Lower Keys, FL Vacation Rentals

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USA > Florida > Lower Keys, FL

Make Lower Keys, FL your next getaway—choose from 282 great vacation rentals

Explore our Lower Keys vacation rentals

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


House rentals

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Condo rentals

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Lower Keys, FL vacation rentals for every getaway

Dog-friendly Hot tub Internet
Restful Retreat 3D Tour
2 Bedroom | 1.5 Bath | Sleeps 6

Restful Retreat - Duck Key, FL

From $154
Tropical Sabbatical 3D Tour
1 Bedroom | 2 Bath | Sleeps 6

Tropical Sabbatical - Cudjoe Key, FL

From $106
Old Town Garden Villas - Little Havana Suite 3D Tour
1 Bedroom | 1.5 Bath | Sleeps 4

Old Town Garden Villas - Little Havana Suite - Key West, FL

From $112
Sunrise Suites - Bonaire Suite 210 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Sunrise Suites - Bonaire Suite 210 - Key West, FL

From $171
Dock Holiday 3D Tour
2 Bedroom | 2 Bath | Sleeps 4

Dock Holiday - Cudjoe Key, FL

From $220

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Recent Lower Keys, FL vacation rental reviews

We had a wonderful time. The apartment was perfect. My only suggestion is to have more ice trays in the room. We only had one.. Perfect view. Close to everything. Bed slept very comfortable.
Seeby P. | Sep 2021
Very nice location for walking around in the historic area. Loved the cottage and the location. Parking was a bit tough….
Carol S. | Sep 2021
This house was wonderful for 2 couples. The pool was great overall but there was another group staying there that had a lot of outside guests so that took away from our time there a bit. Overall clean and great location!
Patricia B. | Sep 2021

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!