Long Key Vacation Rentals

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Our top choices for Long Key vacation rentals

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (153 reviews)
"Amazing stay!"
United States
Amanda
The price is CA $220
CA $440 total
includes taxes & fees
May 13 - May 14
Treasure Harbor

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (671 reviews)
"Place was nicer inside than out. Great location."
United States
Marcos
The price is CA $173
CA $265 total
includes taxes & fees
May 18 - May 19
Breezy Palms Resort

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (307 reviews)
"We love the accommodations and ability to cook with a full kitchen."
United States
Cheryl
The price is CA $179
CA $393 total
includes taxes & fees
May 20 - May 21
Yacht Haven Marina

Brand New Marina Suite with Pool + Free Breakfast

Brand New Marina Suite with Pool + Free Breakfast
Marathon
10.0 out of 10, Exceptional, (1 review)
"Very clean and convenient to shops and restaurants "
United States
JOHN
The price is CA $292
CA $636 total
includes taxes & fees
May 12 - May 13
Brand New Marina Suite with Pool + Free Breakfast

1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.
Tavernier
9.6 out of 10, Exceptional, (4 reviews)
"Our stay was fantastic !We had everything we needed, including absolutely stunning subsets.I would stay here again in a heartbeat."
United States
Tina P.
The price is CA $513
CA $651 total
includes taxes & fees
May 13 - May 14
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,192 reviews)
"Ocean view from room balcony."
United States
Brian
The price is CA $127
CA $173 total
includes taxes & fees
Jun 3 - Jun 4
Knight's Key Suites

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (970 reviews)
"Came here for our honeymoon, we absolutely loved it! Clean, the bar and food truck was perfect."
United States
Izabella
The price is CA $176
CA $198 total
includes taxes & fees
May 26 - May 27
Tropical Cottages

Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon
9.6 out of 10, Exceptional, (20 reviews)
"The location and nightly entertainment. "
United States
Robert H.
The price is CA $182
CA $492 total
includes taxes & fees
May 13 - May 14
Sombrero Beach Tropical Getaway in the Heart of Marathon

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Tavernier
9.8 out of 10, Exceptional, (217 reviews)
"Our stay was amazing, I highly recommend Heidi and this location!"
United States
Becky S.
The price is CA $376
CA $651 total
includes taxes & fees
May 17 - May 18
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Canal Front Luxury Condo with Pool + Breakfast

Canal Front Luxury Condo with Pool + Breakfast
Marathon
9.8 out of 10, Exceptional, (27 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
The price is CA $191
CA $560 total
includes taxes & fees
May 12 - May 13
Canal Front Luxury Condo with Pool + Breakfast

Marina View Escape with Pool, Tiki Bar & Marina

Marina View Escape with Pool, Tiki Bar & Marina
Marathon
10.0 out of 10, Exceptional, (1 review)
"Great accommodations and best location in Marathon. Right at Skipjack Marina Resort where you can rent pontoon boats and the owner even let us know whenlive music was at the pool/tiki bar. Accommodations were extremely clean and beds were very comfortable. Saw wildlife right out the door in the water. Great spot and close to one of the very few beaches in the keys. We will be back! "
United States
victoria l.
The price is CA $247
CA $574 total
includes taxes & fees
May 10 - May 11
Marina View Escape with Pool, Tiki Bar & Marina

Luxury Marina View Suite with Pool & Tiki Bar

Luxury Marina View Suite with Pool & Tiki Bar
Marathon
The price is CA $287
CA $625 total
includes taxes & fees
May 10 - May 11
Luxury Marina View Suite with Pool & Tiki Bar

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

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (21 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is CA $382
CA $874 total
includes taxes & fees
May 12 - May 13
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Sunset Access + Boat Basin | Walkable Islamorada

Sunset Access + Boat Basin | Walkable Islamorada
Matecumbe
10.0 out of 10, Exceptional, (45 reviews)
"Great location, stay, and nice to have the boat slip in the back yard. Will book again."
United States
Orion T.
The price is CA $323
CA $725 total
includes taxes & fees
May 25 - May 26
Sunset Access + Boat Basin | Walkable Islamorada

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, (52 reviews)
"It was a pleasant stay and the host was prompt when reaching out to him."
United States
Jill B.
The price is CA $382
CA $874 total
includes taxes & fees
May 10 - May 11
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (221 reviews)
"We had a wonderful vacation!"
United States
Yuanfen
The price is CA $256
CA $509 total
includes taxes & fees
May 10 - May 11
Aqua Lodge Rentals At Coconut Cay

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (6 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is CA $382
CA $874 total
includes taxes & fees
May 11 - May 12
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Waterfront Suite with Pool + Daily Housekeeping

Waterfront Suite with Pool + Daily Housekeeping
Marathon
The price is CA $328
CA $680 total
includes taxes & fees
May 13 - May 14
Waterfront Suite with Pool + Daily Housekeeping

Charming 3-bedroom house featuring a heated private pool.

Charming 3-bedroom house featuring a heated private pool.
Duck Key
10.0 out of 10, Exceptional, (25 reviews)
"Left to go to key west decided to stay here on our drive back up because we enjoyed it so much!"
United States
Regan C.
The price is CA $246
CA $742 total
includes taxes & fees
May 10 - May 11
Charming 3-bedroom house featuring a heated private pool.

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Marathon
9.2 out of 10, Wonderful, (32 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is CA $382
CA $874 total
includes taxes & fees
May 11 - May 12
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
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

Find out more about Long Key

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Long Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Long Key?

Yes, there are vacation rentals close to popular attractions in Long Key, or you can select a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the beaches in Long Key. Make sure you have time to check out the seafood restaurants while you're in the area.

What are some of the best vacation home rentals in Long Key?

The Hammocks at Marathon: This vacation home rental near Long Key is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities like a microwave and a coffee maker can make your vacation run smoothly. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Long Key?

Choose from 32 Expedia vacation rentals in Long Key for a memorable vacation.

What can I see and do in Long Key?

While exploring the area, visit family-friendly sights like Crane Point Museum and Nature Center, or get outside and enjoy nature at Fiesta Key. Long Key State Park and Anne's Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Long Key?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Long Key. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for small groups.