
Holiday houses in Long Key
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Top-rated holiday rentals in Long Key
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Long Key
Guest favourite

Home in Marathon
4.94 out of 5 average rating, 35 reviewsFlorida Keys Oceanside Utopia
CaroleRating, 5 stars1 month ago
Shane and Kelly were fabulous! My husband and I enjoyed a week away and loved exploring Marathon. Fishing from the back deck was so much fun. We caught some mangrove snapper that we made for dinner which was exquisite! I also caught a Jack Cravalle and my hubby caught a shark. Definitely fun times! Explored beaches, hiked and went to Key West for a day. Weather did not disappoint. Highly recommend this great vacation home!
Guest favourite

Home in Islamorada
5 out of 5 average rating, 18 reviewsPristine pool front home w/ocean views Anglers 148
LindsayRating, 5 stars5 months ago
We recently had the pleasure of staying at this amazing beachfront house, and I can confidently say it exceeded all of my expectations! The location is simply perfect—just steps away from the water ideal for morning walks or sunrise views. The property itself is comfortable, with stylish and easy interiors that make it feel like a home away from home. The highlight was the pool—perfectly maintained and surrounded by lush greenery, offering a peaceful oasis to relax in when you want a break from the ocean. Whether you’re lounging by the pool with a book or enjoying a refreshing swim, it’s a great place to unwind. The host was also incredibly welcoming and provided thoughtful touches, from local recommendations to ensuring we had everything we needed for a great stay. I highly recommend this property for anyone looking to enjoy a relaxing beach getaway with the added luxury of a pool. Can’t wait to return!
Guest favourite

Cottage in Islamorada
4.96 out of 5 average rating, 85 reviewsIslamorada bungalow 2 bed & pool
AmandaRating, 5 stars1 week ago
The hosts were very responsive and accommodating to our needs. The pool was great and the place was pristine!
Top Guest favourite

Cottage in Islamorada
4.95 out of 5 average rating, 41 reviewsWaterfront Cottage Walk to World Famous Lorelei
JustinRating, 5 stars3 weeks ago
What an amazing place! My wife and I have stayed in Airbnb properties all over the world, and this was one of our favorites. Exactly as described. Very clean, safe, and comfortable. The location and layout of the property is absolutely perfect and private. This was our first time to Islamorada and this place made it an even better experience. We had a manatee sighting and the deck over the water was my favorite part. Perfect place to have a drink and watch the sunset. If you are planning a trip to the keys, do yourself a favor and stay here.
Top Guest favourite

Condo in Marathon
5 out of 5 average rating, 19 reviews*NEW LUXURY*Sea Glass-Beach/Pool
NicoRating, 5 stars5 days ago
Great, clean and well organized apartment. Great little pool a good beach and some restaurants and bars in walkable distance. Yuni responded very quickly to our messages and took care of the online little thing that wasn’t perfect right away. The location on marathon is also great as there are many things to do and see in a 5-10 minute drive. Great stay. Would absolutely do again and recommend. Thank you Yuni!
Superhost

Home in Marathon
4.76 out of 5 average rating, 25 reviewsSunset Views, Pool and Dock
GregRating, 5 stars1 month ago
Thank you Frank for a great place to stay! Close to restaurants, quite neighborhood, nice pool, a dock to swim and fish from, and beautiful sunsets. We had everything we needed.
Guest favourite

Apartment in Islamorada
4.98 out of 5 average rating, 66 reviewsHidden Gem Islamorada | 1st Floor
MelodyRating, 5 stars2 weeks ago
We had a great stay in Islamorada at this house. Location is perfect! We were minutes away from so many things. My daughter loved looking for all the little lizards that scattered as we entered the patio. The house was well stocked with things we needed. Beach stuff wise, there are noodles and some camping chairs - no kids sand toys so plan to bring those if you have little ones. There were 4 beach towels provided. The washer was broken while we were there so hopefully it is repaired soon. Of note, the mattresses are very firm so if you like a softer mattress then it might not be the house for you. Also, if you happen to find a man’s ring in the house, it might be my husband’s. Please let the host know so we can arrange to get it back.
Top Guest favourite

Tiny home in Key Largo
5 out of 5 average rating, 40 reviewsOasis3 Ocean View Luxury Tiny House
DanielaRating, 5 stars1 week ago
This is by far the best Airbnb we’ve stayed at. I loved this tiny house, and its location is perfect! The property has everything you need for your stay, from all kitchen utensils to outdoor activities. We will be back soon!
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Everglades Alligator Farm
- EAA Air Museum
- Cocoa Plum Beach
- Theater of the Sea
- Horseshoe Beach
- Long Beach
- Sea Oats Beach
- Far Beach
- Sugarloaf Beach
- Windley Key Fossil Reef Geological State Park
- Keys' Meads
- Long Key State Park