13 Best Key West Vacation Rentals For Spring

cloud 9 pool

Your 13 best Key West vacation rentals for families are ready to welcome you from all around the country this spring. While we still need to be mindful of health and safety, there are lots to be said about the healing benefits of our warm sunshine with a Caribbean beat. Some of your favorite Historic Key West Vacations Rentals cottages and tropical homes are still available, so make your reservations now and start planning your spring vacations.

Solaris Cottage - Nightly Rental 1 Bedroom 1 Bath Sleeps 2

This is a perfect and spacious rental for one to two adults. The kitchen has a full-size refrigerator and a 4-burner gas stove, blender, microwave, and a toaster. 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 and the outdoor washer and dryer set.

Horse Conch - Nightly Rental 1 Bedroom 1 Bath Sleeps 4

Horse Conch is 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. The kitchen comes fully equipped and offers all the amenities of home, including a fridge, freezer, stove, oven, dishwasher, microwave, coffeemaker, and plenty of cabinet space.

Rooster Conch - Nightly Rental 1 Bedroom 1 Bath Sleeps 4

Rooster Conch includes a shared, covered balcony that overlooks the sparkling pool and courtyard area. The inside of the unit offers adorable Key West decor throughout with colorful furnishings. The open concept living room includes a flatscreen TV, queen-size pullout sleeper sofa, and plenty of seating for you and your guests.

Chavez House - Nightly Rental  3 Bedrooms 2 Bath Sleeps 6

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! The kitchen has beautiful quartz countertops, stainless steel appliances, a breakfast bar, a formal dining room, and outdoor dining as well. This home is dog-friendly and it's within easy walking distance from Duval Street and the Historic Seaport. 

Poinciana Paradise - Group Rental  2 Bedrooms 2 Bath Sleeps 6

This two-story stacked apartment-style home is only one block to Duval Street and central to all that Key West has to offer. Poinciana Garden (downstairs) and Poinciana Treetop (upstairs) at Poinciana Place are cozy and casual one-bedrooms that sleep up to 4 people each and allow small dogs. 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. Open the French doors from your bedroom at Poinciana Garden and step out onto the first-floor lanai with your private hot tub, and from Poinciana Treetop onto your shaded second-floor lanai with lots of Key West sun. In the back yard, there is a shared gas grill, lush garden, back deck with chaise lounge chairs and outdoor dining set. Other great amenities include free parking for one mid-size car per unit and an on-property bicycle rack for locking up your bicycles.

Southard Comfort - Nightly Rental 3 Bedrooms 2.5 Bath Sleeps 6

This is much more than a place to stay; it’s living the Key West experience to the fullest. In the kitchen, you will find a gas range and ample granite countertops. 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. There's a gorgeous 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.

Cloud 9 - Nightly Rental 3 Bedrooms 3 Bath Sleeps 7

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. A large and thoughtfully appointed gourmet kitchen with stainless steel appliances inspires creative meals and lively entertaining. Park your car in the off-street parking spot provided, and you’ll never need to drive it at all during your stay.

The Truman Suites - Nightly Group Rental  7 Bedrooms 5 Bath Sleeps 18

The Truman Suites collection includes 1-2 bedroom suites Harry, Margaret, Martha, Bess Suites, and John Truman's Hideaway. These suites can be booked individually as well. So book one or two, as many as you need, or the full compound for ultimate privacy! There is a brand new shared 14' x 10' heated pool with a tranquil waterfall feature! There are also loungers for being poolside. Beach towels provided. Exterior features include a front porch with rocking chairs.

Spring is a vacation period enjoyed by families. Come on down to relax and recharge in Key West or just to enjoy our tropical and exotic location. For those who still need to work or learn, our complimentary high-speed Internet keeps you as connected as you want to be.

Reservations are quick and easy right on our website or with our very spring-ready vacation planners. This is the season we've all been waiting for and these 13 best Key West vacation rentals for family-style spring getaways are the perfect places to enjoy this tradition!