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Tonight
Check prices in Islamorada for tonight, Apr. 19 - Apr. 20
Apr. 19 - Apr. 20
Tomorrow night
Check prices in Islamorada for tomorrow night, Apr. 20 - Apr. 21
Apr. 20 - Apr. 21
This weekend
Check prices in Islamorada for this weekend, Apr. 19 - Apr. 21
Apr. 19 - Apr. 21

Most frequently booked Islamorada hotels

Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
1.98 km from city centre
The price is CA $247 per night
CA $247
per night
May 1 - May 2
Stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby. Discover genuine guest reviews for Chesapeake Beach Resort, in Matecumbe neighborhood, along with the latest prices and availability – book now.
Cheeca Lodge & Spa

Cheeca Lodge & Spa

4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
1 km from city centre
The price is CA $453 per night
CA $453
per night
May 6 - May 7
Stay at this beach resort in Islamorada. Enjoy free parking, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Matecumbe United Methodist Church and Florida Keys Brewing Co. are located nearby. Discover genuine guest reviews for Cheeca Lodge & Spa, in Matecumbe neighborhood, along with the latest prices and availability – book now.
Hot tub
Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
3.88 km from city centre
The price is CA $352 per night
CA $352
per night
Apr. 30 - May 1
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the restaurant in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby. Discover genuine guest reviews for Amara Cay Resort, in Matecumbe neighborhood, along with the latest prices and availability – book now.
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
3.31 km from city centre
The price is CA $439 per night
CA $439
per night
Apr. 29 - Apr. 30
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby. Discover genuine guest reviews for La Siesta Resort & Villas, in Matecumbe neighborhood, along with the latest prices and availability – book now.
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
0.48 km from city centre
The price is CA $375 per night
CA $375
per night
Apr. 30 - May 1
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Matecumbe United Methodist Church and Florida Keys Brewing Co. are located nearby. Discover genuine guest reviews for Islander Resort, in Matecumbe neighborhood, along with the latest prices and availability – book now.
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
0.46 km from city centre
The price is CA $203 per night
CA $203
per night
May 2 - May 3
Stay at this hotel in Islamorada. Enjoy free breakfast, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions History of Diving Museum and Matecumbe United Methodist Church are located nearby. Discover genuine guest reviews for Hadley Resort and Marina, in Matecumbe neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Pool
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

2.5 out of 5
84801 Overseas Highway, Islamorada, FL
3.83 km from city centre
The price is CA $233 per night
CA $233
per night
Apr. 21 - Apr. 22
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free parking, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Windley Key Fossil Reef Geological State Park and History of Diving Museum are located nearby. Discover genuine guest reviews for Coconut Cove Resort and Marina along with the latest prices and availability – book now.
Pool
Breakfast included
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
4.24 km from city centre
The price is CA $321 per night
CA $321
per night
Apr. 23 - Apr. 24
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the clean rooms in our reviews. Popular attractions Windley Key Fossil Reef Geological State Park and Islamorada County Park are located nearby. Discover genuine guest reviews for Drop Anchor along with the latest prices and availability – book now.
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
3.78 km from city centre
The price is CA $191 per night
CA $191
per night
Apr. 21 - Apr. 22
Stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a marina, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby. Discover genuine guest reviews for Breezy Palms Resort, in Matecumbe neighborhood, along with the latest prices and availability – book now.
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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.

Top family friendly Islamorada hotel deals

Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL
The price is CA $352 per night from Apr 30 to May 1
CA $352
per night
Apr. 30 - May 1
8.8/10 Excellent! (1,249 reviews)

Top cheap Islamorada hotel deals

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

84951 Overseas Hwy, Islamorada, FL
The price is CA $197 per night from May 7 to May 8
CA $197
per night
May 7 - May 8
7.4/10 Good! (1,001 reviews)

Top hotels in Islamorada for Extended Stay

Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway, Islamorada, FL
The price is CA $191 per night from Apr 21 to Apr 22
CA $191
per night
Apr. 21 - Apr. 22
8.2/10 Very Good! (304 reviews)
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.

Cheap Hotels in Islamorada

Pack your bags—it’s time to embark on a getaway. Whether you’re craving a solo retreat or promising your family a vacation to remember, book one of the best hotels in Islamorada. These hotels are located within easy access of the city’s hottest attractions and entertainment, so you won’t miss a beat while you’re in town. Spend the days exploring the local landmarks and the evenings getting to know the nightlife. After exploring the city from top to bottom, rest up at a hotel that speaks to you. Find the perfect place that matches your trip’s vibe, from a trendy boutique to family-friendly accommodations.

Allow us here at Travelocity to pair you with up Islamorada hotels that suit your vacation preferences. Discover places with convenient on-site restaurants, around-the-clock service, and pools where your kids can make a splash. Some hotels may boast fitness rooms and spa services, while others feature game rooms and Wi-Fi access. To top it all off, you’ll score cheap hotels in Islamorada that let you spend more on your activities and less on your lodging. Book and bundle your flight and hotel deals together today and save $$$. It’s time to explore a new city, and break out of your routine.

Islamorada hotels essential information

Accommodation
2,101 hotels
Lowest Price
CA $191
Highest Price
CA $453
Popular hotels
Chesapeake Beach Resort, Cheeca Lodge & Spa, Amara Cay Resort, La Siesta Resort & Villas, Islander Resort, Hadley Resort and Marina, Coconut Cove Resort and Marina, Drop Anchor, Breezy Palms Resort

Frequently asked questions

What are the top kid-friendly hotels in Islamorada?
From well-thought-out amenities to bigger rooms, kid-friendly hotels are equipped with features that can help transform a routine family vacation into a sensational one. These Islamorada options make traveling with young ones child’s play: Your crew will enjoy staying at Bayside: 1st Floor Apartment in Native Hammock on Florida Bay. A playground and a nearby theme park are among the things that help make this property a winner. Mitchells Keys Villa - private, secluded bayfront home is another excellent choice. After a big day of exploring, come back home to your comfortable room and amenities like a water park and a playground.
Where can I find cheap hotels in Islamorada?
At Travelocity you’ll find really nice hotels in Islamorada at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Islamorada rather than in Islamorada. We may find you even better rates, too.
How do I find the best Islamorada hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Islamorada then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Islamorada?
The cheapest hotel in Islamorada is CA $191 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Islamorada?
There are 2,101 hotels in Islamorada on Travelocity.
What are the best hotels in Islamorada?
Islamorada has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Islamorada for you!
When is the best time to visit Islamorada?
If you want the joy of a fun-filled trip in peak season, visit Islamorada during November, December and January. If you’d prefer the peace of off-season, book a stay during quieter months, such as April, September and October.
When is the cheapest time to stay in Islamorada?
Based on historic data is usually the cheapest month to visit Islamorada. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Islamorada?
There are multiple hotels in Islamorada that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Islamorada. We have plenty of kid-friendly hotels in Islamorada to choose from on Travelocity!
Why book a hotel in Islamorada through Travelocity?
Because we have the top hotels in Islamorada! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Islamorada on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Islamorada hotel reviews by fellow wanderers

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The property lay out was phenomenal "
A verified traveller stayed at Coconut Cove Resort and Marina
Coconut Cove Resort and Marina

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