A beach with white lounge chairs, a covered pavilion, and palm trees.

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Our top choices for Islamorada all-inclusive hotels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,740 reviews)
The price is CA $205
CA $310 total
includes taxes & fees
Aug 16 - Aug 17
Chesapeake Beach Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (708 reviews)
The price is CA $88
CA $171 total
includes taxes & fees
Aug 17 - Aug 18
Breezy Palms Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
The price is CA $201
CA $265 total
includes taxes & fees
Aug 3 - Aug 4
La Jolla Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,284 reviews)
The price is CA $212
CA $341 total
includes taxes & fees
Aug 17 - Aug 18
Amara Cay Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,072 reviews)
The price is CA $407
CA $552 total
includes taxes & fees
Aug 12 - Aug 13
Islander Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,337 reviews)
The price is CA $305
CA $446 total
includes taxes & fees
Aug 6 - Aug 7
Cheeca Lodge & Spa

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,000 reviews)
The price is CA $166
CA $232 total
includes taxes & fees
Aug 9 - Aug 10
Fisher Inn Resort & Marina

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,386 reviews)
The price is CA $171
CA $255 total
includes taxes & fees
Aug 16 - Aug 17
Lime Tree Bay Resort

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,003 reviews)
The price is CA $138
CA $201 total
includes taxes & fees
Aug 4 - Aug 5
Hadley Resort and Marina

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (228 reviews)
The price is CA $291
CA $429 total
includes taxes & fees
Aug 17 - Aug 18
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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.

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Find out more about Islamorada

Discover top Islamorada attractions

Islamorada, known for its stunning ocean views and vibrant marine life, offers an array of activities perfect for families seeking all-inclusive experiences. Families can embark on a thrilling eco-tour with Robbie’s of Islamorada, where you can feed the tarpon and explore the mangroves, providing an unforgettable day on the water. For those interested in fishing, the area is renowned as the ‘Sport Fishing Capital of the World’, with many all-inclusive hotels offering charter services right from their docks. Another highlight is the Florida Keys History and Discovery Center, where both children and adults can learn about the rich history of the Keys in a fun and interactive environment. Beach lovers will relish the soft sands of Anne's Beach, perfect for a relaxing day, while watersports enthusiasts can enjoy kayaking or paddleboarding at various locations, often included in all-inclusive packages. When it comes to dining, guests can indulge in fresh seafood and local cuisine, with many resorts offering themed dinner nights and cook-offs featuring local chefs. Staying in the heart of Islamorada, particularly around the Plantation Key area, allows you to explore the vibrant community and enjoy the serene atmosphere, making it a convenient base for your adventures. The attentive service at these hotels ensures you can unwind, allowing for a seamless vacation experience that caters to both relaxation and exploration.

Top Islamorada Hotel Reviews

Frequently asked questions

How much does an all-inclusive hotel in Islamorada cost?
Enjoy staying in an all-inclusive hotel in Islamorada, with hotels from CA $171 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What area of Islamorada is best for all-inclusive hotels?
Islamorada, often dubbed the "Village of Islands," is an idyllic destination for travellers seeking all-inclusive hotel options in a tropical paradise. This charming area is renowned for its stunning beaches, vibrant coral reefs, and a plethora of water sports, making it a great haven for adventure enthusiasts. The all-inclusive resorts here provide luxurious amenities and convenient access to activities like snorkeling, kayaking, and deep-sea fishing, ensuring a seamless and enjoyable stay.

For couples dreaming of a romantic escape, the southern part of Islamorada is particularly enticing. With its intimate beachfront resorts and sunsets that paint the sky in hues of orange and pink, this area creates a magical atmosphere for lovebirds. Enjoy candlelit dinners on the beach or indulge in couple's spa treatments, all without leaving your resort.

Families will find the central region of Islamorada to be a fantastic choice as well. With family-friendly all-inclusive hotels that offer spacious rooms and supervised children's activities, parents can relax while their kids engage in fun-filled adventures. The nearby Florida Keys Aquarium Encounter is a highlight, allowing families to interact with marine life and learn about the local ecosystem.
What is the best time to stay at an all-inclusive hotel in Islamorada?
The best time to stay at an all-inclusive hotel in Islamorada is during the winter months, particularly in January and February. During this period, temperatures typically hover around a comfortable 20°C to 25°C, providing ideal weather for lounging by the beach or engaging in water sports like snorkeling and diving.

This time of year is part of the peak tourist season, so visitors can expect a lively option with plenty of activities available. The pleasant weather not only makes it superb for sunbathing but also for exploring the stunning coral reefs and enjoying fishing excursions that Islamorada is famous for. However, it's advisable to book your accommodations and activities well in advance, as this is a popular time for both families and couples seeking a relaxing getaway.

If you're looking for a great alternative, consider visiting in May. The weather remains warm, with temperatures ranging from 24°C to 29°C, but you'll find better value with fewer crowds. This shoulder season also allows you to enjoy a more local feel, as you'll encounter residents engaging in their daily routines, making your experience even more enriching.
How can I save on an all-inclusive hotel in Islamorada with Expedia?
There are plenty of ways to save on an all-inclusive hotel in Islamorada. Join One Key™—Expedia's free travel rewards program—to access discounted Member Prices and member-only perks. Typically, booking in advance will help you save on your all-inclusive hotel. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book an all-inclusive hotel and flight package in Islamorada?
Booking an all-inclusive hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect all-inclusive travel package.
What all-inclusive amenities should we expect at hotels in Islamorada?
All-inclusive hotels are perfect for travellers who want a relaxing, top-value vacation. Most packages include your room, all meals, snacks, unlimited drinks including alcohol and non-alcoholic drinks. Entertainment, kids' clubs, access to pools and fitness facilities are often included in the all-inclusive package as well. Some even cover airport transfers, while extras like spa treatments or premium alcohol may cost more. Knowing most of your expenses are already covered makes for a truly relaxing getaway. For more information, refer to the property details on Expedia.
Can I cancel my all-inclusive hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right all-inclusive hotel in Islamorada for you.

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