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Florida Keys Vacation Rental Companies

Florida Keys Vacation Home Rentals

Sunrise Retreat, Vacation Rental of Marathon, Florida Keys by “Vacation Rentals Of The Florida Keys”


  • The Florida Keys have some of the best weather in the world, offering sunny skies throughout the year and warm temperatures no matter the season.
  • As a renter of The Florida Keys vacation rentals by owner can be sure to enjoy the outstanding water-sports, boat dock and other activities on the ocean.
  • Activities such as swimming, snorkelling, diving, boating, watching dolphins, eco tours and especially the world class sport fishing that helped to make the Florida Keys world famous.
  • These islands of the Sunshine State Key Largo, Islamorada, Marathon, Big Pine, the Lower Keys, and Key West, have numerous and wide ranging attractions that are sure to please visitors and residents regardless of their interests, passions, or hobbies.
  • The southern tip of Key West is just 90 miles from Cuba. The Florida Keys are in the subtropics.
  • Most of the land areas in Monroe County, but a small portion extends into Miami-Dade County.
  • The Florida Keys population is 73,090, most of the population is concentrated areas like the city of Key West, which has 32% of the entire population of the Keys.

Florida Keys vacation home rentalsKey Largo vacation rentals

What Our Guests Are Saying


The home looked just like the pictures and worked perfect for our adult family needs. We enjoyed parking the boat in the canal and the bait freezer and live bait basket were bonuses. Comfy beds, baths and furniture, plenty of linens and it had all the right tools in the kitchen. Enjoyed our stay!


This house was perfect for our family of five. We rented a boat which we kept at a marina. The pool was perfect. The house was clean and neat.


This property was awesome! After having really bad experiences in the last few months with another major supplier, we were a little nervous, but this place was everything it was advertised to be and more! Perfect location, beautiful views, close to all kinds of good restaurants, reefs and fishing spots. Plenty of room for all our boats, plenty of towels, everything was in working order, and plenty of space for the entire pack of family and friends. The back yard was awesome! They had one hammock already up, and we brought several more for plenty of relaxation. Plenty of backyard furniture for everyone – the fish cleaning station and outside shower were such a convenience. LOVED THIS PLACE!


What Are Some Fun Things To Do In Lower Florida Keys

Find Rentals offers a selection of vacation rentals near parks and other areas of interest in Lower Florida Keys. Some of the most popular places to visit while you’re traveling in Lower Florida Keys while on vacation are The Key West Butterfly and Nature Conservatory, Key West Garden Club, C. B. Harvey Rest Beach Park, Higgs Beach Dog Park, Indigenous Parkand a few more.

There are many other points of interest around Lower Florida Keys listed on Find Rentals where you can find a great place to stay. Try out the search to find a large selection of vacation rentals available near the cityor region you’re traveling to.

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The Largest Of The Lower Keys

Located about 30 miles from Key West, Big Pine Key is the largest of the Lower Keys, while being second largest only to Key Largo. It is named for the extensive stands of Southern Slash Pines that are found here and on nearby No Name Key and Little Pine Key. It is also home to the famous little Key Deer. Points of interest include The Blue Hole which contains fresh water turtles, fish and alligators, and the Nature Trail which meanders through federal refuge lands. Big Pine lies within both the Key Deer and Great White Heron National Wildlife Refuges. The developed areas are scattered about the island with state and federal protected lands in between. Most of Big Pine Key is pine lands and hardwood hammocks fringed by wetlands and transitional wetlands.

Along US 1 you will find much more diverse commercial activities and businesses. These include: two large marine dealers, two dive shops, two bait/tackle shops, two convenience/gas stations, a post office, two banks, two beauty shops, two liquor stores, a major chain grocery store, boat rentals, kayak rentals, video rentals, florists, three building supply/hardware stores, dentists, doctors, gift stores, eleven restaurants and more.

Our Featured Florida Keys Vacation Rentals

Vacation Rentals of the Florida Keys /Marathon Vacation Rentals / 3 bedroom

Beautiful & Brand New

260 13th StreetKey Colony Beach, FL 33051

This spacious 3 bedroom, 3 full bathrooms, 2 half bath custom built home has everything you could desire.

Private Pool & 40 ft dock!

100 Ave EMarathon, FL 33050

Open concept meets modern elegance in this stunning canal-front pool home located in the heart of the Florida Keys.

Private Pool & large dock!

This brand new home is perfectly appointed in a beautiful, up and coming Gulf-side neighborhood.

Private Pool & 70 ft dock!

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Islamorada Rentals Key Largo Rentals & Fl Keys Vacation Rentals

Your Islamorada rental, Tavernier rental and Key Largo rental search starts here. At Island Villa, were pleased to list the most luxurious and stunning Florida Keys vacation rentals. When searching for the perfect Florida Keys rental home for you or your family, we want you to have the most information at your fingertips, so our Keys property listings include virtual tours and photos. Island Villa is your native connection to paradise, and we are here to help you explore your options for a dream Florida Keys vacation.

A FL Keys vacation is sure to make cherished tropical memories. Escape to your Islamorada vacation rental retreat or Key Largo vacation hideaway and enjoy the island life. Whether your FL Keys vacation is action-packed with fishing, diving and exploring the sparkling waters of the Keys, or its spent swaying in a hammock suspended between two palms, you can enjoy it all from our Florida Keys rentals. Enjoy world-class snorkeling or kayak the shallow flats from the backyard of our waterfront vacation homes. Our goal is to accommodate you from the beginning of FL Keys vacation planning through your stay at one of our Key Largo, Tavernier or Islamorada rentals or anywhere in between. Whether youre renting a home in Islamorada or Key Largo for a vacation, wedding, corporate event, or family reunion, our accommodations are sure to please. Our rentals offer breathtaking views and designer interiors that capture the charm and beauty of the FL Keys.

Colorful Shores Of The Florida Keys

Beachgoers flock to the Florida Keys to rent prime vacation homes near the water, and theres plenty to choose from. Sandspur Beach is an ideal beach for families, due to its shallow, calm waters and picnic areas, along with Calusa Beach, a Gulf-side beach thats sheltered and quiet, offering excellent views of the water. Smathers Beach is a popular beach for outdoor enthusiasts looking to windsurf, kite surf, or kayak. Dry Tortugas National Park is great for nature lovers, due to its population of loggerhead and leatherback sea turtles that can be seen by diving or snorkeling.

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Florida Keys Vacation Rentals

Ocean Front 6 bedroom 4 bathroom home with private pool and dock


Gorgeous ocean view from this 5 bedroom 3 bathroom home with private pool, and dock.

Tropical Paradise

Ocean Front 2 bedroom 3 bathroom home with dipping pool and private dock

Conch House

4 bed/4 bath Oceanfront home with boat dockage and private pool

Little Torch Key Nest

Little Torch Key Nest

Little Torch Key Nest

6 Bedrooms 4 bath – This 4 bedroom home has a 2 bedroom cottage. Great for privacy

Blue Palms Retreat I

Spectacular ocean front home with 3 bedroom and 2 bathrooms, private pool and dock

Starfish House

3 bed 2 bath ocean front home with private dock at your back door


Blue Palms Retreat I


Amazing 4 bedroom/3 bath Ocean Front Home on Cudjoe Key with heated pool, dock, screened in porch and great ocean views. Sleeps 10+

Monthly Rentals

Spectacular Sunsets over the open water

2 bedroom 2 bath home

Get Reel Bungalo

Nicely appointed 3 bedroom 2 bathroom

deep canal for boating

Sunset Views on the open water

3 bedroom, 2 bathroom home with dock

Summerland Nest

5 Pirate’s Hideaway

5 Pirate’s Hideaway

Canal Front home on deep water with private pool and tiki hut. 3 bedroom 2 bathroom

7 Seas

Canal Front home – dock your boat at your back door. 3 bedroom 3 bathroom home

Blue Skys

3 bedroom, 2 bath, canal front home. Dock your boat.

Upper & Lower Sugarloaf Keys

Doc’s Holiday, Vacation Rental of Key Colony Beach, by “Vacation Rentals Of The Florida Keys”

There appears to be possibly two theories on how Sugarloaf Key got it’s name. One would tell us simply that there was once a very large Indian mound near the eastern shore just north of what is now the Bow Channel bridge, that was shaped like an old fashioned loaf of sugar, hence the name. The second theory is that it was simply named after the Sugarloaf Pineapples which were once grown here commercially.

On the north side of the highway, near the airstrip and behind the Sugarloaf Lodge marina and restaurant can be found the famous “Bat Tower” constructed by Richter C. Perky in 1929. The fifty foot wooden tower was built to house large colonies of bats which in turn would hopefully devour the clouds of mosquitoes. The bait was put out, but the bats never showed up, leaving the tower a conversational point of interest to this day.

Today, Sugarloaf Key, which is 17 miles from Key West, boasts a motel and restaurant, a marina with a bait and tackle shop, a convenience store/deli/gas station, a post office, a bank, an airstrip, a large marine dealer and repair business and an auto repair shop. There is an excellent kayak eco-tour departing from the marina plus canoe and kayak rentals available. The key also has a fire station, an elementary school and a church.

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How To Get Down To Your Florida Keys Vacation Rental

Travelers can reach the archipelago by air, sea or land. There are two airports in the keys: Key West International Airport and Florida Keys Marathon Airport. Cruise ships and ferries come from mainland Florida into the islands on a regular basis. If you plan on coming by car, the interstate U.S. 1, known as the Overseas Highway, connects all the major islands amongst themselves and to mainland, allowing visitors to reach the Keys from anywhere in the U.S.

The islands are positioned very close to one another and the Overseas Highway goes through 43 of the major Keys islands, connecting travelers to several cities throughout the archipelago. This scenic route makes it easy for travelers to reach their Florida keys vacation home and all the other attractions along its 113 miles.

Sun Beaches And Nature Are Yours With A Florida Keys Vacation Rental

The Keys are an Archipelago in the southeast end of mainland Florida. There are in total more than 1,700 islands, and less than 5% of those are inhabited. The islands have unique flora and fauna and a warm climate throughout the year. It is a destination for travelers who wish to surround themselves with nature, enjoy the white sandy beaches of the islands or enjoy water sports. Florida Keys vacation rentals are a great way to discover and enjoy everything this perfect destination offers.

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Things To Do Around Our Florida Keys Vacation Rentals

  • Get out on the water. Getting out on the open water is the heart and soul of the Keys. Sign up for a scuba class, hit the seas with parasailing, or snorkel in Key Largo. Head out with fishing gear to catch something for dinner, or admire the surf and watch for dolphins.
  • Adventure on land. Little Conch Key’s laid-back attitude, and the sea turtle hospital in Marathon are just a taste of your Florida Keys options. Swing by the preserved mango swamps of Marathon or visit dolphins at the Dolphin Research Center. Head to the Key West Butterfly and Nature Conservatory in between beach trips for more wonder and wildlife.
  • Heading to our Florida Keys vacation rentals is an ideal choice for someone looking to get away from the daily grind. After a few days in your Florida Keys beach house rental, you’ll wish you could stay forever.

Diverse Dining Options In The Florida Keys

waterfront Florida keys vacation rental

From the fresh fish and seafood from local waters to traditional favorites with a twist, theres something for every palate in the Florida Keys. Key West pink shrimp is a popular natural resource, due to its sweet taste, and may be prepared in a variety of ways. Yellowtail snapper, grouper, mahi-mahi, and lionfish are also unique island fare that are served with unique accompaniments, and stone crabs, a delicacy thats often served with drawn butter, is a seasonal favorite for both visitors and locals. Fortunately, vacation rentals in the Florida Keys ensure youre always able to satisfy your cravings.

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Sun Fun And History In The Florida Keys

No matter your interest, there are vacation rentals near the array of activities and landmarks in Key West. The Bahia Honda State Park and Beach offers opportunities for hiking, fishing, snorkeling, and kayaking, and Old Town Trolley Tours give you stunning views of the island towns as you pass through. The Mel Fisher Maritime Heritage Museum boasts gold and other treasures pulled from nearby shipwrecks, giving you a glimpse of the areas history, and Duval Street is the place to go for shopping, dining, and sidewalk celebrations.

About Tropical Property Rentals

At Tropical Property Rentals of Marathon, Located in the Fabulous Florida Keys, we are dedicated to providing all our Florida Keys Vacation Rental Guests with a nice selection of luxurious vacation rental properties, and a simple way to find them. All of our Florida Keys Vacation Properties are viewable online, so you can browse without any outside pressure. Here, we believe that being a true leader involves being a servant to all. We pledge to offer unparalleled service to each guest and to represent you to the best of our ability, resulting in relationships that last a lifetime.

Location is everything, and our homes are in the Heart of the Fabulous Florida Keys. Marathon Island has everything to offer, including five star deep sea and back county fishing charters, diving and snorkeling adventures, five-star dining with an excellent selection of tiki bars and local get-a-ways which usually have great live entertainment also. We also cannot forget our amazing Sombrero Beach, which is one of the nicest beaches in all the Florida Keys! Here you will find everything from Truly Amazing Wedding Venues with spectacular Sunrise and Sunset Views, to our comfortable two bedroom Get-A-Way that comes with its own private beach and cabana club included! Backed by more than a decade of professional experience, you can count on us to help you find the perfect home for your families Wedding, Event, family Reunion or Fabulous Florida Keys Vacation.

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The Florida Keys Attractions

When you are staying in Keys Vacation Rentals it is impossible to be bored. You will find activities and attractions for you and your significant other to your entire family. There will also be many restaurants that will tempt your taste buds. So what are you waiting for, book online today and get out and enjoy a Florida Keys Vacation!

Vacation Rentals & House Rentals In Florida Keys

Skipjack #203, Vacation Rental of Marathon, Florida Keys by “Vacation Rentals Of The Florida Keys”
  • Swing set or jungle gym
  • Table tennis
  • Private fishing lake or river
  • Trampoline
  • Skiing property near ski resort
  • Walking trips

1 bedroom / 1 bathroom / sleeps 4

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2 bedrooms / 2 bathrooms / sleeps 6

Our Spirits were renewed! Things don’t happen by chance! Little did we know six months ago when we booked our vacation how much we would really, really NEED a quiet and peaceful week! This little corner of Marathon is exactly that: quiet and peaceful. The condo is very comfortably furnished, very clean, and the view is – well, I don’t think there is a ‘better’ view anywhere! It’s picture perfect – even to the gorgeous green iguana on the palm tree! . We had our son, daughter in law and two little grandkids with us…it was perfect! Sunrise with coffee by the pool, under the Chickee or on the patio…awesome! Lots to do for families or singles very close by…yup…you really can even have pizza delivered if you don’t want delicious, fresh seafood!..and wow! are there some awesome spots for that!! Communication with the owners is impeccable…could NOT be better. These are the folks with whom you love to do business!! Thanks so much, Todd and Jamie!

Responds fast! avg. 3 hours 26 minutes

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2 bedrooms / 2 bathrooms / sleeps 4

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4 bedrooms / 4 bathrooms / sleeps 10

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2 bedrooms / 3 bathrooms / sleeps 6

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4 bedrooms / 3 bathrooms / sleeps 10

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Vacation Rentals Sales & Key West Awesomeness

Get to know Last Key Realty, our unique approach to luxury vacation rentals, and our vision for your stay in Key West when you choose to spend it in a Last Key vacation home.

We are Last Key Realty, a Key West Vacation Rental broker, a Buyers Broker, and a Property Manager in Key West, FL. We are a company of people who are passionate about Key West, and who feel a special responsibility to those visiting the Keys, those pursuing the purchase of property in the Keys, and those in need of property management services for their rental homes in the Keys. We want our guests and clients to come away feeling the same magic that we felt ourselves when we first came to Key West, and the same magic that has kept us here since.

Each of the homes on our website have been designed and furnished with that unique Conch Republic flavor, but also with the idea that our guests should feel right at home. With so many vacation homes making do with the barest of essentials, each of the homes we have to offer will come as a pleasant surprise. We also pride ourselves in the service we provide for our guests, whether its just recommending a great restaurant, or dealing with a maintenance issue in the least amount of time possible. If you have any questions, you can call us at any time.

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