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

Find Luxury Hotels in Grassy Key, FL

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Check availability on Grassy Key Luxury Hotels

Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Grassy Key luxury hotels

1. 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.
¥42,518
¥57,621 total
includes taxes & fees
Oct 12 - Oct 13
Isla Bella Beach Resort & Spa
View all properties

Top Grassy Key Hotel Reviews

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Good"
Pablo Miguel 1-night trip
Posted 15 hours ago
Tranquility Bay Beachfront Hotel and Resort
Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Great hotel. Definitely coming back!"
Kasil 2-night trip
Posted 15 hours ago
Hawks Cay Resort
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

8/10 Good
"Sparkeys was shut while we were here, don’t forget parking $20 per night plus tax massive car park so can’t see the justification for extra charge"
Phil 5-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

10/10 Excellent
"My husband and I started coming here about a year and a half ago. We absolutely love it here. You are in the middle part of the keys so you can get to upper and lower keys and still have plenty of time to explore for the day. We have stayed at a couple other places however they do not compare to Captain Pips. It is very quiet there in the evenings with amazing views on the water. The maid Kira is so welcoming. Always has a smile on her face. Anything you need from towels to clean sheets she is happy to help! Staff is friendly, property is well maintained. I won’t stay anywhere else when going there. Prices are great too!!Great place to stay."
Sally 4-night trip
Posted 2 days ago
Captain Pips Marina & Hideaway
Kingsail Resort

Kingsail Resort

10/10 Excellent
"Quite and Relaxing place."
IRAN G 1-night trip
Posted 3 days ago
Kingsail Resort

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