Islamorada Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Islamorada

25-inch flat-screen TV with digital channels, TV
Treasure Harbor

Houseboat in Islamorada

3.0 star property
9.0 out of 10, Wonderful, (116)
"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."
United States
Mary
Treasure Harbor
Exterior
Breezy Palms Resort

Aparthotel in Matecumbe

2.5 star property
8.8 out of 10, Excellent, (581)
"Room was super clean and well provisioned. "
United States
Paul
The price is NT$2,836
NT$4,814 total
includes taxes & fees
Dec 10 - Dec 11
Breezy Palms Resort
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada

Villa in Matecumbe

4.0 star property
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
The price is NT$18,785
NT$22,859 total
includes taxes & fees
Dec 9 - Dec 10
The Islands of Islamorada
View from property
Topsider Resort

Condo in Matecumbe

3.5 star property
8.8 out of 10, Excellent, (62)
"Small resort and friendly beautiful views"
United States
CHRISTY
Topsider Resort
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 Islamorada Hotel Reviews

Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Nice ocean view area"
Paul 1-night trip
Posted 17 hours ago
Hadley Resort and Marina

Find out more about Islamorada

Search for holiday rentals in Islamorada on Expedia! You can easily find your home rentals, villas, holiday apartments in Islamorada using one of the methods below:

  • View our selection of featured holiday rentals in Islamorada
  • Use the map to find apartments and other holiday homes in the Islamorada neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Islamorada while they last

Look no further and take a look at our great range of rental properties in Islamorada!

Frequently asked questions

Can I find a vacation rental in Islamorada?

Yes, we have vacation rentals close to well known points of interest in Islamorada, or you can choose a more remote option if you're looking for a relaxing stay. Visitors to Islamorada like the scenic seaside and entertainment choices this destination is known for. While you're here, grab a bite or have a drink at the seafood restaurants.

How many vacation rentals are there in Islamorada?

With 491 Expedia vacation rentals, you're sure to find just the right place for your Islamorada stay.

What can I see and do in Islamorada?

Enjoy the outdoors at Everglades National Park and Founders Park, or simply take in cultural attractions like History of Diving Museum and MoradaWay Arts & Cultural District. Other places in town to visit include Florida Keys Brewing Co. and Bud n' Mary's Dive Center.

What’s a vacation rental in Islamorada like?

A vacation rental is a private property where you can stay for a couple of days or more in Islamorada. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips or small group gatherings.