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Conch Key Holiday Rentals

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Our top choices for Conch Key holiday rentals

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (245)
"Friendly staff and extremely clean."
United States
Travis
Yacht Haven Marina

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (600)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
The price is AU$328
includes taxes & fees
3 Jan - 4 Jan 2026
Breezy Palms Resort

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1158)
"Very good location.. Clean room."
United States
Leonor
The price is AU$235
includes taxes & fees
15 Jan - 16 Jan 2026
Knight's Key Suites

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1218)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (201)
"A unique and interesting place to vacation. Relaxing yet close enough to things to do. I highly recommend the Aqua Loge rentals as a place to stay."
United States
Keith
Aqua Lodge Rentals At Coconut Cay

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (915)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
The price is AU$227
includes taxes & fees
8 Jan - 9 Jan 2026
Tropical Cottages

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Matecumbe
The price is AU$1,913
includes taxes & fees
7 Jan - 8 Jan 2026
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Duck Key | 2Q ADA Rm w/ Balcony | No Hidden Fee

Duck Key | 2Q ADA Rm w/ Balcony | No Hidden Fee
Duck Key
The price is AU$525
includes taxes & fees
4 Jan - 5 Jan 2026
Duck Key | 2Q ADA Rm w/ Balcony | No Hidden Fee

Marathon Oceanfront Suite | Balcony + 2 Luxe Baths

Marathon Oceanfront Suite | Balcony + 2 Luxe Baths
Marathon
10.0 out of 10, Exceptional, (2)
"The food was 10/10 and so was the drinksI seriously loved everything about it."
United States
Brittney b.
The price is AU$1,085
includes taxes & fees
12 Jan - 13 Jan 2026
Marathon Oceanfront Suite | Balcony + 2 Luxe Baths

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (1)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
The price is AU$954
includes taxes & fees
4 Jan - 5 Jan 2026
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
10.0 out of 10, Exceptional, (1)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is AU$1,097
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (46)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is AU$954
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
2.0 star property
Marathon
10.0 out of 10, Exceptional, (159)
"We enjoyed our weekday stay! Please note the Cabana Club pool is 10 - 15 minutes away from the property, it’s not in Hawk’s Cay. Otherwise we enjoyed our stay. We ended up using the cabana pool everyday on our trip. "
United States
Rachel A.
The price is AU$1,853
includes taxes & fees
15 Jan - 16 Jan 2026
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

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

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Duck Key
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay here! It was perfect for a family of 4!"
United States
Amy S.
The price is AU$1,138
includes taxes & fees
4 Jan - 5 Jan 2026
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA

Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA
Marathon
10.0 out of 10, Exceptional, (1)
"Condo was very nice. Screened in porch has a water view with access from the Master, the den and one of the other bedrooms. Enough room in the kitchen for a short term stay. Check in was easy. Close to Marathon. No hand soap or shampoo in unit at check in but owner had some delivered as soon as I requested."
United States
Donald G.
The price is AU$1,296
includes taxes & fees
4 Jan - 5 Jan 2026
Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
2.0 star property
Marathon
9.0 out of 10, Wonderful, (4)
"Unit was very clean and recently remodeled. The building was a little difficult to find in the dark at night, but I would definitely recommend staying here again."
United States
Nancy M.
The price is AU$587
includes taxes & fees
13 Jan - 14 Jan 2026
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Duck Key
The price is AU$1,746
includes taxes & fees
6 Jan - 7 Jan 2026
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.2 out of 10, Wonderful, (18)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is AU$965
includes taxes & fees
11 Jan - 12 Jan 2026
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Matecumbe
The price is AU$1,913
includes taxes & fees
8 Jan - 9 Jan 2026
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Charming 2-bedroom house in Marathon with pool

Charming 2-bedroom house in Marathon with pool
Marathon
8.0 out of 10, Very good, (2)
"Great Home & Location & Enjoyable Stay! Thanks!"
United States
James J.
The price is AU$1,090
includes taxes & fees
12 Jan - 13 Jan 2026
Charming 2-bedroom house in Marathon with 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.
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Top Conch Key Hotel Reviews

Find out more about Conch Key

Everything you need to know about Conch Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Conch Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Conch Key holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Conch Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Conch Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Conch Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Conch Key holiday rentals we have selected for you start as low as AU$227 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Conch Key rentals

At Expedia, we put the best Conch Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Conch Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Conch Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Conch Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Conch Key?

Yes, there are holiday rentals close to the most popular sights in Conch Key, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Conch Key is known for its marina and seaside.

What are some of the best holiday rentals that Conch Key has to offer?

The Hammocks at Marathon: This holiday home rental outside of Conch Key is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities such as a microwave and a coffee maker can make your holiday run smoothly. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Conch Key?

With 10 Expedia holiday rentals, you're guaranteed to find just the right place for your Conch Key stay.

What’s there to see and do in Conch Key?

Explore the area and family-friendly sights such as Crane Point Museum and Nature Center, or get out into nature at a spot like Curry Hammock State Park. Fiesta Key and Coco Plum Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Conch Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Conch Key. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family getaway.