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

Benchmark in Islamorada

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Check prices for these dates

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Islamorada Benchmark

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A tropical resort with a swimming pool, palm trees, and a waterfall.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
AU$325
includes taxes & fees
4 Oct - 5 Oct
Cheeca Lodge & Spa
A beach with palm trees and lounge chairs.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
AU$313
includes taxes & fees
5 Oct - 6 Oct
Chesapeake Beach Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.
A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A resort pool with palm trees, beach chairs, and umbrellas.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
MICHAEL
AU$334
includes taxes & fees
29 Sept - 30 Sept
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A coastal resort with a beach, a swimming pool, and multiple buildings.
A resort with a pool, beach, and ocean view.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
Canada
Eslita
AU$430
includes taxes & fees
6 Oct - 7 Oct
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A bar area with a wooden counter, bar stools, and potted plants.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

5. Islander Resort

Islander Resort
Matecumbe
United States
John
AU$404
includes taxes & fees
30 Sept - 1 Oct
Islander Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A resort with a pool surrounded by palm trees and a view of the ocean.
A row of colorful beach huts with palm trees in the background.
A beach with colorful buildings, kayaks, and lounge chairs.

6. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
La Siesta Resort & Villas
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.

7. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Alexandra
AU$249
includes taxes & fees
28 Sept - 29 Sept
Fisher Inn Resort & Marina
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A pool area with clear blue water, white lounge chairs, and palm trees.
A gated entrance to a resort with palm trees and a clear sky.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

8. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
AU$752
includes taxes & fees
1 Oct - 2 Oct
The Islands of Islamorada
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.
A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

9. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Leslie
AU$182
includes taxes & fees
28 Sept - 29 Sept
La Jolla Resort
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.
A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.
A resort with thatched-roof structures, palm trees, and a sandy beach area.
A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

10. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Hailey Ritch and Patrick
AU$233
includes taxes & fees
1 Oct - 2 Oct
Coconut Cove Resort and Marina
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Top Islamorada Hotel Reviews

Drop Anchor

Drop Anchor

10/10 Excellent
"Exceeded all my expectations, definitely going back. Highly recommend"
Payman 3-night trip
Posted 3 hours ago
Drop Anchor
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"We stayed with a large group of people. Everything about our stay was amazing. The amenities are well kept, grounds are beautiful. The hotel is clean and the staff are friendly."
Anaelis 2-night trip
Posted 3 hours ago
Amara Cay Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"Very nice property even though they have some remodeling going on, the place is agreeable. The staff in general was amazing, at least my experience was great. I visited the place few days after an accident with some limitations and my mother, an elderly person, they went an extra step to assist us and make our stay memorable at all times. My villa was spacious, clean and well located."
Mariateresa 7-night trip
Posted 7 hours ago
Chesapeake Beach Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

8/10 Good
"Room was OK with killer water view!"
Rick 3-night trip
Posted 21 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"This place was the best place to stay I've ever been ever it is wonderful there's nothing not to like about this place the ocean the pool the people the place everybody's so nice and accommodating they will do anything they can to make sure you're happy it's paradise in paradise I would suggest to stay at this place anytime it would be a mistake not to"
Michael 1-night trip
Posted 2 days ago
Fisher Inn Resort & Marina
Casa Morada

Casa Morada

10/10 Excellent
"Very helpful staff and great location"
David 1-night trip
Posted 2 days ago
Casa Morada
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Excellent stay! Love this place and will definitely be back!"
Hailey Ritch and Patrick 3-night trip
Posted 7 days ago
Coconut Cove Resort and Marina
Treasure Harbor

Treasure Harbor

10/10 Excellent
"Amazing location and well equipped. Loved the local vibe, didn't see a manatee but plenty of green iguanas. Property was comfortable with great AC."
Robert 1-night trip
Posted 2 weeks ago
Treasure Harbor

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