Hotels in Windley Key
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Top Rated Windley Key Hotels

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
1.23 mi from city center
The price is $362 total per night
$362 total
per night
May 25 - May 26
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

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
0.54 mi from city center
The price is $223 total per night
$223 total
per night
Apr 28 - Apr 29
Guests staying at Fisher Inn Resort & Marina enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff can assist with luggage storage and concierge services. Other amenities at this beach motel include coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area.
On private beach
Pool

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
0.67 mi from city center
The price is $201 total per night
$201 total
per night
Apr 26 - Apr 27
Guests of Coconut Cove Resort and Marina enjoy a marina, an outdoor pool, and a children's pool. If you plan to drive, free parking is available. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach hotel include a gym, free WiFi in public areas, and a business center.
Pool
Breakfast included

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
0.44 mi from city center
The price is $232 total per night
$232 total
per night
Apr 26 - Apr 27
Guests of Drop Anchor enjoy an outdoor pool, free WiFi in public areas, and a business center. If you drive, put free parking to good use. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, free use of bicycles, and barbecue grills.
Pool
Pet friendly

Marina Del Mar Resort and Marina
527 Caribbean Drive Key Largo FL
Free Cancellation
Reserve now, pay when you stay
13.78 mi from city center
The price is $170 total per night
$170 total
per night
Apr 26 - Apr 27
Guests of Marina Del Mar Resort and Marina enjoy a marina, an outdoor pool, and a gym. If you drive, take advantage of free parking. The front desk has multilingual staff that can help secure valuables, and offer advice about sights and eateries nearby. Additional amenities include free WiFi in public areas, a hot tub, and conference space.
Pool
Hot Tub

Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
Free Cancellation
Reserve now, pay when you stay
10.79 mi from city center
The price is $405 total per night
$405 total
per night
May 26 - May 27
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 23 per night (USD 35 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

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
3.67 mi from city center
The price is $351 total per night
$351 total
per night
May 10 - May 11
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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
1.82 mi from city center
The price is $261 total per night
$261 total
per night
May 10 - May 11
Chesapeake Beach Resort features a private beach, a marina, and 2 outdoor pools. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and free use of bicycles.
On private beach
Pool

Waterside Suites & Marina
201 Ocean Drive Key Largo FL
Free Cancellation
Reserve now, pay when you stay
13.93 mi from city center
The price is $164 total per night
$164 total
per night
May 4 - May 5
Guests staying at Waterside Suites & Marina enjoy access to a marina, an outdoor pool, and free WiFi in public areas. Limited parking is available. The 24-hour front desk has staff standing by to help with securing valuables, luggage storage, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free newspapers, a terrace, and laundry facilities.
Pool
Pet friendly

Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
Free Cancellation
Reserve now, pay when you stay
17.64 mi from city center
The price is $376 total per night
$376 total
per night
Apr 26 - Apr 27
Reefhouse Resort & Marina features a private beach, a marina, and a full-service spa. You can put free parking to good use if you drive. The 24-hour front desk has multilingual staff ready to assist with luggage storage, 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. Other amenities at this beach hotel include an outdoor pool, a 24-hour gym, and WiFi in public areas.
On private beach
Pool

Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
Free Cancellation
Reserve now, pay when you stay
16.57 mi from city center
The price is $221 total per night
$221 total
per night
May 10 - May 11
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

Bayside Inn Key Largo
99490 Overseas Hwy Key Largo FL
Free Cancellation
Reserve now, pay when you stay
13.49 mi from city center
The price is $177 total per night
$177 total
per night
May 7 - May 8
Guests of Bayside Inn Key Largo enjoy a private beach, an outdoor pool, and a 24-hour gym. Free parking is included with your stay. The front desk has multilingual staff on hand 24/7 to help with securing valuables, luggage storage, and tours or 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 hotel include free WiFi in public areas, a business center, and coffee/tea in a common area.
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.
How much is a Windley Key hotel?
Check Windley Key hotel room prices by star rating

5 Star Hotels
3 properties
Windley Key hotels essential information
Accommodation | 2,729 hotels |
|---|---|
Lowest Price | $164 |
Highest Price | $405 |
Popular hotels | Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina, Drop Anchor, Marina Del Mar Resort and Marina, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Cheeca Lodge & Spa, Chesapeake Beach Resort, Waterside Suites & Marina, Reefhouse Resort & Marina, Lime Tree Bay Resort, Bayside Inn Key Largo |
Recent Reviews

Baker's Cay Resort Key Largo, Curio Collection by Hilton
5/5 Excellent
"Both beach and mangrove was spectacular! "
A verified traveler stayed at Baker's Cay Resort Key Largo, Curio Collection by Hilton
Posted 6 hours ago
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