Islamorada Adventure Holidays
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Top flight + Adventure hotel deals in Islamorada
Price found within the past 48 hours. Click for updated prices.
Amara Cay Resort
Matecumbe
per person
21 Aug - 24 Aug
found 18 hours ago
Return flight included
New York (JFK) to Miami (MIA)
8.8/10 Excellent! (1,223 reviews)
Place was clean and the amenities are really nice. This is our third time in this hotel and we missed the store to buy essentials and souvenirs and we missed also the ice creams options, the ice cream fridge was empty.
Reviewed on 30 Jun 2025
La Siesta Resort & Villas
Matecumbe
per person
21 Aug - 24 Aug
found 18 hours ago
Return flight included
New York (JFK) to Miami (MIA)
8.6/10 Excellent! (1,001 reviews)
Staff were very friendly, shuttle service offered by resort was really helpful
The room we had was dated , clean but in need of upgrade as was the pool area which had patches of the pool underfoot missing which could result in someone cutting their feet . Also removed a broken glass from the pool which could have also resulted in a serious injury to someone swimming
Reviewed on 5 Jul 2025
5* Adventure holidays in Islamorada
Price found within the past 48 hours. Click for updated prices.
3 Night Adventure holidays in Islamorada
Price found within the past 48 hours. Click for updated prices.
La Siesta Resort & Villas
Matecumbe
per person
21 Aug - 24 Aug
found 18 hours ago
Return flight included
New York (JFK) to Miami (MIA)
8.6/10 Excellent! (1,001 reviews)
Staff were very friendly, shuttle service offered by resort was really helpful
The room we had was dated , clean but in need of upgrade as was the pool area which had patches of the pool underfoot missing which could result in someone cutting their feet . Also removed a broken glass from the pool which could have also resulted in a serious injury to someone swimming
Reviewed on 5 Jul 2025
Top Adventure Islamorada Hotels
Cheeca Lodge & Spa
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 ...
9/10 Wonderful! (1,112 reviews)
"Good pool should stay open later for adults"
Reviewed on 3 Jul 2025
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Stay at this 3.5-star beach resort in Islamorada. Enjoy free Wi-Fi, 3 outdoor pools and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (46 reviews)
Great, but eat off property
"Property and service were great. Food was not great. Very difficult to find options for a picky eater. Had to DoorDash Wendy’s several times."
Reviewed on 2 Jul 2025
Amara Cay Resort
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 their reviews. ...
8.8/10 Excellent! (1,223 reviews)
"Place was clean and the amenities are really nice. This is our third time in this hotel and we missed the store to buy essentials and souvenirs and we missed also the ice creams options, the ice cream fridge was empty."
Reviewed on 30 Jun 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.