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Tonight
Check prices in Islamorada for tonight, May 12 - May 13
May 12 - May 13
Tomorrow night
Check prices in Islamorada for tomorrow night, May 13 - May 14
May 13 - May 14
This weekend
Check prices in Islamorada for this weekend, May 15 - May 17
May 15 - May 17
Next weekend
Check prices in Islamorada for next weekend, May 22 - May 24
May 22 - May 24

Most frequently booked Islamorada hotels

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 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 $239 per night
CA $239
CA $346 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free cancellation
Reserve now, pay when you stay
1 km from city centre
The price is CA $330 per night
CA $330
CA $471 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Florida Keys Brewing Co. and MoradaWay Arts & Cultural District are located nearby.
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
0.52 km from city centre
The price is CA $263 per night
CA $263
CA $388 total
May 19 - May 20
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Keys History & Discovery Center and Islamorada Brewery & Distillery are located nearby.
On private beach
Pool
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 $257 per night
CA $257
CA $389 total
May 18 - May 19
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. 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.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

4 out of 5
84001 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
2.93 km from city centre
The price is CA $348 per night
CA $348
CA $491 total
Jun 1 - Jun 2
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windley Key Fossil Reef Geological State Park and History of Diving Museum are located nearby.
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
3.31 km from city centre
The price is CA $229 per night
CA $229
CA $358 total
May 27 - May 28
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious rooms in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
4.05 km from city centre
The price is CA $185 per night
CA $185
CA $253 total
Jun 3 - Jun 4
includes taxes & fees
Book a stay at this beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windley Key Fossil Reef Geological State Park and Rain Barrel Village are located nearby.
On private beach
Pool
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3 out of 5
84801 Overseas Highway Islamorada FL
3.83 km from city centre
The price is CA $259 per night
CA $259
CA $291 total
May 13 - May 14
includes taxes & fees
Book a 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.
Pool
Breakfast included
Treasure Harbor

Treasure Harbor

3 out of 5
200 Treasure Harbor Dr Islamorada FL
6.7 km from city centre
The price is CA $171 per night
CA $171
CA $385 total
May 13 - May 14
includes taxes & fees
Stay at this houseboat in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions Rain Barrel Village and Islamorada County Park are located nearby.
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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

Islander Resort

Islander Resort

82100 Overseas Highway Islamorada FL
The price is CA $263 per night from May 19 to May 20
CA $263
CA $388 total
May 19 - May 20
includes taxes & fees
9.2/10 Wonderful! (1,014 reviews)

Top cheap Islamorada hotel deals

Conch On Inn Motel

Conch On Inn Motel

103 Caloosa Street Tavernier FL
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Top hotels in Islamorada for Extended Stay

Island Bay Resort

Island Bay Resort

92530 OVERSEAS HIGHWAY Tavernier FL
The price is CA $392 per night from Jun 7 to Jun 8
CA $392
CA $441 total
Jun 7 - Jun 8
includes taxes & fees
10/10 Exceptional! (168 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.

Islamorada hotels essential information

Accommodation
2,174 hotels
Lowest Price
CA $185
Highest Price
CA $2,806
Popular hotels
Chesapeake Beach Resort, Cheeca Lodge & Spa, Islander Resort, Amara Cay Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, La Siesta Resort & Villas, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina, Treasure Harbor

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 $185 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 2,174 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

Chesapeake Beach Resort

Chesapeake Beach Resort

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"The Villas are great! Nice and clean/ modern We had an amazing time with my elderly parents and my litte kids."
A verified traveller stayed at Chesapeake Beach Resort
Chesapeake Beach Resort