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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 68 Villas in Islamorada with updated reviews, rates, and availability.

The Islands of Islamorada
Bar (on property)

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 2,971
AED 3,545 total
includes taxes & fees
24 Feb - 25 Feb
The Islands of Islamorada
Newly upgraded Key Largo Villa W/Boat Slip
Living room with sleeper sofa

Newly upgraded Key Largo Villa W/Boat Slip

10.0 out of 10, Exceptional, (77)
"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!
Welcome To Kawama Yacht Club!

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

9.4 out of 10, Exceptional, (56)
"Location was close to many great restaurants. We could use the pool or go to the ocean. We will definately be back."
The price is AED 1,286
AED 2,655 total
includes taxes & fees
8 Mar - 9 Mar
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Coral Breeze with Resort Privileges
DJI_20241114084305_0698_D

Coral Breeze with Resort Privileges

10.0 out of 10, Exceptional, (1)
"I've stayed at a few of these houses but this was the first time staying at this one. Love the property. Awesome that they allow pets. Communication with the property manager was great. They were very helpful. Love the resort privileges. The upstairs outdoor patio was really comfy with a great view. I'll definitely stay again"
Coral Breeze with Resort Privileges
SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!
Resort Club House

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."
The price is AED 2,185
AED 4,078 total
includes taxes & fees
22 Mar - 23 Mar
SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!
Sea-Esta with Resort Privileges
_MG_8435-Enhanced-NR

Sea-Esta with Resort Privileges

10.0 out of 10, Exceptional, (4)
"Beautiful! Beautiful! Beautiful! Location is perfect. House is incredible. Master bedroom and bath are just dreamy. Resort is super close and top notch. So much to explore inside and out. Could have lived there for a month. Kitchen needs a few things, pot upgrades for chefy folks, but nothing you can’t make do in a pinch. Salt and pepper are the only spices, for those who cook. You will not care when you’re floating out on the kayak, laying in the winter sun on the 3rd floor balcony, snuggled...
Sea-Esta with Resort Privileges
Gull's Nest with Resort Privileges
DJI_20241114084305_0698_D

Gull's Nest with Resort Privileges

9.6 out of 10, Exceptional, (18)
"great layout. clean user friendly could use more forks spoons"
Gull's Nest with Resort Privileges
Sandcastle Luxury Villa in Key Largo with Resort Privileges
_MG_8441-Enhanced-NR

Sandcastle Luxury Villa in Key Largo with Resort Privileges

10.0 out of 10, Exceptional, (1)
Sandcastle Luxury Villa in Key Largo with Resort Privileges
MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!
Front Entrance W/Private Driveway

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."
The price is AED 1,745
AED 3,488 total
includes taxes & fees
28 Feb - 1 Mar
MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!
Isla Key Acaí: Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Outdoor | Amazing aerial view of this beautiful boutique resort with amenities.

Isla Key Acaí: Waterfront Boutique Resort, Htd Pool, Dock, Walkable

Isla Key Acaí: Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay
Keys Kottage

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
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!
Our Stunning Oceanfront Lagoon Pool!

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

9.4 out of 10, Exceptional, (60)
"This resort was the perfect blend of everything we needed for our stay. The condo was on a quiet street within walking distance to the hidden beach area, the tennis court, and the large oasis pool. And the clubhouse and separate pool and marina weren't far either. The layout of bedrooms on the 3rd floor, and base floor was great separation with the main living/cooking in the middle. The mini kitchen at the bottom was convenient as well. The place was nicely decorated, and updated (maybe an...
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!
Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina
Kawama at Molasses Reef. This is our own balcony view. How beautiful is this??

Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina

9.8 out of 10, Exceptional, (46)
"This property is amazing. In addition to being spacious the property my was clean, had a great location, and everything you need for a great Key Largo vacation. Definitely will be back."
Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina
Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!
Outdoor | Just look at this view of all the amenities!

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!
Endless Summer with Resort Privileges
DJI_20241114084305_0698_D

Endless Summer with Resort Privileges

9.2 out of 10, Wonderful, (10)
"Great location. Everyone was very attentive. They went beyond during our stay and after. Resort is such a bonus. I've been a serval times and i highly recommend the property"
Endless Summer with Resort Privileges
Tranquility with Resort Privileges
gallery-view-at-playa-largo-resort-and-spa-autograph-collection-key-largo-florida

Tranquility with Resort Privileges

9.8 out of 10, Exceptional, (6)
"Our flights were cancelled in Miami during our layover, and I was able to get into this condo the next day. The house was beautiful, and had everything we needed. Our family of five was able to spread out and get the space we needed. This property is roughly 1/2 mile from the playa largo resort where you get a welcome drink and are able to use the pool and all the activities of the resort are included with wristbands. There is also a pool for thre “residences” about 300 yards away from the...
Tranquility with Resort Privileges
Bayberry Key: Waterfront Htd Pool, Dock, Walkable, Direct Water views!
Balcony | Watch amazing sunrises and sunsets from your private, 2nd floor balcony with a direct water view.

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

Bayberry Key: Waterfront Htd Pool, Dock, Walkable, Direct Water views!
Latitudes with Resort Privileges
DJI_20241114084305_0698_D

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
Sea Haven with Resort Privileges
DJI_20241114084353_0700_D

Sea Haven with Resort Privileges

10.0 out of 10, Exceptional, (1)
Sea Haven with Resort Privileges
Isla Guava: Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Isla Guava | Beautiful exterior view includes private terrace and balcony!

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
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
Sign in
Sign up, it's free

Other property types in Islamorada

Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (413)
"Wonderful experience - highly recommend!! From check in to check out was great. All staff were very helpful, property was well kept, relaxing, quiet & very easy location to site’s & restaurants. "
The price is AED 651
AED 923 total
includes taxes & fees
25 Mar - 26 Mar
Breezy Palms Resort
The Islands of Islamorada
Bar (on property)

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 2,971
AED 3,545 total
includes taxes & fees
24 Feb - 25 Feb
The Islands of Islamorada
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
Exterior

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

9.6 out of 10, Exceptional, (76)
"Great and clean place to stay. Chris was the perfect host. "
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
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?
Villas in Islamorada range between AED 1,286 and AED 2,971 per night. These escapes give you the privacy to enjoy your own space at a price that’s gentle to your wallet. 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?
Pack your suitcase and pick from 68 villas in Islamorada. For a family escape, a weekend getaway and everything in between, Expedia can help you find your ideal stay in a few easy clicks.
Why book your villa in Islamorada with Expedia?
We think vacation time should be a breeze, so if you’re looking for villas at a nice price, Expedia can help. Stick to the budget and pick an all-inclusive stay, or splurge on a luxury villa to spoil your nearest and dearest. Take advantage of our search filters to find a getaway in Islamorada that you’ll adore.
How can I find cheap villas in Islamorada?
Expedia is here to help you search for cheap villas in Islamorada. Simply use our filter tool to select amenities, budget and star rating to refine your search and find a perfect stay in just a few clicks.