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Islamorada Retreat

Islamorada, Florida

Wander Islamorada Retreat

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15 guests

7 beds

5 bathrooms

1/140

Boat dock•Ocean view•Waterfront

15 guests

7 bedrooms

7 beds

5 bathrooms

Wander Islamorada Retreat offers an exceptional collection of amenities designed for comfort, entertainment, and relaxation.

The Wander Guarantee

Book with confidence. Read more.

Flexible check-in & out

Check-in after 4:00pm • Check-out before 10:00am • Pets allowed

Easy cancellation

Cancel within 24 hours for a full refund.

Pristine homes, no to-do lists

Arrive to five star cleaning • No chores at checkout • Just lock up and go

About the property

Wander Islamorada Retreat offers an exceptional collection of amenities designed for comfort, entertainment, and relaxation. Outside, guests can enjoy a stunning heated waterfront pool surrounded by a tropical lounge area and a tiki cabana for shaded relaxation. The property features a 35-foot-wide deep-water dock, perfect for accommodating larger boats—an especially valuable feature for Islamorada travelers looking to explore the Keys by water or enjoy world-class fishing and boating. Guests also have access to two paddleboards and two kayaks for on-the-water adventures, as well as ample parking with dedicated boat trailer space. Additional conveniences include laundry facilities, elegant indoor and outdoor dining areas, and thoughtfully designed spaces that blend island charm with elevated comfort.

Property License: #25-0319

Hotel-grade amenities

Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.

Boat dock

Ocean view

Waterfront

Kitchenette

Kayaks

BBQ Area

Outdoor pool

Fire pit

Wifi

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Bedroom 5

1 king bed

Bedroom 6

1 king bed

Bunk Bedroom

1 twin bunk bed, 1 full bunk bed

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Bedroom 5

1 king bed

Bedroom 6

1 king bed

Bunk Bedroom

1 twin bunk bed, 1 full bunk bed

Where you’ll be

Set in the heart of the Florida Keys, this area offers endless opportunities for relaxation and adventure. Spend your days snorkeling or diving in the crystal-clear waters of the nearby reefs, kayaking through mangrove tunnels, or embarking on a world-class fishing excursion in the sportfishing capital of the world.

Getting there

Florida Keys Marathon International Airport

Restaurants

Publix Super Market at Islamorada

Lorelei Restaurant & Cabana Bar

Lazy Days Restaurant

Attractions

Robbie's of Islamorada

Founders Park

Theater of the Sea

Select dates in Wander Islamorada Retreat

Choose your check-in & check-out dates

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Guests love this placeGuests love Wander Islamorada Retreat

Guests love the Boat dock, Ocean view, Waterfront and more.

From the moment I booked, Wander took care of everything. Their recommendations were spot-on, and the location was perfect for my needs. It truly felt like a luxurious escape, stress-free from start to finish.

Emily from Houston, TX

Stayed in Oct 2025

We love the consistency Wander offers. No matter which property we choose, we know we're in for a treat. It takes the guesswork out of booking vacation rentals.

Laura from Nashville, TN

Stayed in Oct 2025

Wander exceeded all our expectations. The home's amenities were state-of-the-art and easy to use. We particularly enjoyed the outdoor space, which was beautifully landscaped and perfect for relaxing.

Mark from Phoenix, AZ

Stayed in Oct 2025

Emily from Houston, TX

Stayed in Oct 2025

We love the consistency Wander offers. No matter which property we choose, we know we're in for a treat. It takes the guesswork out of booking vacation rentals.

Laura from Nashville, TN

Stayed in Oct 2025

Wander exceeded all our expectations. The home's amenities were state-of-the-art and easy to use. We particularly enjoyed the outdoor space, which was beautifully landscaped and perfect for relaxing.

Mark from Phoenix, AZ

Stayed in Oct 2025

Have a question?

24/7 Concierge

Talk with the concierge to ask any question you might have

Chat with Concierge

Talk with the concierge to ask any question you might have

Things to know

Here are some things which you should know before booking Wander Islamorada Retreat

HOUSE RULES

Check-in: after 4:00 pm

Check-out: before 10:00 am

15 guests maximum

Pets allowed

No smoking - fees will apply

Events require approval

CANCELLATION POLICY

Cancel within 24 hours for a full refund.

HOUSE RULES

Check-in: after 4:00 pm

Check-out: before 10:00 am

15 guests maximum

Pets allowed

No smoking - fees will apply

Events require approval

CANCELLATION POLICY

Cancel within 24 hours for a full refund.

Before you book

Occupancy notice

Pets allowed