Linger Longer | Near Key West, Gated Community, Shared Pool | Month-Long Stays
*Please note that this home is available for 28+ night stays only.*
Enjoy a carefree vacation in a 2 bedroom 1.5 bath, 2-story townhome, located on Southard Court in the Truman Annex, downtown Key West. This home is situated right in front of the community pool.
The first floor has an open floor plan with a full kitchen, dining area, and living area which opens to a beautiful backyard patio. There is also a half bath on the first floor. French doors from the living room open to the back deck with grill and exit gate right onto Thomas Street, giving easy access to and from downtown. This townhome is conveniently located poolside and just a short walk to the many restaurants, attractions, and shopping that Old Town Key West has to offer.
The second floor has two bedrooms and a full bathroom. One bedroom has a queen bed and the second guest bedroom has two twin beds. The sofa in the living room pulls out into a queen.
Linger Longer is a great place to get away from it all and enjoy our tropical climate, exploring the tiny lanes and exotic byways that make Key West famous.
Key West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!
AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!
*Home Truths:* - This home has access to a shared pool and is part of a gated community. - This home also features a sleeper sofa. - We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet. - Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay. - All bookings 28 days or longer require a security deposit to be charged after booking. - This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area. - Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area. - Please note that max occupancy includes infants. - Please be advised that documentation may be necessary for ESA/service animals to gain entry.
Parking Details: - One parking space per unit, no guest parking. - No vehicle over 18’ long or 80” wide allowed. - No large trucks, trailers, mobile homes, vans, campers or similar vehicles shall be parked in the Truman Annex. - Motorcycles and scooters must be parked in the parking lot and not on sidewalks or porches. - All vehicles parked within the community must either have a permanent parking sticker or a temporary parking pass (obtained at the Security Guardhouse). - All others will be subject to ticketing and towing.
This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.
As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.
Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.
There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.
As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.
IDs will be requested for verification after booking.
We report and prosecute all Credit Card Fraud.
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Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Beach view
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Tropical Oasis in the Truman Annex with a private pool
Truman Annex
Tropical Oasis in the Truman Annex with a private pool
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 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, a first aid kit and a deadlock
About the area
Key West
Located near the beach, this holiday home is in Old Town Key West, 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. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting.
Florida Keys National Marine Sanctuary - 6 min walk - 0.6 km
Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
Mallory Square - 11 min walk - 0.9 km
Getting around
Key West, FL (EYW-Key West Intl.) - 14 min drive
Restaurants
Green Parrot Bar - 2 min walk
Margaritaville - 5 min walk
Mangoes Restaurant - 5 min walk
Blue Heaven - 6 min walk
La Concha Bar - 5 min walk
Frequently asked questions
Is Linger Longer | Near Key West, Gated Community, Shared Pool | Month-Long Stays pet-friendly?
No, only service animals are welcome at the property.
How much does it cost to stay at Linger Longer | Near Key West, Gated Community, Shared Pool | Month-Long Stays?
As of 23 Apr 2026, prices found for a 1-night stay for 2 adults at Linger Longer | Near Key West, Gated Community, Shared Pool | Month-Long Stays on 13 June 2026 start from AU$312, 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 Linger Longer | Near Key West, Gated Community, Shared Pool | Month-Long Stays?
On-site parking is available at the property.
What time is check-in at Linger Longer | Near Key West, Gated Community, Shared Pool | Month-Long Stays?
Check-in begins at 4:00 PM.
What time is check-out at Linger Longer | Near Key West, Gated Community, Shared Pool | Month-Long Stays?
Checkout is at 10:00 AM.
Where is Linger Longer | Near Key West, Gated Community, Shared Pool | Month-Long Stays located?
Located in Old Town Key West, this holiday home is within a 5-minute walk of We Cycle Key West and Duval Street. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are also within 10 minutes.
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Perfect location , place was clean , plenty of supplies for kitchen and bath , very comfortable
STEPHEN B.
Stayed 7 nights in May 2025
Response from VrboOwner on 17 May 2025
Thank you, Stephen! We’re glad you enjoyed the perfect location, comfortable space, and well-stocked amenities. We’d love to welcome you back for another great stay!
Great location! Right by duval and has a pool right outside your door. Walk to fort Zachary beach!
Mary W.
Stayed 7 nights in May 2023
Response from VrboOwner on 30 Aug 2023
We appreciate you taking the time to post a review of your stay! We agree that the location can't be beaten. We would be thrilled to host you again soon!
Verified
10/10 Excellent
Verified traveller
13 May 2019
fabulous property
We just spent a week in Key West and stayed at Linger Longer... great location! secure and quiet, yet close to all the action on Duval Street. private parking and the close proximity to the pool really made it a comfortable spot. would stay here again if we go to Key West.
Verified traveller
Stayed 7 nights in Apr 2019
Response from VrboOwner on 30 Aug 2023
Thank you for your kind words. We'd love to host you and your group again soon!
This was a nice, clean, quiet property in a nice spot. Close to the State Park for a nice beach day and sunset. The house was clean and comfortable with a pool right outside the door. This is exactly what we needed and I would highly recommend.
Yvonne C.
Stayed 7 nights in May 2024
Response from VrboOwner on 8 June 2024
Thank you for your 5-star review, Yvonne! We're glad it was exactly what you needed, and we highly appreciate your recommendation. We look forward to welcoming you back for another great stay!
Great location! This property was in a very nice neighborhood out of the fray but in walkable/biking distance to everything. I would highly recommend.
Susan P.
Stayed 14 nights in Feb 2024
Response from VrboOwner on 30 Apr 2024
Hi Susan, we're thrilled you enjoyed the location! Providing a peaceful retreat within reach of everything is what we aim for. Thank you for recommending us, and we hope to host you again soon!
We love staying in Truman Annex because it is quiet but close to the action. We were pleasantly surprised to find the pictures of this unit were dated and did not show the recent updates to furniture and paint. It is much nicer than the picrures represent. It is very clean.
Andrea P.
Stayed 7 nights in Mar 2025
Response from VrboOwner on 10 Apr 2025
Thanks, Andrea! We're so glad you enjoyed the quiet yet convenient location in Truman Annex. It's great to hear the updates were a pleasant surprise—we’ll take that as a sign to refresh the photos soon! Appreciate your kind words about the cleanliness too. Hope to have you back again!
Property is very clean with amenities needed. Close to the activity of Key west yet quiet. They answered my questions immediately during the stay
Ronda S.
Stayed 13 nights in Nov 2023
Response from VrboOwner on 23 Nov 2023
Thank you for the positive review - we would love to host you again!
Verified
8/10 Good
Kelly T.
1 Apr 2018
Had everything we needed!
Nice property with very well stocked kitchen and comfortable bed. Some chairs on top deck could be replaced as well as shower curtain liner but other than that, no concerns with property. Location is great!
Kelly T.
Stayed 7 nights in Mar 2018
Response from VrboOwner on 30 Aug 2023
We appreciate you sharing your review with us and the other travelers. Please feel free to reach out to us when planning your next vacation. We'd love to host you again soon
Great location, great proximity to everything, pool, clean property, nice back patio. AC blows cold, and the beds were comfortable. No complaints whatsoever.
Nicholas W.
Stayed 7 nights in May 2022
Response from VrboOwner on 30 Aug 2023
We’re so happy you loved your stay! Hope to host you again the next time you’re in the area!
Linger Longer is a great property for a small group. We had 3 adults & there was plenty of room for all. The location is perfect for walking to all attractions & fun stuff!! We stayed for 10 days. I wish we could have stayed so much longer! Will definitely contact ‘At Home’ for future trips!
Mary M.
Stayed 9 nights in Dec 2021
Response from VrboOwner on 30 Aug 2023
Mary,
Thank you for leaving a review.
We are thrilled to hear how much you have enjoyed your stay at Linger Longer and we do hope to see you in Key West again soon!
At Home In Key West team
Pros: Nice, clean, quiet. Close enough to the beach, historical Key West, Duval St and restaurants (all walking distance).
Cons: very bright bedrooms. Not enough of towels (3 regular and 2 beach)
Janna D.
Stayed 7 nights in Feb 2021
Response from VrboOwner on 30 Aug 2023
Janna,
Thank you for taking the time and submitting a review
Verified
8/10 Good
Trilby B.
24 June 2021
Liked: Cleanliness, location, listing accuracy
Covid free
Loved the property, excellent location! Only fault was outside patio brick surface was uneven and somewhat precarious.. would love to see that evened up
Trilby B.
Stayed 7 nights in May 2021
Response from VrboOwner on 30 Aug 2023
Trilby,
Thank you for taking the time and submitting a review
We are glad to hear that you have enjoyed your stay at the property and will definitely bring up the concern regarding the brick surface to the association and also the owner of the property
At Home In Key West team
From a partner site
10/10 Excellent
Don M.
20 Dec 2021
Very nice condo
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was more than happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
The condo had everything you need. It's location was good, pretty much in the center of the island. The staff was wonderful; very helpful and friendly. I'd definitely stay there again, maybe next December.
Don M.
Stayed 10 nights in Dec 2021
Response from VrboOwner on 30 Aug 2023
Don,
Thank you for your review
We are looking forward to your return
At Home In Key West team
Verified
6/10 Okay
B N.
30 July 2024
Liked: Check-in, communication, location
Beautiful location-property needs some updates!
Great location, spacious condo, property needs updates to the couch, master bedroom bed, privacy blind in kitchen, but a quiet location, beautiful pool, and that ice maker sure works!
Love Key West but would not chose this particular condo for a future stay.
B N.
Stayed 7 nights in Jul 2024
Response from VrboOwner on 11 Oct 2024
Thank you for your feedback, Bradley. We’re glad to hear you enjoyed the location, pool, and ice maker! We appreciate your comments on the need for updates, and we’re pleased to let you know that the owners are planning upgrades to the furniture, paint, and tile work. We hope these improvements will enhance the overall experience, and we’d love to welcome you back to see the changes in the future.
Verified
10/10 Excellent
Warren M.
1 Jan 2018
Perfect location.
Linger Longer is located in the Truman Annex and close to everything that Key West has to offer. Grab a bike and you can be anywhere on the island in a short time. Loved being near Fort Zach state park.
At Home in Key West are always a pleasure to rent from. The only upgrade to the condo would be a king sized bed in the master. Other than that the condo was clean, comfortable and well stocked. Will stay there again.
Warren M.
Stayed 7 nights in Nov 2017
Response from VrboOwner on 30 Aug 2023
Thank you for your thoughtful review! We’re so glad you enjoyed your stay! You’re always welcome here at AvantStay!
We had been up since 2am. Our plane landed at 10:40am. I called AvantStay and they were very nice and let us check in a little early. They were very easy to work with. It was so hot and the AC worked great and the pool was didn't out our front door.
We loved the location. We walked or biked everywhere we wanted to go and we covered the entire island. The pool located just outside the front entrance of the condo, was the warmest community pool we have ever been in. The condo was very clean. It is dated and could use some updating, but we did have everything we needed with the exception of having to rent bikes. The garbage disposal was broken and they promptly sent someone over to fix. Overall a good experience, with the biggest asset being the location.
Kathryn G.
Stayed 7 nights in Jan 2023
Response from VrboOwner on 30 Aug 2023
Thank you very much for taking the time to write us a review! We're so glad you enjoyed your visit!
Archival
8/10 Good
James C.
3 Aug 2017
Great house in perfect location
This is a spacious and comfortably decorated home in a beautiful neighborhood bordering the "Old Town" section of Key West. The photos in the VRBO listing accurately represent the interior. The kitchen is very well stocked with utensils and cookware. Fairly easy walk to just about everything and an even more convenient bicycle ride. There is a bike rental place about a block from the house. Heed any warnings you may have read about parking: It's a genuine headache. The assigned spot is very tight. With that said, on my next visit I would not bring a car anyway as doing so is truly superfluous. My family and I would be happy to rent this residence again.
James C.
Stayed 7 nights in Jul 2017
Response from VrboOwner on 30 Aug 2023
We’re so glad you enjoyed your stay, James. You’re always welcome here!
Archival
10/10 Excellent
Kristin B.
16 Nov 2016
Just right!
My husband and I wanted to stay someplace different than the last two times we were in Key West. After first, sharing a house in Old Town with 2 other couples we realized we love the area. Second, we stayed in a bed and breakfast just the two of us but, realized it was just too "cozy". This time it was just the two of us again so we decided on a condo in the Annex.
We chose "Linger Longer" and it was just right for us. I loved the location to Duval and also the location to the pool. The pool was just a few steps from our front porch. Not to mention the character of the condo and how clean it was. The downstairs had the living room, dinning, a quarter bathroom and kitchen. The kitchen cupboards were stalked with everything we ever needed and more. Up stairs held the two bedrooms and one full bathroom. The master bedroom with a queen bed and the other smaller room had what looked like a twin bed, but the bottom of the bed comes out to make it bigger (I just used this room to get ready during the day because it had the best light coming into it).
In short, we would stay here again because it was comfortable for the two of us and the location was great.
Kristin B.
Stayed 7 nights in Oct 2016
Response from VrboOwner on 30 Aug 2023
Thanks for the awesome review! We can't wait to host you again, Kristin!
From a partner site
10/10 Excellent
Clare F.
17 July 2022
Perfect location
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This was our first time visiting Key West and we absolutely loved it! The location of this home is perfect and we walked everywhere! The rental home itself was clean and had everything we needed. We stayed with our 2 teens and our son slept on the sofa downstairs which suited him, although there was a trundle bed in the 2nd bedroom I would suggest this would work for younger siblings. The pool was right outside the front of our rental which was convenient, and it was never overcrowded or loud. All in all we had a wonderful time here and we would not hesitate to stay here again.
Clare F.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 30 Aug 2023
Thank you for the kind words, Clare! AvantStay would love to host you again soon!
From a partner site
10/10 Excellent
James F.
28 Mar 2022
Fun spring break 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 more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Our rental townhouse in the Truman Annex was perfect for us. Nice deck in the back and porch on the front. Unit is very close to the pool which is nice. Great place for 2-4 people. Perfect location for beach and town exploring. We would definitely return.
James F.
Response from VrboOwner on 30 Aug 2023
We're so happy to hear you enjoyed your stay, and we'd love the opportunity to host you again. Our 24/7 support team is here to make your next stay as relaxing as the first!
Angela,
Thank you for leaving a review
At Home In Key West team
From a partner site
10/10 Excellent
A guest from Silverdale, WA
18 Nov 2021
A great place to stay
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 were in Key West for the boat races, this is the perfect location on the island,in the center of everything, walking distance to many wonderful places to see, do things, and eat. Make sure to pick up a mixed Cuban sandwich at the Courthouse Deli just a block away for breakfast or lunch.
A guest from Silverdale, WA
Response from VrboOwner on 30 Aug 2023
We’re so excited to hear that you enjoyed your stay! Please reach out if you need any assistance planning your next vacation. We'd love to host you and your group again soon!
We come almost every year and we always stay in Truman Plaza. This place was one of the best so far.
George M.
Stayed 9 nights in Oct 2021
Response from VrboOwner on 30 Aug 2023
George,
Thank you for leaving such a nice review. Please be sure to follow us on social media for last minute deals and specials and please do not hesitate to give us a call next time you are searching for a property in Key West.
At Home In Key West team
About the host
Hosted by AvantStay
At AvantStay, we pride ourselves on our guest experience. We do the trip planning - so you can spend more time on vacation. With 24/7 customer support, a dedicated concierge, and tech-enabled touchpoints from the moment you book to an easy and seamless check-out, we make your experience as carefree as you could possibly want it to be. AvantStay features 500 homes in 30+ destinations and is growing quickly. For any questions about your next trip, please don't hesitate to reach out directly and we'd be more than happy to help your vacation come true.
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