Summerland Key, Florida Keys

Your Keys Home
Awaits.

Fully furnished vacation cottages on the western shore of the Florida Keys — pet-friendly, beach-adjacent, and designed for the kind of slow living that makes you forget to check your phone.

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4.8
Guest Rating
15+
Years Hosting
🐾
Pet Friendly
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Fully Furnished
Pet Friendly
Prime Location
Self Check-in
Our Cottages

Choose Your Coastal Retreat

Each cottage is thoughtfully furnished with coastal charm — full kitchens, comfortable living spaces, and private patios where the only agenda is whatever you want it to be.

Palmetto Cottage living area with coastal decor
Most Popular

The Palmetto Cottage

A cozy two-bedroom retreat perfect for small families or couples seeking a quiet Keys escape. Steps from the water with a shaded patio.

2 Beds 1 Bath Sleeps 4
$149 / night
Inquire
Hurricane Hole Cottage with waterfront view

The Hurricane Hole Cottage

Our largest cottage — three bedrooms, an open-plan kitchen, and a wraparound deck overlooking the calm waters of Hurricane Hole.

3 Beds 2 Baths Sleeps 6
$229 / night
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Sunset Studio cottage interior
Best Value

The Sunset Studio

A charming one-room studio with a kitchenette and private garden — ideal for solo travelers or couples who want simplicity with style.

Studio 1 Bath Sleeps 2
$99 / night
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What We Offer

Everything You Need,
Nothing You Don't

We handle the details so you can focus on the salt air, the sunsets, and the slow rhythm of island time. Every cottage comes equipped for a comfortable, hassle-free stay.

Full Kitchens
Pots, pans, fridge, microwave & coffee maker
Free Wi-Fi
Reliable high-speed internet throughout
Free Parking
Dedicated spot right at your cottage
Pet Friendly
Bring your furry family member — no extra fee
Self Check-in
Keypad entry — arrive on your schedule
A/C & Ceiling Fans
Stay cool in true Keys comfort
Fully equipped cottage kitchen Private cottage patio with tropical plants Comfortable cottage bedroom with coastal bedding Community pool area surrounded by palms
100%
Guest Satisfaction
Location

Right in the Middle of Everything — Quiet Enough for Nothing

Summerland Key sits at the geographic heart of the Florida Keys, giving you easy access to both the relaxed western shore and the vibrant energy of Key West — without the crowds.

90 Cruikshank Ln

Summerland Key, FL 33042

Distances That Matter

Beach access2 min walk
Key West25 min drive
Marina5 min drive
Key Largo45 min drive

Nearby Highlights

John Pennekamp Coral Reef State Park · Sunset Key · Theater of the Sea · Local seafood shacks · Sunset sailing tours

Guest Stories

What Our Guests Say

Real words from people who've traded their routines for ours — even if just for a few days.

"We brought our golden retriever and didn't have to once check if he was welcome — he was treated like royalty. The cottage was spotless, the kitchen had everything, and we walked to the beach every morning. Already planning our return."

M&J
Michael & Jennifer
Atlanta, GA

"Summerland Key is the perfect hidden gem — close enough to Key West for a day trip but quiet enough that you actually hear the waves at night. The Hurricane Hole Cottage was exactly as pictured and then some. The deck became our favorite spot in the entire Keys."

SR
Sarah R.
Chicago, IL

"Third year in a row we come back here. The Sunset Studio is our go-to — compact, beautifully decorated, and the kind of place where you actually want to spend an evening reading on the patio instead of going out. Host is responsive and genuinely cares."

DT
David T.
Nashville, TN

Ready to Unplug?

Call us to check availability for your dates — we'd love to help you plan the perfect Keys getaway.

(305) 745-1990 Send a Message
Get in Touch

Let's Plan Your Stay

Whether you have questions about a specific cottage, need help picking the right one, or want to check availability — we're here. The fastest way to reach us is by phone, but feel free to send a message too.

Call or Text
(305) 745-1990
Address

90 Cruikshank Ln, Summerland Key 33042

Office Hours

Mon – Sun: 9 AM – 7 PM

Send a Message

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