Cudjoe Key Vacation Rentals

Compare 263 available properties from 15 providers
Cudjoe Key
Anytime
2 guests
Save up to 43%

Best Vacation Home Deals in Cudjoe Key

-43%
e.g. 4/6 - 4/13
House ∙ 4 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $183 $321
VRBO
4.7
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-23%
e.g. 9/14 - 9/21
House ∙ 12 guests ∙ 5 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $571 $740
VRBO
4.7
View deal

Find a vacation home that fits your needs among the 261 beautiful options from more than 14 providers in Cudjoe Key. Using HomeToGo you can instantly compare the prices of each listed property to find the best deal and save up to 43%.

Recommended Vacation Rentals in Cudjoe Key

Find your perfect vacation rental in Cudjoe Key: from $90 per night

House ∙ 4 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $209
VRBO
4.9
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House ∙ 6 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $233
VRBO
4.6
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House ∙ 5 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $256
VRBO
4.4
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House ∙ 5 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $260
VRBO
5.0
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House ∙ 3 guests ∙ 1 bedroom
Cudjoe Key, Monroe County, Florida, United States
from $198
VRBO
4.2
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House ∙ 5 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $171
VRBO
4.6
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House ∙ 6 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $191
VRBO
4.7
View deal
House ∙ 6 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $308
VRBO
4.9
View deal
House ∙ 4 guests ∙ 1 bedroom
Cudjoe Key, Monroe County, Florida, United States
from $245
VRBO
4.9
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Vacation Houses With Pools

Pool
House ∙ 4 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $208
VRBO
4.2
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Pool
House ∙ 6 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $404
VRBO
5.0
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Pool
House ∙ 6 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $298
Airbnb
5.0
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 6 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $564
VRBO
4.7
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Fishing
House ∙ 6 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $280
VRBO
4.5
View deal
Fishing
House ∙ 6 guests ∙ 3 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $222
VRBO
4.4
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Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 8 guests ∙ 3 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $588
Airbnb
4.9
View deal
Pet-friendly
House ∙ 6 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $240
Airbnb
4.5
View deal
Pet-friendly
Cottage ∙ 4 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $176
Airbnb
5.0
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Popular Rental Amenities in Cudjoe Key

  • Kitchen (133)
  • AC (132)
  • TV (131)
  • Internet (125)
  • Pool (120)
  • Washer (118)
  • Microwave (110)
  • Grill (106)
  • Parking (99)
  • No smoking (95)
  • Dishwasher (93)
  • Fishing (81)
Accommodations can be selected based on your personal preferences. Above, you can see the number of properties that offer a specific amenity in Cudjoe Key. In Cudjoe Key, 118 rentals provide "TVs". So, if you want to tune out with some TV time, select the TVs filter to compare these properties. It is also possible to search for a vacation rental in Cudjoe Key if you want a rental with a yard as 19 of the rentals there include "yards."

The Weather in Cudjoe Key

77°
66°
77°
68°
79°
70°
82°
73°
86°
77°
88°
79°
90°
81°
91°
75°
90°
79°
86°
77°
79°
72°
79°
72°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. The highest average temperatures are in the month of August. Conversely, January is the coolest month in Cudjoe Key, with temperatures going under 66° The rainiest month is July while the driest month is February.

Accommodations in Cudjoe Key

In Cudjoe Key, most of the 261 vacation accommodations are house rentals, which represent 82.27% of its available accommodations. Additionally, these accommodations have a median size of 1,280 ft² and an average price of $413 a night. Moreover, these accommodations are ideal for large groups, as most can welcome 7 vacationers. You can also search and compare other accommodation types in Cudjoe Key. Camping rentals are, for example, another popular type of accommodation there with 9 offers to compare. The average size of camping rentals in Cudjoe Key is 840 ft², and the average price is $272 per night.

Sun, beaches, fun, and more at vacation rentals in Cudjoe Key

Cudjoe Key, in the lower Florida Keys, is an unincorporated island of Monroe County. Renowned for the attractive vacation home rentals that line its shores, Cudjoe Key is a popular beach holiday destination. Stay at waterfront cottages, apartments, or condos for an unforgettable vacation. Cudjoe Key is the place to go for sunbathing, sunset strolls, water-based activities, and fresh seafood.

Show all 263 properties
Food & Drinks

Cudjoe Key cuisine confers a cornucopia of contentment

Owing to Cudjoe Key’s proximity to the sea, the island has an abundant supply of fish and seafood. Dishes that feature these fresh ingredients are menu mainstays at restaurants in Cudjoe Key. If you love the ocean’s produce, look no further, as the island offers a wide range of delicious fresh seafood. Savor heavenly fish tacos, oysters, crabs, blackened scallops, fried conch, jumbo shrimps, and much more.

Vegans will also find something to suit their taste, from garden salads to cauliflower pasta and artichoke bottoms, and gluten-free meals are available. If you’re longing for good ole American food, grilled burgers and juicy steaks are served, in addition to classic dishes such as ribs and conch chowder. For sweet cravings, chocolate fondue, bread pudding, key lime pie, and cream puffs are sure to please.

Family Activities

Cudjoe Key promises beach fun, gardens, and an aquarium for the little ones

No child can resist Cudjoe Key's shoreline, which offers plenty of opportunities to swim, build sandcastles, or just frolic in the water. For something special, charter a boat to introduce your children to inshore saltwater fishing. If you can manage to get them away from the sea, there are also several kid-friendly attractions elsewhere on the island. Bring them to Nancy Forrester’s Secret Garden to be greeted by chatty macaws and parrots. Nancy, an environmental artist, gives lectures on these intelligent birds.

At the Florida Keys Aquarium in Marathon, guests can snorkel in the tropical lagoon. Interactive animal encounters, such as touching shallow-water marine species, are also possible. On land, the National Key Deer Refuge on Big Pine Key offers more wildlife. Take photos of these adorable creatures or simply watch them move about. Children will also love the Key West Butterfly & Nature Conservatory's impressive collection. Let your kids stroll in this tropical paradise filled with colorful winged creatures, cascading waterfalls, and flowers.

Nightlife

Nightlife in the Florida Keys: Balmy nights and all that jazz

The island is small and its nightlife is laidback, with its restaurants and bars offering live music. Enjoy aperitifs at a restaurant bar, go for a meal, and listen to some live jazz while dining. Watch for Happy Hour specials and live acts.

After dinner, head to other bars in the vicinity or to a neighboring town for a different night scene. Clubs and lounges in the Florida Keys are the perfect places to mingle with the locals and hang out with your buddies as you sip drinks and dance the night away. If you need to recharge after all that dancing, several pubs also offer good grub to keep you going until the next day, such as prime rib, peppered bacon, and cheese-stuffed meatballs.

Local Attractions

Stretches of sand and nature parks are Cudjoe Key's main attractions

In Cudjoe Key, famous for its quiet beaches and water-based activities, visitors usually hang out at the seaside, swim, kayak, or paddleboard. There are also plenty of places to explore around the Florida Keys, such as Bahia Honda State Park in Big Pine Key, Looe Key, and Bahia Honda Key. The park boasts natural stretches of sand, considered among the best in the Keys. Walk along the old Bahia Honda Rail Bridge and take in the spectacular views of the surrounding islands. On the southern tip of Key West lies Fort Zachary Taylor Historic State Park. It has beautiful beaches, watersport equipment rentals, nature trails, and a pre-civil war fortress.

You'll also want to visit Key Largo's John Pennekamp Coral Reef State Park, the first underwater park in the United States. Follow the Mangrove Trail and spot the species of submerged trees before stopping at the visitor’s center to learn what the park is all about. For a close-up encounter, join a glass-bottomed boat tour to see amazing coral, hordes of colorful fish, and sea turtles. You can also join diving expeditions and view the Christ of the Abyss, an 8.5-foot bronze statue of Jesus similar to that found off the coast of Genoa, Italy.

We compare more than 600 providers, including:

Booking.com Vacation Rentals in Cudjoe Key VRBO Vacation Rentals in Cudjoe Key HomeAway Vacation Rentals in Cudjoe Key Airbnb Vacation Rentals in Cudjoe Key TripAdvisor Vacation Rentals in Cudjoe Key VacationRentals.com Vacation Rentals in Cudjoe Key HouseTrip Vacation Rentals in Cudjoe Key FlipKey Vacation Rentals in Cudjoe Key 9flats.com Vacation Rentals in Cudjoe Key VaycayHero Vacation Rentals in Cudjoe Key PerfectPlaces.com Vacation Rentals in Cudjoe Key Homestay.com Vacation Rentals in Cudjoe Key Only-apartments Vacation Rentals in Cudjoe Key Interhome Vacation Rentals in Cudjoe Key Bedycasa Vacation Rentals in Cudjoe Key Novasol Vacation Rentals in Cudjoe Key HomeEscape Vacation Rentals in Cudjoe Key

Vacation Destinations Near Cudjoe Key