A beach with white lounge chairs, a covered pavilion, and palm trees.

Hersha Hospitality in Islamorada

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Check prices for these dates

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29 Aug - 30 Aug
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30 Aug - 31 Aug
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4 Sept - 6 Sept
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11 Sept - 13 Sept
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Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

8/10 Good
"Maravillosa"
Jesus 3-night trip
Posted 1 hour ago
Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Beautiful property and great little breakfast!!"
Debrah 3-night trip
Posted 1 hour ago
Chesapeake Beach Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Great property. Friendly staff."
Marc 2-night trip
Posted 3 hours ago
La Siesta Resort & Villas
Islander Resort

Islander Resort

10/10 Excellent
"It’s a beautiful property right on the water with very nice pool area and right near everything in Islamorada"
Steven 1-night trip
Posted 1 day ago
Islander Resort
Casa Morada

Casa Morada

8/10 Good
"The room was updated, clean, and comfortable. The bed and pillows were nice. The location was perfect for us. When it’s all completed it’s going to be a really cool spot for sunsets. Overall worth the money for a one nighter on our way home from the lower keys."
Jeremy 1-night trip
Posted 3 days ago
Casa Morada
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Excellent place to stay!"
Jose 3-night trip
Posted 5 days ago
The Caribbean Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"I’d recommend getting breakfast locally instead of the resort’s breakfast. Very friendly and helpful staff."
Dareen 3-night trip
Posted 6 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

10/10 Excellent
"."
David 2-night trip
Posted 6 days ago
Caloosa Cove Resort by CoolVacay
Pines & Palms Resort

Pines & Palms Resort

8/10 Good
"Lovely location, beautifully renovated, clean room, close to everything including great restaurants. If you want peace and quiet this is the spot for you. If your idea of the keys includes loud activities this is not for you. The small beach was not accessible due to rotting sargassum. You could not even spend much time at the pool due to the smell. Not the hotels fault obviously but affected our stay negatively."
Arturo 3-night trip
Posted 6 days ago
Pines & Palms Resort

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