Luxury NYE Key West Vacation Rentals

southard comfort pool

Chances are you're ready to turn the page and to say goodbye to 2020. We couldn't agree more and we also can't think of a better time to wrap this one up, put a bow on it, load it into a fireworks cannon and blast it into the history books. This calls for a grand celebration and Historic Key West Vacation Rentals invites you to ring in the New Year from these six luxury boutique rentals. 

Casablanca Too - Nightly Rental 1 Bedroom 1 Bath Sleeps 2

Casablanca Too is the perfect get-a-way vacation rental for two! This is a spacious vacation rental with the added bonus of off-street parking and a private hot tub! Beautifully manicured grounds along with the wonderful outdoor areas set this property apart from others.

Chick-a-Pea Cottage - Nightly Rental 4 Bedrooms 2.5 Bath Sleeps 8

Chick-A-Pea is a traditional Key West cottage that has undergone a complete renovation. The charm and historic features have been retained, while all the luxuries of today have been added, including an amazing private pool!

Potter's Cottage - Nightly Rental 2 Bedrooms 2 Bath Sleeps 5

This super cute home boasts all the amenities you would expect from a luxury hotel including a concierge and high-speed Wi-Fi. At the same time, you can live like a local by taking advantage of the fully equipped kitchen. Enjoy the privacy our tucked-away location affords smack dab in the middle of Key West’s oldest neighborhood.

Seas The Day! - Weekly Rental 2 Bedrooms 1 Bath Sleeps 4

Historic Key West Vacation Rentals invites you to enjoy this vacation rental aptly named "Seas the Day!" This newly updated first-floor condo is located in the Shipyard section of the Truman Annex facing Southard Street.

Solaris Pair-A-Dise - Nightly Rental  2 Bedrooms 2 Bath Sleeps 4

Solaris Pair-A-Dise consists of two separate nightly rental - Solaris Garden & Solaris Cottage. This allows couples traveling together to stay close, but also have their own private living room and kitchen. The property unit is located on a tiny lane and is a perfect and spacious retreat for up to 4 adults.

Southard Comfort - Nightly Rental 3 Bedrooms  2.5 Bath Sleeps 6

This is a home designed for comfort and relaxation. One space flows right into the other, from the inside to the outside, from the living room to the kitchen. You have three dining options, Dine al fresco by the pool just through the French doors of the kitchen, dine at the granite center island, or in the formal dining room for family meals.

Let's get your party started with these six luxury boutique rentals for your Key West New Year's celebrations. Looking to stay a little longer? Browse our collection of Key West Monthly Vacation rentals. Celebrate, make it supreme and give your new year the most wonderful beginning you deserve!