Explore the best 2025 4 Star Hotels Hotels in Windley Key

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Top Windley Key 4 Star hotels

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy, Key Largo, FL
$345 nightly
The price is $388 total per night
$388 total
Jun 10 - Jun 11
Total includes taxes and fees
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the arcade/game room and complimentary bicycles.
On private beach
Pool
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway, Key Largo, FL
Free Cancellation
Reserve now, pay when you stay
$352 nightly
The price is $396 total per night
$396 total
Jun 29 - Jun 30
Total includes taxes and fees
This luxury resort features a full-service spa, a marina, and 3 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the outdoor pool and perks like free WiFi.
Pool
Hot Tub
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$247 nightly
The price is $278 total per night
$278 total
Jun 10 - Jun 11
Total includes taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle. You'll appreciate the gym, poolside bar, and laundry facilities.
On private beach
Pool
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$231 nightly
The price is $260 total per night
$260 total
Jun 8 - Jun 9
Total includes taxes and fees
The private beach and marina are among the highlights at this resort. Enjoy the outdoor pool and perks like a free area shuttle. There's a poolside bar on site, and a 24-hour front desk and wedding services are also provided.
On private beach
Pool
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
$285 nightly
The price is $321 total per night
$321 total
Jun 18 - Jun 19
Total includes taxes and fees
This hotel features a private beach, a golf course, and 3 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families will appreciate the mini golf and complimentary bicycles.
On private beach
Pool
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy, Islamorada, FL
$648 nightly
The price is $729 total per night
$729 total
Jun 5 - Jun 6
Total includes taxes and fees
2 outdoor pools, a 24-hour gym, and a hot tub are all featured at this smoke-free villa. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Families will appreciate the playground and barbecue grills.
Pool
Hot Tub
The Caribbean Resort Coconut Palm North

The Caribbean Resort Coconut Palm North

4 out of 5
117 South Carroll Street, Islamorada, FL
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A marina and an outdoor pool are featured at this smoke-free vacation home. Free self parking and a convenience store are also offered on site.
Pool
Parking included
Pineapple Beach by Florida Keys Luxury Rentals

Pineapple Beach by Florida Keys Luxury Rentals

4 out of 5
130 Aregood Lane, Islamorada, FL
Get rates
This vacation home features a private beach and free WiFi in public areas. Take advantage of the free self parking.
Parking included
Beach view
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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.

4 Star Hotels Windley Key

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Windley Key 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Windley Key will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Windley Key, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Windley Key hotels essential information

Accommodation
2,732 hotels
Lowest Price
$260
Highest Price
$729
Popular hotels
Baker's Cay Resort Key Largo, Curio Collection by Hilton, Playa Largo Resort & Spa, Autograph Collection, Amara Cay Resort, La Siesta Resort & Villas, Islander Resort, The Islands of Islamorada, The Caribbean Resort Coconut Palm North, Pineapple Beach by Florida Keys Luxury Rentals

Recent Windley Key hotel reviews by fellow wanderers

Reefhouse Resort & Marina

Reefhouse Resort & Marina

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"It was such a nice place. Easy to relax and just do nothing if we wanted. Everything we needed was onsite."
A verified traveler stayed at Reefhouse Resort & Marina
Reefhouse Resort & Marina

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