Welcome Home Key West

Welcome Home Key West Vacation rental homes in Key West, Florida

🏝️ Stay right on Duval Street.The Shipwreck Suite puts you in the heart of Key West, with a front row seat to the energy...
08/30/2026

🏝️ Stay right on Duval Street.

The Shipwreck Suite puts you in the heart of Key West, with a front row seat to the energy of Duval Street and a spacious place to come home to.

✨ 1 bedroom
✨ Bonus sleeping loft
✨ Spacious interior
✨ Private Duval Street balcony
✨ Second floor of a historic Key West building
✨ Prime Old Town location, steps from everything

Spend the day exploring, come home for a little downtime, then step back out and be right in the middle of it all.

Key West at your doorstep. 🌴

📍 Shipwreck Suite | Duval Street
📅 Monthly vacation rental

08/27/2026

✨ Designed to Welcome

At the William Skelton Home, every space is designed with the guest experience in mind.

From comfortable gathering spaces and inviting bedrooms to the tropical backyard and pool, there’s room to spread out, slow down, and settle into Key West living.

A beautiful vacation home is about more than how it looks. It’s about how it feels when you’re there. 🌴

📍 William Skelton Home | Old Town Key West
🏡 6 bedrooms
🏊 Private backyard pool
🌴 Nightly vacation rental

🚂 All aboard!There’s something about the Conch Train that just feels like Key West. A little history, a little sightseei...
08/26/2026

🚂 All aboard!

There’s something about the Conch Train that just feels like Key West. A little history, a little sightseeing, and a great excuse to slow down and take in the island.

Whether you’re exploring by bike, on foot, or hopping aboard the train, Key West is best experienced at a leisurely pace. 🌴

Breakfast at Nauti’s Nest! 🥐 One of the best parts of a Key West stay? Having nowhere to rush off to.Settle in for break...
08/25/2026

Breakfast at Nauti’s Nest! 🥐 One of the best parts of a Key West stay? Having nowhere to rush off to.

Settle in for breakfast at home, pour another cup of coffee, and ease into the day before heading out to explore Old Town. 🌴

Nauti’s Nest is a charming 2 bedroom cottage in Old Town Key West, with a shared pool and everything you need for a comfortable monthly stay.

A little more time at home. A little more time on island time.

📍 Old Town Key West
🏡 2 bedroom cottage
🏊 Shared pool
📅 Monthly vacation rental

Outdoor Entertaining at the William Skelton Home. Some of the best meals happen outside. 🌴 The back deck at the William ...
08/24/2026

Outdoor Entertaining at the William Skelton Home. Some of the best meals happen outside. 🌴

The back deck at the William Skelton Home gives everyone room to gather around the table, enjoy a meal together, and linger a little longer under the Key West palms.

Whether it's a family dinner, a casual lunch, or drinks as the sun starts to go down, this is where vacation memories happen. ✨

William Skelton Home | 6 Bedrooms | Nightly Vacation Rental | Key West

🌴 Mornings in Key West just feel different.Coffee on the deck, soft morning light, bikes rolling down the street, and ev...
08/23/2026

🌴 Mornings in Key West just feel different.

Coffee on the deck, soft morning light, bikes rolling down the street, and even a few chickens and chicks making their rounds. 🐓☕🚲

At Reynolds Paradise, a charming 2 bedroom home in Key West's Casa Marina neighborhood, you can slow down, settle in, and enjoy the island as it wakes up.

No rush. No agenda. Just another beautiful morning in Key West. ✨

📍 Reynolds Paradise, Key West
🏡 2 Bedroom Home | Monthly Vacation Rental

There’s something about a Key West morning walk that just makes you slow down. 🌴☀️The streets are quiet, the breeze is w...
08/22/2026

There’s something about a Key West morning walk that just makes you slow down. 🌴☀️

The streets are quiet, the breeze is warm, and the water is right there waiting for you. Grab your coffee, take the long way, and let the island wake up around you.

Sometimes the best part of a Key West stay is simply stepping outside and taking it all in. 💙

The best spaces don’t always have four walls. At Old Town Cottage, island living happens outside!Tucked away on a quiet ...
08/21/2026

The best spaces don’t always have four walls. At Old Town Cottage, island living happens outside!

Tucked away on a quiet little lane in Old Town Key West, this 2 bedroom monthly rental has a spacious deck that becomes an extension of the home. Morning coffee, afternoon lounging, dinner under the palms, or a glass of wine at the end of the day. 🌴

Old Town Cottage | 2 Bedrooms | Monthly Vacation Rental | Old Town Key West

🛏️ The little things in a bedroom can make a big impact.A beautiful bedroom is important, but it's the thoughtful detail...
08/20/2026

🛏️ The little things in a bedroom can make a big impact.

A beautiful bedroom is important, but it's the thoughtful details that can turn a good stay into a great one.

➡️ Room-darkening shades for better sleep.
➡️ High-quality linens that feel as good as they look.
➡️ Plugs on both sides of the bed for all your devices.
➡️ Cool AC and ceiling fans for those warm Key West nights.
➡️ Plenty of closet and drawer space, with more than enough hangers.
➡️ Soft bedside lighting for winding down at night.
➡️ Extra pillows and blankets for personal comfort.

Thoughtful details make a room feel comfortable, functional, and easy to settle into. ✨

There’s room for everyone at the William Skelton Home.With six beautiful bedrooms, spacious living areas, and plenty of ...
08/19/2026

There’s room for everyone at the William Skelton Home.

With six beautiful bedrooms, spacious living areas, and plenty of room to spread out, this historic Key West home makes it easy to settle in and enjoy time together while still having privacy and space. 🏠

William Skelton Home | 6 Bedrooms | Nightly Vacation Rental | Key West

Address

Key West, FL
33040

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