Islamorada Penthouse with Private Beach & Pool!

Top rated by guests
Property grounds
Interior
Living area
Private kitchen
Interior
review stars
9.8Outstanding
(22 Ratings)
"Great stay with our family of 6!"
Katie W.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(22 Ratings)

Apartment in Upper Matecumbe Key, FL

8 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

Summary:
This spectacular three-bedroom, three-and-a-half-bathroom penthouse unit is located within a luxury beachfront community in Islamorada. The Maison is at the heart of Islamorada with its own 350 feet of private beach and a 150’ pier out over the water. This exclusive, gated resort complex is on the Atlantic side of Matecumbe Key. It is home to white sand beaches, clear waters, and warm weather.

The Space:
*We can accommodate up to 8 guests if two are under the age of 6*

This fully furnished 3-bedroom, 3.5-bathroom condo boasts high-end features and upscale furnishings throughout. The outdoor terrace overlooks an 86-foot lagoon-style pool with breathtaking ocean views and includes a fireplace, grill, and a beautiful outdoor dining area. The living room is the perfect space for family and friends to gather, watch movies, or enjoy board games together.

Relax by the pool with ample seating, dining areas, and multiple BBQ options, or enjoy outdoor entertainment with the terrace TV. A hot tub is also available for your enjoyment by the pool area.

Each bedroom includes an ensuite bathroom. The impressive master bathroom features a large rain shower, soaking tub, and a spacious double-sink vanity. The other two bedrooms each offer a well-sized bathroom with a shower and a single sink.

We provide all the comforts of home—you won’t need to bring a thing! Enjoy luxury linens and towels, premium toiletries, a fully stocked kitchen, a washer and dryer, and a selection of board games for your entertainment.

When you're ready to explore, The Maison is conveniently located near various restaurants and activities. You can walk around town or use our beach cruisers. Additionally, stand-up paddleboards, kayaks, beach cruisers, and snorkel gear are available for rent, making it easy to enjoy the surrounding waters and area.

This is an ideal destination for scuba diving, snorkeling, fishing from our private dock, or simply lounging by the pool. Islamorada offers the perfect setting for enjoying the beautiful waters of the Florida Keys.

Miami International Airport is an 85-minute drive, and Fort Lauderdale International Airport is about two hours away.

Please Note:

**The Maison dock is for pick-up and drop-off only. Nearby marinas offer boat rentals and dock slips.
**A sofa bed is available in the living room.
**A high chair and pack-and-play are available upon request at no additional charge. Please request in advance.
**A recreation package can be added to your reservation for an additional fee. Please reach out for details.

Guest Access:
A door code will be provided by our team for a convenient check-in/out experience.

Amenities

Non-smoking
No pets allowed
Family friendly

Map of Upper Matecumbe Key, FL


Ratings and reviews

9.8 / 10
Outstanding(22 Ratings)
10 / 10Outstanding·Jun 2026
Great stay with our family of 6!
10 / 10Outstanding·Mar 2026
Beautiful condo!
10 / 10Outstanding·Nov 2025
It's all about the view and this penthouse has it, not to mention how beautifully done the interior is. Great central location. Everything is minutes away.
10 / 10Outstanding·Oct 2025
The apartment was in a great centralized location in the Keys. Supermarkets and excellent restaurants and attractions were nearby. The apartment was absolutely stunning with beautiful views to the ocean and pool area. The penthouse was just perfect for our party of 6. Loved the outdoor space with tv and grill and plenty of sitting space.The kitchen was well stocked and laundry area was great. The apartment was nicely decorated and very clean. Would definitely stay again. Thank you for a relaxing and comfortable stay!

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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at Islamorada Penthouse with Private Beach & Pool!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

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

Is Islamorada Penthouse with Private Beach & Pool! pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Islamorada Penthouse with Private Beach & Pool!?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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