A dolphin swimming near a wooden dock and a tree branch in the water.

Find Luxury Hotels in Grassy Key

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Check availability on Grassy Key Luxury Hotels

Tonight
30 Sept - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Grassy Key luxury hotels

A wooden deck with a pool and chairs overlooking a beach with palm trees.
A hotel room with a sofa, a desk, a chair, a TV, and a balcony with curtains.
A pool area with palm trees and a view of the ocean.
A bar area with stools, a counter, and hanging lanterns.

1. Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club
Marathon
S$351
includes taxes & fees
29 Oct - 30 Oct
Grassy Flats Resort & Beach Club
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
An aerial view of a coastal resort with multiple white buildings, a clear turquoise sea, and lush greenery.
A pathway leading to a pool area with palm trees and a sunset view.
A modern living room with a balcony overlooking the sea, furnished with a sofa, chairs, and a dining table.

2. Hawks Cay Resort

Hawks Cay Resort
Marathon
S$365
includes taxes & fees
6 Oct - 7 Oct
Hawks Cay Resort
An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.
A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.
A beach with white chairs and kayaks, palm trees, and a clear view of the ocean.
An aerial view of a resort with a large building, a beach, and a pier in the background.

3. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
  • Indulge in beachfront serenity with 5 outdoor pools, full-service spa, and private balconies overlooking the Florida Keys coast.
S$393
includes taxes & fees
4 Oct - 5 Oct
Isla Bella Beach Resort & Spa
A marina with boats docked, a lighthouse, and a resort with outdoor seating.
An outdoor dining area with tables and chairs, a pool, and a view of the sea and boats.
A bar area with a long counter, multiple bar stools, and a view of the marina with boats and palm trees.
A room with two sofas, a round coffee table, and a small side table with a vase.

4. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Marathon
  • Oceanfront luxury in Marathon offers private beach, spa services, 4 pools, and spectacular nightly sunsets.
S$283
includes taxes & fees
11 Oct - 12 Oct
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
A swimming pool surrounded by palm trees and lounge chairs.
A wooden deck with blue chairs overlooking a beach with palm trees and the ocean.
A spacious living room with a wooden coffee table, a striped sofa, and a television on a wooden cabinet.
An aerial view of a resort with a central swimming pool, surrounded by lush greenery and palm trees, with a view of the ocean.

5. Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort
Marathon
  • Beachfront luxury offers 3 pools, private beach access, and spa treatments blending tranquility with Keys charm.
S$345
includes taxes & fees
20 Oct - 21 Oct
Tranquility Bay Beachfront Hotel and Resort
A resort pool with palm trees and lounge chairs, surrounded by a beachfront.
A modern kitchen with white cabinetry, a stainless steel oven, and a large island with a bowl of fruit.
An aerial view of a resort island with a large building, a swimming pool, and a boat docked nearby.
A resort with a large pool surrounded by lounge chairs, a beach area, and a building with multiple floors.

6. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
Marathon
  • Indulge in oceanfront splendour at this Florida Keys resort with 5 pools, private beach, and full-service spa treatments.
S$624
includes taxes & fees
1 Oct - 2 Oct
Villas At Hawks Cay Resort
View all properties

Top Grassy Key Hotel Reviews

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

8/10 Good
"Great staff TV never got fixed so missed some football and shower head was broken but we made it work anyways ..other than that.. pretty good."
Amedeo 5-night trip
Posted 9 hours ago
Captain Pips Marina & Hideaway
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Beautiful location, great amenities, and comfortable rooms"
Michael 7-night trip
Posted 9 hours ago
Lime Tree Bay Resort
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Great location and nice pool and beach! Daily tower replacement is also prompt and nice."
Xiaowei 4-night trip
Posted 12 hours ago
Tranquility Bay Beachfront Hotel and Resort
Kingsail Resort

Kingsail Resort

10/10 Excellent
"wanda is the best, look for her , she is amazing"
Mileidis 2-night trip
Posted 2 days ago
Kingsail Resort
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"The property was meticulously clean. The staff was more than helpful if you needed something everyone was very kind. The only thing I object is the parking fee of $20 a day. I donโ€™t see why we should pay $20 a day on their property when weโ€™re staying there other than that, everything was fine. The buffet breakfast was really good. The food was hot and clean. The place was clean and my service dog was safe there if I had to leave them for a little while to do something, I wasnโ€™t worried about it. Iโ€™m Social Security. It was very tight. I stayed there many times before I never had a problem."
Thomas 3-night trip
Posted 3 days ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys

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