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Holiday Homes in Duck Key

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Featured Holiday Homes in Duck Key

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (157)
"Above my expectations "
The price is NZ$601
includes taxes & fees
27 Apr - 28 Apr
Aqua Lodge Rentals At Coconut Cay

Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

10.0 out of 10, Exceptional, (84)
"This was our first visit to the Keys and we were very pleased. The house is cozy and clean, and the outdoor pool area is phenomenal. Jerry and Lynn were wonderful hosts. The only bad part of the trip was returning to central Illinois weather. "
Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

9.8 out of 10, Exceptional, (93)
"We were very pleased with this house - very clean and comfortable! It will be even better when the canal construction fencing is down and the use of the canal is restored -- we plan to return, maybe with our boat next time! "
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

10.0 out of 10, Exceptional, (167)
"We all LOVED this place! It was simply perfect in every way, so Keys. Great location and the house was clean, so nicely decorated and just easy. Would totally stay here again anytime. "
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property

10.0 out of 10, Exceptional, (34)
"Everything in the listing was completely accurate. Halfway point in the Keys. The home was very clean. Air Conditioning was spot on. We used the pool/hottub a lot. Surprised how much we used the hot tub as almost every day it was clear and hot. Although it didn’t bother us, the home is located in the direct path of a variety of planes jets and helicopters landing at Airport nearby. Noise was quite loud and may scare some dogs. Our Morkie had no issues. Definitely would rent property...
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

10.0 out of 10, Exceptional, (81)
"If you are lucky enough to find an opening for this house, just book it.The house and property are truly exceptional. Everything is thoughtfully labeled in the house, which is really handy when you just want to know what light switch turns on which light! The kitchen and bathrooms are VERY well stocked.The canal out back is very nice and my kids actually caught some cool fish out there. Manatees came to visit there are well. We loved the kayaks and paddle boards. The home is over 100 years old...
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays

9.6 out of 10, Exceptional, (119)
"House was clean, pool was great, location fabulous."
2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays

VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach

9.6 out of 10, Exceptional, (46)
"Overall it was good. They could use more cooking bowls and sharper knives"
VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

9.6 out of 10, Exceptional, (66)
"We chose this location due to how easy it was for us to access the ocean. The home has all the necessities, including, a big plus -- an outside ice maker and freezer. Very boater friendly - with nice neighbors. Sadly the weather did not cooperate the week we chose, giving us 25-33 mph winds, causing us to leave the boat on the trailer for 2 days. We have never experienced this type weather down in the Keys. It was even too chilly to swim in the pool, and some of the area around US1 near Florida...
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

🌴Beach, Pool, Dock,Boating, and Golfing Paradise!!🌴Pets Welcomed!

10.0 out of 10, Exceptional, (45)
"Great week in the Keys! This property has amazing outdoor space! Great fishing off the dock, easy access to Sisters Creek and the Atlantic. The pool area is perfect and well kept. Very quiet and private neighborhood and close to everything, restaurants, grocery store, and beach. The house is well equipped and has COLD A/C, it is a bit dated but suited our family and friends just fine. We are outside people and just need a place to shower and recoup for the next day.. We would definitely stay...
🌴Beach, Pool, Dock,Boating, and Golfing Paradise!!🌴Pets Welcomed!

Coral Lagoon #13: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut

10.0 out of 10, Exceptional, (254)
"I took my sons fishing in Marathon and wanted a nice place to stay. This house was perfect - clean, convenient, and comfortable. I would stay there again and highly recommend it. "
Coral Lagoon #13: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut

Bikini Bottom - 3 Bedroom Home Canal With Boat Lift - Rental Lic# VACA-23-244

9.8 out of 10, Exceptional, (17)
"Stayed at this wonderful relaxing place with our best friends. We were able to relax, shop, visit throughout the keys then come back at the end of the day to rest and rejuvenate. John, the owner was very good at supplying us with all the details needed to access the VRBO along with info running appliances as well as what to do at check out. Thank you for allowing us to stay at your beautiful place.The Lillies"
Bikini Bottom - 3 Bedroom Home Canal With Boat Lift - Rental Lic# VACA-23-244

Home in Marathon w/ boat lift

10.0 out of 10, Exceptional, (1)
"Great vacation spot. The unit was just as described and the host was super responsive. Any questions we had were addressed right away . Really could not ask for more. The access to the ocean was excellent, beds were comfortable, lots of towels, and updated appliances. Will most definitely be returning for another visit. Thank you. "
Home in Marathon w/ boat lift

Luxury Waterfront Oasis w Heated Pool and 50' Dock

10.0 out of 10, Exceptional, (27)
"Our family had an absolutely wonderful stay at this fantastic property! From the moment we arrived, we were impressed by how clean, spacious, and well-equipped the home was. It was the perfect size for our group, with plenty of room for the kids to play and the adults to relax. The kitchen had everything we needed to cook meals together, which was a huge plus for our family. The beds were super comfortable, and the living areas were cozy and inviting—perfect for our movie nights. The outdoor...
Luxury Waterfront Oasis w Heated Pool and 50' Dock

KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts

9.4 out of 10, Exceptional, (79)
"Weather was great! Answered all my questions quickly"
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts

Manatee Bay: Escape to this 2BR Duck Key Villa, Private Patio, Dip Pool & Easy Access to Marathon

9.8 out of 10, Exceptional, (29)
"Beautiful area, accommodations as listed"
Manatee Bay: Escape to this 2BR Duck Key Villa, Private Patio, Dip Pool & Easy Access to Marathon

Open Water views, 100' dock Private Pool Ice machine DIRECT ACCESS open water

10.0 out of 10, Exceptional, (148)
"The pool—the tiki hut—and the access to water was exactly what we wanted. The icemaker was icing on the cake! All beds are kings—and each has its own bathroom. Perfect! We are coming back for sure!"
Open Water views, 100' dock Private Pool Ice machine DIRECT ACCESS open water

Don't Miss This! Deep Water Canal, Swimspa Pool, Kayaks, Walk to Tiki Bars!!

10.0 out of 10, Exceptional, (73)
"Peaceful spot at the end of a short street. Such attention to detail by the owner with everything you could need. The beds are super comfy as is the huge cosy sofa in the lounge. A fabulous week in a fabulous house. Thank you. "
Don't Miss This! Deep Water Canal, Swimspa Pool, Kayaks, Walk to Tiki Bars!!

Beach House, Waterfront, Sombrero Beach, Florida Keys Rental, Private Pool, Dock

10.0 out of 10, Exceptional, (17)
"This property was amazing. The kids had plenty to do at the house and it was only a short walk to the beach. Perfect location. Can’t wait to come back again!"
Beach House, Waterfront, Sombrero Beach, Florida Keys Rental, Private Pool, Dock

Paradise Oceanside Estate- 6 Bedrooms & 9 BR + Office + Theater Room – SLEEPS 14

10.0 out of 10, Exceptional, (1)
"Great property, modern, plenty of room, movie room was great, AC perfect, kitchen well equipped, linens were high quality, all outdoor amenities, bikes, paddle boards, putting green, hammocks were awesome, great filtered water, convenient to resteraunts, dock and boating were fantastic. best property in Marathon."
Paradise Oceanside Estate- 6 Bedrooms & 9 BR + Office + Theater Room – SLEEPS 14
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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Other property types in Duck Key

Relax by Sombrero Beach 21 mins away at our 2-bedroom Marathon Villa

9.6 out of 10, Exceptional, (71)
"We enjoyed our stay!"
Relax by Sombrero Beach 21 mins away at our 2-bedroom Marathon Villa

Great Water Front 2 Story Townhouse With Boat Slip available at additional cost

8.6 out of 10, Excellent, (41)
"Was great"
Great Water Front 2 Story Townhouse With Boat Slip available at additional cost

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

9.8 out of 10, Exceptional, (61)
"The town house was nice, clean, quiet. Good location close to marathon "
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
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.