Vacation Rental Homes
Our Story
Our Properties
Our Properties
We started Welcome Home Key West with the belief that every vacation should be a unique and unforgettable experience. Our team of hospitality experts has years of experience in curating exceptional vacation rental stays.
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Our Properties
Our Properties
Our Properties
We have a curated selection of properties, including a historic Victorian mansion, cozy Old Town cottages, and spacious downtown apartments. Each property is carefully vetted to ensure that it meets our high standards of quality and comfort.
Our Services
Our Properties
Our Services
We provide a range of services to enhance your stay, including grocery deliveries, housekeeping, and personalized local recommendations. Our goal is to make your vacation as stress-free and enjoyable as possible.
Key West Vacation Rentals
William Skelton Home
Ideally located just off of Duval Street in Old Town Key West, this historic home is steps from hundreds of bars and restaurants and all major attractions. It features six bedrooms, a private swimming pool, spacious living areas inside and outside, and a newly renovated chef's kitchen. Reserve either the entire home, or just the second and third floors.
3 Bedroom William Skelton Home
Reserve the second and third stories of the historic William Skelton Home. This rental features three bedrooms, a private swimming pool, spacious living areas inside and outside, and a newly renovated chef's kitchen.
Old Town Cottage
This monthly vacation rental in the heart of Old Town Key West offers two queen bedrooms, two full bathrooms, an open-layout living room and kitchen, private deck, and shared swimming pool.
Shipwreck Suite
Live like a local on Duval Street! This monthly vacation rental features a queen bedroom, spacious loft with queen bedroom, large living area, shared swiming pool, and balcony on famous Duval Street.
Ivy Cottage
Tucked away on a quiet street in the heart of Old Town Key West is the quaint and comfy Ivy Cottage. This home offers everything to feel at home for your extended stay - a comfortable queen bedroom, fully stocked kitchen and living area, fast Wifi, private front and back porches, and a heated swimming pool.
Casa Mamisa
On a quiet lane just off of Duval St, this two bedroom home features luxurious modern comforts and amenities, including a peaceful king bedroom and comfortable queen bedroom, eat-in kitchen and plush living room with a huge Smart TV.
Nauti's Nest
Just behind the Ivy Cottage is the Two Bedroom Conch Cottage with two queen bedrooms, an open-layout kitchen and living area, and quaint front porch. Enjoy the shared swimming pool and this home's fantastic Old Town location.
Reynolds Paradise
Experience the best of Key West vacation rentals at Reynolds Paradise, a beautifully renovated 2-bedroom home in the desirable Casa Marina neighborhood. Featuring a private hot tub, tropical fenced backyard, chef's kitchen, and accommodations for up to eight guests, this vacation home is just a short walk to Higgs Beach, restaurants, shopping, and Old Town Key West.
Beyond Key West
Dockside Oasis in Cape Coral, Florida
Escape to Cape Coral, Florida! Relax in this 2-bedroom waterfront home with a private pool and canal access for boating or fishing. Comfortably sleeps up to 7 guests and features modern amenities, a spacious covered patio, and the perfect blend of sunshine, comfort, and coastal charm.
Introducing Welcome Home Charlevoix, Michigan
While Key West is home, our passion for thoughtful hospitality extends to Northern Michigan through Welcome Home Charlevoix. With the same boutique approach, personalized service, and attention to detail, we proudly manage a curated collection of exceptional vacation homes in one of Michigan's most beautiful waterfront communities.
Own a Vacation Home in Key West?
Let's Create Something Exceptional Together
We partner with homeowners who value thoughtful design, elevated hospitality, and a hands on approach to vacation rental management. From beautifully prepared homes and personalized guest experiences to strategic marketing and local expertise, every detail is intentionally managed.