Lower Florida Keys Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Lower Florida Keys

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

Cottage in 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!
Outdoor pool, a heated pool
Private Secluded Ocean View & Pool Near Key West

Vacation Home in 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
Property grounds
Old Florida Style, wrap around porch, boat basin for dockage, open water

Vacation Home in 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.
$792 nightly
The price is $880
Dec 26 - Dec 27
Total with taxes and fees
Old Florida Style, wrap around porch, boat basin for dockage, open water
Beach nearby
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in 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
Outdoor dining
OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS

Vacation Home in 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
Outdoor pool, a heated pool
Canal front, dockage, 2 bedroom, 2 bath

Cottage in 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
Beach
Direct Oceanfront Cottage-Sunrise View- #2,

Cottage in Little Torch Key

8.6 out of 10, Excellent, (192)
"Great location"
United States
Kimberly W.
Direct Oceanfront Cottage-Sunrise View- #2,
Exterior
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage in Cudjoe Key

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.
$228 nightly
The price is $253
Dec 15 - Dec 16
Total with taxes and fees
Cottage with Pool and Boat Dockage just minutes to Key West!
Outdoor dining
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Vacation Home in 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
Beach
Relax by Florida Keys Beaches, just a 7-min drive away

Vacation Home in 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
A heated pool
Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft

Mobile Home in 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
Fridge, microwave, oven, stovetop
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

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

Vacation Home in 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!
Terrace/patio
Ocean View 4/2 Estate with Private Pool 15 minutes from Key West

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

Vacation Home in 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!
Miscellaneous
Quaint cottage, pool, dockage just minutes to Key West!

Cottage in 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!
Outdoor dining
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Vacation Home in Cudjoe Key

9.6 out of 10, Exceptional, (100)
"Great location. "
United States
Davian k.
$482 nightly
The price is $535
Dec 1 - Dec 2
Total with taxes and fees
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Outdoor pool, a heated pool
A Tropical Luxury Getaway, Your own private resort!!

Vacation Home in 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!!
Beach
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

Cottage in Summerland Key

9.6 out of 10, Exceptional, (29)
"Perfect little place. "
United States
Jerry
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!
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

Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent
"A wonderful time was had by all. Host was very responsive and we had no issues. Beautiful home and views!"
melissa m. 3-night trip
Posted 7 days ago
Private Secluded Ocean View & Pool Near Key West

Find out more about Lower Florida Keys

Everything you need to know about Lower Florida Keys vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lower Florida Keys vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lower Florida Keys vacation 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 low season months. For more hustle and bustle, you may prefer to visit Lower Florida Keys in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $253 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lower Florida Keys rentals

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

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.

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