Lower Keys, FL Vacation Rentals

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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 house rentals, condo rentals, cabins, and more

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House rentals

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Condo rentals

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Cabins

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Lower Keys, FL vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Sunset Villa
3 Bed | 2 Bath | Sleeps 6

Sunset Villa - Big Pine Key, FL

$351 avg / night
(excludes fees and taxes)
4.4 (5)
Sunrise Suites - Paradise Escape 407
2 Bed | 2 Bath | Sleeps 6

Sunrise Suites - Paradise Escape 407 - Key West, FL

$744 avg / night
(excludes fees and taxes)
4.13 (115)
Luxury Villa of the Setting Sun -Near Key West Fl
4 Bed | 4.5 Bath | Sleeps 8

Luxury Villa of the Setting Sun -Near Key West Fl - Sugarloaf Key, FL

$4,316 avg / night
(excludes fees and taxes)
4.62 (45)
Sunrise Suites - Panama Suite 310
2 Bed | 2 Bath | Sleeps 4

Sunrise Suites - Panama Suite 310 - Key West, FL

$837 avg / night
(excludes fees and taxes)
4.48 (152)
Sunrise Suites - Big Kahuna Suite 202
2 Bed | 2 Bath | Sleeps 4

Sunrise Suites - Big Kahuna Suite 202 - Key West, FL

$952 avg / night
(excludes fees and taxes)
4.54 (102)

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Recent Lower Keys, FL vacation rental reviews

Island Hideaway is an almost perfect house in a perfect location! It is within an easy walk or bike ride from everything Key West has to offer, but in a quiet neighborhood to return to at the end of a fun-filled day. The living area is furnished very comfortably, and the deck and pool out back provide a lovely private spot to read, relax, or just 'rest your eyes' for a minute (or an hour). This cozy little house is perfect for the person or couple who want to enjoy a carefree vacation and who don't feel the need to bring along all 50 "most favorite" summer outfits. You won't wear half of them, anyway, so do yourself a favor, pack light, and embrace your Island Hideaway.
Maryellen O. | Apr 2026
The house was great! We spent 2 months there. It was an easy walk to everything. The kitchen was very nice and very well stocked. There was a very nice webber grill by the pool that we used a lot. The pool had someone come once a week to clean and check the water. There was also a lawn person to maintain the yard and pool deck. There were plenty of towels and linens. It is located on one of the main bike routes and a historic cemetery is about a block away.
Donna F. | Apr 2026
Lovely little unit perfect for a couple. Right in the middle of the island - we walked to everything! Enjoy!!!
Sandra S. | Apr 2026
Lower Keys, FL Frequently Asked Questions

Yes, 33 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. 86 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!