Holiday Rentals in Long Key

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Holiday Rentals in Long Key

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (209)
"We loved staying on the houseboat! "
Yacht Haven Marina

Cabins at Bonefish Bay

3.0 star property
9.8 out of 10, Exceptional, (70)
"I love this place definitely I will go back there soon, rooms clean staff friendly, ocean view amazing the Floating Aqua Lodge was more than amazing. Thank you for making my vacation so special "
Cabins at Bonefish Bay

Treasure Harbor

3.0 star property
8.8 out of 10, Excellent, (104)
"If you are looking for a laid back vibe with no hassle here is the place. Friendly staff. Aqualodge was cute and comfortable. Easily rented a boat for the day...found great snorkeling and beautiful views. "
The price is €206
includes taxes & fees
24 Sept - 25 Sept
Treasure Harbor

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (540)
"Spacious rooms and location was great for what we needed. "
The price is €118
includes taxes & fees
1 Oct - 2 Oct
Breezy Palms Resort

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (868)
"Wonderful place for a short stay"
The price is €72
includes taxes & fees
24 Sept - 25 Sept
Tropical Cottages

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1204)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Skipjack Resort & Marina

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is €574
includes taxes & fees
23 Sept - 24 Sept
The Islands of Islamorada

Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

8.8 out of 10, Excellent, (29)
"So enjoyed our stay here with a couple friends. Place has everything you need, is immaculate, fantastic view, and so close to either the beach in one direction and grocery stores in the other. Also located in a very nice residential neighborhood. Plan on returning! Thanks for the lovely stay!! "
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (183)
"Very very nice place"
Aqua Lodge Rentals At Coconut Cay

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1147)
"Great place "
The price is €90
includes taxes & fees
25 Sept - 26 Sept
Knight's Key Suites

Private Island ~Oceanfront-Fishing-Diving~ FL Keys

10.0 out of 10, Exceptional, (20)
"We had a great relaxing and quiet vacation with great views and daily visits by dolphins, turtles and resident iguanas. Great place to get away from it all."
Private Island ~Oceanfront-Fishing-Diving~ FL Keys

Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly

9.4 out of 10, Exceptional, (98)
"Oceans views for miles! Great pool. "
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly

Piece of Paradise located at Hawks Cay in Duck Key

9.6 out of 10, Exceptional, (4)
"Amazing place. "
Piece of Paradise located at Hawks Cay in Duck Key

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

10.0 out of 10, Exceptional, (179)
"We always stay here. Location, house, yard, and a the dock make this place great. Always clean and size is perfect for us. Owner is great to deal with as well. Thanks again for another great stay."
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

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

9.4 out of 10, Exceptional, (72)
"Property was great for our group. 2 miles to grocery stores. Pool was great! Used the bikes and had a great time here. "
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

TB Beach Swimming Pool, Tennis, Hot Tub, dock, arrive any day, tropical paradise

9.2 out of 10, Wonderful, (87)
"Great experience! Perfect place for our family . We loved the proximity of the pool to the ocean . "
TB Beach Swimming Pool, Tennis, Hot Tub, dock, arrive any day, tropical paradise

KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise

9.2 out of 10, Wonderful, (84)
"Had a great time "
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise

TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

9.4 out of 10, Exceptional, (26)
"My friends and i enjoyed our stay. Easy access to multiple restaurants and grocery items store. The place was clean and had everything we needed. The pool and hot tub were great."
TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

Keys Family Getaway – 2BR/2BA Home with Private Pool & Dock in Key Colony Beach.

10.0 out of 10, Exceptional, (11)
"Loved our stay! It was nicely decorated, clean, and had the best backyard! The pool was great (I recommend paying the extra to have it heated in March or winter months, its worth it if you enjoy pool time). The owner was quick to respond to any questions or issues. "
Keys Family Getaway – 2BR/2BA Home with Private Pool & Dock in Key Colony Beach.

Waterfront Oasis with Boat Dock & Pool!

9.4 out of 10, Exceptional, (74)
"Spacious house, great pool, terrific location, lots to do in the area for all ages. Very different from other parts of Florida that I have been to. Lovely little beach a short walk away called Sunset Beach. Everyone of all ages shows up with a drink and/or snack and gets to listen to the Marathon singers and watch a the sunset."
Waterfront Oasis with Boat Dock & 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 Long Key Hotel Reviews

Find out more about Long Key

Find out more about Long Key

Everything you need to know about Long 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 Long Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Long Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Long Key holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Long 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 Long Key holiday rentals we have selected for you start as low as €72 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Long Key rentals

At Expedia, we put the best Long 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 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 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 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 holiday rental in Long Key?

Yes, there are holiday rentals close to the most popular sights in Long Key, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Long Key has to offer?

Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,: This holiday home rental outside of Long Key is located on the waterfront, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 Long Key?

Choose from 34 Expedia holiday rentals in Long Key for a memorable holiday.

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 wider area.

What are holiday rentals like in Long Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Long Key. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.