Islamorada Vacation Homes

A beach with white lounge chairs, a covered pavilion, and palm trees.

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Our top choices for Islamorada holiday homes

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

1. Little Peace of Haven

Key Largo

Mitchel R.

HK$3,301 total

includes taxes & fees

19 Oct - 20 Oct

A modern living room with a flat-screen TV, a black leather sofa, and a white ottoman.

2. Charming Home in Key Largo

Key Largo

JOHN P.

HK$2,857 total

includes taxes & fees

19 Oct - 20 Oct

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

3. 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$7,764 total

includes taxes & fees

26 Oct - 27 Oct

A waterfront patio with a view of the sunset, a pool, and lounge chairs.

4. 4. Cozy Key Largo Waterfront Studio | Dive

Key Largo

Brittany M.

HK$3,050 total

includes taxes & fees

9 Nov - 10 Nov

A beach with a wooden structure and a signpost indicating directions to various locations.

5. FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

Key Largo

Aaron G.

HK$4,822 total

includes taxes & fees

19 Oct - 20 Oct

A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

6. Oceanside Retreat w/Rooftop, Pool & Kayaks

Key Largo

HK$6,251 total

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with a large island, stainless steel appliances, and a view of the water.

7. New Oceanside Paradise with Pool and Waterfront Views!

Key Largo

Ravone L.

HK$7,497 total

includes taxes & fees

19 Oct - 20 Oct

A beach setting with a thatched umbrella, a small round table, and two chairs.

8. Kawama L4 - Upscale Oceanside Villa with Marina

Key Largo

Teresa K.

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Top Islamorada Hotel Reviews

Treasure Harbor

10/10 Excellent

"The boat was very clean and included all the amenities we needed. The air conditioning worked very well. The host was extremely accommodating with our very late check-in and early departure. I would definitely recommend!"

Breezy Palms Resort

8/10 Good

"The property was clean and extremely well lit. The parking was great. The room had a full kitchen which was a huge plus. The layout of the room and the furnishings were beautiful and up to date. The room was spacious and comfortable. The staff were friendly and hospitable. I didnt pay much attention when booking but free kayaks or bikes would have been a great additional amenity. I thought it was extra convenient to have boats for rent on property. This was also an added benefit. I will definitely stay here again in the future."

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