Islamorada Vacation Rentals - 36 Rentals Available

“Sunrise on Sunset” is the ULTIMATE BEACH FRONT HOME.   There are BREATH TAKING OCEAN VIEWS from almost every room in this house!   Play in the san

Beds: 4 Baths: 4 Sleep: 12

MINIMUM STAY:  28 DAYS      The MOSAIC HOUSE  as it is named is located on one of Lower Matecumbe’s (Islamorada) most popular streets and features

Beds: 3 Baths: 3 Sleep: 6

"Lyons Landing" is an exceptional VENETIAN SHORES single family home with pool, dock, boat lift and outdoor living area!  Everything you need for a specta

Beds: 4 Baths: 3 Sleep: 10

Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home!   There is a wonderful open concept floor plan wit

Beds: 3 Baths: 2 Sleep: 6

"The Palms #314" is a sensational oceanfront views are yours from both the master bedroom and the balcony of this beautifully appointed condo. Watch the

Beds: 2 Baths: 2 Sleep: 5

"The Palms #301" is an exceptional condo has been impeccably maintained and is located in one of the finest condo complexes in Islamorada. It features a

Beds: 2 Baths: 2 Sleep: 6

"Blue Water Retreat" is all about the location, location, location!  This home has it all - ocean side Lower Matecumbe location, remodeled in 2009. Rel

Beds: 3 Baths: 3 Sleep: 8

"Beacon Reef 310" is one of the most desirable condominium complexes in the Upper Keys.   Located in Islamorada it is convenient to everything - resta

Beds: 2 Baths: 2 Sleep: 4

"The Palms #405" is a diamond! Be among the first to rent this gorgeous two bedroom condo. It has been completely renovated from floor to ceiling. The f

Beds: 2 Baths: 2 Sleep: 6

"Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a port

Beds: 1 Baths: 1.5 Sleep: 3