Search
Resorts & LodgesVacation RentalsTravel Guides
List Your Property
Rates From
$170
Amenities
  • Wifi
  • Kids Allowed
Call Direct
1-866-967-3004
Inquire
Website
Save to Favorites

Find Your Own Captivating Getaway in the Upper Keys

It's easy to book a room at a grand resort for your Florida vacation. But when it comes to the Keys, there's a much better way to experience the picturesque shores and exciting atmosphere. Stay with Keys Holiday Rentals and you will have the best of both worlds: the privacy and comfort of home with all the modern amenities of a luxury resort. Their selection of premier Florida Keys vacation rentals are dispersed throughout the Upper Keys including Key Largo, Plantation, Tavernier, and Islamorada. Their wide range of accommodations feature multiple bedrooms, fully-equipped kitchens, flat-screen televisions with DVD players, and wireless internet. Some units even have their own pool, while others offer access to a community pool! When you're not lounging at your rental spend a day fishing through the beautiful Gulf of Mexico waters. You can also explore these turquoise waters at your own pace with snorkeling and diving opportunities. There's so much to do in the area you might have to extend your vacation to experience it all!

Beach
Family
Nature
Fishing
Romantic
Luxury
Honeymoon
Holiday
Island
Villas and Condos
Rental beach at Keys Holiday Rentals, Inc. Snorkeling at Keys Holiday Rentals, Inc. Head to Florida for a memorable beach vacation! Head to the Gulf of Mexico and experience sandy white beaches and some of the bluest water you'll ever see! Pack up your swimming suit, towel and sunscreen and get ready for the vacation of a lifetime! Book your stay at Keys Holiday Rental today.
Snorkeling at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Fishing at Keys Holiday Rentals, Inc. Rental balcony at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental interior at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental beach at Keys Holiday Rentals, Inc. Rental balcony at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental fishing at Keys Holiday Rentals, Inc. Rental pool at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental fishing dock at Keys Holiday Rentals, Inc. For a family vacation that everyone will remember for years to come, you can't go wrong with Keys Holiday Rentals. Choose from their impressive selection of Upper Keys vacation rentals that put you just minutes away from the exciting activities that the Florida Keys are known for! Spend an afternoon soak up the Florida sun, or dive into the waters on a snorkeling trip. Local fishing charters are a great way to get out onto the waves and enjoy the views!
Rental exterior at Keys Holiday Rentals, Inc. Aerial view of rental at Keys Holiday Rentals, Inc. Snorkeling at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Fishing at Keys Holiday Rentals, Inc. Rental beach at Keys Holiday Rentals, Inc. Rental balcony at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental fishing at Keys Holiday Rentals, Inc. Rental fishing dock at Keys Holiday Rentals, Inc. The Keys offers plenty of ways to get close to nature. A variety outdoor attractions are just minutes away when you stay with Keys Holiday Rentals, including Bahia Honda State Park, Dry Tortugas National Park and the John Pennekamp Coral Reef State Park. Explore the beaches and trails and tropical surroundings at your leisure. For a more adventurous experience, discover all about nature underwater. Snorkeling and scuba diving trips are some of the best here!
Rental fishing dock at Keys Holiday Rentals, Inc. Rental fishing at Keys Holiday Rentals, Inc. The Florida Keys are an exceptional destination for fishing adventures for all ages. When you stay with Keys Holiday Rentals, you won't be far from the beaches and the local fishing charters that head out onto the waves for a variety of species including black sea bass, mackerel, snappers and more. The resort can assist you with fishing licenses and anything else you might need to ensure your trip is as memorable as possible!
Fishing at Keys Holiday Rentals, Inc. Rental balcony at Keys Holiday Rentals, Inc. Aerial view of rental at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental beach at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. What could be more romantic than a relaxing island vacation with your sweetheart? When you stay with Keys Holiday Rentals, you and your loved one are sure to enjoy the calming and refreshing environment of the Florida Keys. Explore the incredible underwater world on a snorkeling trip or venture through one of the area's beautiful state parks. At the end of the day, make sure you catch the sunset over the water!
Rental kitchen at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental balcony at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental interior at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental balcony at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental living room at Keys Holiday Rentals, Inc. Rental kitchen at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental pool at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Keys Holiday Rentals features a wide range of charming accommodations throughout the Upper Keys. These spacious rentals offer many modern amenities that will make you feel like you never left home! Multiple bedrooms, cozy living spaces, and fully-equipped kitchens are standard. You will have flat-screen televisions with DVD players, barbecue grills, and even private decks. Many homes take the luxury a step further with private pools as well.
Rental exterior at Keys Holiday Rentals, Inc. Aerial view of rental at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Fishing at Keys Holiday Rentals, Inc. Rental beach at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Celebrate the start of your life together in the beautiful Florida Keys! Keys Holiday Rentals provides you and your new spouse a wide range of accommodations to choose from, with luxury amenities sure to make your honeymoon getaway a memorable one. Go on a snorkeling trip together or join a local fishing charter for some of the best angling in the country!
Rental pool at Keys Holiday Rentals, Inc. Aerial view of rental at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Snorkeling at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Fishing at Keys Holiday Rentals, Inc. Rental beach at Keys Holiday Rentals, Inc. Rental balcony at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental fishing at Keys Holiday Rentals, Inc. Whether you're looking to getaway over the cold winter months or planning a vacation to celebrate a holiday, Keys Holiday Rentals provides you with everything you need for a memorable stay. Their premier rentals are located throughout the Upper Keys area and put you just minutes from all the action. Reconnect with friends or family while bike riding through town, or as you indulge in some unique fare at the local restaurants!
Aerial view of rental at Keys Holiday Rentals, Inc. Rental bedroom at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Fishing at Keys Holiday Rentals, Inc. Rental balcony at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental exterior at Keys Holiday Rentals, Inc. Rental fishing at Keys Holiday Rentals, Inc. Rental fishing dock at Keys Holiday Rentals, Inc. The Florida Keys are an exciting island vacation experience that doesn't necessarily break the bank. When you plan your getaway with Keys Holiday Rentals, you can find the perfect cozy home-away-from-home that puts you in an ideal setting to discover all that this island retreat has to offer. From the magnificent state parks to the popular snorkeling adventures, you won't ever have a dull moment!
Rental living room at Keys Holiday Rentals, Inc. Keys Holiday Rentals features an impressive selection of luxurious condominiums to choose from on your Florida vacation. These units are all well-maintained and furnished to ensure your complete comfort. Feel like you're right at home with your own full kitchen, cozy living space with flat-screen television and DVD player, wireless internet, and your own private balcony. You'll also have access to community swimming pools, hot tubs, tennis courts, and more!
Amenities
Open Dates
  • All Year
Property Size
  • 35 units
Nearby City
  • Islamorada
Nearby Water
  • Gulf of Mexico
General
  • Fitness Center
  • Game Room/Arcade
  • Swimming Pool
  • Cable TV
  • CD Player/Stereo System
  • DVD Player
  • Flatscreen TV
  • Internet
  • Satellite TV
  • Wireless Internet
Room
  • Air Conditioning
  • Alarm Clock
  • Coffee Maker
  • Deck
  • Full Kitchen
  • Microwave
  • Patio
  • Refrigerator
Activities
  • Live Entertainment
  • Photography
  • Shopping
  • Sightseeing
  • Swimming
  • Tennis
  • Beach
  • Biking/Bicycling
  • Bird Watching
  • Boating & Watercraft
  • Boat Docks
  • Hiking
  • Wildlife & Nature
  • Sailing
  • Saltwater Fishing
  • Scuba Diving
  • Snorkeling
Services
  • A/V Equipment
  • Laundry Facilities
Suitability
  • Children Welcome
Show all  
Show less  
Traveler Reviews

Lodging in or near Islamorada

0.6 miles away

1.4 miles away

8.7 miles away

13.1 miles away

17.8 miles away

18.4 miles away

This property is ranked number 1 on Top Florida Keys Luxury Vacations. Read about it here.

stats