
Windley Key Vacation Packages
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4.0-star property
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
9/10 Wonderful! (192 reviews)
Jul 22 - Jul 29
7 night stay
Boston (BOS) to Miami (MIA)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,159, price is now $1,205 per person
$1,205
per person
found 1 day ago
We had a balcony room, fantastic. The grounds were fantastic. The boat taxi with captain Bruce was great. Really enjoyed our stay.
Reviewed on Feb 8, 2026
Top rated hotels for your Windley Key vacation package

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
1.23 mi from city center
$319 nightly
The price is $359 total per night
$359 total
Jun 1 - Jun 2
Total with 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

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
0.54 mi from city center
$164 nightly
The price is $185 total per night
$185 total
Jun 3 - Jun 4
Total with taxes and fees
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
$199 nightly
The price is $224 total per night
$224 total
May 12 - May 13
Total with taxes and fees
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
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.
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