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Where to stay in Islamorada?

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Frequently asked questions

What accommodations do travelers recommend in Islamorada?
The Caribbean Resort, Ragged Edge Resort & Marina and Sunset Inn are all accommodations that are popular with guests.
Where can I find free parking with my stay in Islamorada?
These hotels offer the perk of free parking: Cheeca Lodge & Spa, Islander Resort and Islander Bayside Villas and Boatslips. There are 5 options you may want to check out on our site.
Can I book refundable hotels in Islamorada?
If you’re looking for the flexibility to change your plans to Islamorada, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay with my pet in Islamorada?
Your animal companion is welcome at these pet-friendly hotels: Fisher Inn Resort & Marina and Sands of Islamorada.
Which Islamorada hotels do our guests like for their terrific location?
Our guests love Chesapeake Beach Resort for its great location.
Where should I stay in Islamorada if I want an affordable accommodation?
Chesapeake Beach Resort is an accommodation you might want to consider that’ll save you money. You may want to browse all 8 choices on our site.
Where can I stay in Islamorada if I want a vacation rental instead of a traditional hotel?
If you want to find a good alternative to a hotel, review our selection of 699 vacation homes. In addition, there are 27 apartments and 108 condos.
Where can I stay if I'm traveling to Islamorada for a family-friendly vacation?
Parents traveling with children may want to consider La Siesta Resort & Villas, Sunset Inn and Islander Bayside Villas and Boatslips. You can also check out 10 available options on our site.
Where should I stay in Islamorada for a vacation with my partner?
Chesapeake Beach Resort is a great option for a romantic getaway.
Where should I stay in Islamorada if I'm looking for a luxury hotel?
An option for a luxury stay is Cheeca Lodge & Spa. Additionally, browse all 8 options on our site.
What will the weather in Islamorada be like during my trip?
With an average temperature of 73°F during the coldest months, Islamorada is a great place to visit any time of year.
Why should I book my Islamorada hotel with
There are lots of reasons to book your Islamorada trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on, Expedia and Vrbo.

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