Lower Florida Keys Holiday Rentals

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Holiday Rentals in Lower Florida Keys

Private Secluded Ocean View & Pool Near Key West

Summerland Key
8.2 out of 10, Very good, (98)
"Thank you so much for the great stay! The ocean view was beautiful! The landscaping with surrounding trees and flowers was lovely! The house was comfortable and had everything that we needed. It was perfect for our family!"
United States
Deidra B.
Private Secluded Ocean View & Pool Near Key West

Cottage with swimming pool and dockage, just minutes to Key West!

Cudjoe Key
9.0 out of 10, Wonderful, (159)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
Cottage with swimming pool and dockage, just minutes to Key West!

Old Florida Style, wrap around porch, boat basin for dockage, open water

Little Torch Key
9.6 out of 10, Exceptional, (85)
"The secluded dock is a nice feature. The driveway is tricky to exit. "
United States
drywall c.
The price is AU$1,360
includes taxes & fees
26 Dec - 27 Dec
Old Florida Style, wrap around porch, boat basin for dockage, open water

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
8.6 out of 10, Excellent, (74)
"It was ok for what we needed. Needs some repairs though."
United States
Craig M.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS

Little Torch Key
9.0 out of 10, Wonderful, (105)
"Horrible stay house was disgusting and nothing worked. Never book here!"
United States
Dep B.
OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS

Direct Oceanfront Cottage-Sunrise View- #2,

Little Torch Key
8.6 out of 10, Excellent, (192)
"Great location"
United States
Kimberly W.
Direct Oceanfront Cottage-Sunrise View- #2,

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key
8.6 out of 10, Excellent, (151)
"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.
The price is AU$392
includes taxes & fees
15 Dec - 16 Dec
Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Key
8.8 out of 10, Excellent, (148)
"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

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
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.
Canal front, dockage, 2 bedroom, 2 bath

Relax by Florida Keys Beaches, just a 7-min drive away

Cudjoe Key
9.8 out of 10, Exceptional, (197)
"What we love about it was how close it was to Key West and that we had our own dock to put our boat in."
United States
Antuanett I.
Relax by Florida Keys Beaches, just a 7-min drive away

Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft

Cudjoe Key
9.4 out of 10, Exceptional, (164)
"The space and location were perfect for my husband and I. We brought our pontoon and it was nice to launch 3 blocks from the property and to park at the dock, at the house. We enjoyed the pool and the beautiful area. The owner kept in contact with us and was wonderful to communicate with. We would stay at this property again. "
United States
Tina
Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
8.8 out of 10, Excellent, (89)
"Nice place to vacation "
United States
Kevin D.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Canal front home @ Venture Out Resort in the Florida Keys!

Cudjoe Key
9.2 out of 10, Wonderful, (46)
"Everything went great. Enjoyed our time "
United States
Lisa B.
Canal front home @ Venture Out Resort in the Florida Keys!

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

Cudjoe Key
9.6 out of 10, Exceptional, (46)
"We had an awesome week at this property. I highly recommend this property ... fantastic communication, clean and exactly as described on the listing. "
United States
Mandy P.
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

Ocean View 4/2 Estate with Private Pool 15 minutes from Key West

Cudjoe Key
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

JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!

Cudjoe Key
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!

Quaint cottage, pool, dockage just minutes to Key West!

Cudjoe Key
9.0 out of 10, Wonderful, (144)
"great location, we are return visitors & will be back!"
United States
Shannon W.
Quaint cottage, pool, dockage just minutes to Key West!

DECEMBER SAVE 50% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key
9.6 out of 10, Exceptional, (100)
"Great location. "
United States
Davian k.
The price is AU$709
includes taxes & fees
1 Dec - 2 Dec
DECEMBER SAVE 50% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

3-bedroom waterfront house in fabulous Cudjoe Key

2.0 star property
Cudjoe Gardens
3-bedroom waterfront house in fabulous Cudjoe Key

A Tropical Luxury Getaway, Your own private resort!!

Little Torch Key
10.0 out of 10, Exceptional, (38)
"This place is amazing and fully equipped/outrigged. The listing is exactly as stated and beautiful. Very active marine wildlife and warm clear Florida key's water. Owner is very responsive and nice. Kiki's just a two-minute walk away and great restaurants a very quick drive. Everyone in our party was amazed, had a blast, and were sad to leave. I can honestly say that it is the best property I've rented. "
United States
alexander v.
A Tropical Luxury Getaway, Your own private resort!!
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 Florida Keys Hotel Reviews

Find out more about Lower Florida Keys

Everything you need to know about Lower Florida 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 Florida Keys holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Florida Keys holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Lower Florida Keys holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lower Florida 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lower Florida 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 Florida Keys holiday rentals we have selected for you start as low as AU$392 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Lower Florida Keys rentals

At Expedia, we put the best Lower Florida 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 Florida 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 Florida 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 Florida 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.