Lower Keys Vacation Rentals

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Vacation Rentals in Lower Keys

105 - Newly renovated house Oceanside and Pool

Cudjoe Key
$737 nightly
The price is $779
Nov 11 - Nov 12
Total with taxes and fees
105 - Newly renovated house Oceanside and Pool

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (267)
"I love this place!!!"
United States
Greg
$259 nightly
The price is $292
Nov 11 - Nov 12
Total with taxes and fees
Old Wooden Bridge Resort and Marina

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

Cudjoe Key
8.2 out of 10, Very Good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
$303 nightly
The price is $336
Nov 11 - Nov 12
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (157)
"Great location and very happy with our accommodations."
United States
Carrie B.
$286 nightly
The price is $317
Nov 13 - Nov 14
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
United States
Christina H.
$353 nightly
The price is $392
Nov 16 - Nov 17
Total with taxes and fees
Canal front, dockage, 2 bedroom, 2 bath

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

Cudjoe Key
9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
United States
Edward H.
$392 nightly
The price is $435
Nov 12 - Nov 13
Total with taxes and fees
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
Cudjoe Key
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
United States
Javier
$535 nightly
The price is $594
Nov 11 - Nov 12
Total with taxes and fees
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Endless Summer Hideaway - lot 181

Cudjoe Key
$195 nightly
The price is $208
Dec 2 - Dec 3
Total with taxes and fees
Endless Summer Hideaway - lot 181

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Sands
$509 nightly
The price is $565
Nov 11 - Nov 12
Total with taxes and fees
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Star Room Barnacle Resort

Long Beach Estates
9.4 out of 10, Exceptional, (3)
"Wonderful location and amenities. Communication could be better regarding response time. "
United States
Dana Y.
$279 nightly
The price is $303
Nov 18 - Nov 19
Total with taxes and fees
Star Room Barnacle Resort

🌴 TROPICAL RETREAT 🌴 RV in the Keys

Big Pine Key
10.0 out of 10, Exceptional, (2)
"Had a great time. The owner was very communicative through the whole process. Camper had everything thing we could have needed. We really enjoyed our stay and if we ever decide to go to the keys again, we will definitely book with Heather and her camper. "
United States
Lorie W.
$295 nightly
The price is $328
Nov 11 - Nov 12
Total with taxes and fees
🌴 TROPICAL RETREAT 🌴 RV in the Keys

NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.8 out of 10, Exceptional, (82)
"Great property, owners were very helpful and we really enjoyed our stay!"
United States
Lee J.
$472 nightly
The price is $524
Nov 16 - Nov 17
Total with taxes and fees
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴

Big Pine Key
$295 nightly
The price is $328
Nov 11 - Nov 12
Total with taxes and fees
🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
Cudjoe Key
9.4 out of 10, Exceptional, (10)
"Greta property, really enjoyed the water view and the bbq grill "
United States
William B.
$558 nightly
The price is $619
Nov 12 - Nov 13
Total with taxes and fees
Island Time #110 Ocean Views - Cudjoe Key

Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Cudjoe Key
9.8 out of 10, Exceptional, (26)
"Renting was easy and hassle free."
United States
chuck s.
$550 nightly
The price is $610
Nov 16 - Nov 17
Total with taxes and fees
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key
9.8 out of 10, Exceptional, (119)
"Great location for some much needed time away."
United States
Brad R.
$516 nightly
The price is $573
Nov 20 - Nov 21
Total with taxes and fees
Kelly's Kabin - Adorable Private Summerland Key Cottage

Venture Out RV lot 223

Cudjoe key
7.4 out of 10, Good, (3)
"Amazing place "
United States
Maikel B.
$228 nightly
The price is $244
Nov 11 - Nov 12
Total with taxes and fees
Venture Out RV lot 223

Palm - Beach Houses Key West

Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14)
"We had a great time at this out-of-the-way spot. It was quiet, beautiful, and comfortable. Lots to do around the property. The pool area is especially beautiful. Highly recommend!"
United States
Crystal G.
$1,390 nightly
The price is $1,530
Nov 19 - Nov 20
Total with taxes and fees
Palm - Beach Houses Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

2.0 star property
Cudjoe Key
$530 nightly
The price is $588
Nov 11 - Nov 12
Total with taxes and fees
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Absolutely love it here… Randy is great to work with and always available. "
United States
Jeannine R.
$429 nightly
The price is $476
Nov 30 - Dec 1
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
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 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 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 Keys vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lower Keys vacation 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 low season months. For more hustle and bustle, you may prefer to visit Lower 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 $292 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 Keys rentals

At Expedia, we put the best Lower 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 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 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 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.