Welcome Home Key West

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

09/05/2026

Casa Mamisa 🌴

Tucked away on a sweet little lane in Old Town Key West, Casa Mamisa is a cozy two bedroom, two bath home made for settling into island life.

Slow mornings at home. Bikes parked out front. A stroll to your favorite spot for dinner. And the luxury of having a comfortable place to come back to at the end of the day.

With charming spaces, a great Old Town location, and everything you need for a longer stay, Casa Mamisa is an easy place to call home for a month.

🏡 2 bedrooms | 2 baths
🌴 Old Town Key West
☀️ Monthly vacation rental

Stay awhile. Live a little more like a local.

Nauti’s Nest 🌴A charming two bedroom cottage in the heart of Old Town Key West, Nauti’s Nest is made for settling into i...
09/04/2026

Nauti’s Nest 🌴

A charming two bedroom cottage in the heart of Old Town Key West, Nauti’s Nest is made for settling into island life.

Start the morning with coffee in the bright, comfortable living space, spend the afternoon by the shared pool, and come home to a cozy place that feels like your own.

With two bedrooms, a full kitchen, and a relaxed Key West setting, it’s the perfect home base for a longer stay.

✨ 2 bedrooms
🌴 Old Town Key West
🏊 Shared pool
🏡 Monthly vacation rental

🌴 Soak up the Key West sunshine from every angle.At the William Skelton Home, there’s no shortage of places to settle in...
08/31/2026

🌴 Soak up the Key West sunshine from every angle.

At the William Skelton Home, there’s no shortage of places to settle in and enjoy the island breeze.

☀️ Upstairs front porch — morning coffee with a little more elevation and plenty of tropical views.

🌿 Downstairs front porch — a cozy spot to relax, read, or watch Old Town life go by.

🏊 Back deck — your own private retreat overlooking the backyard pool, perfect for lingering over dinner or enjoying a cocktail as the day winds down.

Three outdoor spaces. Three different ways to enjoy Key West.

Which porch would you choose? 🌴

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

🌅 Some sunsets are worth slowing down for.There’s something about a Key West sunset that makes you forget what time it i...
08/31/2026

🌅 Some sunsets are worth slowing down for.

There’s something about a Key West sunset that makes you forget what time it is. The water, the colors, the boats drifting by, and that little feeling that you’re exactly where you’re supposed to be.

Come for the island. Stay for the sunsets. 🌴

🏝️ 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

Address

Key West, FL
33040

Telephone

+15179270022

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