Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool! | Condo in Key West
2 Bedroom Condo in Truman Annex, Key West
***This unit holds a City of Key West Transient License and will be permitted to continue offering weekly rentals in 2026***
Welcome to "Cocktails & Dreams," an impeccably updated second-floor condo located in the coveted Shipyard Condominiums!
Positioned at one of Key West's prime locations, this residence offers you an unparalleled Key West experience. Just a short 2-block stroll from the vibrant energy of Duval Street, Cocktails & Dreams places you at the heart of Key West's renowned dining, nightlife, and shopping. Explore a plethora of restaurants, bars, and unique boutiques, immersing yourself in the dynamic spirit of the island. Venture to Truman Waterfront Park for a day of family enjoyment, creating cherished memories. If relaxation is your goal, the soft sands and inviting turquoise waters of Fort Zachary Taylor Park are only moments away, offering a tranquil escape. When the allure of the complex beckons, retreat to your private front or rear balcony. Begin your day with a cup of coffee and the soothing morning breeze, or unwind in the afternoon with a cocktail as you soak in the island vibes. For those seeking refreshment, the community pool offers a delightful way to beat the heat. Take a leisurely dip, enjoy the sun's warmth, and relish the ease of having your relaxation needs met right on-site. Inside, Cocktails & Dreams is meticulously updated, providing you with modern comfort amidst the vibrant island atmosphere. Discover a harmonious blend of convenience and style that enhances your Key West stay. Whether you're an adventurer or a leisure seeker, Cocktails & Dreams places all the wonders of Key West within your grasp. Uncover the magic of this island paradise, knowing you have a comfortable haven to return to. Discover the essence of Key West living at "Cocktails & Dreams." Experience the luxury of convenience and the allure of the island lifestyle. Book your stay now and let your Key West dreams come to life!
SLEEPS MAXIMUM OF 4 GUESTS:
Bedroom 1: Queen Bed, Smart TV
Bedroom 2: Two Twin Size Beds, Smart TV
Living Room: Sofa With Pull Out Bed, Two Chairs, Smart TV
Kitchen: Nicely Equipped (everything needed to prepare and serve meals)
AMENITIES:
- Shared Pool
- One Designated Parking Space
- Linens and towels provided
- ~3 blocks to Duval Street
- 0.3 miles to Fort Zachary Taylor State Park Beach
- 2.6 miles to Smathers Beach
IMPORTANT POLICIES FOR YOUR STAY:
Age & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing.
Pet Policy: Pets are not permitted for guest bookings less than 30 days per the HOA. For guest bookings 30 days or more, up to one dog 25 LBS or less will be considered with prior approval, payment of a $300 pet fee, and registration with a third-party pet screening service (fee applies for pets, free for service animals). Please review our pet policy before booking—we will provide the registration link after you confirm your reservation.
Smoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment.
Military Discount: A 10% discount is offered to active duty, retired, or reserve armed forces personnel with a valid military ID.
Mid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay.
Local Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure.
Construction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction.
Photo Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time.
Security Cameras: For the safety and security of our guests and property, one exterior security camera monitors the front door. The camera is for security purposes only and does not monitor any private interior or outdoor living spaces.
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool! is located in Truman Annex. Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool! provides accommodation, featuring Kitchen, Laundry, Air Conditioner, among other amenities. This Condo features Kitchen, Laundry, Air Conditioner, to make your stay a comfortable one.
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool! has 2 Bedrooms , 1 Bathroom, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Condo because of the excellent services rendered by the owner or manager of this Condo, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Condo has a friendly neighborhood, and the Truman Annex has interesting places to visit. If you want to learn more about the Condo in Truman Annex, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Policies
Reviews
FAQ's
Is this Truman Annex condo pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Truman Annex condo have a swimming pool?
Yes, this Truman Annex condo has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Truman Annex condo?
Best-rates for the Truman Annex condo starts from $410 per night with includes Air Conditioner, TV, Wellness Facilities, Fireplace/Heating, Child Friendly, Pool, Balcony/Terrace, Security/Safety, Internet, Kitchen, Laundry with all other facilities. RBO matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Truman Annex condo a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this condo Good or guests have recommended them suitable for families. As reported by the owner or manager, the condo has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Truman Annex condo wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Truman Annex condo has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Truman Annex condo?
Based on the information reported by the owner or manager, the Truman Annex condo indicates 1 day stay policy at this condo. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Truman Annex condo?
Based on the information reported by the owner or manager, details for the cancellation policy for the Truman Annex condo are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
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