Summary: Conveniently situated in the picturesque Truman Annex gated Community, Gulf Getaway is a charming 2 bedroom 2.5 bath perfect for your next island getaway.
In addition to its prime location, this storybook corner unit features 2 private balconies off of each bedroom and a back deck equipped with all of your outdoor dining necessities. Close enough to everything, but just far enough away Gulf Getaway allows you to enjoy the peaceful serenity of Key West.
The Space: On the second floor you will find the 2 bedrooms, each featuring a queen size bed, attached full bathroom and balcony. Perfect for accommodating 4-6 guests, additional sleeping arrangements can be found in the queen pullout couch on the first floor.
The open first floor plan with a half bath is perfect for relaxing after a long day. Equipped with an LG cable tv, complimentary Wifi and French doors leading out to the back deck, the natural sunlight in Gulf Getaway keeps the space bright and airy. From an espresso maker, to a Keurig and smoothie maker, the rooster-themed kitchen is stocked with all of your cooking and drink necessities. There is also a hose outside for washing off sand from the beach and a private back entrance to make accessing the back patio a breeze.
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. Shared Community Features: This home also includes access to the neighborhood pool- exclusive to Truman Annex homes and has lounge chairs perfect for sunbathing. How to Access: the bedrooms are located on the second floor with stair access only.
The Neighborhood: Explore all that Key West has to offer including Truman Annex’s brand new Waterfront park and pier overlooking the Gulf. On Thursdays catch the sunset farmers market at the park or bring the kids to the splash pad for a fun-filled waterpark adventure. Just a 2 block stroll from the world-famous Duval Street, Gulf Getaway is walking distance to endless shopping and dining options.
Getting Around: Parking Information: There is assigned parking provided for 1 vehicle. We can provide you with recommendations for parking additional vehicles upon request.
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.
Other Things to Note: - In the upstairs hall closet, you will find a stackable washer and dryer. - Pets Policy: Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/per stay •2 pet maximum - This home has a 28-night minimum - Mid-stay cleans are available upon request.
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-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
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
About the area
Key West
Located in Old Town Key West, a neighbourhood in Key West, this holiday home is near a water park and by the sea. 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. Take the opportunity to explore the area for outdoor excitement like cycling.
Harry S. Truman Little White House - 3 min walk - 0.3 km
Duval Street - 5 min walk - 0.4 km
Florida Keys National Marine Sanctuary - 6 min walk - 0.6 km
Mallory Square - 8 min walk - 0.7 km
Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
Getting around
Key West, FL (EYW-Key West Intl.) - 15 min drive
Restaurants
Green Parrot Bar - 6 min walk
Margaritaville - 5 min walk
Willie T's - 6 min walk
Blue Heaven - 10 min walk
Jack Flats - 6 min walk
Frequently asked questions
Does Gulf Getaway | Condo w/Pool! have a pool?
Yes, this property has a pool.
How much does it cost to stay at Gulf Getaway | Condo w/Pool!?
As of 31 Mar 2026, prices found for a 1-night stay for 2 adults at Gulf Getaway | Condo w/Pool! on 1 June 2026 start from AU$265, 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 Gulf Getaway | Condo w/Pool! pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Gulf Getaway | Condo w/Pool!?
On-site parking is available at the property.
What time is check-in at Gulf Getaway | Condo w/Pool!?
Check-in begins at 4:00 PM.
What time is check-out at Gulf Getaway | Condo w/Pool!?
Checkout is at 10:00 AM.
Where is Gulf Getaway | Condo w/Pool! located?
Located in Old Town Key West, this holiday home is within a 10-minute walk of Jackson Square, Duval Street and Mallory Square. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This unit was on an end and very quiet but a quick walk to all the action on Duval. The rental group was very responsive to all of our questions. We would definitely stay here again.
Tana P.
Stayed 28 nights in Mar 2024
Response from VrboOwner on 18 Apr 2024
Hi Tana, thanks for the review. We always do our best to respond to guests and ensure all accommodations are fulfilled, so we're thrilled to hear you had a great experience. The location is the perfect walking distance to enjoy Duval, but it's perfect to avoid all the noise that comes with Duval. We hope to host you again soon. Michelle, brightwild.
Love the location, walking distance to Truman Waterfront Park and most of the wonderful restaurants and attractions of Key West. Quiet, beautiful neighborhood. Brightwild (the property management company) was extremely helpful - responding quickly to our questions and requests. A great stay!
Thomas G.
Stayed 30 nights in Jan 2024
Response from VrboOwner on 3 Mar 2024
Thank you Thomas! We're glad you enjoyed your stay with us. We hope to host you again soon!
Cheers,
Michael
Brightwild
Property was well maintained and staff very responsive. It is great to have your own parking spot in KW.
Bob G.
Stayed 28 nights in Jan 2023
Response from VrboOwner on 13 Sept 2023
Thank you so much for the great review Bob! I am so pleased to hear that you enjoyed your stay with us and I hope we get the chance to host you again in the future. Cheers!
Overall, we loved the condo. The location in Truman was perfect and the parking spot is easily accessible in the back. The best part of the condo is the large back patio. A couple of minor things that could have made the stay better would be a new toaster and to provide a key for the patio door so we could enter and exit from there. The toaster oven in the condo is old and takes a long time for something as simple as toast. We have stayed in several condos in Truman over several years and this one bar far is our favorite.
Michael G.
Stayed 28 nights in Feb 2025
Response from VrboOwner on 1 Apr 2025
Thank you for your kind review! We're glad you loved the condo, especially the patio and location. We appreciate your feedback on the toaster and patio key and will look into it. Hope to host you again soon! Melissa, Brightwild