Islamorada Vacation Homes

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Islamorada holiday homes

Charming Home in Key Largo

Key Largo

Jessica E.

HK$3,183 total

includes taxes & fees

25 May - 26 May

Casa Largo

Key Largo

Rhonda D.

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

Key Largo

Anonymous traveller

HK$4,784 total

includes taxes & fees

20 May - 21 May

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo

Michelle S.

HK$4,435 total

includes taxes & fees

20 May - 21 May

Beach nearby, sun-loungers, beach towels

LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

Key Largo

Trevor P.

HK$5,150 total

includes taxes & fees

12 Jun - 13 Jun

Beautiful Kawama Townhouse

Key Largo

Pete S.

HK$5,073 total

includes taxes & fees

21 May - 22 May

Key Largo Kawama Villa L1, 3/3

Key Largo

Golnar

Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more

Rock Harbor

Bruce N.

HK$6,828 total

includes taxes & fees

20 May - 21 May

View all properties

Find holiday rentals that suit your style

Aparthotels

Villas

Save an average of 15% on thousands of hotels when you're signed in

Top Islamorada Hotel Reviews

Hadley Resort and Marina

10/10 Excellent

"Stayed in the ocean view suit and the views were amazing. Staff was very friendly and there was always parking next to the building."

The Islands of Islamorada

4/10 Poor

"I am not usually about leaving reviews however this property definitely needs it. Heard a lot about being pampered when I was checked in and that they will bring you anything and to let them know what our needs were. Property does not have any coffee shop or restaurant. We were told we could come and get coffee in the morning in the office or they would just bring up to us if we would like. When I called in the morning for coffee, they confirmed and then after a half hour I called again to see if I was still receiving the coffee and was told that the other attendant was picking up milk for the latte. To make things worse, I called the following day and was told I can’t get a coffee before 9 AM. Also, description on website/Hotels.com are inaccurate. It makes it seem like a beautiful beach and when we got there, we found out that you can’t just walk into the water. There are rocks and soft bottom in some areas which are just not feasible to swim in. If you are looking to swim in the ocean, will need to rent a boat. Also, pool area bar was barely open while we were there. Property was pretty empty, I do understand why. Front Office was very understanding of my complaints, but that did not do us any good. I really don’t understand what they meant by pampered, they really did not do anything for us. We did have dinner at a different resort nearby. Would definitely recommend that for the money. To be fair, room was very updated, clean and nice. Just not enough for money."

La Siesta Resort & Villas

6/10 Okay

"La Siesta has so much potential. Beautiful grounds, spacious rooms, pool and views. The front counter staff and bike staff were very nice. Unfortunately they don’t clean up the trash around the compound. To either side of our entrance was trash that had been there before us and Is probably still there. Our room had black sharpie all over the floors. There were no cups, plates, silverware… to use with the small kitchen. The couch and drapes were dirty. The freezer was a block of ice. Need more hangers in the closet. The bicycles, kayaks were not available for use until 9:30am and had to be back by 4pm (hottest part of a Florida day). The snack shack/bar at the pool opened late and closed early. Our room was cleaned once in six days. For the cost I shouldn’t be typing any of this."

Bayside Villas by Islander Resort

10/10 Excellent

"Alison could not have been more helpful. She was super responsive to any inquiries I made and was just the nicest person when we checked in. The unit was fully equipped and had a beautiful view, bed were super comfy. The appliances need to be replaced imo. The pool needed to be cleaned also but all in all I felt like it was worth the money. Would return."

Find out more about Islamorada