I Love Stock Island Festival

I Love Stock Island Festival is June 15-19, 2022. This five-day festival is to feature one-of-a-kind Stock Island-inspired activities and authentic immersive experiences in the local Key West community, culture, and art. It's a great way to celebrate Father’s Day weekend with friends and family in the laidback atmosphere of Stock Island, just across the Cow Key Channel Bridge from Key West. 

Won't Dad be so surprised when you gift him a stay with Historic Key West Vacation Rentals for this festival of fun over Father's Day weekend? For all the Dads and for those who fill the Dad roles, please be our guests.

This unique Key West vacation rental has had renovations! Enjoy fabulous furnishings and appliances, a plush queen mattress, and fine linens too. This little gem even has quartz countertops, a new gas stove, dishwasher, full size refrigerator, microwave, and coffeemaker. It's pet-friendly, too!

This comfortably furnished second-floor duplex home comes with Key West charm and contemporary touches. Stroll through its French doors onto the private porch and enjoy the Florida breeze with a delightful book. Sun yourself in the shared yard or take a jaunt to the beach. When the day is over, you may find yourself relaxing under the stars and enjoying conversation with newfound friends. There is on-site parking for one car as well as a bicycle rack for your convenience and it's another wonderful pet-friendly rental. 

This newly updated 2 bedroom 1 bath first floor condo is located in the Shipyard section of the Truman Annex facing Southard Street. The Shipyard has an extra large pool for its guests to enjoy with plenty of lounge chairs for you to work on your tan. After sight seeing, return to your Key West home and relax on your large outdoor patio. Chaise lounge chairs, dining table with an umbrella and a gas grill are there for you to enjoy. Park your car in your dedicated parking space and leave it for the duration of your weekly stay.

Enjoy the walkable location of this charming property.  As you enter the home from its covered rocking chair front porch, you are in the open concept living room and kitchen. It features a private pool with a refreshing outdoor shower, gas grill, loungers, and Adirondack chairs. The deck also includes a dining table and chairs as well as a comfortably furnished covered lounge area.

This  Weekly Key West vacation home is perfect for two couples or a small family. Its open concept first floor is flooded with natural light. The updated white kitchen is outfitted with Bosch appliances, an induction oven, a farm sink, a waterfall peninsula, and extra seating. The open dining area spills into the living room, allowing you to socialize with family and friends. A first-floor half bath provides added convenience for guests. Two sets of French doors lead out to your private, partially covered patio. Come enjoy a luxurious stay in your own little piece of paradise.

With three levels of gorgeous living, there is plenty of space for everyone to stretch out. The first floor includes the family room, kitchen, powder room, and study-a suitable place to work/school virtually or enjoy a quiet read. A first-floor king bedroom with a luxurious ensuite bath walk-in shower is ideal for the in-laws. The tropical outdoor area has shaded areas for sitting and dining, as well as sunny areas for lounging by the private pool. Enjoy the sound of the waterfall feature while sipping on a cocktail or cooking on the gas grill. You'll also enjoy designated parking for one car, too.

These are just some of the luxury Key West vacation rentals available in our collection. View our entire collection of nightly and monthly rentals and choose the luxury accommodations that work best for you.  You may also call our remarkable vacation planners for assistance at 305.296.1010. Be our guests for I Love Stock Island Festival and enjoy your best Caribbean paradise Key West vacation!