All The Single Ladies Put Your Hands Up

john truman cottage waterfall

All the single ladies put your hands up if you're ready for a glorious, warm winter getaway to Key West! With the warmest winter weather and lots of sunshine to go around, who wouldn't want to visit, work, learn and play in our Caribbean paradise? With brand standards such as enhanced cleaning, free internet, outdoor living and concierge services, all you have to do is come on down for your best solo adventures and the chance to invite your best gal pals to meet you for a few nights, a week or even a month or longer. Historic Key West Vacation Rentals specializes in luxury boutique cottages and compound units that are safe, sunny and glorious.

Casablanca Too - Nightly Rental 1 Bedroom 1 Bath Sleeps 2

This is a spacious one-bedroom vacation rental with the added bonus of off-street parking and a private hot tub. The galley style kitchen has everything you need. If you prefer to dine out, many of Key West’s fine dining and bars are within walking distance. Climb into your King-size bed and snuggle under the fluffy cotton duvet. Open the doors in the morning and let the Florida sunshine in.  In the back yard, there is a lush garden, back deck with chaise lounge chairs and an outdoor dining set. Other great amenities include free parking for one mid-size car and it's pet-friendly, too!

John Truman's Hideaway 1 Bedroom 1 Bath Sleeps 2

Welcome to John Truman’s Hideaway, a private detached one-bedroom modern studio Key West vacation rental located in the heart of “Old Town” Key West and includes every finish and detail. This cute, cozy, and newly constructed Key West cottage rental features top-of-the-line amenities and brand-new furnishings. Right outside is the 14' x 10' shared heated dipping pool with an amazing waterfall feature. Plenty of loungers for catching the Key West sun. Towels provided!

Margaret Truman Suite - Nightly Rental 2 Bedrooms 1 Bath Sleeps 5 Martha Truman Suite - Nightly Rental 1 Bedroom 1 Bath Sleeps 3

Each suite is furnished with a full kitchen, contemporary living room with new comfortable furniture, new ultra-comfortable mattresses with premium linens, bathroom with Travertine shower and in-suite washer and dryer, high-speed Wi-Fi, flat-screen TVs in every bedroom and a large flat-screen TV in the living room - newly renovated and immaculate!

Horse Conch - Nightly Rental 1 Bedroom 1 Bath Sleeps 4

These one-bedroom rentals are located upstairs on the second story and can be accessed by the stairway on the side of the building, which leads up to the shared balcony and the entrances to Horse Conch and Rooster Conch. These rentals include a shared, covered balcony that overlooks the sparkling pool and courtyard area. The inside of the units offers adorable Key West decor throughout with colorful furnishings. The open concept living room includes a flat-screen TV, queen-size pullout sleeper sofa, and plenty of seating for you and your guests. The dining table seats 4 and rests under hanging track lighting fixtures.

Solaris Cottage - Nightly Rental 1 Bedroom 1 Bath Sleeps 2

This pet-friendly unit is located on a tiny lane in Old Town Key West and is a perfect and spacious retreat for one to two adults. The kitchen has a full-size refrigerator and a 4-burner gas stove, blender, microwave, and a toaster. The living room has a comfortable sofa with a chaise, a television with cable, and free WiFi. Enjoy the large dining table for both dining and for setting up your laptop.

Poinciana Garden - Nightly Rental 1 Bedroom 1 Bath Sleeps 3 Poinciana Treetop - Nightly Rental 1 Bedroom 1 Bath Sleeps 3 Poinciana Paradise - Group Rental 2 Bedrooms 2 Bath Sleeps 6

Poinciana Garden (downstairs) and Poinciana Treetop (upstairs) at Poinciana Place are cozy and casual one-bedrooms that sleep up to 4 people each. Each kitchen has a full-size refrigerator and a small 4 burner gas stove, blender, microwave, and a toaster. Each living room has a queen sleeper sofa, television with cable, and free wifi. Other great amenities include free parking for one mid-size car per unit and an on-property bicycle rack for locking up your bicycles. Small dogs are allowed, too!

Solaris Garden - Nightly Rental 1 Bedroom 1 Bath Sleeps 2

This unique pet-friendly Key West vacation rental has had renovations! Enjoy fabulous furnishings and appliances, a plush mattress, and fine linens too. This little gem even has quartz countertops, a new gas stove, dishwasher, full size refrigerator, microwave, and coffeemakers. All it needs is YOU!

All the single ladies put your hands up. Girls just want to have sun. Historic Key West Vacation Rentals has your sunny, one-bedroom, luxury boutique rentals waiting for you. Reserve yours for the winter right on our website or with our Vacation Planning team. Ladies choice.