Does Islamorada have any 4-star all-inclusive resorts?

Enjoy a relaxing vacation experience where everything is included in the one upfront price by using our "All inclusive" filter. Budgeting is easy when your accommodations, meals and many activities are already taken care of. After something a little different? Browse the offers on our standard 4-star hotels in and around Islamorada too.

Are there any 4-star casino hotels in Islamorada?

To find your ideal getaway in Islamorada, simply use our convenient filters to narrow your search. Offering resort-style amenities and a level of service that's hard to beat, staying in a 4-star casino hotel is a safe bet for a good time.

What are the top 4-star hotels in downtown Islamorada?

Book a room at Cheeca Lodge & Spa and you'll be in the prime spot to experience the action in downtown Islamorada. Located about 2 kilometers southwest from the heart of the city, this 4-star hotel also has on-site beach yoga activities and a swimming pool.

Islamorada which includes a marina and a beach bar

Find 4 Star Hotels in Islamorada, FL from ￥44,433

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Our top choices for Islamorada 4-star hotels

Amara Cay Resort

Matecumbe

ron

￥51,325 total

includes taxes & fees

Jan 4 - Jan 5, 2026

32-inch LCD TV with satellite channels, TV, iPod dock

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

Key Largo

Sara

￥79,034 total

includes taxes & fees

Jan 8 - Jan 9, 2026

Outdoor pool, cabanas (surcharge), pool umbrellas

Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Scott

￥68,850 total

includes taxes & fees

Jan 19 - Jan 20, 2026

Islander Resort

Matecumbe

Theresa

￥87,958 total

includes taxes & fees

Jan 9 - Jan 10, 2026

La Siesta Resort & Villas

Matecumbe

Amir

￥44,433 total

includes taxes & fees

Jan 8 - Jan 9, 2026

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

The Islands of Islamorada

Matecumbe

Dixania

￥115,568 total

includes taxes & fees

Jan 5 - Jan 6, 2026

The Caribbean Resort Coconut Palm North

Matecumbe

Turtle Nest Estate by Florida Keys Luxury Rentals

Matecumbe

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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Islamorada.

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

￥45,281

￥62,358 total

Jan 4 - Jan 5, 2026

includes taxes & fees

9.2/10 Wonderful! (1,270 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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.

Learn more about Islamorada

The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkeling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

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Islamorada featuring a sunset and general coastal views

Top Islamorada Hotel Reviews