Find hotels in Islamorada, FL from CA $144

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Check Islamorada hotel prices

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May 28 - May 29
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May 29 - May 30
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May 31 - Jun 2
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Jun 7 - Jun 9

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Top 10 Islamorada hotels and places to stay

Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Lovely experience. A place we will come back to visit. "
The price is CA $450
CA $598 total
includes taxes & fees
Jun 16 - Jun 17
Cheeca Lodge & Spa
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1331)
"We really enjoyed it, staff was very nice and property was nice and clean. It has 2 pools and beach access. We would definitely come back!"
The price is CA $318
CA $412 total
includes taxes & fees
Jun 16 - Jun 17
Chesapeake Beach Resort
5 outdoor pools, cabanas (surcharge), pool umbrellas
Hawks Cay Resort
4.0 star property
8.0 out of 10, Very good, (1003)
"Beautiful and convenient "
The price is CA $417
CA $554 total
includes taxes & fees
Jun 2 - Jun 3
Hawks Cay Resort
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Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1000)
"Like the bracelets. Convenient way to get in and out of the room. Hassle free ordering food, checking in & out. Wish there were more indoor activities though, it was quite gloomy when we stayed so nothing much to do when in the hotel. But I love the peace & quiet. Very nice hotel. Overall, we loved our room, the staff and the hotel. "
The price is CA $441
CA $572 total
includes taxes & fees
Jun 9 - Jun 10
La Siesta Resort & Villas
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1001)
"My only drawback was the kids after midnight jumping off the fountain into the pool. It just seemed like there was less security. "
The price is CA $391
CA $516 total
includes taxes & fees
Jun 3 - Jun 4
Islander Resort
View from property
La Jolla Resort
2.5 star property
8.8 out of 10, Excellent, (896)
"La Jolla resort is like your own private paradise in Islamorada. On the Gulf side with beautiful sunsets and very friendly staff. Pool was warm and room was just perfect for me and my wife so simlpe but plentiful. "
The price is CA $196
CA $221 total
includes taxes & fees
Jun 10 - Jun 11
La Jolla Resort
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (956)
"Beautiful place to get away with your family"
The price is CA $217
CA $309 total
includes taxes & fees
Jun 2 - Jun 3
Pines & Palms Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great location with friendly staff. Hot water was nonexistent for our three day visit. Lock on sliding balcony door would not lock. Would stay here again in spite of these conditions."
The price is CA $253
CA $333 total
includes taxes & fees
Jun 3 - Jun 4
Drop Anchor
Exterior detail
Fisher Inn Resort & Marina
3.5 star property
7.6 out of 10, Good, (1000)
"I stayed here for one night after leaving Sugarloaf key, to be nearer friends and also the Miami airport. It was wonderfully appointed (room), clean and totally updated. Great view with a balcony too! "
The price is CA $195
CA $264 total
includes taxes & fees
Jun 11 - Jun 12
Fisher Inn Resort & Marina
Beach/ocean view
Conch Key Fishing Lodge and Marina
2.5 star property
7.8 out of 10, Good, (432)
"Stayed here for 2 nights and can’t complain. It smelled and looked clean, the A/C worked well, and everything functioned well. For a short motel experience, I’d recommend. "
The price is CA $158
CA $178 total
includes taxes & fees
May 29 - May 30
Conch Key Fishing Lodge and Marina
Dock
Hadley Resort and Marina
3.5 star property
8.0 out of 10, Very good, (930)
"The 2BR ocean view unit is large with a large wrap around deck with gorgeous view and a kitchen. Plenty of room to spread out and beds are comfortable. The shower could use some caulk and looked a little brown in the seams. The bolt lock on the door didn’t work but we didn’t have safety concerns. Breakfast is super basic but better than nothing. Great location and nice to watch people fishing right off the dock and going in and out of the marina. "
The price is CA $237
CA $312 total
includes taxes & fees
May 29 - May 30
Hadley Resort and Marina
Outdoor pool, sun loungers
Coconut Cove Resort and Marina
2.5 star property
7.4 out of 10, Good, (660)
"A nice quiet property. Plenty of parking. "
The price is CA $230
CA $259 total
includes taxes & fees
Jun 4 - Jun 5
Coconut Cove Resort and Marina
Exterior
Grassy Flats Resort & Beach Club
2.5 star property
9.4 out of 10, Exceptional, (165)
"I have stayed there twice in two different rooms . Both times the water was luke warm. Everything else was awesome. "
The price is CA $509
CA $573 total
includes taxes & fees
Jun 10 - Jun 11
Grassy Flats Resort & Beach Club
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (354)
"Good quiet location in Islamorada - just the job"
The price is CA $365
CA $515 total
includes taxes & fees
Jun 3 - Jun 4
Casa Morada
View from property
Edgewater Lodge
2.5 star property
8.6 out of 10, Excellent, (711)
"This was my 4th stay at the hotel. I gave this location a 5 star, it has everything I needed for a bae cation. Quiet and peaceful. If you need to get away for the world this is the perfect spot. No complaints hear 💕💕💕 Edgewater lodge"
The price is CA $244
CA $275 total
includes taxes & fees
May 30 - May 31
Edgewater Lodge
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio
Sands of Islamorada
2.5 star property
8.8 out of 10, Excellent, (324)
"Super Clean rooms, nice staff, TV was basic, easy on -off highway. Nice restaurants within walking distance. "
The price is CA $194
CA $218 total
includes taxes & fees
May 29 - May 30
Sands of Islamorada
Flat-screen TV
Treasure Harbor
2.0 star property
9.4 out of 10, Exceptional, (29)
"Clean, adorable house boat. Would definitely stay again."
The price is CA $259
CA $462 total
includes taxes & fees
Jun 2 - Jun 3
Treasure Harbor
Outdoor pool
Fiesta Key RV Resort
2.5 star property
7.0 out of 10, Good, (360)
"I like everything"
Fiesta Key RV Resort
Aerial view
Pelican Cove Resort & Marina
3.0 star property
8.2 out of 10, Very good, (1000)
"We had never stayed at this resort before, but were very pleased with all the amenities, especially the pool and the on-site restaurants and bars. Our view from our room was gorgeous and the service was excellent. We will be staying there again!"
Pelican Cove Resort & Marina
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada
4.0 star property
9.6 out of 10, Exceptional, (35)
"My wife and I have been traveling to Islandmorada for many years and this place is what we have been searching for. Clean, quaint, all the amenities of a large restort withiut the corporation feel. Absolutely refreshing!"
The Islands of Islamorada
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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.

Where to stay in Islamorada

Find the best Islamorada areas and neighborhoods for the activities you enjoy most. Learn more about Islamorada
Islamorada showing a beach bar

Matecumbe

6 out of top 10 points of interest in this area

If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Anne's Beach are top sights worth seeing.

Find hotels in Matecumbe

More cheap stays in Islamorada

Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL
The price is CA $318 per night from Jun 16 to Jun 17
CA $318
CA $412 total
includes taxes & fees
Jun 16 - Jun 17
8.8/10 Excellent! (1,338 reviews)

Hotels near Popular Islamorada Attractions

Image for Theater of the Sea

Theater of the Sea

4/5(6 reviews)

Swim with the dolphins and sharks and feed the crocodiles and sea turtles near the lagoon of this vast interactive park for marine mammals.

See properties
Theater of the Sea

Islamorada Travel Info

Number of hotels
2,138
Highest price
CA $509
Lowest price
CA $144
Known attractions
Theater of the Sea, Anne's Beach and Florida Keys Brewing Co.
Hotels with nearby beaches
23
Hotels with outdoor pools
6

Frequently asked questions

Where is the best place for a stay in Islamorada?

The Caribbean Resort is ranked highly by Expedia customers. This hotel offers a marina and an outdoor pool. Other top choices based on traveler reviews include Ragged Edge Resort & Marina and Sunset Inn. See all available top hotels, or vacation rentals in Islamorada.

What are some of the best vacation home rentals in Islamorada?

Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location! : Visitors like this Islamorada vacation home rental. It is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. See all vacation rentals in Islamorada.

If I need to cancel my hotel reservation in Islamorada, will I receive a refund?

Yes! You'll find that most hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Islamorada.

Where can I learn more about changing or cancelling my trip to Islamorada?

For more details about picking new dates or cancelling your trip to Islamorada, click here.

What's the best budget-friendly accommodation in Islamorada?

Based on reviews, Chesapeake Beach Resort is a popular hotel for our travelers who want a more economical choice, and features 2 outdoor pools and air conditioning. View all budget hotels in Islamorada.

What's the best place to stay for a family vacation to Islamorada?

Cheeca Lodge & Spa is a resort with 3 outdoor pools and a private beach, and it's a top choice on Expedia for families. Other good options for your family trip include Amara Cay Resort and Islander Bayside Villas and Boatslips. Attractions in the area like John Pennekamp Coral Reef State Park and Jacob's Aquatic Center are also fun for kids of all ages. Find more child-friendly accommodations in Islamorada.

What's the best place to stay for a couple going to Islamorada?

Cheeca Lodge & Spa is a favorite resort for couples, and features a full-service spa and a private beach. Other good choices for your romantic getaway include La Siesta Resort & Villas and Amara Cay Resort. See all romantic hotels in Islamorada.

What's the best pet-friendly place to stay in Islamorada?

Chesapeake Beach Resort is a top hotel for people traveling with their pets, and offers 2 outdoor pools and pillowtop beds for its human guests. Other good options for you and your pet include La Siesta Resort & Villas and Amara Cay Resort. See more pet-friendly hotel accommodations in Islamorada.

Where is the best place to stay close to Florida Keys Brewing Co.?

One of the top choices for your stay is Cheeca Lodge & Spa, located next to Florida Keys Brewing Co., and this 4-star resort offers 3 outdoor pools and a full-service spa. Islander Resort and Islander Bayside Villas and Boatslips are a couple of other good options close by.

What about the best place to stay close to Bud n' Mary's Dive Center?

One of the top choices for your stay is Amara Cay Resort, located next to Bud n' Mary's Dive Center, and this 3.5-star hotel offers a private beach and 2 restaurants. La Siesta Resort & Marina and Pines & Palms Resort are a couple of other good and close options.

What's the best place to stay near the beach in Islamorada?

Chesapeake Beach Resort is a top hotel located on the beach. Other good options to stay near the beach include Cheeca Lodge & Spa and La Siesta Resort & Villas. See more stays near the beach in Islamorada.

What's the best high-end place to stay in Islamorada?

Cheeca Lodge & Spa is a 4-star resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Islamorada.

Recent Reviews in Islamorada
Expedia verified reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

5/5 Excellent
"We really enjoyed it, staff was very nice and property was nice and clean. It has 2 pools and beach access. We would definitely come back!"
A verified traveller stayed at Chesapeake Beach Resort
Posted 2 days ago
Chesapeake Beach Resort