Name: Islamorada Penthouse with Private Beach & Pool!
Address: Islamorada

Cruises & boat tours

Private & custom tours

Tours & day trips

Grab your camera and take some shots of the vessels in the harbor at Bud n Marys Dive Center. Colorful boats together with the rippling water can make for some lovely snaps.

Need your travel dollars to go further? Bud n Marys Dive Center is a great place to start your exploring in Islamorada. This yacht and boat harbor is free to enter. Theater of the Sea, Annes Beach and Robbies are close by and also recommended by fellow travelers.

Plan a trip to see Bud n' Mary's Dive Center

Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach

South Beach

$742

per person

Jan 18 - Jan 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,004 reviews)

We had a great stay at the Cavalier Hotel. The interior of the hotel is beautiful. They also have a bar area as well as breakfast, lunch, and dinner options for dine-in or take-out. The beach is only a few steps away! The hotel provided beach towels as well. Our room was clean and beds were comfortable. The bathroom doesn't have a proper door that locks. It's only a sliding door, which we found difficult for privacy. All the staff we met were also very friendly and helpful. The only note for anyone looking to stay at this property is that the hotel itself doesn't have any parking. There is a Municipal Parking Garage right around the corner from the hotel. We found it very convenient to park there (including overnight parking). It's open 24 hours, clean, has stairs and elevators to get to the street.

Reviewed on Oct 28, 2025

The Shelborne By Proper, a Member of Design Hotels

South Beach

$861

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.8/10 Exceptional! (39 reviews)

Great staff, beautiful property

Reviewed on Oct 26, 2025

Hotel Riu Plaza Miami Beach

Mid Beach

$1,022

per person

Jan 18 - Jan 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (1,118 reviews)

Just sort the lifts out. It’s a problem and has clearly been a problem for some time. Either something more sinister is going off or management are so inept and ignoring things like these annoying ratings requests that nobody ever listens to the feedback of anyway.

Reviewed on Oct 26, 2025

Popular places to visit

Hurricane Monument

4/5(66 reviews)

The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.

Florida Keys Brewing Co.

You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.

3/4 of a mile paddle from islamorada. There are still ruins and one grave with historic markers from the early settlements of Indians, spanish and american ship wreckers. The island is accessible by paddling or boat.

Indian Key Historic State Park

You can take time to visit Indian Key Historic State Park during your travels to Islamorada. Stroll along the seaside or discover the beautiful sunsets in this relaxing area.

History of Diving Museum

4.5/5(51 reviews)

Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.