Experience Florida’s Finest in Cudjoe Key Rentals

Cudjoe Key, Florida is a small coastal town known for its beautiful beaches in the Florida Keys. Carrying the same name as its island, the town is a popular getaway due to small crowds and great weather. Cudjoe Key rentals allow many to plan for extended stays in order to fully experience the local culture and sights.

Romantic Trips for Two in Cudjoe Key Rentals


Because this area is not well-known as a popular destination, its seclusion makes for a great honeymoon or trip for two. Stay in Cudjoe Key vacation rentals and choose your view and proximity to the beach, where you’re sure to spend most of your relaxing days. You may also plan for a wedding and reserve Cudjoe Key homes for all of your guests and party members.

Experience the Local Culture and Stay in Cudjoe Key Vacation Rentals


Rent a bike and explore the local town and scenery for a fun day out, or simply stay in and swim in your own private pool. When staying in Cudjoe Key vacation rental homes, you have the option to choose exactly the right amenities for you and your family. Local shops and diners allow you to hunt for treasures by day and model them by night.

Cudjoe Key rental cottages are ideal for those planning an extended stay in order to maintain their budgets too. Bring the extended family to stay in several Cudjoe Key homes and enjoy a summer reunion if you want.

See the Sights near Cudjoe Key Homes


There are plenty of things to do on the island, and many within easy reach of Cudjoe rentals. A U.S. Army missile tracking station touts “Fat Albert,” a radar flown locally for the Drug Enforcement Administration. Several nearby parks and reserves are also within walking distance to Cudjoe Key vacation rentals too. Of course, you may fall in love with the area and decide to search for Cudjoe Key homes as your permanent residences!

Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, or Orlando vacation home rentals near Disney.

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Cudjoe Key: Houses, Cottages & More(136)

136 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night minimum stay
(9)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(7)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(10)
$281 - $350
per night
3 - 4 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 - 4 night minimum stay
(30)
$1,075 - $1,600
per week
6 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 7 night minimum stay
(12)
$275 - $279
per night
3 - 7 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 - 7 night minimum stay
(27)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(31)
$260 - $345
per night
3 - 7 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 4
3 - 7 night minimum stay
2 Reviews
$157 - $200
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(25)
$1,050 - $1,350
per week
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(32)
$106 - $141
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(21)
  • 2 BR,
  • Sleeps 6
7 night minimum stay
(17)
$3,400
per week
7 night minimum stay
  • 5 BR,
  • Sleeps 12
7 night minimum stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 16
7 night minimum stay
1 Review
$3,850
per week
7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 16
7 night minimum stay
(5)
$200
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(9)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
2 Reviews
$180
per night
4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
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(10)
$3,200
per month
28 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(6)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
7 - 28 night minimum stay
(5)
$113
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 night minimum stay
(13)
$120 - $184
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
$5,500
per month
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night minimum stay
1 Review
$77 - $100
per night
3 - 30 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 30 night minimum stay
(3)
$516 - $630
per night
5 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 14
5 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 6
3 night minimum stay
1 Review
$5,000 - $5,370
per month
28 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
28 night minimum stay
(3)
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