Welcome Home
Key West

Welcome Home Key WestWelcome Home Key WestWelcome Home Key West
  • Home
  • Skelton Home
  • Old Town Cottage
  • Shipwreck
  • Ivy Cottage
  • Casa Mamisa
  • Nauti's Nest
  • Dockside Oasis
  • More
    • Home
    • Skelton Home
    • Old Town Cottage
    • Shipwreck
    • Ivy Cottage
    • Casa Mamisa
    • Nauti's Nest
    • Dockside Oasis

Welcome Home
Key West

Welcome Home Key WestWelcome Home Key WestWelcome Home Key West
  • Home
  • Skelton Home
  • Old Town Cottage
  • Shipwreck
  • Ivy Cottage
  • Casa Mamisa
  • Nauti's Nest
  • Dockside Oasis
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Florida Vacation Rental Homes

Cozy porch with wicker furniture and a wooden gate pointing to the pool.

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.

Relaxing poolside scene with lounge chairs, a sunhat, and inflatable floats.

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.

Cozy rustic dining room with blue chairs and wooden walls.

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.

Vacation Vibes on Instagram

Vacation Rentals

Charming pink two-story house with white accents and tropical greenery.

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.

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Cozy living room with leather chairs, blue couch, and rustic wooden walls.

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.


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Cozy outdoor patio with wicker furniture and orange umbrellas on wooden deck.

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. 



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Bright rustic living room with wooden walls and ceiling fans.

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. 


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Cozy cottage with palm trees and a parked golf cart in front.

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.

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Cozy bedroom with dark walls, white furniture, and floral bedspread.

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. 

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Cozy porch with wicker seating and tropical plants along a brick pathway.

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.


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Sunny backyard with a swimming pool and tropical palm trees.

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.

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Welcome Home Key West Vacation Rentals

Contact Us

Plan Your Key West Getaway

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Visit our sister company, Welcome Home Charlevoix

Discover vacation rentals in the tranquil and scenic Charlevoix, Michigan. Visit www.welcomehomecharlevoix.com to explore more.

Welcome Home Key West

Key West, Florida, United States

info@welcomehomekeywest.com 517-927-0022

  • Skelton Home
  • Old Town Cottage
  • Shipwreck
  • Ivy Cottage
  • Casa Mamisa
  • Nauti's Nest
  • Dockside Oasis

Welcome Home Key West

info@welcomehomekeywest.com

517-927-0022

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