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Tonight
Check prices in Islamorada for tonight, Aug 26 - Aug 27
Aug 26 - Aug 27
Tomorrow night
Check prices in Islamorada for tomorrow night, Aug 27 - Aug 28
Aug 27 - Aug 28
This weekend
Check prices in Islamorada for this weekend, Aug 28 - Aug 30
Aug 28 - Aug 30
Next weekend
Check prices in Islamorada for next weekend, Sep 4 - Sep 6
Sep 4 - Sep 6

Most frequently booked Islamorada hotels

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 center
The price is CA $206 per night
CA $206
CA $333 total
Sep 8 - Sep 9
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 Lorelei Restaurant & Cabana Bar are located nearby.
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 center
The price is CA $199 per night
CA $199
CA $301 total
Sep 20 - Sep 21
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.
On private beach
Pool
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
3.88 km from city center
The price is CA $214 per night
CA $214
CA $342 total
Sep 15 - Sep 16
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.
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
0.52 km from city center
The price is CA $324 per night
CA $324
CA $458 total
Sep 22 - Sep 23
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 Lorelei Restaurant & Cabana Bar are located nearby.
On private beach
Pool
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 center
The price is CA $287 per night
CA $287
CA $424 total
Sep 1 - Sep 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 Hog Heaven are located nearby.
Pines & Palms Resort

Pines & Palms Resort

3 out of 5
80401 Old Hwy Islamorada FL
3.22 km from city center
The price is CA $207 per night
CA $207
CA $309 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy Islamorada FL
0.46 km from city center
The price is CA $152 per night
CA $152
CA $216 total
Sep 20 - Sep 21
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Islamorada Brewery & Distillery and History of Diving Museum are located nearby.
On private beach
Pool
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
3.31 km from city center
The price is CA $214 per night
CA $214
CA $342 total
Aug 30 - Aug 31
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
4.05 km from city center
The price is CA $152 per night
CA $152
CA $216 total
Aug 30 - Aug 31
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 Hog Heaven 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 $324 per night from Sep 22 to Sep 23
CA $324
CA $458 total
Sep 22 - Sep 23
includes taxes & fees
9.4/10 Exceptional! (1,118 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

2BR Suite w/ Partial Ocean View & Beach Access

2BR Suite w/ Partial Ocean View & Beach Access

Key Largo FL
The price is CA $272 per night from Aug 31 to Sep 1
CA $272
CA $355 total
Aug 31 - Sep 1
includes taxes & fees
10/10 Exceptional! (1 review)
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
2,154 hotels
Lowest Price
CA $179
Highest Price
CA $458
Popular hotels
Cheeca Lodge & Spa, Chesapeake Beach Resort, Amara Cay Resort, Islander Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Pines & Palms Resort, Hadley Resort and Marina, La Siesta Resort & Villas, Fisher Inn Resort & Marina

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 $179 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 2,154 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

Amara Cay Resort

Amara Cay Resort

5 out of 5
Posted 6 hours ago
Travelocity Verified Review
"We had an amazing stay at Amara Cay Resort! The property was beautiful, clean, and relaxing, with an incredible waterfront setting and a true tropical Keys atmosphere. The staff was friendly, welcoming, and attentive throughout our entire stay. The pool and outdoor areas were perfect for relaxing, and the location made it easy to enjoy everything Islamorada has to offer. Overall, we had a fantastic experience and would absolutely recommend Amara Cay to anyone visiting the Florida Keys. We’re already looking forward to coming back!"
A verified traveller stayed at Amara Cay Resort
Amara Cay Resort