Long Key Vacation Rentals

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Our top choices for Long Key vacation rentals

Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
4.0 star property
Long Key
The price is CA $741
CA $1,440 total
includes taxes & fees
Jun 18 - Jun 19
Florida Keys Getaway w/ Stunning Ocean Views

Yacht Haven Marina

Yacht Haven Marina
2.0 star property
Marathon
9.6 out of 10, Exceptional, (314 reviews)
"We love the accommodations and ability to cook with a full kitchen."
United States
Cheryl
The price is CA $180
CA $396 total
includes taxes & fees
Jun 7 - Jun 8
Yacht Haven Marina

Treasure Harbor

Treasure Harbor
2.0 star property
Islamorada
9.0 out of 10, Wonderful, (153 reviews)
"Amazing stay!"
United States
Amanda
The price is CA $259
CA $485 total
includes taxes & fees
Jun 19 - Jun 20
Treasure Harbor

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 $342
CA $607 total
includes taxes & fees
May 24 - May 25
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (975 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 $173
CA $194 total
includes taxes & fees
May 31 - Jun 1
Tropical Cottages

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (681 reviews)
"Amazing stay with my son! Close to everything - right in ocean, beach front and large room! Will stay again for sure!"
United States
Paul
The price is CA $190
CA $235 total
includes taxes & fees
May 30 - May 31
Breezy Palms Resort

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 $351
CA $712 total
includes taxes & fees
May 26 - May 27
Brand New Marina Suite with Pool + Free Breakfast

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,195 reviews)
"Good value for money. Would definitely stay again "
Canada
Raghavan
The price is CA $128
CA $174 total
includes taxes & fees
May 25 - May 26
Knight's Key Suites

Marina View Escape with Pool, Tiki Bar & Marina

Marina View Escape with Pool, Tiki Bar & Marina
Marathon
10.0 out of 10, Exceptional, (2 reviews)
"The condo was beautifully decorated and furnished as well as being exceptionally clean."
United States
Rose P.
The price is CA $251
CA $583 total
includes taxes & fees
May 24 - May 25
Marina View Escape with Pool, Tiki Bar & Marina

Waterfront Suite with Pool + Daily Housekeeping

Waterfront Suite with Pool + Daily Housekeeping
Marathon
The price is CA $346
CA $707 total
includes taxes & fees
May 26 - May 27
Waterfront Suite with Pool + Daily Housekeeping

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 $517
CA $656 total
includes taxes & fees
May 25 - May 26
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon
9.8 out of 10, Exceptional, (21 reviews)
"Had a great time and host was helpful."
United States
Ramesh Y.
The price is CA $214
CA $535 total
includes taxes & fees
May 27 - May 28
Sombrero Beach Tropical Getaway in the Heart of Marathon

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 $252
CA $643 total
includes taxes & fees
May 29 - May 30
Canal Front Luxury Condo with Pool + Breakfast

Luxury Marina View Suite with Pool & Tiki Bar

Luxury Marina View Suite with Pool & Tiki Bar
Marathon
The price is CA $315
CA $667 total
includes taxes & fees
May 27 - May 28
Luxury Marina View Suite with Pool & Tiki Bar

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
8.4 out of 10, Very good, (30 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is CA $398
CA $897 total
includes taxes & fees
May 30 - May 31
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

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)
"No staff but the unit was beautiful and clean. "
United States
Ferdinando
The price is CA $386
CA $873 total
includes taxes & fees
May 25 - May 26
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

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 $384
CA $871 total
includes taxes & fees
May 25 - May 26
Villa 7075 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, (222 reviews)
"This was an amazing experience and would stay in a houseboat again! It was so clean, quaint and cozy. The deck off the back was beautiful and we can’t wait to return!!"
United States
Stephanie
The price is CA $180
CA $417 total
includes taxes & fees
May 31 - Jun 1
Aqua Lodge Rentals At Coconut Cay

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 $384
CA $871 total
includes taxes & fees
May 25 - May 26
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
9.4 out of 10, Exceptional, (36 reviews)
"The ease of check in and checkout. "
United States
teressa v.
The price is CA $384
CA $871 total
includes taxes & fees
May 25 - May 26
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
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.