Islamorada Luxury Hotels, Florida: Islamorada Hotel Guide

Check availability on Islamorada Luxury Hotels

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Our top choices for Islamorada luxury hotels

1. The Islands of Islamorada

Matecumbe

includes taxes & fees

3 Aug - 4 Aug

2. Islander Resort

Matecumbe

Beachfront luxury awaits at Florida Keys haven with private shores, poolside bars, and lavish lanai rooms.

includes taxes & fees

24 Aug - 25 Aug

3. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Key Largo

Beach luxury reimagined at Key Largo resort with private sands, refreshing pools, and coastal dining.

includes taxes & fees

26 Aug - 27 Aug

4. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.

includes taxes & fees

30 Aug - 31 Aug

Room, 1 King Bed, Balcony, Ocean View (Balcony)

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

Islamorada

Seaside elegance awaits at this Islamorada resort with 3 pools, diverse dining, and a marina.

includes taxes & fees

12 Aug - 13 Aug

6. Cheeca Lodge & Spa

Matecumbe

Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.

includes taxes & fees

10 Aug - 11 Aug

Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

7. Amara Cay Resort

Matecumbe

Florida Keys resort offers private beach paradise with upscale rooms, coastal activities, and luxurious relaxation.

includes taxes & fees

12 Aug - 13 Aug

Suite, 1 King Bed with Sofa bed, Ocean View

8. La Siesta Resort & Villas

Matecumbe

includes taxes & fees

11 Aug - 12 Aug

View all properties

Top Islamorada Hotel Reviews

Amara Cay Resort

10/10 Excellent

"The property was beautiful"

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

8/10 Good

"Room suite was spacious better than just a regular room kind of small. Microwave would of been nice to re heat left overs. Cove is best for adults looking to have a chil vibe without kids. Beaches i thought could of been raked daily since there not that big. Restaurants on site were nice Lil pricey but expected. You got to go with the seafood. Definitely fresh and delicious! Workout areas were probably some of the best. The gym outside was nice. Since no cash was used keeping your card on file can get dangerous when starting to order food and drinks. You have to keep an eye on that. Marina has very nice dock and chairs to watch boats and enjoy the live music on certain nights. Water amenities were abundant and if that's your thing you will always have something to do. Again pricey. Overall nice place would stay again but would also check other resorts in area as well."

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?

During your visit, you might want to enjoy the ocean views and sunsets which Islamorada is known for.

What's the best luxury place to stay in Islamorada?

Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay.

When can I expect good weather in Islamorada?

Planning for the weather is an important factor for making your trip to Islamorada a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.

What's there to see and do in Islamorada?

Experience all that Islamorada has to offer when you visit Islamorada Brewery & Distillery, Florida Keys Brewing Co. and Bud n' Mary's Dive Center. If you have a bit of extra time while you're in the area, you might want to check out Founders Park and Robbie's of Islamorada.

Room 1

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Check availability on Islamorada Luxury Hotels

Our top choices for Islamorada luxury hotels

1. The Islands of Islamorada

2. Islander Resort

3. Baker's Cay Resort Key Largo, Curio Collection by Hilton

4. Playa Largo Resort & Spa, Autograph Collection

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

6. Cheeca Lodge & Spa

7. Amara Cay Resort

8. La Siesta Resort & Villas

9. Villas At Hawks Cay Resort

10. Reefhouse Resort & Marina

Top Islamorada Hotel Reviews

Amara Cay Resort

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

Drop Anchor

La Siesta Resort & Villas

Coconut Cove Resort and Marina

Frequently asked questions

Islamorada Hotel Guide - Luxury Hotels in Islamorada, Florida

Change your mind

Treat yourself

Be picky

Check availability on Islamorada Luxury Hotels

Our top choices for Islamorada luxury hotels

1. The Islands of Islamorada

2. Islander Resort

3. Baker's Cay Resort Key Largo, Curio Collection by Hilton

4. Playa Largo Resort & Spa, Autograph Collection

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

6. Cheeca Lodge & Spa

7. Amara Cay Resort

8. La Siesta Resort & Villas

9. Villas At Hawks Cay Resort

10. Reefhouse Resort & Marina

Top Islamorada Hotel Reviews

Amara Cay Resort

Frequently asked questions