Islamorada Luxury Holidays

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How to find luxurious holiday packages in Islamorada?

How to find a luxury holiday in Islamorada?

Whether you fancy heading off on an unforgettable spa break or relaxing on an all-inclusive vacation, finding your perfect 2025 luxury escape Islamorada couldn’t be easier. Use Expedia’s filters to find luxury escapes Islamorada hotels and luxury holiday rentals with the amenities you need to make your holiday extra special.

How to book a luxury holiday in Islamorada with Expedia?

Once you’ve identified your ideal luxury holiday Islamorada you simply need to enter your travel dates to view your travel and accommodation options. You can select from luxury holiday rentals to luxury hotels. Use the filters to find luxury escapes Islamorada deals around your selected dates and you could save money too.

Are luxury holidays in Islamorada worth the cost?

Memories are priceless so splashing out on luxury getaways to Islamorada in 2025 can be well worth the extra expense. That said, there are some great value luxury escapes Islamorada deals available if you’re prepared to book a holiday out of season. Consider booking villas or luxury holiday homes in Islamorada for a group or larger family holiday to keep costs down.

How do I choose the perfect luxury holiday package for Islamorada?

Make sure you think carefully about what you want from your luxury holiday in Islamorada before you book. If you’re taking the kids, click on the “family-friendly” filter to find hotels with facilities they’ll love—along with a pool bar and sauna for the adults to enjoy.

Where can I find excellent deals on luxury holidays in Islamorada?

Luxury doesn’t have to cost the earth. If you’re looking for discount luxury escapes Islamorada deals, then Expedia can help. Whether you’re after cost-effective luxury weekend getaways to Islamorada or a longer trip with luxury hire car, use the filters to access some of the best deals available.

How to find luxury spa Islamorada holiday packages?

Expedia can help you discover some of the most luxurious spa hotels to fit your budget, taste, and dates. You can compare prices and read reviews before deciding. It’s also often possible to get a luxury holiday Islamorada with free cancellation too, so you can book with confidence.

How to discover last-minute luxury holiday deals to Islamorada with Expedia.

While booking ahead is a good way to seal in some great value deals, it’s also possible to access top-notch last-minute luxury escapes to Islamorada. Simply enter your dates to see what’s on offer, and if you can be flexible about flights and hotels, so much the better for your pocket.

How to find luxury pet-friendly Islamorada holiday packages?

If you don’t want to leave your pet at home, no problem. It doesn’t mean you have to miss out on luxury facilities. Use the “pet-friendly” filter to find luxury escapes Islamorada hotels that will welcome your furry friend.

How to find great luxury beach holiday packages in Islamorada?

To discover some of the most luxurious beach lodgings available, tick the “all-inclusive” and “sea view” filters. You’ll be able to select from a big selection of luxury escape Islamorada hotels and apartments with direct access to beaches.

Why book luxury holiday packages in Islamorada with Expedia?

Expedia’s handy travel filters can help you search through a huge number of options and book a luxury escape Islamorada you’ll never forget. From rooms with a view to resorts with top-rated golf courses, you can customise your vacation and find one that ticks all your boxes.

Top Luxury Islamorada Hotels

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
  • 8 min drive from Theater of the Sea
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,203 reviews)
"Beautiful and relaxing hotel!!"

Reviewed on 18 Sept 2025

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
  • 12 min drive from Theater of the Sea
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,247 reviews)
"Great hotel with a perfect location and friendly staff."

Reviewed on 13 Sept 2025

Amara Cay Resort
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
  • 8 min walk from Theater of the Sea
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,003 reviews)
"Beach view"

Reviewed on 11 Sept 2025

Drop Anchor
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.