Lower Keys Vacation Rentals

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Vacation Rentals in Lower Keys

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (269)
"I love this place!!!"
United States
Greg
$259 nightly
The price is $292
Nov 12 - Nov 13
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Sunshine Key RV Resort & Marina

2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (157)
"Todo perfect"
Mexico
Rachel
$385 nightly
The price is $433
Dec 12 - Dec 13
Total with taxes and fees
Sunshine Key RV Resort & Marina

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

Sands
$512 nightly
The price is $568
Nov 12 - Nov 13
Total with taxes and fees
Charming 3-bedroom house in Big Pine Key near Beach and 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!

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

Cudjoe Key
8.6 out of 10, Excellent, (150)
"An amazing place to come home to after a long day in the keys. Having a car is a must, but I would recommend time after time again and hope to come back again in the future"
United States
Travis W.
Cottage with Pool and Boat Dockage just minutes to Key West!

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

Cudjoe Key
8.8 out of 10, Excellent, (73)
"Place was everything we needed, would definitely stay again "
United States
James h.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

Little Torch Key
9.6 out of 10, Exceptional, (84)
"Just a beautiful location, paradise. Spent mornings in the covered porch, husband loved the lagoon for fishing. We brought kayaks and the kids loved it. The dogs enjoyed the large property as well. "
United States
Kendra K.
$621 nightly
The price is $690
Nov 19 - Nov 20
Total with taxes and fees
Old Florida Style, wrap around porch, boat basin for dockage, open water

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

Cudjoe Key
9.6 out of 10, Exceptional, (45)
"Loved it! The view is unbelievable! Such a such place and tastefully decorated. Beds were comfy and it had just what we needed to cook. Nice big table to play games. We will definitely book again! "
United States
Jennifer B.
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

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

Cudjoe Key
8.8 out of 10, Excellent, (147)
"Nice location. Comfortable place although the couch and living room chair were old and stained. "
United States
Charles V.
Cudjoe Cottages, swimming pool, just 20 miles from Key West

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 12 - Nov 13
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

Cudjoe Key
9.0 out of 10, Wonderful, (158)
"Wonderful stay with great property and pool. Very well maintained!"
United States
Eric E.
Cottage with swimming pool and dockage, just minutes to Key West!

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Cudjoe Key
8.8 out of 10, Excellent, (153)
"The property was excellent. The location was perfect. Quiet and relaxing. "
United States
Jonathan K.
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

Cudjoe
9.8 out of 10, Exceptional, (229)
"My mom and I were absolutely amazed by the property, we loved everything and hope to come back again!"
United States
Emma T.
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

Direct Oceanfront Cottage-Sunrise View- #2,

Little Torch Key
8.6 out of 10, Excellent, (192)
"Wonderful, cozy cottage facing sunrise on the water. We had very efficient communication with the property manager for any details. Dog friendly, designated parking, great full kitchen and room for at least 3 adults. I would definitely recommend this location, we will be back!"
United States
Suzanne R.
Direct Oceanfront Cottage-Sunrise View- #2,

34’ Catamaran Sailboat

Big Coppitt Key
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

Cudjoe Key
8.8 out of 10, Excellent, (89)
"My family and I enjoyed our stay. It was very convenient to everything we wanted to do. Would definitely stay again."
United States
James P.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from 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

**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool

Cudjoe Key
9.8 out of 10, Exceptional, (213)
"Awesome location, lots of amenities, lots of rules too so be aware! House was super clean and well stocked, Last Key Realty was very helpful and responsive!"
United States
Marti B.
**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool

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

Cudjoe Key
9.0 out of 10, Wonderful, (143)
"My family loved the cottage. The pool and fishing dock were awesome."
United States
Leslie B.
Quaint cottage, pool, dockage just minutes to Key West!

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Cudjoe Key
8.8 out of 10, Excellent, (88)
"Property was adequate but could use a few updates. The location was great. Easy to get to Key West near good local restaurants and beaches. Would stay again. "
United States
Mitchell D O.
Oceanfront home-shared swimming pool, dockage-just 20 miles from 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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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.