Islamorada

Boutique Hotels in Islamorada

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

Scroll down to see hotels
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

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
103 reviews
8.6/10
1 night
From CAD 249
Check Availability
99+

Cheeca Lodge & Spa

Hotels in Islamorada
Featured facilities: Swimming Pool, Bar, Restaurant
Great
113 reviews
9.0/10
1 night
From CAD 312
Check Availability
99+

Islander Resort

Hotels in Islamorada
Featured facilities: Swimming Pool, Bar, Restaurant
Great
104 reviews
9.2/10
1 night
From CAD 355
Check Availability
99+

The Islands of Islamorada

Hotels in Islamorada
Featured facilities: Swimming Pool, Bar
Great
45 reviews
9.1/10
1 night
From CAD 677
Check Availability
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 CAD 340
Check Availability
99+

La Siesta Resort & Villas

Hotels in Islamorada
Featured facilities: Swimming Pool
Very Good
98 reviews
8.5/10
1 night
From CAD 227
Check Availability
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
Check Availability
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 CAD 208), Amara Cay Resort (from CAD 239) and La Siesta Resort & Villas (from CAD 242) 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 CAD 239), La Siesta Resort & Villas (from CAD 242) and Islander Resort (from CAD 351) 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 CAD 208), Amara Cay Resort (from CAD 239) and La Siesta Resort & Villas (from CAD 242) are good choices for ocean views.