Welcome Home Key West

A Kitchen Made for Island Living ☕️🌴

At Old Town Cottage, the kitchen is more than just a place to make a meal. It’s where the day starts, snacks happen, and everyone inevitably ends up gathering.

☕️ Coffee before heading out to explore
🥐 Breakfast at home
🍹 A drink while dinner comes together
🍽️ Everything you need to settle in and stay awhile

Because when you’re staying in Key West for a little longer, having a kitchen that feels like home makes all the difference.

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

A Little Key West Luxury 🧴🌴

We believe the little details make a stay feel special.

That’s why our Welcome Home Key West properties are stocked with Key West Aloe bath products, bringing a little piece of the island into your everyday routine.

From the moment you arrive to the moment you unwind, we want your stay to feel comfortable, thoughtful, and distinctly Key West.

Because vacation is in the details. 💛

A little taste of Key West, waiting when you arrive. 🌴

At Reynolds Paradise, we love welcoming our guests with a selection of locally sourced goodies and snacks to enjoy during their stay. It’s one of the little details that makes arriving feel a little more like coming home.

Because the best stays aren’t just about where you sleep. They’re about how you feel when you walk through the door. 💛

🏡 Reynolds Paradise
🌴 Old Town Key West
✨ Monthly stays

There’s no better way to explore Key West than on two wheels. 🌴🛵

Skip the traffic, feel the island breeze, and take the scenic route. From hidden lanes and colorful cottages to waterfront stops and your favorite spot for lunch, a scooter makes getting around part of the adventure.

In Key West, the journey is half the fun. 💛

Your New Favorite Place to Do Nothing. 🌴

Cape Coral, Florida has a pretty good argument for slowing down.

At Dockside Oasis, some vacations are about seeing everything. Others are about finding a good pool chair and deciding you’ve seen enough. 😉

Spend the day in your private pool, grill lunch on the patio, watch the boats drift by on the canal, and settle in for sunset without ever having to leave home. 🌊☀️

And when you do feel like going somewhere, Cape Coral’s restaurants, beaches and boating are all within easy reach.

Two bedrooms. Two bathrooms. Private pool. Waterfront views.

The hardest part? Deciding whether to swim in the pool or stare at the canal. 🍹

📍 Dockside Oasis | Cape Coral, Florida
🏡 2 bedrooms • 2 bathrooms
🏊 Private pool
🌊 Waterfront canal
🔥 Outdoor grill
☀️ Weekly vacation rental

A little sunshine, a little salt air, and something cold in your hand. 🍹🌴

That’s pretty much the Key West recipe.

Slow down, settle in, and enjoy the kind of afternoon that doesn’t need much of an agenda.

Park It. You’re on Island Time. 🚲🌴

One of the best things about Nauti’s Nest? You can actually leave the car parked.

Tucked into a quiet Old Town neighborhood, this charming two bedroom cottage is close enough to walk or bike to Duval Street, the beaches, restaurants and everything else you came to Key West for. Then come back, take a dip in the pool, and settle onto the front porch. 🍹🏊‍♀️

And when you do want the car? Free off street parking. A pretty great perk in Old Town.

Two bedrooms. A pool. A porch. Parking.
Basically, everything you need and nothing you don't. ✨

📍 Nauti’s Nest | Old Town Key West
🏡 2 bedrooms
🏊 Shared pool
🚗 Free off street parking
🌴 Walkable location

✨ Good design is about more than how a space looks. It’s about how it feels.

The right mix of textures, patterns, and colors can make a room feel inviting without feeling overdone. 🏡 And when it comes to a vacation rental, comfort matters just as much as style.

We think about the little details that make a space feel polished, comfortable, and easy to settle into — because guests should feel at home from the moment they arrive. 🌴✨

🌴 Leave the car behind.

One of the best things about staying at the William Skelton Home? You really don't need to go far.

Duval Street is just a short walk away, with restaurants, shops, live music and plenty of places to explore along the way. Come back to the house for a swim, dinner outside, or a little time to relax before heading out again. 🏊‍♀️🍹

Six bedrooms, plenty of space to spread out, and an unbeatable Old Town location.

📍 William Skelton Home
🛏️ 6 bedrooms
🏊 Private heated pool
🚶 Steps from Duval Street

A Key West stay where everything is close by. 🌴