Islamorada 8-Bed Penthouse with Private Pool & Ocean Views

101 Gulfview Dr, Islamorada, FL 33036

Excellent from 6 reviews
4.8/5
100% of guests recommend

No. Bed

8

No. Bathroom

6

Square

5525 sqft

Location

Florida Keys

Description

Perched in Islamorada, Villa Maxx unites two connected duplex penthouses into a sweeping 5,525 sq. ft. retreat with panoramic ocean views and eight bedrooms. Bright, open living spaces flow seamlessly to the sea through glass doors, while gourmet kitchens, a wet bar, an elevator, and high-speed Wi-Fi ensure effortless comfort for families and groups.

Designed for both relaxation and fun, the property includes a cinematic screening room, rooftop terraces, a sauna, fitness space, and a surf simulator. Step outside to enjoy balconies, sunloungers, BBQ facilities, and access to resort-style amenities including a heated shared pool, hot tub, tennis courts, and a fitness center. Beach gear is provided for easy days by the shore, and the beach is just a short walk away, along with waterfront dining. With its oceanfront atmosphere, spacious layout, and impressive range of amenities, this Islamorada penthouse retreat is a sophisticated base for an unforgettable Florida Keys escape.

Key Features

  • 8 bedrooms
  • 5 bathrooms
  • Sleeps 24 (up to 16 adults and 8 children under 6)
  • Home theater
  • Balcony with lounge area
  • Rooftop terrace with panoramic views
  • Oceanfront location
  • Two connected duplex penthouses
  • Access to resort amenities

Sleeping Arrangements

  • Suite one - Bedroom 1: King-size bed
  • Suite one - Bedroom 2: 2 queen-size beds
  • Suite one - Bedroom 3: 2 bunk beds (double/twin)
  • Suite one - Bedroom 4: King-size bed
  • Suite one - Bedroom 5: 2 sofa beds
  • Suite two - Bedroom 6: King-size bed
  • Suite two - Bedroom 7: King-size bed
  • Suite two - Bedroom 8: 2 double beds

House Rules

  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • No smoking, No unauthorized events

Amenities

Air Conditioning
Kitchen
Parking
Pool
Wi-Fi Internet
Heated Pool
Iron
balcony
Jacuzzi
Alarm
Fully Furnished
Hair dryer
Terrace
Sauna
TV - Satellite
BBQ
Internet Connection
Garden

Villa Type

Beachfront Villa

Location

Reviews

4.8/5
Excellent
Based on 6 reviews
Excellent
5
Very Good
1
Average
0
Poor
0
Terrible
0
Hannah Carter

Hannah Carter

06/13/2026 17:28

Spotless and modern

So quiet & private, we felt like we were in our own little world.. The dining area easily fit all of us without squeezing
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from
$1.828
6 Reviews