Cudjoe Key Vacation Rentals

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Our top choices for Cudjoe Key vacation rentals

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$959 nightly
The price is $1,079
May 11 - May 12
Total with taxes and fees
Atlantic View Luxury Villa with Pool

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (336 reviews)
"I love the place, for the next time I will stay for more days "
United States
Kenia
$254 nightly
The price is $286
May 21 - May 22
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
$584 nightly
The price is $657
May 10 - May 11
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (183 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
$280 nightly
The price is $315
May 26 - May 27
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
$781 nightly
The price is $879
May 14 - May 15
Total with taxes and fees
Starlight Serenity - Hideaway w Stunning Views

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
$491 nightly
The price is $552
May 11 - May 12
Total with taxes and fees
Ocean Front One Bedroom Residence

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
$1,344 nightly
The price is $1,512
May 19 - May 20
Total with taxes and fees
Capmar House by Brightwild Huge Home Pool

The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
9.0 out of 10, Wonderful, (2 reviews)
"A little dated, but clean and well located."
United States
Luis
$485 nightly
The price is $546
May 14 - May 15
Total with taxes and fees
The Grenada Suite Pool View Private Balcony

Palmgale House in Key West

Palmgale House in Key West
2.0 star property
Raccoon Key
$1,580 nightly
The price is $1,778
May 12 - May 13
Total with taxes and fees
Palmgale House in Key West

Tortuga Suite Sparkling Pool Hot Tub

Tortuga Suite Sparkling Pool Hot Tub
2.0 star property
Key West
$526 nightly
The price is $592
May 19 - May 20
Total with taxes and fees
Tortuga Suite Sparkling Pool Hot Tub

Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
"Great place it is a full apartment with everything you could need and very clean "
United States
Luis
$396 nightly
The price is $445
May 11 - May 12
Total with taxes and fees
Island View 1BR Residence With Balcony

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
$1,871 nightly
The price is $2,105
May 19 - May 20
Total with taxes and fees
Waterfront Luxury Home - Tidelands House

Mastway House by Brightwild Pool Dock

Mastway House by Brightwild Pool Dock
2.0 star property
Raccoon Key
$1,228 nightly
The price is $1,382
May 10 - May 11
Total with taxes and fees
Mastway House by Brightwild Pool Dock

Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
2.0 star property
Raccoon Key
$1,235 nightly
The price is $1,390
May 10 - May 11
Total with taxes and fees
Evershore House Pool Parking Dock

Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock
2.0 star property
Raccoon Key
$1,249 nightly
The price is $1,405
May 13 - May 14
Total with taxes and fees
Seagate House by Brightwild Waterfront w Dock

Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
2.5 star property
Raccoon Key
$1,580 nightly
The price is $1,778
May 12 - May 13
Total with taxes and fees
Brand New Catchlight House With Private Pool

New Altair House by Brightwild Pool Pets

New Altair House by Brightwild Pool Pets
2.0 star property
Raccoon Key
$1,471 nightly
The price is $1,655
May 14 - May 15
Total with taxes and fees
New Altair House by Brightwild Pool Pets

Brand New Build Larkshine House - Pool

Brand New Build Larkshine House - Pool
2.0 star property
Raccoon Key
$1,580 nightly
The price is $1,778
May 12 - May 13
Total with taxes and fees
Brand New Build Larkshine House - Pool

New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
2.0 star property
Raccoon Key
$1,639 nightly
The price is $1,844
May 12 - May 13
Total with taxes and fees
New Waterfront Home - Sunray House

Brand New The Greenmoor House With Pool

Brand New The Greenmoor House With Pool
2.0 star property
Raccoon Key
$1,639 nightly
The price is $1,844
May 12 - May 13
Total with taxes and fees
Brand New The Greenmoor House With Pool
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 Cudjoe Key Hotel Reviews

Price trends for vacation rentals in Cudjoe Key

Less expensive
More expensive
This month
Next month
March
July
$341
$343
Month
Price
January
$310
February
$341
March
$307
April
$339
May
$341
June
$343
July
$373
August
$344
September
$334
October
$357
November
$350
December
$338
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Cudjoe Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Cudjoe Key

Everything you need to know about Cudjoe Key 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 Cudjoe Key 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 Cudjoe Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cudjoe Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cudjoe Key. 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 Cudjoe Key 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 $286 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 Cudjoe Key rentals

At Expedia, we put the best Cudjoe Key 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 Cudjoe Key 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 Cudjoe Key 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 Cudjoe Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.