Vacation Rentals

Islamorada has many great rental homes available. From large waterfront homes with swimming pools to quaint bungalows, Islamorada has options for all budgets and family sizes.

Island Villa

Email: rentals@islandvilla.com

Vacation Rentals, Destination Weddings, Film/Production Locations. For more than fifteen years, Island Villa Rentals with Patti Stanley charting its course has been the trusted source for Islamorada vacation rentals, Tavernier and Key Largo rentals and destination wedding properties. Whether you’re planning a vacation or destination wedding, we can help you find your ideal Florida Keys vacation rental. Island Villa is the name synonymous with idyllic Islamorada rentals, Key Largo rentals, destination wedding sites, luxury home building, and much more!Read More
Anglers Reef 102 Islamorada Times

Email: info@islamoradatimes.com

This lovely two bedroom two bathroom sleeps 6 oceanfront home is at Mile Marker 85 in exclusive Angler’s Reef – 52 homes . Quaint streets & walking paths wind through this village-styled retreat. Enjoy a drink in the lushly landscaped pool area overlooking the ocean or on the 500′ of stunning private beach. Protected deep water marina with a deep channel out to the Atlantic. Brand new Ocean Kayak 12 foot Tandem available for your use. Launch kayak from the private beach and try your luck at Isalmorada’s famed bone fishing in the flats right out front. Brand new in 2008, this home is fully equipped. Tile showers, Stainless appliances, granite kitchen counters, 3 Flat Screen TVs, & more. Visit www.homeaway.com listing  number 4208345 for more information and to reserve or call us direct at 484-919-2133 to avoid all those annoying fees.Read More
Barefeet Vacation Rentals

Email: info@barefeetrentals.com

Barefeet Rentals specializes in Vacation Rental Homes in the Upper Florida Keys. Boaters, fishermen, scuba divers, sun worshipers and snowbirds…welcome to the fabulous Florida Keys…what’s your pleasure? Our Key Largo vacation rentals are situated just a short drive to Islamorada and surrounded by beachfront views of the azure waters of the Atlantic and the calm waters of the northern Gulf of Mexico, known locally as the Florida Bay. Barefeet Rentals offers Florida Keys vacation rentals to fit any budget. Private rental homes and condos – modest to magnificent. We even offer Key Largo vacation homes with docks.Read More
Anglers Reef 130 Tequila Sunrise

Email: info@islamoradatimes.com

Angler’s Reef is a private, gated residential community in the “Fishing Capital of the World” of Islamorada FL.  Our community consists of 52 private homes, as well as, a 36 slip marina on the Atlantic.  Our amenities consist of two beaches and a waterfront pool. This lovely two bedroom two bathroom sleeps 6 oceanfront home is located at Mile Marker 85.Quaint streets & walking paths wind through this village-styled retreat. Enjoy a drink in the lushly landscaped pool area overlooking the ocean or on the 500′ of stunning private beach. Protected deep water marina with a deep channel out to the Atlantic. Brand new Ocean Kayak 12 foot Tandem available for your use. Launch kayak from the private beach and try your luck at Isalmorada’s famed bone fishing in the flats right out front. Brand new in 2008, this home is fully equipped. Tile showers, Stainless appliances, granite kitchen counters, 3 Flat Screen TVs, & more. Visit www.homeaway.com listing number 3788659 for more information and to reserve or call us direct at 484-919-2133 to avoid all those annoying fees.Read More
Nautilus Getaway 3bed/3bath with private pool, outdoor kitchen, tiki hut, dockage & community beach

Email: bonniesanderson22@gmail.com

The interior of this home is casual elegance and well-appointed throughout. The kitchen has all appliances that are upgraded and the kitchens flow through design is spacious and inviting, giving guests the option to relax at home for breakfast, lunch and dinner. The Master Bedroom is a comfortable retreat with a queen size bed and en suite bath with a shower/tub combo. The guest rooms are all well thought out to maximize space and comfort for guests. The first guest room offers a queen size bed. The second guest room offers a queen bed. The guest bathroom is a stand alone shower. All bedrooms are on the main living area. The lower level of this home hosts a large bonus room that can be utilized as a second living room or game room. The lower level also offers a third full bathroom, with easy access to and from the pool, kitchenette & some bunk beds. *There is no interior access between lower & upper levels. Stepping outside, guests are greeted by gorgeous grounds and a pool with plentiful poolside deck space to soak in the sun. There is also a full outdoor kitchen and tiki hut. This home sits perfectly on a wide canal. There is also a private, gated community beach near by where guests will have full access as well. Contact Rachel at 305-393-3076 or email her at rachellynnes94@gmail.comRead More