Lower Keys, FL Vacation Rentals

Compare 287 vacation rentals. Enter your trip dates to get started.
USA > Florida > Lower Keys, FL

Make Lower Keys, FL your next getaway—choose from 287 great vacation rentals

Explore our Lower Keys vacation rentals

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


House rentals

View 131 House rentals

Condo rentals

View 85 Condo rentals


View 24 Duplexes

Lower Keys, FL vacation rentals for every getaway

Dog-friendly Hot tub Internet
Azure Breeze Villa  2103 3D Tour
2 Bed | 2 Bath | Sleeps 6

Azure Breeze Villa 2103 - Duck Key, FL

From $189
Duck Key Retreat Villa #5105 3D Tour
2 Bed | 1.5 Bath | Sleeps 6

Duck Key Retreat Villa #5105 - Duck Key, FL

From $480
Flamingo Hideaway 3D Tour
1 Bed | 1 Bath | Sleeps 4

Flamingo Hideaway - Key West, FL

From $243
Conch Casa 3D Tour
2 Bed | 1 Bath | Sleeps 6

Conch Casa - Key West, FL

From $366
Audubon House 3D Tour
1 Bed | 2 Bath | Sleeps 4

Audubon House - Key West, FL

From $209

View 282 more homes

Recent Lower Keys, FL vacation rental reviews

We rented the house since many years, it is perfect, only at the moment on both sides are constructing going on at the neighbors…. So little noisy during daytime
Claudia H. | May 2022
Such an adorable little condo and so quiet. Pool and hot-tub were wonderful as well. They definitely encourage you to eat out in town, since the kitchen was a little lacking in cooking items, but that's not a bad thing. I rent this condo or another condo in the building anytime.
Marissa H. | May 2022
Location near the beach. Nicely decorated. Recently updated.
Charles L. | May 2022

Book confidently. Stay comfortably.

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

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.

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!