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Browse Select Long Key Villas

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is CA $758
CA $928 total
includes taxes & fees
Aug 13 - Aug 14
The Islands of Islamorada

iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!!

10.0 out of 10, Exceptional, (141)
"Nice place, can walk to restaurants.loved the top floor patio."
iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!!

Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!

9.6 out of 10, Exceptional, (69)
"Perfect place to relax "
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!

Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

8.6 out of 10, Excellent, (54)
"This was a great place to stay away from the business but close enough to Marathon to go to dinner or activities. The condo was cozy and had a great sunset view. Will definitely look at this place again if we return to the Keys."
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

Villa 5027 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (54)
"Very clean. "
The price is CA $315
CA $767 total
includes taxes & fees
Sep 1 - Sep 2
Villa 5027 on Duck Key BOAT SLIP available

Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

10.0 out of 10, Exceptional, (115)
"The property and the location was absolutely perfect. "
Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

10.0 out of 10, Exceptional, (200)
"super nice to be able to have your boat and trailer at the vacation property"
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL

9.8 out of 10, Exceptional, (168)
"Enjoy the stay in good location "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL

“Snowbird Paradise: Your Sunny Winter Escape in Marathon!"

9.6 out of 10, Exceptional, (4)
"The house is nice, clean, and in a great location in Marathon. We had a blast and are very thankful to have spent our time in the Keys at this place. "
“Snowbird Paradise: Your Sunny Winter Escape in Marathon!"

Refreshed & Elevated Indigo Reef Luxury Villa 15, 3BR, 2 1/2 BA with Boat Slip

10.0 out of 10, Exceptional, (8)
"The house was beautiful and the area was quite. Our stay was so relaxing. The boat slip on the property was so convenient. We will definitely be back. "
Refreshed & Elevated Indigo Reef Luxury Villa 15, 3BR, 2 1/2 BA with Boat Slip

Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

10.0 out of 10, Exceptional, (213)
"Very nice place in a great location."
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL

9.6 out of 10, Exceptional, (74)
"We enjoyed our stay!"
PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL

Crystal Waters - 2/2.5 Villa

10.0 out of 10, Exceptional, (2)
"We had a wonderful expérience in Duck Key.Thank you Ana for your kind hospitality!See you next time !"
Crystal Waters - 2/2.5 Villa

Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC

8.6 out of 10, Excellent, (233)
"The property has potential but needs A lot of maintenance and upgrades. Also wasn’t very clean. In addition since they do not participate of hawks cay resort program you can’t enjoy the area. I stayed in this area and other owners are part of the program so you can enjoy the amenities around "
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC

Sombrero Beach Villa with Private Pool and Dock

10.0 out of 10, Exceptional, (127)
"We loved our stay here. We stayed with our adult children and our 1 1/2 year old grandson and it was a great. We would stay here again. "
Sombrero Beach Villa with Private Pool and Dock

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

9.8 out of 10, Exceptional, (156)
"We stayed for 4 nights, 2 adults and 2 kids. It was a pleasant stay. "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

10.0 out of 10, Exceptional, (44)
"Property was amazing. House was extreamly well stocked which made flying a breeze. Beds were super comfortable and clean. Would definitely stay again."
Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay."
The price is CA $426
CA $926 total
includes taxes & fees
Aug 13 - Aug 14
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Villa 5028 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (7)
"Great location on the water with beautiful sunset views. Plenty of room for our group. "
The price is CA $315
CA $767 total
includes taxes & fees
Sep 1 - Sep 2
Villa 5028 on Duck Key BOAT SLIP available

5% Off Any Booking through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock!

10.0 out of 10, Exceptional, (94)
"We had a great two week stay. We especially enjoyed the private pool area encircled by Palm trees and foliage. "
5% Off Any Booking through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock!
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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Top Long Key Hotel Reviews