Book Cheap Hotels in Islamorada

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Most frequently booked Islamorada hotels

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

Free cancellation

Reserve now, pay when you stay

1.98 km from city centre

CA $253

CA $362 total

Jan 18 - Jan 19, 2026

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

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

84001 Overseas Hwy Islamorada FL

Free cancellation

Reserve now, pay when you stay

2.93 km from city centre

CA $440

CA $586 total

Jan 4 - Jan 5, 2026

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.

On private beach

Pool

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

Free cancellation

Reserve now, pay when you stay

3.88 km from city centre

CA $293

CA $421 total

Jan 4 - Jan 5, 2026

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.

On private beach

Pool

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Free cancellation

Reserve now, pay when you stay

1 km from city centre

CA $352

CA $497 total

Jan 4 - Jan 5, 2026

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.

On private beach

Pool

Hadley Resort and Marina

82749 Overseas Hwy Islamorada FL

Free cancellation

0.46 km from city centre

CA $203

CA $273 total

Jan 11 - Jan 12, 2026

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

Treasure Harbor

200 Treasure Harbor Dr Islamorada FL

6.7 km from city centre

Get rates

Stay at this hotel 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.

Pool

Parking included

Islander Resort

82100 Overseas Highway Islamorada FL

Free cancellation

Reserve now, pay when you stay

0.48 km from city centre

CA $409

CA $553 total

Jan 12 - Jan 13, 2026

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

Fisher Inn Resort & Marina

84951 Overseas Hwy Islamorada FL

Free cancellation

4.08 km from city centre

CA $198

CA $267 total

Jan 8 - Jan 9, 2026

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

84801 Overseas Highway Islamorada FL

3.83 km from city centre

CA $294

CA $331 total

Jan 4 - Jan 5, 2026

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

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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.

Hotels in Islamorada with star rating

Check Islamorada hotel room prices by star rating

Top family friendly Islamorada hotel deals

Islander Resort

82100 Overseas Highway Islamorada FL

CA $409

CA $553 total

Jan 12 - Jan 13, 2026

includes taxes & fees

9.2/10 Wonderful! (1,004 reviews)

Top cheap Islamorada hotel deals

Conch On Inn Motel

103 Caloosa Street Tavernier FL

Get rates

Top hotels in Islamorada for Extended Stay

Island Bay Resort

92530 OVERSEAS HIGHWAY Tavernier FL

CA $579

CA $651 total

Jan 1 - Jan 2, 2026

includes taxes & fees

9.8/10 Exceptional! (141 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	2,211 hotels
Lowest Price	CA $234
Highest Price	CA $3,430
Popular hotels	Chesapeake Beach Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Amara Cay Resort, Cheeca Lodge & Spa, Hadley Resort and Marina, Treasure Harbor, Islander Resort, Fisher Inn Resort & Marina, Coconut Cove Resort and 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 $234 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 2,211 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.