Find hotels in Islamorada, FL from CA $133

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May 12 - May 13
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May 13 - May 14
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May 17 - May 19

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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, (1007)
"The resort site is beautiful and lovely to walk through at night! Thanks for a great week!"
The price is CA $395
CA $529 total
includes taxes & fees
May 23 - May 24
Cheeca Lodge & Spa
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
8.8 out of 10, Excellent, (1315)
"Loved "
The price is CA $272
CA $361 total
includes taxes & fees
May 19 - May 20
Chesapeake Beach Resort
5 outdoor pools, cabanas (surcharge), pool umbrellas
Hawks Cay Resort
4.0 star property
8.0 out of 10, Very good, (1004)
"nice "
The price is CA $395
CA $530 total
includes taxes & fees
May 19 - May 20
Hawks Cay Resort
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3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Absolutely beautifully appointed room and patio. Our family loves this resort. "
The price is CA $371
CA $493 total
includes taxes & fees
May 19 - May 20
Islander Resort
View from property
La Jolla Resort
2.5 star property
8.8 out of 10, Excellent, (892)
"It’s a beautiful location, bed was hard. Felt like a foam bed, and paint was peeling on baseboards. Great communication from the front desk which was appreciated."
The price is CA $217
CA $245 total
includes taxes & fees
May 16 - May 17
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, (955)
"Beautiful place to get away with your family"
The price is CA $272
CA $371 total
includes taxes & fees
Jun 4 - Jun 5
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, (1003)
"We loved Drop Anchor! The property was perfect! The location, clean, quiet, beach, heated pool, tiki huts with adirondeck chairs and hammocks. Exactly, what we were looking for and thoroughly enjoyed."
The price is CA $202
CA $276 total
includes taxes & fees
May 16 - May 17
Drop Anchor
Exterior detail
Fisher Inn Resort & Marina
3.5 star property
7.6 out of 10, Good, (1002)
"Great Location. Close to a lot of areas of interest. Comfortable beds. Staff was just so/ so"
The price is CA $196
CA $265 total
includes taxes & fees
Jun 10 - Jun 11
Fisher Inn Resort & Marina
Beach/ocean view
Conch Key Fishing Lodge and Marina
2.5 star property
7.8 out of 10, Good, (426)
"We enjoyed our stay, great location , friendly staff , clean rooms, we will definitely be coming for our next visit to the keys!"
The price is CA $159
CA $179 total
includes taxes & fees
May 13 - May 14
Conch Key Fishing Lodge and Marina
Dock
Hadley Resort and Marina
3.5 star property
8.0 out of 10, Very good, (924)
"Room 301 Beautiful view from our balcony. Our room was 2 queen size beds, Small bathroom, dresser with 4 drawers. Boat dock is about $60 a night for boat trailer parking, good dock space for our 17’ boat. Covered parking for our car. There is a great place to sit and chill near the ocean front. A few outdoor games, bicycles for guests, as well as kayaking and paddling boarding. Swimming pool is located in the middle of the property, heated, quiet area. Enjoyed the speakers...
The price is CA $223
CA $296 total
includes taxes & fees
May 20 - May 21
Hadley Resort and Marina
Outdoor pool, sun loungers
Coconut Cove Resort and Marina
2.5 star property
7.4 out of 10, Good, (658)
"Loved the cues Was easy to get to the places we wanted to visit. Staff was amazing."
The price is CA $176
CA $198 total
includes taxes & fees
May 13 - May 14
Coconut Cove Resort and Marina
Exterior
Grassy Flats Resort & Beach Club
2.5 star property
9.4 out of 10, Exceptional, (159)
"Stunning property. Relaxing and quaint. "
The price is CA $559
CA $629 total
includes taxes & fees
May 13 - May 14
Grassy Flats Resort & Beach Club
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (349)
"Loved our stay! Unique property, we will be back again! Thank you!"
The price is CA $405
CA $674 total
includes taxes & fees
May 27 - May 28
Casa Morada
View from property
Edgewater Lodge
2.5 star property
8.6 out of 10, Excellent, (710)
"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 $331
CA $373 total
includes taxes & fees
May 13 - May 14
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 $234
CA $263 total
includes taxes & fees
May 13 - May 14
Sands of Islamorada
Flat-screen TV
Treasure Harbor
2.0 star property
9.4 out of 10, Exceptional, (28)
"The houseboat was adorable. It was probably one of the cleanest “hotels” I’ve ever stayed at. The area was very quiet and peaceful. Loved watching the dolphins from the deck in the morning. The front desk staff were wonderful- very friendly. There was an excellent bagel place a short walk away. The only thing to keep in mind is the boat says it sleeps 7 but the 7th loft bed would really only work for a child- or very small agile adult. Not a complaint (we were a group of 6) just something to...
The price is CA $231
CA $546 total
includes taxes & fees
May 15 - May 16
Treasure Harbor
Outdoor pool
Fiesta Key RV Resort
2.5 star property
7.0 out of 10, Good, (359)
"Everything is right there"
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
Villa | Private pool
Village at Hawks Cay Villas by KeysCaribbean
3.0 star property
7.4 out of 10, Good, (163)
"The staff especially Pam and Sam were very accommodating. I highly recommend Keys Caribbean. "
Village at Hawks Cay Villas by KeysCaribbean
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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

5 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 $272 per night from May 19 to May 20
CA $272
CA $361 total
includes taxes & fees
May 19 - May 20
8.8/10 Excellent! (1,313 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
2,125
Highest price
CA $559
Lowest price
CA $133
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 Treasure Harbor and Sunset Inn. See all available top hotels, or vacation rentals in Islamorada.

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

Beautiful Ocean View in Angler's Reef with View of Sand Bar/Boat slip: Visitors like this Islamorada vacation home rental. It is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind. 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

Amara Cay Resort

Amara Cay Resort

5/5 Excellent
"The resort was absolutely beautiful and the staff go above and beyond. The room key bracelets were so convenient and so cute to wear. We even got to keep them as souvenirs. Definitely the best place I have ever stayed. "
A verified traveller stayed at Amara Cay Resort
Posted 10 hours ago
Amara Cay Resort