Vacation Rentals in the Keys – Upper and Middle Keys

Millions of people visit the islands of the Florida Keys each year to reconnect with nature, family, and adventure. From its world-famous sport fishing to its spanning white sand beaches, the Keys offer plenty of opportunities for fun and relaxation.


The Upper and Middle Keys are made up of some popular vacation spots, such as Key Largo, Marathon, and Islamorada. These islands are rich in culture and offer an escape from the winter cold. The Keys are also home to the world’s third-largest barrier reef.


When planning a trip to the beautiful Florida Keys, you’ll want to consider several important aspects, such as what activities are available, what attractions to see, and where to find the perfect vacation rental.


Things To Do in the Keys

Florida’s string of tropical islands can be easily accessed via car along the scenic Seven Mile Bridge and the Overseas Highway which spans from Key Largo to Key West. While traveling through the Keys, you’ll want to make a few stops at some of the area’s most famous sites and attractions.


The Crocodile Lake National Wildlife Refuge is a must-see in the Upper Keys. This diverse habitat protects many natural wonders, such as mangrove forests, hardwood forests, and salt marshes. The Dagny Johnson Key Largo Hammock Botanical State Park is also ideal for nature lovers who will find over 80 species of plants and animals.


Adventure is available at every turn in the Upper and Middle Keys. Swim with dolphins, tour the Sea Turtle Hospital, and walk the Overseas Heritage Trail. You’ll also want to visit the Theater of the Sea, one of the oldest marine mammal facilities in the world and home to a vast collection of dolphins, sea lions, sharks, alligators, turtles, and more.

Why Visit the Keys for Your Next Vacation?

The Florida Keys are situated on a coral cay archipelago, making them an excellent location for outdoor activities like snorkeling and diving. There is also an abundance of interesting wildlife native to the Keys, such as the Loggerhead sea turtle, Key deer, Torch Key raccoon, and Mangrove buckeye.


While vacationing in the Florida Keys, you’ll certainly want to sample the cuisine. The Keys are islands, meaning you can expect a wide assortment of seafood. The Keys are known for some must-try dishes, such as Stone crab claw, Lionfish sushi, and Blue Heaven key lime pie.


There are countless reasons to make the Florida Keys the location of your next vacation. Maybe you want to experience an awe-inspiring Florida Keys sunset as you feel the ocean breeze on your skin. Or perhaps you want to uncover the fascinating history of the islands. Regardless, you’re sure to make some incredible memories.

Contact us at 305.664.3333 or so we may help with your Florida Keys rental plans

Search Luxury Florida Keys Vacation Rentals

Islamorada is home to some of the most charming vacation rentals in the Keys. Explore the wide selection of luxury vacation rentals from Island Villa Properties to find your little piece of paradise.

Maison Residences – Unit 101 – Beachfront

Maison Residences includes a group of world-class oceanfront residences situated in the heart of Islamorada. Unit 101 is a beachfront villa surrounded by manicured grounds and a resort-style pool and jacuzzi area. The flat ocean side style property features four bedrooms and four-and-a-half baths and is available as a weekly rental. 

Maison-Residences-Islamroada Florida Keys

Maison Residences – Unit 403 – Oceanfront & Pool Front

Just a brief 90-minute drive from Miami, this Maison Residence offers all the comforts of home with the luxuries you’d find in a sophisticated resort. Unit 403 is a flat ocean side vacation rental with three bedrooms and three-and-a-half baths. It is safely located in a gated residence and features 10’ ceilings, porcelain tile, and a balcony that overlooks the pool and ocean.

Maison Residences – Unit 202 – Oceanfront

Unit 202 is an oceanfront villa at Maison Residences with four bedrooms and four-and-a-half baths. The flat ocean side vacation rental is fully equipped with everything you need for a relaxing and romantic honeymoon, including a spacious floor plan, gourmet kitchen, and beautiful grand room that opens up to an oversized living terrace with 9’ stacked sliders. The master bedroom also offers terrace access, as well as ocean and pool views.

Maison Residences – Unit 203 – Oceanfront

This next luxurious residence is an oceanfront property that offers many of the same luxury amenities as other Maison Residences. Unit 203 is located in a gated residence with access to a pool and heated jacuzzi. Enjoy sweeping views of the ocean and more than 350’ of the white sand beach from your private balcony. Inside, the villa offers flat-screen TVs in every bedroom, 10’ ceilings, porcelain tile, Caesar-stone countertops, U-Line beverage center, and Sub-Zero and Wolf gas kitchen appliances.

Cabana Flat – Maison Matecumbe

Beautiful honeymoon vacation rentals are not hard to find if you know where to look. Within the charming Maison Matecumbe gated community, you’ll find a spectacular unit known as Sunrise. The luxury accommodation has three bedrooms and three baths. The flat ocean side villa also offers spectacular views of the sprawling pool, ocean, and tropical trees.


Contact us at 305.664.3333 or so we may help with your Florida Keys rental plans.

Find Your Perfect Rental with Island Villa

Finding a place to stay in the Upper and Middle Keys doesn’t have to be hard. Island Villa Properties is dedicated to helping you find the perfect vacation home. View our wide selection of luxury vacation rentals in the Upper and Middle Keys, including spectacular oceanside rentals, bay rentals, waterway rentals, condos, townhomes, and flats.