Lower Keys, FL Vacation Rentals

Compare 175 vacation rentals.
USA > Florida > Lower Keys, FL

Make Lower Keys, FL your next getaway

When you’re looking for that perfect Florida Keys vacation rental, be sure to browse our Lower Keys beach houses and condos. Spanning the length of the legendary Overseas Highway, the Lower Keys area begins around Marathon and stretches to the southwest all the way to Key West. Whether you’re visiting for a weekend or the entire winter, a visit to a Lower Keys vacation rental guarantees tropical bliss.

Explore Lower Keys, FL condo rentals, house rentals, studios, and more

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Condo rentals

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House rentals

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Studios

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Popular amenities for Lower Keys, FL vacation rentals

Popular
Dog-friendly Hot tub Internet
Wahoo Way On Duval
1 Bedroom | 1 Bath | Sleeps 2

Wahoo Way On Duval - Key West, FL

$161 avg / night
Osprey Suite
1 Bedroom | 1 Bath | Sleeps 4

Osprey Suite - Key West, FL

$320 avg / night
Pelican Suite
1 Bedroom | 1 Bath | Sleeps 4

Pelican Suite - Key West, FL

$341 avg / night
Yellowfin Ledge On Duval
1 Bedroom | 1 Bath | Sleeps 3

Yellowfin Ledge On Duval - Key West, FL

$184 avg / night
Sunrise Suites - Tierra Bomba Suite 403
2 Bedroom | 2 Bath | Sleeps 6

Sunrise Suites - Tierra Bomba Suite 403 - Key West, FL

$366 avg / night

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Recent Lower Keys, FL guest reviews

We always enjoy renting a space that is larger than we need. This is a large 2/2 that gives a wonderful view of the water. Beautiful sunsets right off the balcony. It was updated and very clean. There are no staples in the kitchen except salt and pepper along with Folgers in filter packs. We didn't rent a car and everything you need is accessible with lots of restaurant options. We did rent a golf cart for 24hrs mid-week and toured the island and went to the Publix and bought a couple of days of meals to cook. We went to Fausto's and CVS a couple of times as well for conveniences. Things to note: Use the pool key to access the pool AND the back gate to the waterfront. In order to get into the back gardens and walkway, you need to access the pool area through the garage or go into 115 to get outside to the back gate. The key on the ring with the fob will work on the Truman access gate (one side) on Caroline Street. Our key didn't work on the other gates we tried. If you don't know about the back gate or the Caroline gate key, you will have to walk the long way around through the Southard entrance after 6pm. That is when the gates are closed. This was a bummer on day one because we hadn't figured out the key access. All said, I loved walking through Truman Annex. It is a pure oasis from the noise and crowds of the waterfront and Duval. Our week was great and we will rent again!!
Valeska B. | May 2024
Very nice having a convenient store so close. Smathers beach is only 2 miles away.
Ashley C. | May 2024
Very good location, close to the beach and downtown, the unit was clean, the laundry in the garage was a bit complicated with downloading the app, no quarters, we were in room 312, the swimming pool and the hot tub were clean, please change the air filter, it's very dusty, especially if someone is renting with a dog , for people with asthma it will be very helpful
Jacek T. | May 2024
Lower Keys, FL vacation rental FAQ

Yes, 87 of our Lower Keys, FL homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 175 of our Lower Keys, FL vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Lower Keys, FL vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Lower Keys, FL team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Lower Keys, FL, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning


Marathon and Key Colony Beach: the gateway to the Lower Keys


The town of Marathon, which technically encompasses several keys, is one of the most popular destinations in the Florida Keys. Key Colony Beach, the hub of Marathon, is home to several beautiful stretches of shoreline, as well as plenty of docks, restaurants, and luxurious vacation rentals to choose from. Like everywhere in the Lower Keys, the fishing and snorkeling surrounding Marathon are superb, so don’t be afraid to get out on the waves!

Cudjoe Key, the Torch Keys, and Sugarloaf Key


Cross the Seven Mile Bridge, and you’ll find the hidden gems of the Lower Keys: the Torch Keys, Cudjoe Key, and Sugarloaf Key. These less populous parts of the Keys are home to some of our most secluded and beautiful Florida Keys vacation rentals, some of which are beachfront---an amenity in hot demand in the Lower Keys. Find your own little corner of paradise here, and you’re just a short car trip away from the hustle and bustle of Key West or Marathon.

Key West: the southern end of the Lower Keys


Colloquially recognized as the United States’ Southernmost Point, Key West is a historic and beautiful spot for a Keys getaway. Many of our Key West vacation rentals boast private pools, luxurious interiors, spacious patios, and rich history. Duval Street is the hub of most of the town’s action, with plenty of shopping, dining, and entertainment choices. Book a fishing excursion or sailing charter and enjoy the crystal-blue waters that surround you, or rent snorkeling gear and experience the area’s renowned coral reefs. A Key West vacation rental is the perfect place to spend the whole winter---snowbirds are welcome!

No matter where you're headed in the Lower Keys, we have a picturesque vacation home waiting for you. Book today!