Condo vacation rentals in Islamorada
Find and book unique condos on Airbnb
Top-rated condo rentals in Islamorada
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Islamorada condo rentals
Condo rentals with a pool
Condo in Marathon
4.88 out of 5 average rating, 200 reviewsSombrero Beach Tropical Getaway
Condo in Tavernier
4.93 out of 5 average rating, 111 reviewsKeys Life Ocean Pointe Pool Jacuzzi Beach Crib
Condo in Tavernier
4.83 out of 5 average rating, 138 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
Condo in Tavernier
4.89 out of 5 average rating, 142 reviews2BR - Key Largo Sunshine Getaway
Condo in Tavernier
4.8 out of 5 average rating, 137 reviewsTROPICAL PARADISE Ocean Condo - Cabana Daydreamin'
Condo in Key Largo
4.92 out of 5 average rating, 133 reviewsPrivate Condo, north Key Largo
Condo in Key Largo
4.87 out of 5 average rating, 106 reviewsKawama Breeze
Condo in Key Largo
4.95 out of 5 average rating, 42 reviewsParadise at Moon Bay!
Weekly condo rentals
Condo in Marathon
5.0 out of 5 average rating, 4 reviews*NEW* Private Beach, pool & fully loaded kitchen
Condo in Key Largo
5.0 out of 5 average rating, 45 reviewsJaw-dropping Canal View Key Largo Boat Slip, Bay
Condo in Duck Key
4.9 out of 5 average rating, 59 reviewsVilla 5087 on Duck Key BOAT SLIP available
Condo in Islamorada
5.0 out of 5 average rating, 6 reviews3BR&2BA Home Sandy Beach+Heated Pool+ Kayaks+Bikes
Condo in Marathon
4.89 out of 5 average rating, 19 reviewsParadise @ MM61 - Waterfront 1 BR / 1 Bath Condo
Condo in Tavernier
4.99 out of 5 average rating, 84 reviewsModern & Coastal | 3212 is Across from Pool
Condo in Tavernier
4.86 out of 5 average rating, 56 reviewsTurtle Nest 1 Ocean Point Condo “VIEWS”
Condo in Marathon
5.0 out of 5 average rating, 9 reviewsOcean Potion NEW 1B/2B 3Balconies Ocean View
Pet-friendly condo rentals
Condo in Key Largo
4.94 out of 5 average rating, 35 reviewsHidden Key Hideout
Condo in Key Largo
4.9 out of 5 average rating, 62 reviewsOceanside Key Largo 3/3 kayaks included
Condo in Marathon
5.0 out of 5 average rating, 9 reviewsParadise Awaits You!
Condo in Key Largo
4.95 out of 5 average rating, 63 reviewsGorgeous lagoon-front 2BR Townhouse with 2 pools
Condo in Key Largo
5.0 out of 5 average rating, 3 reviewsKey Largo Condo
Condo in Key Largo
4.66 out of 5 average rating, 64 reviewsKey Largo Townhouse by Pool, Lagoon & Beach
Condo in Layton
Relaxing retreat at Sea Bird Marina with boat slip
Condo in Islamorada
180 Degrees of Ocean Views, Lagoon and Florida Bay
Quick stats about condo rentals in Islamorada
Total rentals
90 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
90 properties have a pool
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
550 reviews
Nightly prices starting at
$70 before taxes and fees
Destinations to explore
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- Naples Vacation rentals
- Varadero Vacation rentals
- West Palm Beach Vacation rentals
- Havana Vacation rentals
- Sarasota Vacation rentals
- Nassau Vacation rentals
- Anna Maria Island Vacation rentals
- Condo rentals Miami
- Beach condo rentals Miami
- Beach condo rentals Miami Beach
- Condo rentals Miami Beach
- Beach condo rentals Florida
- Condo rentals Florida
- Condo rentals Fort Lauderdale
- Beach condo rentals Fort Lauderdale
- Kid-friendly rentals Islamorada
- Rentals with a washer and dryer Islamorada
- Apartment rentals Islamorada
- Beach house rentals Islamorada
- Bungalow rentals Islamorada
- Family-friendly rentals Islamorada
- Rentals with a kayak Islamorada
- Rentals with a patio Islamorada
- House rentals Islamorada
- Villa rentals Islamorada
- Waterfront rentals Islamorada
- Fitness-friendly rentals Islamorada
- Rentals with beach access Islamorada
- Rentals with breakfast Islamorada
- Monthly Rentals Islamorada
- Beachfront rentals Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with a hot tub Islamorada
- Rentals with a fire pit Islamorada
- Rentals with a fireplace Islamorada
- Rentals with pools Islamorada
- Pet-friendly rentals Islamorada
- Townhouse rentals Islamorada
- Condo rentals Monroe County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes