Islamorada Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Islamorada vacation rentals

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

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (121)
"Great spot! Will be back someday hopefully. "
Canada
Diane
Treasure Harbor
Exterior
Breezy Palms Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (602)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
The price is P8,489
P12,606 total
includes taxes & fees
Jan 4 - Jan 5
Breezy Palms Resort
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveler
The price is P35,838
P43,562 total
includes taxes & fees
Jan 14 - Jan 15
The Islands of Islamorada
BBQ/picnic area
Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (201)
"A unique and interesting place to vacation. Relaxing yet close enough to things to do. I highly recommend the Aqua Loge rentals as a place to stay."
United States
Keith
Aqua Lodge Rentals At Coconut Cay
42-inch Smart TV with digital channels, Netflix, Hulu
Yacht Haven Marina

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (245)
"Friendly staff and extremely clean."
United States
Travis
Yacht Haven Marina
Exterior
Tropical Cottages

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (915)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
The price is P7,958
P8,953 total
includes taxes & fees
Jan 8 - Jan 9
Tropical Cottages
Marina
Skipjack Resort & Marina

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1218)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina
Exterior
Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.6 out of 10, Excellent, (298)
"Really good place to stay "
United States
Elier
The price is P14,712
P16,551 total
includes taxes & fees
Jan 14 - Jan 15
Anchorage Resort & Yacht Club
Fishing
Kings Kamp

Kings Kamp

Kings Kamp
2.5 star property
Key Largo
8.6 out of 10, Excellent, (25)
"Overall good. Location and safety wise very good. But bathroom didn’t have "
United States
Sivasankari
Kings Kamp
55-inch Smart TV with digital channels, books
Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
The price is P74,104
P83,367 total
includes taxes & fees
Jan 14 - Jan 15
Premium Floating Bungalow by Stay Ombi
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

Matecumbe Resort

Matecumbe Resort

10/10 Excellent
"Love it"
Julia 3-night trip
Posted 2 days ago
Matecumbe Resort

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 483 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.