11 Key West Places To Soak Up Sunshine

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Here are 11 Key West places to soak up sunshine instead of shoveling lots of snow. We've all seen the weather reports and there's no denying winter is about to hit most of the country in a big way. For those who can't wait until summer, we've got the best news. Historic Key West Vacation Rentals are available now and some are even available for two night stays. Warmth and sunshine are waiting for you. Which place will you choose?

Chavez House - Nightly Rental 3 Bedrooms 2 Bath Sleeps 6

This two-story, pet[friendly eyebrow house was built in 1870 and is in the National Register of Historic Places. Newly renovated and very well appointed! Fine linens, gorgeous furniture, ultra-comfortable mattresses, and a cool and calming color palette. At 1415 sq ft this home comfortably sleeps 6. Enjoy a dip in the new private pool, work on your tan on the large exterior deck! 

Cloud 9 - Nightly Rental 3 Bedrooms 3 Bath Sleeps 7

Just a half-block off Duval you’ll find your secret paradise awaiting you at Cloud 9. When you pass through the whimsical custom wrought iron gate decorated with palm fronds and a welcoming gecko, you’ll find yourself in the private brick courtyard facing the home with its French doors and balconies. As soon as you see the beautiful black bottom pool with a waterfall, the clamor of Duval Street will seem miles away as you prepare to luxuriate in this completely renovated and modern home. Park your car in the off-street parking spot provided, and you’ll never need to drive it at all during your stay.

Grand Maison - Nightly Rental 4 Bedrooms 4.5 Bath Sleeps 8

This is a designer home with a brand new interior. re-using the Dade County Pine for the walls and floors, so the house has all the charm of a traditional Key West home. The bathrooms, kitchen, furniture, mattresses are all new. The house also has spray foam insulation which helps keep the house cool and quiet. Enjoy a large courtyard with a private heated saline pool and covered lanai. There is parking for one car which is a GREAT amenity for those that drive to Key West, however, you will not need a car when staying at pet-friendly Grand Maison.

Harry Truman Suite - Nightly Rental 2 Bedrooms 1 Bath Sleeps 5

New and VERY comfortable living room furniture so you can lounge while you watch your favorite programs, sports, or use the free high-speed wifi on your electronic devices. Many of the island's best restaurants are only a short stroll away but if you prefer to stay in, your kitchen is complete with all the appliances, cookware and dishes you need. There is a brand new shared 14' x 10' heated pool with a tranquil waterfall feature!

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

This 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! There is a brand new shared 14' x 10' heated pool with a tranquil waterfall feature!

Petite Maison - Nightly Rental 2 Bedrooms 2 Bath Sleeps 4

Petite Maison is a designer, pet-friendly Key West Guest Cottage that is located in the Gallery District of Duval Street. This is a charming, tasteful, designer two-story cottage that is all-new, yet the cottage has all the charm of a traditional Key West home. The furniture is all updated and modern. There is parking for one car which is a GREAT amenity for those that drive to Key West.

Poinciana Paradise - Group Rental 2 Bedrooms 2 Bath Sleeps 6

Poinciana Garden (downstairs) and Poinciana Treetop (upstairs) at pet-friendly 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.

Sea Conch - Nightly Rental 2 Bedrooms 2 Bath Sleeps 6

Sea Conch includes a private covered back deck that looks out onto the shared heated pool. The inside of the unit offers adorable Key West decor throughout with colorful furnishings. The open concept living room includes a flat-screen TV, queen-sized pull out sleeper sofa, and plenty of seating for you and your guests. The dining table seats up to 8 and rests under hanging track lighting fixtures. Sea Conch is located downstairs on the first story and offers 1 designated off-street parking spot for 1 vehicle.

Solaris Cottage - Nightly Rental 1 Bedroom 1 Bath Sleeps 2

This one-bedroom, one-bath unit is located on a tiny lane in Old Town Key West and is a perfect and spacious -pet-friendly retreat for one to two adults. Solaris Cottage is an artist’s cottage — for real. The owner is a nationally recognized artist and some of her works are displayed in the cottage. Open the doors from your bedroom and step out onto the side shared deck area under the giant Banyan tree. Step outside the kitchen door and you will find the infrared grill.

Southard Comfort - Nightly Rental  3 Bedrooms 2.5 Bath Sleeps 6

As you look around, you’ll be struck by the fact that 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. There's a Cocktail pool with a beautiful waterfall feature right off the living room for easy entertaining. Your stay at Southard Comfort would not be complete without enjoying the private outdoor shower.  Drive into your private rocked driveway and find parking for 2 vehicles.

Villa Josine - Nightly Rental 4 Bedrooms 4.5 Bath Sleeps 8

This open-concept living and dining area is the perfect place for friends and family to gather together and relax in unmatched comfort.  Relax by the sparkling, seasonally-heated pool with friends and family with a drink in your hand. Off-street parking for one vehicle, an absolute "must-have" for guests who plan on driving down to Key West or plan on renting scooters, bikes, or a golf cart!

We're getting lots of new reservations for Spring Break and summer vacations already. Just know you don't have to wait until then to take a tropical break from this cold winter.  Sunshine and warmth are waiting for you in Key West. Come on down for two nights, a week, a month or more! Always save when you book direct with Historic Key West Vacation Rentals online or with our very sunny Vacation Planners!