Updating...
Come relax in Islamorada, the tropical jewel of the Florida Keys!!
Islamorada apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
Match: Heated pool
All filters matchPrice per night from
$201
Match: Heated pool
All filters matchPrice per night from
$230
Islamorada Ocean Views! Pool, Wi-Fi, Balcony, Gym, Covered Parking
Islamorada condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Responds fast! avg. 2 hours 44 minutes
Match: Heated pool
All filters matchPrice per night from
$172
Match: Heated pool
All filters matchPrice per night from
$345
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. 1 hour 0 minutes
Match: Heated pool
All filters matchPrice per night from
$671
“Phenomenal keys experience!” This bay front condo is the perfect destination for the entire family! The fishing ranks up with the best in the world, there are plenty of other activities, and Key West is just a short trip down the beautiful HWY 1. I've had the pleasure of staying at this condo several times and have honestly never had a bad time (even during a cat 5 Trop Storm). There is too much to do, the condo is comfy, and the weather is always beautiful. Definitely recommend this condo!
Match: Heated pool
All filters matchPrice per night from
$254
Match: Heated pool
All filters matchPrice per night from
$574
Match: Heated pool
All filters matchPrice per night from
$356
Match: Heated pool
All filters matchPrice per night from
$392
Match: Heated pool
All filters matchPrice per night from
$246
Match: Heated pool
All filters matchPrice per night from
$803
Match: Heated pool
All filters matchPrice per night from
$159
San Roc - Private 150 Ft Oceanfront 2.5 Acre Millionaire Row Estate, Pool, Spa,
Islamorada house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Match: Heated pool
All filters matchPrice per night from
$2,131
Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool
Islamorada house
- 5 bedrooms
- 4 bathrooms
- sleeps 12
Match: Heated pool
All filters matchPrice per night from
$1,148
Match: Heated pool
All filters matchPrice per night from
$458
Lazy Daze Beach House 5 Star Modern Oceanfront Islamorada Townhome on the Beach!
Islamorada townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Match: Heated pool
All filters matchPrice per night from
$446
Match: Heated pool
All filters matchPrice per night from
$378
Match: Heated pool
All filters matchPrice per night from
$161
Responds fast! avg. 20 minutes
Match: Heated pool
All filters matchPrice per night from
$206
Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball
Islamorada house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Match: Heated pool
All filters matchPrice per night from
$207
Bayview house with bayviews. Pool with Spa, dock center of town great fishing !!
Islamorada house
- 2 bedrooms
- 1 bathroom
- sleeps 6
Match: Heated pool
All filters matchPrice per night from
$821
New Listing! Charming Angler's Reef Home with Pool, Dockage
Islamorada house
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Match: Heated pool
All filters matchPrice per night from
$458
Islamorada trop paradise pool, fishing, 2fls luxury with a filet stationn
Islamorada house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Match: Heated pool
All filters matchPrice per night from
$785
New Upscale, private pool, Dockage, kayaks, bikes, downtown Islamorada locale
Islamorada house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
Match: Heated pool
All filters matchPrice per night from
$912
Majestic estate, 200' of private oceanfront beach & pool, 3,600sqft tiki
Islamorada house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Match: Heated pool
All filters matchPrice per night from
$1,474
Great rentals within 20 miles that match your search
Responds fast! avg. 2 hours 20 minutes
Match: Heated pool
All filters matchPrice per night from
$402
Match: Heated pool
All filters matchPrice per night from
$81
Match: Heated pool
All filters matchPrice per night from
$224
Responds fast! avg. 2 hours 20 minutes
Match: Heated pool
All filters matchPrice per night from
$402
Match: Heated pool
All filters matchPrice per night from
$338
Match: Heated pool
All filters matchPrice per night from
$2,524
Match: Heated pool
All filters matchPrice per night from
$339
Match: Heated pool
All filters matchPrice per night from
$764
Match: Heated pool
All filters matchPrice per night from
$299
Match: Heated pool
All filters matchPrice per night from
$229
Responds fast! avg. 3 hours 2 minutes
Match: Heated pool
All filters matchPrice per night from
$342
Match: Heated pool
All filters matchPrice per night from
$373
Match: Heated pool
All filters matchPrice per night from
$568