Long Key Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Long Key vacation rentals

3 bedrooms, desk, internet, bed sheets

Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
Layton
8.8 out of 10, Excellent, (18 reviews)
"Beautiful location"
United States
Aaron M.
$872 nightly
The price is $973
Jun 28 - Jun 29
Total with taxes and fees
Florida Keys Getaway w/ Stunning Ocean Views
Apartment (3 Bedrooms) | Interior

Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
4.0 star property
Long Key
$933 nightly
The price is $1,049
Jun 28 - Jun 29
Total with taxes and fees
Florida Keys Getaway w/ Stunning Ocean Views
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (700 reviews)
"Enjoyed this place."
United States
Christopher
$155 nightly
The price is $174
Jun 24 - Jun 25
Total with taxes and fees
Breezy Palms Resort
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (158 reviews)
"Amazing stay!"
United States
Amanda
$252 nightly
The price is $284
Jun 24 - Jun 25
Total with taxes and fees
Treasure Harbor
Exterior

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.8 out of 10, Exceptional, (6 reviews)
"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."
United States
Dana
$201 nightly
The price is $226
Jun 23 - Jun 24
Total with taxes and fees
Caloosa Cove Resort by CoolVacay
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (981 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
$110 nightly
The price is $124
Jun 23 - Jun 24
Total with taxes and fees
Tropical Cottages
Premium bedding, soundproofing, iron/ironing board, free WiFi

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,205 reviews)
"Great view of the 7 mile bridge, great restaurant close by"
United States
Eric
$106 nightly
The price is $117
Jun 29 - Jun 30
Total with taxes and fees
Knight's Key Suites
Exterior

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (327 reviews)
"We love the accommodations and ability to cook with a full kitchen."
United States
Cheryl
$270 nightly
The price is $304
Jun 30 - Jul 1
Total with taxes and fees
Yacht Haven Marina
BBQ/picnic area

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (225 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
$301 nightly
The price is $339
Jul 9 - Jul 10
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay
Property grounds

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, (53 reviews)
"Very nice villa "
United States
Grace L.
$526 nightly
The price is $585
Jun 23 - Jun 24
Total with taxes and fees
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor pool

Waterfront Suite with Pool, Tiki Bar & Marina

Waterfront Suite with Pool, Tiki Bar & Marina
Marathon
$351 nightly
The price is $388
Jun 23 - Jun 24
Total with taxes and fees
Waterfront Suite with Pool, Tiki Bar & Marina
Outdoor pool

Marina View Escape with Pool, Tiki & Breakfast

Marina View Escape with Pool, Tiki & Breakfast
Marathon
10.0 out of 10, Exceptional, (3 reviews)
"Great area"
United States
Jennifer W.
$363 nightly
The price is $401
Jun 23 - Jun 24
Total with taxes and fees
Marina View Escape with Pool, Tiki & Breakfast
Outdoor pool, pool umbrellas, sun loungers

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (140 reviews)
"This was the perfect place, right on the ocean and a full kitchen so you can cook your own meals. The room was very clean, I loved that they had a laundry basket and laundry detergent in the room for you, came in handy seeing as we stayed for 7 days. Amazing place to watch the sunset from a hammock and we got lucky enough to see some nurse sharks at the docks right outside of our hotel."
United States
Andrew Jackson
$186 nightly
The price is $209
Jun 29 - Jun 30
Total with taxes and fees
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Pool

Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views
Matecumbe
9.6 out of 10, Exceptional, (15 reviews)
"We had a great stay, not only is the property and an amazing place but the staff was most accommodating and exceptional. "
United States
DAVID Y.
$219 nightly
The price is $244
Jun 25 - Jun 26
Total with taxes and fees
Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views
Exterior

Coastal Studio Getaway – Second Floor with Partial Water Views

Coastal Studio Getaway – Second Floor with Partial Water Views
Matecumbe
9.6 out of 10, Exceptional, (7 reviews)
"laid back and comfortable. "
United States
Joe M.
$219 nightly
The price is $244
Jun 23 - Jun 24
Total with taxes and fees
Coastal Studio Getaway – Second Floor with Partial Water Views
Terrace/patio

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, (22 reviews)
"Loved this place, fun atmosphere! Can’t wait to come back.. "
United States
jeff l.
$357 nightly
The price is $396
Jul 12 - Jul 13
Total with taxes and fees
Sombrero Beach Tropical Getaway in the Heart of Marathon
Outdoor pool, sun loungers

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,272 reviews)
"I love the staff, really helping me when we need The place is excellent location, the bungalow was in pristine condition, and the area outside was wonderful"
United States
Ysabel
$195 nightly
The price is $220
Jun 25 - Jun 26
Total with taxes and fees
Skipjack Resort & Marina
TV

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.0 out of 10, Wonderful, (15 reviews)
"Everything was perfect. Great place to stay"
United States
Kirk r.
$548 nightly
The price is $609
Jun 23 - Jun 24
Total with taxes and fees
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Fridge, microwave, oven, stovetop

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, (219 reviews)
"Our stay was amazing, I highly recommend Heidi and this location!"
United States
Becky S.
$468 nightly
The price is $520
Jun 24 - Jun 25
Total with taxes and fees
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Exterior

Tide & Seek: Oceanview Studio Escape in Islamorada

Tide & Seek: Oceanview Studio Escape in Islamorada
Matecumbe
$219 nightly
The price is $244
Jun 23 - Jun 24
Total with taxes and fees
Tide & Seek: Oceanview Studio Escape in Islamorada
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

Creekside Inn

Creekside Inn

10/10 Excellent
"Great stay! Friendly staff and clean rooms!"
Latasha 4-night trip
Posted 6 hours ago
Creekside Inn

Find out more about Long Key

Everything you need to know about Long Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Long Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Long Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Long Key vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $117 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Long Key rentals

At Expedia, we put the best Long Key vacation 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 Long 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 Long Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Long 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.

Explore a world of travel with Expedia

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?

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort: 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 33 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.