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 $259

CA $370 total

Jun 18 - Jun 19

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

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Free cancellation

Reserve now, pay when you stay

1 km from city centre

CA $285

CA $422 total

Jul 14 - Jul 15

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.

Islander Resort

82100 Overseas Highway Islamorada FL

Free cancellation

Reserve now, pay when you stay

0.52 km from city centre

CA $358

CA $497 total

Jun 22 - Jun 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

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

3.88 km from city centre

CA $240

CA $372 total

Jul 6 - Jul 7

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.

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

Free cancellation

Reserve now, pay when you stay

3.31 km from city centre

CA $246

CA $379 total

Jul 6 - Jul 7

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.

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 $379

CA $529 total

Jun 29 - Jun 30

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.

Fisher Inn Resort & Marina

84951 Overseas Hwy Islamorada FL

4.05 km from city centre

CA $200

CA $271 total

Jun 22 - Jun 23

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.

Treasure Harbor

200 Treasure Harbor Dr Islamorada FL

6.7 km from city centre

CA $156

CA $372 total

Jun 17 - Jun 18

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.

Bayside Villas by Islander Resort

81450 Overseas Highway Islamorada FL

Free cancellation

Reserve now, pay when you stay

1.94 km from city centre

CA $317

CA $451 total

Jun 29 - Jun 30

includes taxes & fees

Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Hurricane Monument and MoradaWay Arts & Cultural District 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.

Hotels in Islamorada with star rating

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Top family friendly Islamorada hotel deals

Islander Resort

82100 Overseas Highway Islamorada FL

CA $358

CA $497 total

Jun 22 - Jun 23

includes taxes & fees

9.4/10 Exceptional! (1,061 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 $381

CA $428 total

Jun 25 - Jun 26

includes taxes & fees

10/10 Exceptional! (171 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	2,169 hotels
Lowest Price	CA $200
Highest Price	CA $2,871
Popular hotels	Chesapeake Beach Resort, Cheeca Lodge & Spa, Islander Resort, Amara Cay Resort, La Siesta Resort & Villas, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Fisher Inn Resort & Marina, Treasure Harbor, Bayside Villas by Islander 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 $200 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 2,169 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

4 out of 5

Posted 1 hour ago

Travelocity Verified Review

"Breakfast selection each day was excellent. Room was clean, just a little noisy from upstairs kids footsteps in the morning. 2 pools were great although main pool in need of resurfacing and a bit too warm, understandable due to 90+ temps. Love the free kayaks and paddle boards. Staff was very friendly and accommodating. Beautiful views and convenient location."

A verified traveller stayed at Chesapeake Beach Resort

Cheeca Lodge & Spa

4 out of 5

Posted 1 day ago

Travelocity Verified Review

"We had a wonderful stay and really loved the resort. The room and balcony were absolutely perfect. My one suggestion would be to consider making one of the two beachfront pools adults-only. There is already an adults-only pool on the property, which is a nice option, but it’s located in the middle of the resort and doesn’t offer the same relaxing beach and ocean views. With two large oceanfront pools, it seems like a great opportunity to designate one for adults who are looking for a quieter place to relax and swim. There are many couples and groups of adults who come here for a peaceful getaway and would appreciate being able to enjoy the oceanfront pool experience without kids jumping in around them or games being played nearby. Besides the busy & loud pool area, our overall experience was fantastic. It’s a beautiful property, and this small change would make it even better."

A verified traveller stayed at Cheeca Lodge & Spa

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

4 out of 5

Posted 1 day ago

Travelocity Verified Review

"Clean room and friendly staff. Refrigerator wasn’t cold, no weather stripping in door was drafty forcing the A/C to run non stop. Shower pools water as the floor doesn’t slope to the drain."

A verified traveller stayed at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Coconut Cove Resort and Marina

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"I enjoyed my stay at this facility. It is an older facility that was probably superior in its original times. I estimate it was built in the 1980s. In spite of it being an older facility it is maintained very well and remains as enjoyable as when it was a new facility."

A verified traveller stayed at Coconut Cove Resort and Marina