Islamorada Beach Vacations

Book a Beach Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Top Beach Islamorada Hotels

Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
  • 7 min drive from Theater of the Sea
Make the most of this fantastic location, as you'll be within walking distance of a private beach when booking a stay at this hotel. Amenities at Islander Resort ...
9/10 Wonderful! (1,012 reviews)

Travelers like: on the beach, cabanas, beach bars, beach umbrellas

Travelers say...
"Fabulous vacation experience! Beautiful facilites with phenomenal ocean views!!!"

Reviewed on 2025/7/10

Islander Resort
Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
  • 12 min drive from Theater of the Sea
You will love your stay at this resort and get ready to walk along the waves in Islamorada, as you'll be a short walk from a private beach. Amenities at Amara ...
8.8/10 Excellent! (1,236 reviews)

Travelers like: on the beach, beach towels, outdoor pool

Travelers say...
"We had a fantastic stay! The staff were welcoming and professional, the room was clean and comfortable, the pool and atmosphere were perfect and very relaxing. I’d definitely stay here again and recommend it to others.”"

Reviewed on 2025/7/11

Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
  • 10 min walk from Theater of the Sea
Make the most of this fantastic location, as you'll be within walking distance of a private beach with a holiday at this resort. Amenities at Three Waters Resort ...
9/10 Wonderful! (47 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach towels

Great, but eat off property
"Property and service were great. Food was not great. Very difficult to find options for a picky eater. Had to DoorDash Wendy’s several times."

Reviewed on 2025/7/2

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.