Condo
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!
Photo gallery for Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!





Reviews
10 out of 10
Exceptional
2 bedrooms 1 bathroom Sleeps 4 63.2 sq m
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street6 min walk
- Place, Mallory Square11 min walk
- Place, Southernmost Point14 min walk
- Airport, Key West, FL (EYW-Key West Intl.)10 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 Queen Bed
Bedroom 2
2 Single Beds
1 bathroom
Bathroom
Bathtub or shower · Toilet
Spaces
Kitchen
Balcony
About this property
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!
***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.
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.
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
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 indicated that there is a smoke detector on the property
About the area
Key West
Old Town Key West, a neighbourhood in Key West, is home to this condo. 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 South Beach and Smathers Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting.

Key West, FL
What's nearby
- Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
- Duval Street - 6 min walk - 0.5 km
- Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
- Mallory Square - 11 min walk - 1.0 km
- Southernmost Point - 14 min walk - 1.2 km
Getting around
Restaurants
- Green Parrot Bar - 4 min walk
- Blue Heaven - 8 min walk
- Moondog Cafe & Bakery - 8 min walk
- Mangoes Restaurant - 7 min walk
- Kaya Island Eats - 7 min walk
Frequently asked questions
About the host
Hosted by iTrip Vacations Key West

Premier Host
They consistently provide great experiences for their guests
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