Islamorada

Boutique Hotels in Islamorada

Select your dates to find boutique hotels in Islamorada with stylish design and local charm

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Top Boutique Hotels in Islamorada

Check out our pick of great boutique hotels for your travel
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+

Amara Cay Resort

Hotels in Islamorada
Featured facilities: Swimming Pool, Bar, Restaurant
Very Good
100 reviews
8.6/10
1 night
From €149
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99+

Cheeca Lodge & Spa

Hotels in Islamorada
Featured facilities: Swimming Pool, Bar, Restaurant
Great
113 reviews
9.0/10
1 night
From €198
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99+

Islander Resort

Hotels in Islamorada
Featured facilities: Swimming Pool, Bar, Restaurant
Great
104 reviews
9.2/10
1 night
From €210
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99+

The Islands of Islamorada

Hotels in Islamorada
Featured facilities: Swimming Pool, Bar
Great
45 reviews
9.1/10
1 night
From €430
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99+

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Hotels in Islamorada
Featured facilities: Swimming Pool, Bar, Restaurant
Very Good
103 reviews
8.9/10
1 night
From €216
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99+

La Siesta Resort & Villas

Hotels in Islamorada
Featured facilities: Swimming Pool
Very Good
98 reviews
8.5/10
1 night
From €144
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26

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

Hotels in Islamorada
Featured facilities: Private Swimming Pool
Outstanding
43 reviews
9.8/10
Check Availability
47

NEW - Oceanfront FL Keys Home w/Pool, Free Dockage, Gameroom, Private Balcony

Hotels in Islamorada
Featured facilities: Swimming Pool
Outstanding
5 reviews
10/10
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43

Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.

Hotels in Islamorada
Featured facilities: Private Swimming Pool
Outstanding
101 reviews
10/10
Check Availability
18

Islamorada Boaters Paradise with 70' Dock and private beach access..

Hotels in Islamorada
Featured facilities: Private Swimming Pool
Outstanding
15 reviews
9.8/10
Check Availability
See All Boutique Hotels in Islamorada

Frequently Asked Questions

What are the best hotels for families in Islamorada?

Cheeca Lodge & Spa (from €132), Amara Cay Resort (from €151) and La Siesta Resort & Villas (from €155) are popular hotels for family travel. Book now from Trip.com and enjoy your time with families!

What are available deals for hotels in Islamorada?

There are multiple promotions and discounts all year round for Trip.com users . Please check the promotions page to see what promotions are available now on Trip.com.

Which pet-friendly hotels in Islamorada are recommended?

Amara Cay Resort (from €151), La Siesta Resort & Villas (from €155) and Islander Resort (from €222) are popular pet-friendly hotels. Take your pets with you during traveling.

Which hotels in Islamorada are best to enjoy ocean?

For hotels in Islamorada, Cheeca Lodge & Spa (from €132), Amara Cay Resort (from €151) and La Siesta Resort & Villas (from €155) are good choices for ocean views.