Cudjoe Key Vacation Rentals

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Our top choices for Cudjoe Key vacation rentals

1. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 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
The price is CA $731
CA $1,379 total
includes taxes & fees
Nov 15 - Nov 16
Atlantic View Luxury Villa with Pool

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is CA $472
CA $1,021 total
includes taxes & fees
Nov 19 - Nov 20
Starlight Serenity - Hideaway w Stunning Views

3. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (380 reviews)
"Great view , clean room and excellent staff ( Mr. shaggy )"
United States
Jordan
The price is CA $99
CA $310 total
includes taxes & fees
Dec 4 - Dec 5
Old Wooden Bridge Resort and Marina

4. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (202 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is CA $145
CA $405 total
includes taxes & fees
Nov 9 - Nov 10
Aqua Lodges at Hurricane Hole Marina

5. 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
The price is CA $550
CA $962 total
includes taxes & fees
Nov 9 - Nov 10
Grand Marina Suite by Brightwild Waterfront

6. 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
The price is CA $343
CA $786 total
includes taxes & fees
Nov 30 - Dec 1
The Grenada Suite Pool View Private Balcony

7. The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The price is CA $1,810
CA $3,460 total
includes taxes & fees
Nov 9 - Nov 10
The Fairhaven House at Solaire Lunara Bay

8. Tortuga Suite Sparkling Pool Hot Tub

Tortuga Suite Sparkling Pool Hot Tub
2.0 star property
Key West
The price is CA $350
CA $794 total
includes taxes & fees
Dec 1 - Dec 2
Tortuga Suite Sparkling Pool Hot Tub

9. Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
The price is CA $1,810
CA $3,460 total
includes taxes & fees
Nov 9 - Nov 10
Waterfront Luxury Home - Tidelands House

10. Palmgale House in Key West

Palmgale House in Key West
2.5 star property
Raccoon Key
The price is CA $1,448
CA $2,964 total
includes taxes & fees
Nov 9 - Nov 10
Palmgale House in Key West

11. Floralee House in Key West

Floralee House in Key West
2.0 star property
Raccoon Key
The price is CA $1,645
CA $3,186 total
includes taxes & fees
Nov 9 - Nov 10
Floralee House in Key West

12. Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool
2.0 star property
Raccoon Key
The price is CA $1,233
CA $2,366 total
includes taxes & fees
Nov 9 - Nov 10
Springtide House by Brightwild Waterfront Pool

13. Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
3.0 star property
Raccoon Key
The price is CA $1,448
CA $2,964 total
includes taxes & fees
Nov 9 - Nov 10
Brand New Catchlight House With Private Pool

14. Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
The price is CA $1,233
CA $2,366 total
includes taxes & fees
Nov 9 - Nov 10
Aquaria House by Brightwild Pool Boat Dock

15. Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
The price is CA $1,233
CA $2,607 total
includes taxes & fees
Nov 9 - Nov 10
Suncoast House by Brightwild Pool Boat Dock

16. New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
2.0 star property
Raccoon Key
The price is CA $1,810
CA $3,460 total
includes taxes & fees
Nov 9 - Nov 10
New Waterfront Home - Dreamside House

17. New Windrose House by Brightwild Pool

New Windrose House by Brightwild Pool
2.0 star property
Raccoon Key
The price is CA $1,448
CA $2,964 total
includes taxes & fees
Nov 9 - Nov 10
New Windrose House by Brightwild Pool

18. Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock
2.0 star property
Raccoon Key
The price is CA $1,233
CA $2,366 total
includes taxes & fees
Nov 9 - Nov 10
Spindrift House by Brightwild Huge Pool Dock

19. New Altair House by Brightwild Pool Pets

New Altair House by Brightwild Pool Pets
2.0 star property
Raccoon Key
The price is CA $1,448
CA $2,964 total
includes taxes & fees
Nov 9 - Nov 10
New Altair House by Brightwild Pool Pets

20. New Crestwood House by Brightwild Huge Pool

New Crestwood House by Brightwild Huge Pool
2.0 star property
Raccoon Key
The price is CA $1,448
CA $2,964 total
includes taxes & fees
Nov 9 - Nov 10
New Crestwood House by Brightwild Huge 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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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, 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 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cudjoe Key vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cudjoe Key vacation rentals we have selected for you start as low as CA $176 per night. Entering your travel dates in the search wizard 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.

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