Long Key Vacation Homes

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Our top choices for Long Key holiday homes

A dining area with a round glass table, white chairs, and a chandelier. There is a sofa and a window with blinds in the background.

1. Waterfront Retreat

Duck Key

"We had an amazing stay and couldn't have asked for a better place to spend the week in the Keys! The home was exactly as described—clean, comfortable, and in a beautiful location. We especially loved relaxing outside and taking in the gorgeous views. It truly felt like a home away from home.The host was wonderful, responsive, and made everything easy from check-in to check-out. We made so many great memories here and would absolutely stay again. Highly recommend this property to anyone looking...

Katie B.

HK$4,056 total

includes taxes & fees

24 Oct - 25 Oct

A spacious living area with a sliding glass door leading to a deck, a sofa, a coffee table, and a kitchen area with wooden cabinets and appliances.

2. Charming 3-bedroom house featuring a heated private pool.

Duck Key

lissa h.

HK$5,109 total

includes taxes & fees

23 Oct - 24 Oct

A covered outdoor area with a ceiling fan, a view of the sea, and a distant building.

3. Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key

Jorge D.

HK$3,975 total

includes taxes & fees

27 Oct - 28 Oct

A round table set for two with a view of the ocean and palm trees.

4. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Duck Key

Stephanie

HK$3,816 total

includes taxes & fees

4 Nov - 5 Nov

A living room with a sofa, two armchairs, a coffee table, and a ceiling fan. There is a large window with a view of the beach and a patio area with outdoor furniture.

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

Duck Key

Kirk r.

HK$4,071 total

includes taxes & fees

27 Oct - 28 Oct

A two-story building with a pool, a boat dock, and a table set for dining.

6. Waterfront / Ocean Access Canal / Kamp Key / Homes

Matecumbe

"Excellent house. Very clean. We had a little trouble with the check in code and we were immediately contacted and the code was changed and we were in within minutes. The maintenance guy stopped by to make sure we got in and everything was good. EXCELLENT Customer Service!!!!!House was very well stocked with pots and pans and misc things needed for a week stay! Right on a nice little canal with plenty of room for our boat."

Mike H.

HK$7,336 total

includes taxes & fees

26 Oct - 27 Oct

A covered outdoor area with a table set for dining, overlooking a body of water and buildings.

7. Canal Front, 3 BR, Cabana Club, Sleeps 8

Marathon

lori p.

HK$7,295 total

includes taxes & fees

25 Oct - 26 Oct

A spacious living room with a dining area, large windows with shutters, a ceiling fan, and a view of the outdoors.

8. Villa 7079 on Duck Key - Boat Slip Available

Marathon

HK$6,036 total

includes taxes & fees

26 Oct - 27 Oct

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Top Long Key Hotel Reviews

Chesapeake Beach Resort

10/10 Excellent

"We arrived at 1AM and still were served a glass of champagne. A real welcoming. Room was clean and well appointed. Breakfast of omelets and pancakes, yogurt, fruit and juices. Above and beyond. Right on the water with comp gear, two swimming pools. Doesn't get any better. We shall return."

Breezy Palms Resort

10/10 Excellent

"Our second time at Breezy Palms. Night check in clerk is wonderful. Rooms were clean and well accommodating. Property grounds well maintained. If they’d add a bocce ball court or corn hole boards it would be even better. There’s a small beach, but not kept clear of seaweed and sargassum so not very inviting for getting in the water. Pool is large enough, never felt overcrowded."

Fisher Inn Resort & Marina

8/10 Good

"We had a nice stay at Fisher Inn. The location was great, the rooms were spacious, and having two king beds was a bonus. The bathroom was on the small side, but it was clean. We also appreciated the Keurig coffee maker in the room, especially having dark roast coffee available, and there were some nice breakfast options. The evening staff member was great, and the fire pits were a lovely amenity and a great place to relax. There were a couple of things that could have been better. Our accommodation included a cocktail promotion, but when we asked about redeeming it, the employee told us it wasn’t their promotion and then offered us a pop instead. The response felt dismissive and left us feeling that the advertised perk wasn’t being honoured. We would have appreciated a more helpful explanation and a genuine effort to resolve the issue, rather than simply being offered a soda or water. Also, we only saw three bikes available, which really isn’t enough for a property of this size. It would have been helpful to have clearer information about the limited availability. Overall, a great location with spacious, clean rooms and some nice amenities, but a little more attention to guest service and clearer communication about the included perks and available bikes would have made the experience even better."

Coconut Cay Resort & Marina

10/10 Excellent

"We stayed here for one night during our visit to Marathon in the Florida Keys. The location was nice enough and convenient for exploring the area. Our room was situated at the front of the property, so there was quite a lot of road and car park noise, although this was somewhat expected given the location. It did feel as though the front window was open, despite being closed, as it did very little to block out the outside noise. On the positive side, the room was incredibly spacious, with a lovely large TV and a super comfortable bed. The shower was great, and the amenities provided were good. Ice and drinks were also available from reception, which was handy. The reception staff were exceptionally friendly and welcoming. The air conditioning worked overtime but didn’t seem to cool the room particularly well and was rather noisy itself. However, this was more of a minor observation than a complaint. The only real disappointment was the cleanliness of the floor. After showering, the floor became slightly wet, and walking around barefoot left the bottoms of my feet noticeably dirty, which was a shame. Overall, a perfectly reasonable place to stay for a night in Marathon. A few minor improvements would make a difference, but we had a comfortable stay, and the friendly staff were certainly a highlight."

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