Find Oceanfront Hotels in Islamorada, FL

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Pick from 37 Islamorada Oceanfront Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
The Caribbean Resort
3.5 star property
10.0 out of 10, Exceptional, (136)
"Landscaped beautifully. Weber grills to barbecue. The rooms were decorated magnificently and the wrap around porch was terrific."
The Caribbean Resort
Exterior
Ragged Edge Resort & Marina
2.5 star property
9.4 out of 10, Exceptional, (126)
"Great property but could stand some upgrading "
The price is $246
$277 total
includes taxes & fees
May 29 - May 30
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, (956)
"Beautiful place to get away with your family"
The price is $159
$226 total
includes taxes & fees
Jun 2 - Jun 3
Pines & Palms Resort
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1339)
"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 $238
$308 total
includes taxes & fees
May 30 - May 31
Chesapeake Beach Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1014)
"Lovely experience. A place we will come back to visit. "
The price is $299
$404 total
includes taxes & fees
May 29 - May 30
Cheeca Lodge & Spa
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1005)
"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 $238
$323 total
includes taxes & fees
May 29 - May 30
Islander Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1005)
"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 $186
$244 total
includes taxes & fees
Jun 3 - Jun 4
Drop Anchor
Outdoor pool, pool umbrellas, sun loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, (336)
"I have never encountered a staff so helpful and pleasant Thank you"
The price is $269
$358 total
includes taxes & fees
May 30 - May 31
Islander Bayside Villas and Boatslips
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1245)
"Small but very comfortable resort in Islamorada. Great resort activities available and communicative, helpful staff. The wait staff at the restaurant were fantastic. Well priced resort experiences such as snorkeling and professional photography! Shout out to Captain Ken, his wife, and Javier the photographer! "
The price is $288
$380 total
includes taxes & fees
Jun 27 - Jun 28
Amara Cay Resort
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1004)
"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 $293
$385 total
includes taxes & fees
Jun 2 - Jun 3
La Siesta Resort & Villas
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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.

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Too many beaches in Islamorada to choose from? Here are our top picks for a memorable beach vacation.

Islamorada Oceanfront Hotels information

 

Oceanfront Hotels in Islamorada

37

Highest price
$299
Cheapest price
$120
Number of guest reviews
9,271
Total number of hotels in Islamorada
2,153

 

Frequently asked questions

What does Islamorada offer sea lovers?
You can make your Islamorada getaway special by staying in an oceanview hotel room. Be sure to book one overlooking the beautiful coast or snorkeling spots for a chance to wake up next to the ocean. After an early morning swim, discover the sunsets and fishing in Islamorada.
What are some noteworthy hotels with ocean views in Islamorada?
Chesapeake Beach Resort is a hotel located on a private beach. It offers a private beach, 2 outdoor pools, sun loungers, beach towels, and flat-screen TVs. Cheeca Lodge & Spa and La Siesta Resort & Villas are a few other accommodations with ocean views worth considering.
How many hotels with ocean views are there in Islamorada on Expedia?
You’ll find 39 hotels with ocean views in Islamorada on Expedia.
What is there to see and do around Islamorada?
After arriving and settling in at your accommodation of choice, you might want to venture out and explore. If you’re eager to check out the beaches, head to Anne’s Beach or Sunset Drive Beach for some relaxation by the water. Take advantage of the area’s diving and snorkeling, and make time for local attractions like Everglades National Park and Bud n’ Mary’s Dive Center. Other things to see and do in the area are Founders Park and Fiesta Key.
Why should I choose a hotel with an ocean view for my Islamorada vacation?
Reward yourself with an oceanview room and enjoy great views of the ocean during your trip to Islamorada. We make it easy to book the ideal hotel when you use our ocean view filter in the search results to narrow down your search.

Recent reviews of Islamorada hotels
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 traveler stayed at Chesapeake Beach Resort
Posted 1 day ago
Chesapeake Beach Resort