Holiday Rentals in Lower Keys

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Holiday Rentals in Lower Keys

Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (266)
"I love this place!!!"
United States
Greg
The price is €221
includes taxes & fees
31 Oct - 1 Nov
Old Wooden Bridge Resort and Marina
Charming 3-bedroom house in Big Pine Key near Beach and Key West
The price is €500
includes taxes & fees
5 Nov - 6 Nov
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Upscale Luxury House on Open Water Gated Community, Dock, Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (238)
"Lovely property. Well equipped, nicely decorated, perfect for our stay."
United States
Karen M.
The price is €723
includes taxes & fees
31 Oct - 1 Nov
Upscale Luxury House on Open Water Gated Community, Dock, Pool, Kayaks, Bikes
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.2 out of 10, Very good, (47)
"Was such a great stay clean and everything we needed "
United States
TIFFANY H.
The price is €296
includes taxes & fees
11 Nov - 12 Nov
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (229)
"House was clean and neighborhood nice. Plenty of room for entire family. Nice deck and good amenities."
United States
kyle t.
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.6 out of 10, Exceptional, (84)
"The secluded dock is a nice feature. The driveway is tricky to exit. "
United States
drywall c.
The price is €606
includes taxes & fees
19 Nov - 20 Nov
Old Florida Style, wrap around porch, boat basin for dockage, open water
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
9.6 out of 10, Exceptional, (44)
"Great place to stay. Very secure and comfortable."
United States
Jeff M.
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Cudjoe Cottages, swimming pool, just 20 miles from Key West
8.8 out of 10, Excellent, (147)
"Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location. "
United States
bryan c.
Cudjoe Cottages, swimming pool, just 20 miles from Key West
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
10.0 out of 10, Exceptional, (4)
"Excellent stay Quiet clean and comfortable Thank you for making our vacation a fantastic experience "
United States
Debbie W.
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
Cottage with Pool and Boat Dockage just minutes to Key West!
8.6 out of 10, Excellent, (150)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
Cottage with Pool and Boat Dockage just minutes to Key West!
Waterfront Home
8.6 out of 10, Excellent, (172)
"Venture out resort is a great vaca spot"
United States
Edward D.
Waterfront Home
Cottage with swimming pool and dockage, just minutes to Key West!
9.0 out of 10, Wonderful, (158)
"Everything was perfect. The place was clean. Easy to find and get in and out. The cottage had everything we needed to make breakfast and dinner"
United States
Angela
Cottage with swimming pool and dockage, just minutes to Key West!
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
8.8 out of 10, Excellent, (87)
"We had a great time and will be back. "
United States
Michelle K.
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
10.0 out of 10, Exceptional, (29)
"Very clean, it hit all the things we wanted i.e. upstairs outdoor porch. "
United States
Kevin S.
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (88)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
United States
Jennifer D.
The price is €346
includes taxes & fees
16 Nov - 17 Nov
Canal front, dockage, 2 bedroom, 2 bath
Ocean View 4/2 Estate with Private Pool 15 minutes from Key West
2.0 out of 10, (1)
"This property owner cancelled on us THE NIGHT BEFORE our check-in. We had to cancel our entire family trip, planned for my husband’s birthday, as we couldn’t find anything to accommodate our large family at that late notice. A few days before our check-in, they messaged asking if we had flexibility. I said we didn’t due to work schedules. Didn’t hear back, until later the night before our check in, saying they had property work to do and couldn’t accommodate us. I tried asking for flexibility...
United States
Katie G.
Ocean View 4/2 Estate with Private Pool 15 minutes from Key West
Direct Oceanfront Cottage-Sunrise View- #2,
8.6 out of 10, Excellent, (192)
"Great location"
United States
Kimberly W.
Direct Oceanfront Cottage-Sunrise View- #2,
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (35)
"Great time enjoying the keys like a pirate. "
United States
walter e.
34’ Catamaran Sailboat
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (88)
"Quiet and off the beaten path, old school, old style Key’s homes,would stay again."
United States
Ron H.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Quaint cottage, pool, dockage just minutes to Key West!
9.0 out of 10, Wonderful, (143)
"great location, we are return visitors & will be back!"
United States
Shannon W.
Quaint cottage, pool, dockage just minutes to Key West!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lower Keys Hotel Reviews

Find out more about Lower Keys

Everything you need to know about Lower Keys holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lower Keys holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lower Keys holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lower Keys holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lower Keys. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lower Keys holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lower Keys holiday rentals we have selected for you start as low as €221 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lower Keys rentals

At Expedia, we put the best Lower Keys holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lower Keys rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lower Keys holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lower Keys. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.