Find hotels in Islamorada, FL from $115

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May 6 - May 7
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May 10 - May 12
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Compare 2,114 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1310)
"The rooms were very nice, recently updated and very clean. The staff are very helpful. In order to minimize the noise, you should ask for an oceanfront room. Anything near route one is noisy, and there is nothing you can do about accepted distance yourself from there."
The price is $209
$275 total
includes taxes & fees
May 14 - May 15
Chesapeake Beach Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1008)
"Loved our stay here. There are so many amenities, and they will shuttle you around within 2 miles. Highly recommend this property, and would stay again. "
The price is $319
$421 total
includes taxes & fees
May 12 - May 13
Cheeca Lodge & Spa
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1251)
"Beautiful property "
The price is $270
$359 total
includes taxes & fees
May 12 - May 13
Amara Cay Resort
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Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1003)
"It was excellent, but could use a microwave in room"
The price is $293
$385 total
includes taxes & fees
May 27 - May 28
La Siesta Resort & Villas
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1009)
"Staff all very friendly and accommodating. Room is spacious and comfortable. Love the outdoors patio area."
The price is $258
$346 total
includes taxes & fees
May 16 - May 17
Islander Resort
Outdoor pool, sun loungers
Coconut Cove Resort and Marina
2.5 star property
7.4 out of 10, Good, (650)
"I loved it perfect 2 days and enjoy with my wife Thank you I really appreciate."
The price is $116
$131 total
includes taxes & fees
May 9 - May 10
Coconut Cove Resort and Marina
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1002)
"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 $186
$244 total
includes taxes & fees
May 12 - May 13
Drop Anchor
Dock
Hadley Resort and Marina
3.5 star property
8.0 out of 10, Very Good, (922)
"My only complaint was that we did not get any housekeeping in our room. "
The price is $152
$204 total
includes taxes & fees
May 9 - May 10
Hadley Resort and Marina
Exterior detail
Fisher Inn Resort & Marina
3.5 star property
7.4 out of 10, Good, (1004)
"Great location. Front desk person upon check on 5/2 wasn’t very welcoming or friendly. Room was clean, the bathroom sink was semi clogged and needed to have the trap cleaned out so water will drain. Shower water didn’t get real hot, but warm enough. The Continental Breakfast could use a little upgrade. Nice pool and beautiful views. Free kayak and paddle board use. I just feel that for $400.00 plus a night it should be a little nicer. "
The price is $129
$178 total
includes taxes & fees
May 23 - May 24
Fisher Inn Resort & Marina
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 $185
$334 total
includes taxes & fees
May 12 - May 13
Treasure Harbor
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 $175
$197 total
includes taxes & fees
May 8 - May 9
La Jolla Resort
Outdoor pool, free cabanas
Sunset Inn
3.0 star property
9.2 out of 10, Wonderful, (1002)
"Rooms are modern and spacious, very clean as well. Property is very basic, pool is small. "
The price is $159
$189 total
includes taxes & fees
May 9 - May 10
Sunset Inn
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio
Sands of Islamorada
2.5 star property
8.8 out of 10, Excellent, (322)
"Office is open 9 am to 4pm. Expedia has office open until 5pm. If you do not get there before 4pm you will need to make arrangements to have key left for you. Also, no mention of only allowing one vehicle on Expedia- any additional vehicle is an additional charge. Please make sure you contact the property ahead of time on this as well. Otherwise, it is clean, quiet and very beautiful. Now knowing the rules and times will definitely stay again."
The price is $171
$192 total
includes taxes & fees
May 8 - May 9
Sands of Islamorada
Exterior
Ragged Edge Resort & Marina
2.5 star property
9.4 out of 10, Exceptional, (124)
"Lovely place to stay close to fun restaurants and very quiet! Impeccable grounds and pool was awesome - staff was so friendly and helpful! Dated in places but clean and just what we wanted for couple nights. Only complaint was very loud AC unit randomly on and off in night - would absolutely recommend! "
The price is $222
$249 total
includes taxes & fees
May 8 - May 9
Ragged Edge Resort & Marina
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (954)
"Beautiful place to get away with your family"
The price is $239
$316 total
includes taxes & fees
Jun 6 - Jun 7
Pines & Palms Resort
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (347)
"Really enjoyed our stay- great location and very chilled and laid back"
The price is $311
$435 total
includes taxes & fees
May 9 - May 10
Casa Morada
Outdoor pool, pool umbrellas, sun loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, (335)
"Lovely sister property to the Islander - Resort; the, Islander Bayside resort Townhomes are wonderful. The Green Tuttle Inn. And the NEST across overseas highway great spirits & food. kitchens open until 10pm. 7 am green turtle breakfast. Or Mangrove Mike’s is a short walk North for breakfast. First night we walked to Lorelei, (15 minutes walk) for sunset. Best spot. This property is Slightly less than 2 miles NORTH from Bud and Mary’s marina and Lazy Days. Ideal for family or larger...
The price is $319
$414 total
includes taxes & fees
May 19 - May 20
Islander Bayside Villas and Boatslips
Exterior
The Caribbean Resort
3.5 star property
10.0 out of 10, Exceptional, (134)
"What a wonderful resort in paradise. We stayed in the Bird of Paradise and it was perfect. Look out the window at the Atlantic Ocean. Would definitely come back again. 5 stars. "
The Caribbean 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
Outdoor pool, a heated pool
Radiant Suite with Ocean View and Resort Amenities
10.0 out of 10, Exceptional, (1)
"My wife and I stayed at the Islands -- and enjoyed our time there very much. The design and layout of the site is wonderful, the team terrific --very helpful -- and we would highly recommend this place to others."
Radiant Suite with Ocean View and Resort Amenities
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See all available properties in Islamorada
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 $196 per night from May 13 to May 14
$196
$261 total
includes taxes & fees
May 13 - May 14
8.8/10 Excellent! (1,310 reviews)

Stay near popular Islamorada attractions

Image for Theater of the Sea

Theater of the Sea

4.5/5(215 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 reviews
5,483
Accommodation
2,114 hotels
Highest price
$336
Lowest price
$115
Reasons to visit
Theater of the Sea, Annes Beach and Windley Key Fossil Reef Geological State Park
Hotels with entertainment
36
Hotels with nearby beaches
23

Price trends for hotels in Islamorada

Less expensive
More expensive
This month
Next month
September
March
$262
$261
Month
Price
January
$359
February
$482
March
$490
April
$370
May
$262
June
$261
July
$281
August
$280
September
$223
October
$238
November
$267
December
$330
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Islamorada. Select dates and complete search for nightly totals inclusive of taxes and fees.

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 Treasure Harbor. 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 of Islamorada hotels
Expedia verified reviews

Amara Cay Resort

Amara Cay Resort

5/5 Excellent
"Beautiful property "
A verified traveler stayed at Amara Cay Resort
Posted 15 hours ago
Amara Cay Resort