
Windley Key Holidays
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Top hotels in Windley Key

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is S$476 per night from 11 Aug to 12 Aug
S$476
11 Aug - 12 Aug
includes taxes & fees
9/10 Wonderful! (47 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

Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is S$206 per night from 12 Aug to 13 Aug
S$206
12 Aug - 13 Aug
includes taxes & fees
7.8/10 Good! (999 reviews)
"Enjoyed the stay but a little noisy from either the thin walls or the adjoining door made for a rough night of sleep when your neighbor is drunk and throwing up all night and yelling at his wife. Could hear everything. Only other complaint was the bed was not the most comfortable but everything else ..."
Reviewed on 11 Jul, 2025

Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
The price is S$243 per night from 10 Aug to 11 Aug
S$243
10 Aug - 11 Aug
includes taxes & fees
7.6/10 Good! (802 reviews)
Serenity
"I took my girlfriend For a couples getaway and we both were So delighted With the incredible room, bed was amazing. The Jacuzzi tub was awesome, but the owners of the property made it so they made you feel like you were part of the family come and go please in the grounds in the pool. We're just ..."
Reviewed on 11 Jul, 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.
What to do in Windley Key

Private 3-Hour Islamorada Sandbar Tour
S$639
per traveller
100% of travellers recommend

Private Islamorada Sunset Cruise
S$448
per traveller
100% of travellers recommend
Frequently asked questions
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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.