Islamorada Holiday Rentals

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Holiday Rentals in Islamorada

Breezy Palms Resort

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (565)
"Best hotel for the price"
United States
luzdari
The price is HK$487
HK$951 total
includes taxes & fees
16 Nov - 17 Nov
Breezy Palms Resort

Treasure Harbor

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (109)
"Unique House boat experience, friendly staff. "
United States
Luis
Treasure Harbor

Florida Keys Getaway - Slps 4 - Ocean View

Tavernier
9.6 out of 10, Exceptional, (18)
"Delightful stay. Love the grounds and the amenities. Would definitely recommend it to friends. We will consider staying again."
United States
Teresa S.
The price is HK$661
HK$2,391 total
includes taxes & fees
2 Dec - 3 Dec
Florida Keys Getaway - Slps 4 - Ocean View

Coastal comfort in Ocean Pointe Suites.

Tavernier
10.0 out of 10, Exceptional, (33)
"We loved our stay at Desiree's property. It was a great location with lots to do and it was so clean and nicely decorated."
United States
Karen M.
The price is HK$1,259
HK$4,255 total
includes taxes & fees
16 Nov - 17 Nov
Coastal comfort in Ocean Pointe Suites.

Island Bay Resort

2.5 star property
Tavernier
10.0 out of 10, Exceptional, (136)
"Beautiful, well maintained, small resort with a nice beach area. "
United States
Robert
The price is HK$1,915
HK$2,154 total
includes taxes & fees
17 Nov - 18 Nov
Island Bay Resort

Charming Home in Key Largo

Key Largo
9.8 out of 10, Exceptional, (26)
"Great location. Very clean very nice, stay there again"
United States
Mark B.
The price is HK$629
HK$2,819 total
includes taxes & fees
19 Nov - 20 Nov
Charming Home in Key Largo

Boho Style Florida Keys Condo Ocean Views

Tavernier
9.8 out of 10, Exceptional, (43)
"Unit was extremely clean, nicely furnished, easy to access and owners were very responsive. The property including pool area and small beach were lovely and very well maintained."
United States
Holly
The price is HK$1,321
HK$3,212 total
includes taxes & fees
16 Nov - 17 Nov
Boho Style Florida Keys Condo Ocean Views

Aqua Vista Ocean Pointe 3307

2.5 star property
Tavernier
10.0 out of 10, Exceptional, (1)
"Beautiful & perfect place for a getaway. Really enjoyed our stay. Highly recommend."
United States
Michelle
Aqua Vista Ocean Pointe 3307

Serenity In The Sun Condo Fabulous Ocean View

Tavernier
10.0 out of 10, Exceptional, (106)
"Good clean condo, great pool and little private beach "
United Kingdom
Nicola W.
The price is HK$1,399
HK$3,354 total
includes taxes & fees
16 Nov - 17 Nov
Serenity In The Sun Condo Fabulous Ocean View

Sunrise Sanctuary - Top Floor Ocean Pointe 2415

Tavernier
9.6 out of 10, Exceptional, (11)
"It was very clean & was convenient for us"
United States
Meenakshi J.
The price is HK$1,135
HK$3,218 total
includes taxes & fees
18 Nov - 19 Nov
Sunrise Sanctuary - Top Floor Ocean Pointe 2415

Ocean Pointe Condo ~ Beach, Pool, Hot Tub & Tennis

2.0 star property
Key Largo
The price is HK$908
HK$2,628 total
includes taxes & fees
17 Nov - 18 Nov
Ocean Pointe Condo ~ Beach, Pool, Hot Tub & Tennis

Island Sanctuary Islamorada

Tavernier
9.8 out of 10, Exceptional, (12)
"It exceeded our expectations, and we are so glad we found this location!"
United States
Jenn H.
The price is HK$2,063
HK$3,213 total
includes taxes & fees
17 Nov - 18 Nov
Island Sanctuary Islamorada

Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen

2.0 star property
Tavernier
10.0 out of 10, Exceptional, (3)
"Clean and comfy. Our boya loved it. Will be in this home again or at least the neighborhood of unavailable. Thanks!"
United States
John H.
The price is HK$1,220
HK$3,333 total
includes taxes & fees
16 Nov - 17 Nov
Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

Tavernier
9.6 out of 10, Exceptional, (5)
"Thanks for your great hospitality."
United States
richard
The price is HK$1,142
HK$3,234 total
includes taxes & fees
18 Nov - 19 Nov
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

Tavernier
9.8 out of 10, Exceptional, (25)
"Excellent location. Would stay again. Very clean which is very important. Perfect for a family vacation."
United States
Dani N.
The price is HK$1,135
HK$3,217 total
includes taxes & fees
30 Nov - 1 Dec
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

Blue Haven Key Largo | Ocean Pointe 1315

Tavernier
9.6 out of 10, Exceptional, (15)
"This condo was everything we needed. Lots of space, bug comfy beds, hreat shower and the pool at the complex was great in the late afternoon after a day exploring the upper keys. There were works going on at the conplex when we were there which took the edge off things as 9am drilling on Monday morning wasnt welcome but I only knocked 1 star off - otherwise wouldnt hesitate to recommend!"
United Kingdom
Philippa
The price is HK$1,220
HK$3,333 total
includes taxes & fees
16 Dec - 17 Dec
Blue Haven Key Largo | Ocean Pointe 1315

Boho Chic Ocean Pointe 3214

Tavernier
10.0 out of 10, Exceptional, (12)
"It was clean, well organized and communication was great. Had a good time."
United States
Shirl
The price is HK$1,220
HK$3,334 total
includes taxes & fees
16 Nov - 17 Nov
Boho Chic Ocean Pointe 3214

1BR w/ Pool, Beach, Near Marine & Bird Sanctuaries

2.0 star property
Tavernier
1BR w/ Pool, Beach, Near Marine & Bird Sanctuaries

Lazy Daze Double King Suite Ocean Pointe 2310

Tavernier
9.8 out of 10, Exceptional, (26)
"Lovely place to stay was very relaxing and quiet. The private beach was great we launched our paddleboards and explored the area. Near to everything grocery stores, gas station, Ice Cream shop! Would recommend the owners communicated excellent."
United States
Jose G.
The price is HK$1,220
HK$3,333 total
includes taxes & fees
16 Nov - 17 Nov
Lazy Daze Double King Suite Ocean Pointe 2310

Sea View Farm Style Ocean front Condo Views

Tavernier
10.0 out of 10, Exceptional, (153)
"We really enjoyed our stay at this beautiful condo, very clean and well maintained!"
United States
Kim S.
The price is HK$1,360
HK$3,264 total
includes taxes & fees
19 Nov - 20 Nov
Sea View Farm Style Ocean front Condo Views
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

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:

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Frequently asked questions

Can I find a holiday rental in Islamorada?

Yes, there are holiday rentals close to the most popular sights in Islamorada, or you can select a more secluded 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.

What are some of the best holiday rentals that Islamorada has to offer?

OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars: This highly rated holiday home rental in Islamorada is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other homes for rent in Islamorada include Islamorada Boaters Paradise with 70' Dock and private beach access.. and Beautiful Island Home in Anglers Reef! Ocean front community. Pool & boat slip. .

How many holiday rentals are there in Islamorada?

With 488 Expedia holiday rentals, you're guaranteed to find just the right place for your Islamorada stay.

What can I see and do in Islamorada?

Enjoy the outdoors at Islamorada County 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 Bud n' Mary's Dive Center and Anne's Beach.

What’s a holiday rental in Islamorada like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Islamorada. Holiday rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.