Search Villas in Islamorada

  • Plan, book, stay with confidence

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

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 56 Villas in Islamorada with updated reviews, rates, and availability.

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (52)
"Everything was lovely except I felt rushed on my departure date. A front desk representative knocked around 9am to find out what time I was leaving. If your check out policy is 11am, you should not knock on people’s door to find out what time they are planning on leaving. It doesn’t feel like a luxurious experience when you do. In addition to the early knock, the entire housekeeping staff was waiting by my front door when I checked out at 10:25. What if I wasn’t checking out at 10:25 and was...
The price is AED 2,126
AED 2,595 total
includes taxes & fees
6 Apr - 7 Apr
The Islands of Islamorada

Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

10.0 out of 10, Exceptional, (108)
"Lovely condo and property "
Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

Endless Summer with Resort Privileges

9.4 out of 10, Exceptional, (12)
"We had a lovely weekend staying on the property. It was spacious and convenient a very nice facility and access to the resort made it outstanding. It was very easy to order groceries for delivery, which were there waiting for us when we arrived. I definitely recommend this property for anyone with a larger group or family. I do suggest that the management let guests know the number of the unit they are renting just to facility logistics like ordering groceries. However, I was easily able to find...
Endless Summer with Resort Privileges

Sandcastle Luxury Villa in Key Largo with Resort Privileges

10.0 out of 10, Exceptional, (2)
"The house was gorgeous and we would definitely recommend it to everyone."
Sandcastle Luxury Villa in Key Largo with Resort Privileges

Gull's Nest with Resort Privileges

9.4 out of 10, Exceptional, (20)
"Not far from miami airport. Great resort access. Beautiful and clean lodging. Food is also great as resort. Will rebook! "
Gull's Nest with Resort Privileges

Newly upgraded Key Largo Villa W/Boat Slip

10.0 out of 10, Exceptional, (78)
"Great location and beautifully decorated home. Perfect boat parking and set up for a fishing family. Annie was super responsive and a great host. We can’t wait to book again!"
Newly upgraded Key Largo Villa W/Boat Slip

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

9.4 out of 10, Exceptional, (57)
"Awesome time perfect for mature adults. This place was great to relax and unwind. Average age @ 65. Which is right near our range"
The price is AED 1,285
AED 2,648 total
includes taxes & fees
21 Mar - 22 Mar
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina

9.8 out of 10, Exceptional, (47)
"Had a wonderful stay. Easy access to many area activities."
Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina

Sea Haven with Resort Privileges

10.0 out of 10, Exceptional, (2)
"Place was clean. Shuttle from house to resort was quick & reliable. Resort very nice."
Sea Haven with Resort Privileges

Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!

3.0 star property
10.0 out of 10, Exceptional, (3)
"The home was just as it was described on the website! Beautiful, comfortable and clean. Plenty of cooking items. Location was wonderful-we could walk to several restaurants and store. Would stay again!"
Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!

Isla Guava: Waterfront Boutique Resort, Htd Pool, Dock, Walkable

10.0 out of 10, Exceptional, (1)
"We’ve vacationed in the Keys many times and this property was the best. First is location. It’s on a canal cut off Little Basin. There are many walkable restaurants and attractions. The house itself was very clean and the layout conducive to renters with two master suites upstairs and a smaller bedroom and bath down. Property management very attentive and communicative with a very nice young lady coming on site. Beautiful pool area and deck by water. Can’t go wrong with this."
Isla Guava: Waterfront Boutique Resort, Htd Pool, Dock, Walkable

MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!

9.6 out of 10, Exceptional, (40)
"Took a group of guys to go down for relaxation and fishing. Resort was perfect for relaxing. Condo itself was excellent and the heated pool and grotto were well used. If you choose to fish there is ample opportunity with local charters and the one day it rained we visited several local breweries. Perfect getaway."
MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!

Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay

10.0 out of 10, Exceptional, (89)
"This is a great spot to get to so many fun things to do in the keys. Whether you are driving, walking, or going by boat. It's a wonderful community with friendly people staying around you and a perfect spot for sunsets!"
Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay

Latitudes with Resort Privileges

8.0 out of 10, Very Good, (2)
"The house was nice, reasonably located. Our checkin was seamless and required only an email. The house was nice, clean, brand new and had reasonable furnishings. The house itself lacked many standard and or listed items such as a grill, adequate table ware, bedding, functional ice-maker, toaster, coat hangers, hair dryer, iron/ironing board… and trying to get the property manager to respond took 48 hours+. The walk to the resort is .6 miles but requires navigation across a four lane highway...
Latitudes with Resort Privileges

Waterfront House with Boat Dock

5.0 star property
6.0 out of 10, (1)
"Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration."
Waterfront House with Boat Dock

SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!

9.6 out of 10, Exceptional, (62)
"My husband and I traveled to Key Largo with friends and absolutely enjoyed our condo and the amenities the HOA has to offer!"
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!

SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!

9.4 out of 10, Exceptional, (26)
"We visited with 9 adults and had a great week at the condo and pools. Having 2 stories worked out perfect for us. Our kids and their friends had a separate area to hang out. The place was clean and exactly as described, and the hosts provided clear instructions for arrival and departure. We had no issues all week and loved using the pools, hot tubs, exercise facility, and games room. Shopping was convenient, and we took a trip snorkeling as well. Everything you’d want was near-by."
SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!

Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl

Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl

Bayberry Key: Waterfront Htd Pool, Dock, Walkable, Direct Water views!

10.0 out of 10, Exceptional, (1)
"This was a beautiful spot for 3 couples to relax and enjoy this beautiful setting. The outside space was perfect with tables, firepit & grills. The house was stocked well enough to be able to prepare some meals. I would definitely return again."
Bayberry Key: Waterfront Htd Pool, Dock, Walkable, Direct Water views!

Isla Mamey: Waterfront Boutique Resort, Htd Pool, Dock, Walkable

10.0 out of 10, Exceptional, (3)
"This place is a gem!!"
Isla Mamey: Waterfront Boutique Resort, Htd Pool, Dock, Walkable
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.
Don't see what you're looking for?
See all available properties in Islamorada
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Islamorada

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (424)
"Breezy Palms offered beautiful rooms with a beautiful view. We’ll be back for a longer stay!"
The price is AED 625
AED 893 total
includes taxes & fees
6 Apr - 7 Apr
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (52)
"Everything was lovely except I felt rushed on my departure date. A front desk representative knocked around 9am to find out what time I was leaving. If your check out policy is 11am, you should not knock on people’s door to find out what time they are planning on leaving. It doesn’t feel like a luxurious experience when you do. In addition to the early knock, the entire housekeeping staff was waiting by my front door when I checked out at 10:25. What if I wasn’t checking out at 10:25 and was...
The price is AED 2,126
AED 2,595 total
includes taxes & fees
6 Apr - 7 Apr
The Islands of Islamorada

Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25

9.8 out of 10, Exceptional, (79)
"Three generations of our family enjoyed a wonderful vacation at The Last Resort. The house was beautifully appointed and well stocked as described in the listing. It had everything we needed for a memorable beach vacation. The owner was friendly, helpful, and easy to communicate with. We hope to return! back!ThownerfrieThowwith. "
Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25
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.

Frequently asked questions

How much do villas in Islamorada cost?
Prices for villas in Islamorada range between AED 1,285 and AED 2,126 per night. Whatever your budget, you’ll find a place that fits the bill on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Islamorada?
Choose from 56 villas in Islamorada. Whether you’re taking a trip with the family or planning a getaway with some friends, Expedia can help you find the perfect space for your whole crew.
Why book your villa in Islamorada with Expedia?
Booking a villa in Islamorada is as simple as entering your travel dates and picking an option that has what you need. Looking for something low cost or luxurious, or a stay that also features a kitchen? Use Expedia’s search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Islamorada?
Expedia can help you track down cheap villas in Islamorada. Simply use the filter tool to select star rating, amenities and budget to refine your search and find a great place to stay in a few quick clicks.