Compare Windley Key Resorts
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Featured Resorts in Windley Key
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy, Key Largo, FL
Free Cancellation
Reserve now, pay when you stay
$345 nightly
The price is $388 total per night
$388 total
Jun 10 - Jun 11
Total includes taxes and fees
Guests of Baker's Cay Resort Key Largo, Curio Collection by Hilton have access to a private beach, 2 outdoor pools, and a gym. Parking is available for USD 11.20 per night (USD 16.80 per night for valet parking), and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a hot tub, a conference center, and a 24-hour business center.
On private beach
Pool
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$313 nightly
The price is $352 total per night
$352 total
Jun 4 - Jun 5
Total includes taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort features a private beach, a marina, and 3 outdoor pools. Transportation is made easy with a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with tours/tickets and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and meeting rooms.
On private beach
Pool
Playa Largo Resort & Spa, Autograph Collection
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
Guests of Playa Largo Resort & Spa, Autograph Collection have access to a marina, a full-service spa, and an outdoor pool. Valet parking is offered for USD 33.75 per night. Multilingual staff at the 24-hour front desk can assist with securing valuables, access to locker space, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$299 nightly
The price is $336 total per night
$336 total
Jun 3 - Jun 4
Total includes taxes and fees
Cheeca Lodge & Spa features a private beach, a golf course, and a full-service spa. Free valet and self parking are available, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, tours or tickets, and securing valuables. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
On private beach
Pool
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$276 nightly
The price is $310 total per night
$310 total
Jun 4 - Jun 5
Total includes taxes and fees
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. Transportation is made easy with a free area shuttle. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include WiFi in public areas, a meeting room, and a terrace.
On private beach
Pool
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$261 nightly
The price is $293 total per night
$293 total
Jun 4 - Jun 5
Total includes taxes and fees
Guests of La Siesta Resort & Villas have access to a private beach, a marina, and an outdoor pool. Transportation is made easy with a free area shuttle. The 24-hour front desk has staff always at the ready. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include WiFi in public areas, a terrace, and wedding services.
On private beach
Pool
Lime Tree Bay Resort
68500 Overseas Hwy, Long Key, FL
$189 nightly
The price is $213 total per night
$213 total
Jun 3 - Jun 4
Total includes taxes and fees
At Lime Tree Bay Resort, guests have access to a private beach, 3 outdoor pools, and free WiFi in public areas. If you drive, take advantage of free parking. The front desk has multilingual staff that can help with tours/tickets and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include an outdoor tennis court, coffee/tea in a common area, and free use of bicycles.
On private beach
Pool
Matecumbe Resort
76261 Overseas Hwy, Islamorada, FL
$159 nightly
The price is $179 total per night
$179 total
Jun 5 - Jun 6
Total includes taxes and fees
Guests staying at Matecumbe Resort enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. You can put free parking to good use if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Other amenities at this beach resort include free use of bicycles, laundry facilities, and a garden.
On private beach
Pool
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.
Hotel Options in Windley Key
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
$313 nightly
The price is $352 total per night from Jun 4 to Jun 5
$352 total
Jun 4 - Jun 5
Total includes taxes and fees
9.2/10 Wonderful! (27 reviews)
Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
$169 nightly
The price is $190 total per night from Jun 3 to Jun 4
$190 total
Jun 3 - Jun 4
Total includes taxes and fees
7.6/10 Good! (783 reviews)
Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
$145 nightly
The price is $163 total per night from Jun 3 to Jun 4
$163 total
Jun 3 - Jun 4
Total includes taxes and fees
7.8/10 Good! (998 reviews)
Resort Hotels
Resort hotels in Windley Key
Find your next great getaway when you book at a resort hotel in Windley Key. Resorts are great for families or couples, or even solo travelers looking for a piece of paradise. Sure, you can leave your hotel and explore Windley Key at your leisure…but with everything these sorts of hotels offer, you may never want to. From food and shopping to entertainment and organized tours, a resort hotel in Windley Key is a great way to score an amazing vacation—and Orbitz can help you get there.
Resort hotels for everyone in Windley Key
If you’re traveling with the kids, you know how hard it is to keep them entertained. Let them have some fun on their own: some resorts have clubs for the kiddos, including kid-friendly pools and adventure camps where they can explore, do some crafts and even take part in learning activities. (Don’t worry, no one will tell them this vacation is actually educational.) Of course, there’s plenty for adults to do at Windley Key resorts as well. Take a yoga class, book a few treatments at the spa, or do a little shopping. Go ahead, charge it to the room. You’re on vacation!
Ready to wow your special someone? Plan a romantic getaway complete with luxury accommodations. Surprise your partner with a couples massage, followed by a candlelit dinner at the 5-star on-site hotel. Some of these luxury hotels even have adults-only pools with swim-up bars so you can float about with a couple of cocktails, watching the sunset and enjoying your time together.
Windley Key Resorts essential information
Accommodation | 10 Resorts |
|---|---|
Lowest Price | $163 |
Highest Price | $396 |
Popular accommodation | Baker's Cay Resort Key Largo, Curio Collection by Hilton, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Playa Largo Resort & Spa, Autograph Collection, Cheeca Lodge & Spa, Amara Cay Resort, La Siesta Resort & Villas, Lime Tree Bay Resort, Matecumbe Resort, Keys Villa |