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Oceanfront Hotels in Islamorada

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Featured Islamorada Oceanfront Hotels

Casa Morada
Casa Morada
3.5 out of 5
136 Madeira Road, Islamorada, FL
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (373 reviews)
"Staff very friendly and helpful. Beautiful grounds and very private. A great place to relax and unwind."

Reviewed on Dec 27, 2024

Casa Morada
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,021 reviews)
"High-end resort with beautiful facilities but the restaurant wasn’t to the same standard. I thought the food was expensive and came out cold. The side order of mushrooms came out on a stone cold skillet, you could hold the skillet with your hand. The special that night I order was the seabass and ..."

Reviewed on Jan 19, 2025

Cheeca Lodge & Spa
Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
9/10 Wonderful! (1,393 reviews)
"Very clean! Nice staff!"

Reviewed on Jan 19, 2025

Chesapeake Beach Resort
Pines & Palms Resort
Pines & Palms Resort
3 out of 5
80401 Old Hwy, Islamorada, FL
Stay at this 3-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (974 reviews)
"Place was under heavy construction, when booking stay know one mentioned the whole resort is under reconstruction. Besides the construction the location was beautiful setting"

Reviewed on Sep 9, 2024

Pines & Palms Resort
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,002 reviews)
"Best 5 star resort in Florida keys, from the rooms, pools, beach area and staff. The staff at the hotel were so friendly, helpful and generous. A kind member of staff gave us an extra 25 cent for the laundry after helping to explain how it works. The rooms had modern facilities but the beautiful ..."

Reviewed on Jan 19, 2025

Islander Resort
Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,209 reviews)
"A little help with baggage and getting a cart would have been super appreciated"

Reviewed on Jan 18, 2025

Amara Cay Resort
Drop Anchor
Drop Anchor
3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,000 reviews)
"Good value for the money. Enjoyed using the kayaks and paddle boards. Friendly staff. Very good location on the water."

Reviewed on Jan 8, 2025

Drop Anchor
La Siesta Resort & Villas
La Siesta Resort & Villas
4 out of 5
80241 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.6/10 Excellent! (1,002 reviews)
La Siesta Resort- Islamorada, Fl
"I understood that the place was pet friendly. However, nowhere in the booking process was I made aware that I would have to pay $50.00 per dog per night for the stay. Cost an extra $200.00 upon arrival. Somewhere in the process this was not made clear in any way that I saw."

Reviewed on Jan 9, 2025

La Siesta Resort & Villas
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,000 reviews)
"Was great for a resort. Onsite restaurants have great food and amazing views. Contstant piped in music (all throughout the resort— on the beaches, the pools, the walkways, etc) was a downside but they might be par for the course on a resort. Biggest downside was that there is no hot tub on the premises. ..."

Reviewed on Dec 25, 2024

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Creekside Inn Islamorada
Creekside Inn Islamorada
2.5 out of 5
90611 Old Highway, Tavernier, FL
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,008 reviews)
"This was a cute and clean older place. I love the value and would definitely stay here again"

Reviewed on Jan 20, 2025

Creekside Inn Islamorada
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.6/10 Good! (1,001 reviews)
"We had such a great experience! Nice room with a great view, friendly staff, dog friendly. The bikes, kayaks and paddle boards were a nice touch too!"

Reviewed on Jan 20, 2025

Fisher Inn Resort & Marina
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.

Hotels with Pools in Islamorada

Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,209 reviews)
"A little help with baggage and getting a cart would have been super appreciated"

Reviewed on Jan 18, 2025

Amara Cay Resort
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,002 reviews)
"Best 5 star resort in Florida keys, from the rooms, pools, beach area and staff. The staff at the hotel were so friendly, helpful and generous. A kind member of staff gave us an extra 25 cent for the laundry after helping to explain how it works. The rooms had modern facilities but the beautiful ..."

Reviewed on Jan 19, 2025

Islander Resort
La Siesta Resort & Villas
La Siesta Resort & Villas
4 out of 5
80241 Overseas Highway, Islamorada, FL
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.6/10 Excellent! (1,002 reviews)
La Siesta Resort- Islamorada, Fl
"I understood that the place was pet friendly. However, nowhere in the booking process was I made aware that I would have to pay $50.00 per dog per night for the stay. Cost an extra $200.00 upon arrival. Somewhere in the process this was not made clear in any way that I saw."

Reviewed on Jan 9, 2025

La Siesta Resort & Villas
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.

Spa Hotels in Islamorada

Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Cheeca Lodge & Spa
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Islander Resort
Casa Morada
Casa Morada
3.5 out of 5
136 Madeira Road, Islamorada, FL
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Casa Morada
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.

Oceanfront hotels in Islamorada

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Get away to the seashore
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