Compare Windley Key Resorts
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Featured Resorts in Windley Key
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $373 per night
$373
includes taxes & fees
$331 per night
May 20 - May 21
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 securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
On private beach
Pool
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy, Key Largo, FL
Free Cancellation
Reserve now, pay when you stay
The price is $388 per night
$388
includes taxes & fees
$345 per night
May 13 - May 14
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 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 hot tub, a conference center, and a 24-hour business center.
On private beach
Pool
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $310 per night
$310
includes taxes & fees
$276 per night
May 8 - May 9
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. You can take advantage of free parking, along 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
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway, Key Largo, FL
Free Cancellation
Reserve now, pay when you stay
The price is $396 per night
$396
includes taxes & fees
$352 per night
May 18 - May 19
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 30 per night. Multilingual staff at the 24-hour front desk can assist with concierge services, securing valuables, and dry cleaning/laundry. 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
Lime Tree Bay Resort
68500 Overseas Hwy, Long Key, FL
The price is $224 per night
$224
includes taxes & fees
$199 per night
May 6 - May 7
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 securing valuables and tours/tickets. 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
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $371 per night
$371
includes taxes & fees
$330 per night
May 12 - May 13
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 conference space.
On private beach
Pool
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $271 per night
$271
includes taxes & fees
$241 per night
May 15 - May 16
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 a water dispenser.
On private beach
Pool
Matecumbe Resort
76261 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $177 per night
$177
includes taxes & fees
$158 per night
May 14 - May 15
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
The price is $371 per night from May 12 to May 13
$371
includes taxes & fees
$330 per night
May 12 - May 13
8.8/10 Excellent! (18 reviews)
Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
The price is $240 per night from May 6 to May 7
$240
includes taxes & fees
$213 per night
May 6 - May 7
7.8/10 Good! (1,002 reviews)
Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
The price is $190 per night from May 6 to May 7
$190
includes taxes & fees
$169 per night
May 6 - May 7
7.4/10 Good! (772 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 | 11 Resorts |
|---|---|
Lowest Price | $177 |
Highest Price | $396 |
Popular accommodation | Cheeca Lodge & Spa, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Amara Cay Resort, Playa Largo Resort & Spa, Autograph Collection, Lime Tree Bay Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, La Siesta Resort & Villas, Matecumbe Resort, Keys Villa |