COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Vacation Rentals & House Rentals in Islamorada

Updating...

age 0-16
27 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

27 house rentals

Come relax in Islamorada, the tropical jewel of the Florida Keys!!

Islamorada apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 25 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$200

NEW Interior Oceanfront 5th Floor End Unit, Pool, WiFi, Great Ocean Views!

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 31 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$206

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms / 3 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$344

Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

“Comfortable home for family get-together” Positive experience overall: Our family of six adults had a tropical-feeling destination Christmas here. The house easily accommodated all of us, and we enjoyed the wrap-around porch and pool. We appreciated the commodious kitchen with a two-tier dishwasher and side-by-side refrigerator with ice/water dispenser. Having a washer and dryer on the premises was very helpful, since guests are requested to wash linens and towels before departing. Some drawbacks: the house did not come equipped with adequate staples, such as paper products, laundry detergent, and garbage bags, so be prepared to purchase these. There are no beaches or stores within walking distance. On a couple of nights, noisy neighbors talking on the street woke us up. (In general, though, the area is quiet.)

Responds fast! avg. 16 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$667

LYONS LANDING

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$263

FLAMINGO COTTAGE

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$117

Beautiful Captain's Cove

Islamorada villa

3 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$422

Paradise Beach Sandy Oceanfront

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 25 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,261

HOUSE DORADO

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Private outdoor pool (heated)

All filters match

Price per night from

$618

"Irish Ayes" Elegant Waterfront Home with Pool

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Private outdoor pool (heated)

All filters match

Price per night from

$792

DEC & APRIL DEAL MONTH MINIMUM ENJOY! 9545791140

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Private outdoor pool (heated)

All filters match

Price per night from

$172

MANATEE MANOR

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Private outdoor pool (heated)

All filters match

Price per night from

$199

San Roc - Private 150 Ft Oceanfront 2.5 Acre Millionaire Row Estate, Pool, Spa,

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 25 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,261

Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool

Islamorada house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 25 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,261

BEACON REEF 306

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$100

Great rentals within 20 miles that match your search

Private Beachfront Paradise

Matecumbe Key house

4 bedrooms / 3 bathrooms / sleeps 8

“Nicest rental property we have ever stayed in!!” Beautiful home on spotless white beach! Property has been updated with upscale furnishings throughout. Granite, leather furniture, redone bathrooms. Well stocked for all your vacation needs -- towels, beach chairs, beach toys, kitchen full of everything you need, 2 grills. Outside patio was amazing for our meals, sunrises and after dinner activities. The backyard was the beach filled with palm trees for natural shade. Hammock and volleyball court, beautiful pool with waterfall, tables and chairs everywhere for meals or for just relaxing. We traveled as two families and there was more than enough room for all of us. We felt right at home right away. Highly recommend this paradise!

Match: Private outdoor pool (heated)

All filters match

Price per night from

$824

A Coastal Getaway the most beautiful modern house in Key Largo!!!

Sunset Point house

6 bedrooms / 5 bathrooms / sleeps 18

Responds fast! avg. 28 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$622

PALM HARBOR

Tavernier house

4 bedrooms / 3 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$334

BEACON REEF 406

Matecumbe Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$100

OCEAN HARBOUR K31

Matecumbe Key condo

3 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$234

TWICE THE CHARM

Key Largo house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$184

PALMS 313

Matecumbe Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$87

CONCH BAR SOUTH

Tavernier house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$318

PLANTATION ADVENTURE

Tavernier house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$218

BEACON REEF 503

Matecumbe Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$144

BEACON REEF 301

Matecumbe Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$117

Angler's Reef #118

Matecumbe Key house

2 bedrooms / 3 bathrooms / sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$385

×

Also consider