Find hotels in Islamorada, FL from $116

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Compare 2,115 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Waterfront villa with 5 kayaks, covered deck, washer/dryer, & AC
Towels
Waterfront villa with 5 kayaks, covered deck, washer/dryer, & AC
9.8 out of 10, Exceptional, (6)
"Perfect location and the kayaks we’re awesome. Clean and neat. Couldn’t have asked for anything more"
Waterfront villa with 5 kayaks, covered deck, washer/dryer, & AC
Palm Villa SPECIAL April weekend dates includes Dock and Cabana Club
Outdoor pool
Palm Villa SPECIAL April weekend dates includes Dock and Cabana Club
9.8 out of 10, Exceptional, (122)
"Great stay at a nice, well furnished property at Hawks Cay. Good base of ops to use to explore surrounding middle keys area."
Palm Villa SPECIAL April weekend dates includes Dock and Cabana Club
Villa 5054 on Duck Key BOAT SLIP available
Property grounds
Villa 5054 on Duck Key BOAT SLIP available
9.8 out of 10, Exceptional, (36)
"My husband and I traveled with our son (6) for our first Keys trip the first week of April. The rental was comfortable with a full kitchen for our own cooking and everything was clean. The view is perfection and the deck is steps away from the water. We were able to fish and enjoy the beautiful sunsets right outside the place. The location is quiet enough with alot of families but close to shops and restaurants. We will definitely be back and Frank was easy to contact. Great adventure!"
The price is $269
$621 total
includes taxes & fees
May 6 - May 7
Villa 5054 on Duck Key BOAT SLIP available
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Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Property grounds
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
9.8 out of 10, Exceptional, (55)
"Enjoyed the location everyone at this location was very friendly, the views and sunrises were beautiful. The unit could use a new mattress but enjoyed the stay."
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
The Islands of Islamorada
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
2-BEDROOM 3 BATH 299nt + Pool on BLUE LAGOON. SLEEPS 6
Pool
2-BEDROOM 3 BATH 299nt + Pool on BLUE LAGOON. SLEEPS 6
9.6 out of 10, Exceptional, (32)
"Great property, excellent location, very well maintained. Enjoyed our stay, Marc was very easy to work with, excellent communication and very responsive. My only criticism is the bathrooms are a bit small, but everything else was perfect."
2-BEDROOM 3 BATH 299nt + Pool on BLUE LAGOON. SLEEPS 6
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
Beach
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
9.6 out of 10, Exceptional, (40)
"Very nice condo"
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
Grassy Flats Resort & Beach Club
Exterior
Grassy Flats Resort & Beach Club
2.5 star property
9.4 out of 10, Exceptional, (154)
"I thought the food was great. Even had Foursquare rum, in the bar. Staff was very friendly and helpful, offered many recommendations for beaches and jet ski options. Swim with the Dolphins, is 5 min drive. Only thing i wasnt a fan of, was the tide would go out around 4pm, until 9pm. Leaving a not so great smell during that time. Obviously nothing they can do,but was mot great. Whwn tide was in,was very nice. The pier is nice at night toi."
The price is $359
$404 total
includes taxes & fees
May 6 - May 7
Grassy Flats Resort & Beach Club
Casa Morada
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (344)
"Well, the staff was friendly, but hard to find or never around."
The price is $297
$335 total
includes taxes & fees
Jun 2 - Jun 3
Casa Morada
Treasure Harbor
25-inch flat-screen TV with digital channels, 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 $190
$423 total
includes taxes & fees
May 14 - May 15
Treasure Harbor
Villa 5023 on Duck Key BOAT SLIP available
Fridge, microwave, oven, stovetop
Villa 5023 on Duck Key BOAT SLIP available
9.4 out of 10, Exceptional, (23)
"We stayed here for one night on our way back from Key West. The house was clean and looks exactly like the listing picture and description. I would stay here again!"
The price is $269
$621 total
includes taxes & fees
May 6 - May 7
Villa 5023 on Duck Key BOAT SLIP available
Pines & Palms Resort
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
$317 total
includes taxes & fees
May 30 - May 31
Pines & Palms Resort
Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1004)
"Everything "
The price is $309
$410 total
includes taxes & fees
Jun 2 - Jun 3
Cheeca Lodge & Spa
Islander Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1004)
"Accommodation was lovely. The grounds are nicely manicured. The only negative was lack of dining options. It would be a big improvement to the property. "
The price is $287
$378 total
includes taxes & fees
May 19 - May 20
Islander Resort
Drop Anchor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1001)
"The trailer I stayed in with my wife it needs a better a/c unit"
The price is $241
$306 total
includes taxes & fees
May 5 - May 6
Drop Anchor
Islander Bayside Villas and Boatslips
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 $287
$379 total
includes taxes & fees
May 20 - May 21
Islander Bayside Villas and Boatslips
Two-story waterfront condo with patio, balconies & boating
Fridge, microwave, oven, stovetop
Two-story waterfront condo with patio, balconies & boating
9.0 out of 10, Wonderful, (86)
"The property was as listed! The check in process was easy and everything we needed was conveniently provided. The only issues we ran into were that we couldn’t get the tv’s to work properly. Otherwise it was the perfect place!"
Two-story waterfront condo with patio, balconies & boating
La Jolla Resort
View from property
La Jolla Resort
2.5 star property
8.8 out of 10, Excellent, (890)
"Quaint little resort. Very clean and great location!"
The price is $180
$203 total
includes taxes & fees
May 9 - May 10
La Jolla Resort
Sands of Islamorada
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 $181
$204 total
includes taxes & fees
May 6 - May 7
Sands of Islamorada
Edgewater Lodge
View from property
Edgewater Lodge
2.5 star property
8.6 out of 10, Excellent, (709)
"Everything we needed for our trip was right there.. fishing bait, the ocean front property at the motel and fishing bridge a walks distance across the road. The Lick It food shack offers a great variety and the bbq is delicious (they will also cook your catch). We did not use the pool, but many were and it was clean and inviting as well. Wonderful staff that was very pleasant and welcoming. Walk out on the piers and see fish. Gorgeous sunset views. Already planning our next trip. "
The price is $152
$171 total
includes taxes & fees
May 6 - May 7
Edgewater Lodge
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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 $199 per night from May 5 to May 6
$199
$264 total
includes taxes & fees
May 5 - May 6
8.8/10 Excellent! (1,301 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
5,098
Accommodation
2,115 hotels
Highest price
$359
Lowest price
$116
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 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 of Islamorada hotels
Expedia verified reviews

La Jolla Resort

La Jolla Resort

5/5 Excellent
"Quaint little resort. Very clean and great location!"
A verified traveler stayed at La Jolla Resort
Posted 15 hours ago
La Jolla Resort