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

Enjoy a relaxing holiday experience where everything is included in the one upfront price by using our "All inclusive" filter. Budgeting is easy when your accommodation, 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 1 mi southwest from the heart of the city, this 4-star hotel also has on-site beach yoga activities and a swimming pool.

The 10 Best 4 Star Hotels in Islamorada - 2026 Updated Prices

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Our top choices for Islamorada 4-star hotels

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

Key Largo

Jessica

includes taxes & fees

5 May - 6 May

Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room

Amara Cay Resort

Matecumbe

David

includes taxes & fees

20 Apr - 21 Apr

Islander Resort

Matecumbe

DeShawn

includes taxes & fees

3 May - 4 May

Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Kristie Howle

includes taxes & fees

6 May - 7 May

In-room safe, individually decorated, individually furnished

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

Islamorada

roy steven

includes taxes & fees

4 May - 5 May

Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

La Siesta Resort & Villas

Matecumbe

angela

includes taxes & fees

20 Apr - 21 Apr

On the beach, sun-loungers, beach umbrellas, beach towels

The Islands of Islamorada

Matecumbe

Beth

includes taxes & fees

14 Apr - 15 Apr

Condo in the Keys

Tavernier

ann

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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

£279

3 May - 4 May

includes taxes & fees

9.2/10 Wonderful! (1,316 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 snorkelling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada