Key West Nightly Rentals

Booking a Vacation Rental Getaway to Key West, Florida

A drive along the miles of bridges that connect the Florida Keys is one of the greatest pleasures in the Sunshine State. For this reason, some travelers are looking for Key West nightly rentals, as a place to spend a couple days in the middle of a driving trip. After all, Key West, the southernmost point in the Florida Keys, is only a three-hour drive from Miami. If you're planning a trip to Miami or Fort Lauderdale, you could also include a couple days in serene Key West in your itinerary.

Why Choose Nightly Rentals?

Some travelers arrive in Key West after a beautiful drive, take a quick look around, and turn back for Miami. This, however, is a long day of driving, totaling over six hours. Instead, you might want to look into Key West nightly rentals. Whether you're planning a quick visit during the week or on the weekends, you can find cozy and affordable rentals for a few days.

key west nightly rentalsAnother reason to choose these rentals is the fact that there is so much to see and do in Key West. Some travelers arrive in Key West without plans to stay overnight and realize that they are missing out when they turn back to drive north. With a little planning ahead, you can see all that Key West has to offer in a short period of time.

Things to Do in Key West

By choosing nightly rentals, you will have the chance to explore Key West. If you're looking for relaxation, check out the tropical waters at Fort Jefferson . This is one of the best spots for a serene day of swimming and snorkeling. Travelers looking for adventure will have a long list of options from sailing lessons to kayaking tours to deep sea fishing adventures.

If you're traveling with kids, encounters with local wildlife can be a highlight of visiting Key West. One of the most popular is dolphin charters that will introduce you to the playful local bottlenose dolphins. Kids will also want to visit the Butterfly Conservatory , where they can walk through a tropical world of exotic birds and hundreds of butterflies.

The Grown Up Side of Key West

One popular reason for choosing Key West nightly rentals is to enjoy local restaurants and nightlife. While Key West is known for attractions like the Ernest Hemingway house , it also has a fun side. Restaurants are famous for serving up local seafood, and bars with have all sorts of appealing frozen drink specials. During your visit, sample local seafood at Blue Heaven Restaurant or down a cocktail at Sloppy Joe's Bar .

Some travelers might be looking for the relaxed, grown up side of Key West. This tropical destination is also known for its spas. If you're in need of a massage, check out Paradise Day Spa . You might not think that Key West would be a place for golf, but this island does have its own golf course too, the Key West Golf Course .

Choosing nightly rentals will allow you to soak in all the atmosphere of Key West at your own pace. Remember that your rental will be a source of entertainment as well, from evening barbecues to sitting down to watch the colorful sunset.

Beach Rentals in Key West

Truman Annex Best Location in Town

Greetings from Paradise, where the temperature is 82 degrees, water temperature 80, and the wind SE at 10, just enough breeze to blow sand in my margarita. 'Margarita Villas' are located in historic Old Town in a beautiful, very private gated com...

::TOP O' THE TOWN @ THE SEAPORT:: Sumptuous / 13 Ft Ceilings & Private Pool!...

There is nothing else like this home in all of Key West: Card-only access to your assigned spaces in the parking garage, a private elevator that opens into your own 3300 square foot condo, window walls throughout the home, and private roof terrace...

::CASA, SUITE CASA @ CASA MARINA:: Lavish New Home / 4 BR Suites / Pool & Spa...

Imagine your whole group staying in one home, with each couple in their own private bedroom suite. At “Casa, Suite Casa at Casa Marina,” all four bedrooms are laid out as suites: each with a private bathroom and flat screen TV. And that’s just t...

Oceanfront Condominium - Key West's Crown Jewel

We know that you will enjoy staying in our little bit of paradise - our home away from home - Key West's Crown Jewel. This is a two-bedroom, two-bath, penthouse condominium with 1350 square feet of living space. Enjoy absolutely breathtaking ocea...

Location, Location, Location! Ocean View, Lagoon Beach Front

This 83' Houseboat is located at 6000 Peninsular Ave. Key West, FL 33040, slip 25. The property is furnished and includes: linens, towels, 3 bedrooms, 3 beds, 1 pull-out couch, all kitchen appliances, washer/dryer, full kitchen & utensils, pots an...

Discover the
top Key West beaches.

Vacation Home Search

Find the perfect rental for your vacation

Join Our Newsletter

Get the latest updates in your email