 Feb, 2025
Thank you for your feedback David. We’re sorry to hear about these issues and appreciate you bringing them to our attention. We’ll make sure to address the concerns with our team. If there’s anything we can do to make it right, please let us know. We value your input and hope to provide a better experience in the future!
We had a great stay. The bed needs to be replaced. It is ridiculous to think 2 people can sleep on it. It slants so badly. Husband slept on couch. Pool was off and cloudy. We turned filter on and all was good.
JoAnn M.
Stayed 2 nights in Feb 2023
Response from VrboOwner on 13 Sept, 2023
Thank you for your feed back JoAnn. We appreciate you taking the time to communicate with us. Sara, One of One
Verified
6/10 Okay
Lynette H.
29 Mar, 2023
Liked: Check-in, communication, location
Disliked: Cleanliness
Key West Stay
The overall stay was fine. There was an issue with the pool pump not working and it took three days for the situation to be resolved. We feel we should be compensated for not having a pool as advertised for almost half of our stay. The floors aren't being cleaned satisfactorily. Feet turn black if you go barefoot.
Lynette H.
Stayed 7 nights in Mar 2023
Response from VrboOwner on 8 Sept, 2023
Lynette, we again apologize for the issues you faced with the pool. The part unfortunately broke while you were in house and took a few days to get in. We felt a compensation was necessary too and we are so happy we got to do that for you. We wished you would have reached out to us about the floors. We we would have had our house cleaners right in to handle! Again, this is not the experience we wish you had with us! We hope you will give us a second chance in the future! Sara Brightwild
We checked out today. I do not know if there is any follow up on the cleaning crew but they must do the absolute minimum. The floors were FILTHY and were not cleaned before we checked in for sure. The tiles were stained with dried blood or a dark liquid, the floor of the shower had several large cracks that felt like the floor would give way if you stepped on the cracks. The unit needs some real maintenance- cracked filthy tiles in the bedroom, the bathroom door is literally peeling apart at the bottom, the shower needs a good bleach job, the stove is ancient, etc…. The owners need to do an inspection and determine whether they would stay there themselves. I felt dirty just being in there. Very disappointing.
Only pros- good location, very cold AC, clean bedding and towels, on-site small 4 foot pool but we did not use.
Bradley
Stayed 3 nights in Jun 2023
Verified
8/10 Good
Adam
27 Feb, 2022
Liked: Amenities, property conditions & facilities, communication
The location simply cannot be beat and with a dedicated off-street parking space next to Duval street this place is a rare find. The interior is not spectacular but you are paying for the location. The floor is a little slanty in places, the shower had a bit of mold, the bed was not the most comfortable, but all this pales in comparison to a space directly off Duval street with a parking spot. It has a pool but we never used it; too busy getting drunk along Duval.
Adam
Stayed 2 nights in Feb 2022
Verified
8/10 Good
Kevin K.
24 Jul, 2025
Kevin K.
Stayed 1 night in Dec 2024
About the host
Hosted by Brightwild
Premier Host
They consistently provide great experiences for their guests