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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! (398 reviews)
"This.. is a happy place. So superior to better known resorts…with a sexy vibe, but a peaceful retreat at the same time. If you go, grab your lunches at Bitton where the owner /chef has truly mastered coffee, bread, crepes, gelato and composed sandwiches. Be patient: he’s a “one man band.” But as ..."

Reviewed on Jun 17, 2025

Casa Morada
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 ...
9.2/10 Wonderful! (36 reviews)
"This is a stunning property with so many amenities and restaurants! I can’t say enough about the friendliness and cooperation of the staff! Alondra at the front desk in particular! She went out of her way to accommodate our needs! Well done, Three Waters! The only complaint is that our stay wasn’t ..."

Reviewed on Jun 17, 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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. ...
9/10 Wonderful! (1,008 reviews)
"Great property with lots of amenities"

Reviewed on Jun 17, 2025

Islander Resort
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! (1,110 reviews)
"This is a beautiful resort and the staff is very friendly and competent."

Reviewed on Jun 19, 2025

Cheeca Lodge & Spa
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (1,468 reviews)
"We loved this hotel. The lady at the check in was so kind and accommodating to our needs. My kids loved the deeper pool and the fact that there were two pools helped adults at the hotel still enjoy relaxing instead of being splashed by kids. We loved the rentals and yard games, as well. Our room ..."

Reviewed on Jun 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! (997 reviews)
"This property was updated beautifully. Looks just like the pictures online. The kitchen was thoughtfully prepared with all the you need to prepare a meal and dine. Very clean, staff was very helpful and friendly. Propert was just beautiful. Perfect place to get away from it all. My husband and I ..."

Reviewed on Jun 11, 2025

Pines & Palms 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 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,208 reviews)
"5 start"

Reviewed on Jun 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! (1,003 reviews)
"Amazing stay from pre checkin to checkout. They easily accommondated a late night check in and the room was great."

Reviewed on Jun 10, 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! (1,000 reviews)
"Super like these rresort for years"

Reviewed on Jun 17, 2025

La Siesta Resort & Villas
Creekside Inn Islamorada
Creekside Inn Islamorada
2.5 out of 5
90611 Old Highway, Tavernier, FL
Fully refundableReserve now, pay when you stay
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! (1,001 reviews)
"Creek Side is great, clean, quiet, safe and accessible. Front office is closed about half the time but once you check in it’s all good. You need to request cleaning during your stay. Will stay there again when fishin in Islamorada."

Reviewed on Jun 13, 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 ...
7.8/10 Good! (1,001 reviews)
"Our stay was nice. Nobody cleaned our room. We had to go to the office to get towels daily. The continental breakfast has gone downhill big time since my last visit. Not enough coffee for each of us. Nothing but toast and bagels with no butter."

Reviewed on Jun 19, 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 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,208 reviews)
"5 start"

Reviewed on Jun 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. ...
9/10 Wonderful! (1,008 reviews)
"Great property with lots of amenities"

Reviewed on Jun 17, 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! (1,000 reviews)
"Super like these rresort for years"

Reviewed on Jun 17, 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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