Waterfront, boat dock, private oasis in the heart of Islamorada! Pool & Sunsets!

Top rated by guests
Property grounds
Interior
Private kitchen
Pool
Pool
review stars
10Outstanding
(6 Ratings)
"Amazing property! Love the yard, pool, tiki and fire pit area - all you could ask for!"
Lee Ann B.
Don't miss out! Price and availability may change
10 / 10
Outstanding(6 Ratings)

House in Upper Matecumbe Key, FL

7 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

The Butterfly House Islamorada

You don’t want to miss this! Old Florida charm in the heart of Islamorada on a half-acre private oasis. The Butterfly House is a unique waterfront property offering amazing sunsets from your private dock. The house is nestled in a lush, fenced estate next door to the world-famous Lorelei Restaurant. Enjoy your private pool, jacuzzi, tiki bar, dock, basketball court and much more. Perfect for families and comfortably hosts up to 7 guests. Book now to create memories that will last a lifetime.

Property Layout:

The Butterfly House consists of two separate living spaces: the main house and a detached back cottage. This setup works well for families or groups who want shared space along with a bit of privacy.

Main House (3 Bedrooms / 2 Full Bathrooms):

- Ocean Room (Primary Bedroom): King bed with an ensuite bathroom. This bathroom also connects to the Palm Room and can be locked for privacy if desired.
- Palm Room: Queen bed.
- Coral Room: Two twin beds.

Back Cottage:

The detached back cottage includes a queen bed and a private en suite full bathroom. It’s ideal for guests wanting a quieter, more private space while still being part of the group.

All bedrooms are equipped with smart TVs.

The property is designed to be enjoyed both on and off the water:
- Private dock with sunset views
- Fish-cleaning station located directly on the dock
- Outdoor standard refrigerator/freezer
- Ice machine located by the tiki bar
- Private pool and jacuzzi
- Tiki bar
- Basketball court

Fully fenced yard on a 0.56 acre lot

Lorelei Restaurant is located next door and features live music nightly from 6:00 PM to 10:00 PM. Most guests enjoy the waterfront atmosphere and consider the music part of the Keys experience while sitting on the dock with a drink and watching the sunset. That said, we recognize it's not for everyone, so we like to be transparent that the music can be heard from the property during those hours. The music is most noticeable at the dock and waterfront areas, while sound levels are significantly lower near the main house and porch.

Fishing is a big part of how the property is set up. Boat dockage is included with your book but draft requirements apply. The largest boat previously docked at the property was approximately 36+ feet. Guests are responsible for confirming compatibility for their vessel.

Parking & Boats:
- Large driveway with ample parking
- One boat and one trailer allowed per booking

Security & Privacy:

For transparency and guest safety, the property is equipped with exterior security cameras that monitor entry points and outdoor areas only. There are no interior cameras, and guest privacy inside the home is fully respected.

Just a heads up, our pool service comes twice a week and our landscaping crew once a week. They access the property through the front gate and may arrive within a wide time window without notice. Pool service is usually Monday and Friday, and landscaping is typically Friday or Saturday. It’s the Keys, we’re happy when everyone shows up! If you’re bringing pets, please keep this in mind so they don’t try to slip out when the gate is opened.

If you’re looking for a cozy, charming Keys home with character, space, and true waterfront, the Butterfly House is a special place to slow down, fish, swim, and enjoy island time together.

Amenities

Non-smoking
Pets allowed
Family friendly

Map of Upper Matecumbe Key, FL


Ratings and reviews

10 / 10
Outstanding(6 Ratings)
8 / 10Excellent·Jun 2026
Amazing hosts - great communication and easy check-in. Lots of thought went into the home to make it comfortable. The outdoor space was great with lots of thoughtful items (games, pool toys kayaks, paddleboards, fire pit, grill, seating, bicycles). The house is cool old Keys style. The one thing that was a little disappointing was the amount of road noise (the holiday weekend was definitely worse), but lots of trucks, sirens and motorcycles revving. Fire & rescue are close by. Lorelei's is literally next door and while walking over for afternoon rum runners was nice, they have 4 hours of live music *every* night. Some nights are more relaxed (think Buffet and reggae) but some were just super loud bands. After 10 days (40 hrs) it was more than we cared for. While these environmental issues aren't a reflection in any way on the host, the property is presented as secluded, quiet paradise. We were looking for a quiet, private location and it just didn't quite give us that. We are no strangers to the Keys (after well over 50 visits in nearly 30 years) but the noise was a bit too much at this price point.
10 / 10Outstanding·Mar 2026
Amazing property! Love the yard, pool, tiki and fire pit area - all you could ask for!
10 / 10Outstanding·Dec 2025
Such a stunning property. We loved sitting out by the fire at night, fishing off the dock, watching the sunrise and sunsets from the perfectly placed Adirondack chairs, and i could go on and on. We will be back. Thank you !
10 / 10Outstanding·Jul 2025
This home has everything you could possibly need for a stay in Islamorada.

$$$$
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Waterfront, boat dock, private oasis in the heart of Islamorada! Pool & Sunsets!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Waterfront, boat dock, private oasis in the heart of Islamorada! Pool & Sunsets! pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Waterfront, boat dock, private oasis in the heart of Islamorada! Pool & Sunsets!?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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