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Cudjoe Key Vacation Rentals

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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.

Save up to 29%

Best Vacation Home Deals in Cudjoe Key

May 6 - May 13

-19%

~~$352~~

$285 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Cudjoe Key with Pool & Grill + Water Views

4.6

"Outstanding" (87 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Nov 4 - Nov 11

-29%

~~$525~~

$372 per night

House ∙ 6 guests ∙ 2 bedrooms

Charming House in Cudjoe Key with Cool Pool

5.0

"Excellent" (129 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Oct 15 - Oct 22

-22%

~~$461~~

$361 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Yard, Pool & Grill

5.0

"Excellent" (189 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Find a vacation home that fits your needs among the 464 beautiful options from more than 6 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 29%.

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Top-Rated Rentals and Accommodations in Cudjoe Key

Oct 14 - Oct 21

$250 per night

House ∙ 5 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Pool & Grill

4.9

"Excellent" (211 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Oct 15 - Oct 22

-22%

~~$462~~

$361 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Yard, Pool & Grill

5.0

"Excellent" (189 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Jul 8 - Jul 15

-19%

~~$351~~

$285 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Cudjoe Key with Pool & Grill + Water Views

4.6

"Outstanding" (87 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Recommended Vacation Rentals in Cudjoe Key

Find your perfect vacation rental in Cudjoe Key: from $152 per night

May 6 - May 13

-20%

~~$375~~

$299 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Grill & Pool + Beautiful Views

4.6

"Outstanding" (159 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Sep 23 - Sep 30

-26%

~~$204~~

$152 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Overnight Parking

4.9

"Excellent" (209 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Sep 9 - Sep 16

$259 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Pool & Grill + Ocean View

4.8

"Excellent" (126 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Apr 29 - May 6

-22%

~~$510~~

$450 per night

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Cudjoe Key with Private Pool + Spectacular View

5.0

"Excellent" (149 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Sep 9 - Sep 16

$280 per night

House ∙ 6 guests ∙ 2 bedrooms

House in Cudjoe Key with Extra Parking + Ocean View

5.0

"Excellent" (75 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Sep 23 - Sep 30

-26%

~~$472~~

$350 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Grill, Yard & Pool

4.9

"Excellent" (226 ratings)

Cudjoe Key, Monroe County, Florida, United States

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May 6 - May 13

$500 per night

House ∙ 9 guests ∙ 3 bedrooms

House in Cudjoe Key with Private Pool + Amazing Views

4.9

"Excellent" (110 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Dec 1 - Dec 8

$692 per night

House ∙ 4 guests ∙ 5 bedrooms

Vacation Home in Cudjoe Key with Huge Pool + Ocean View

4.9

"Excellent" (66 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Aug 12 - Aug 19

$200 per night

Cottage ∙ 6 guests ∙ 3 bedrooms

Nice Cottage in Cudjoe Key with Grill & Pool + Ocean Views

4.4

"Very good" (118 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Cudjoe Key

Nov 6 - Nov 13

-30%

~~$525~~

$370 per night

House ∙ 6 guests ∙ 2 bedrooms

Charming House in Cudjoe Key with Cool Pool

5.0

"Excellent" (129 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Sep 23 - Sep 30

$220 per night

House ∙ 6 guests ∙ 2 bedrooms

Pleasant Vacation Home in Cudjoe Key with Pool & Grill + Water Views

4.7

"Outstanding" (107 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Sep 2 - Sep 9

-18%

~~$238~~

$195 per night

House ∙ 4 guests ∙ 2 bedrooms

House in Cudjoe Key with Pool & Grill

5.0

"Excellent" (8 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Cudjoe Key and book a vacation rental with air conditioning.

Sep 16 - Sep 23

$152 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Overnight Parking

4.9

"Excellent" (209 ratings)

Cudjoe Key, Monroe County, Florida, United States

Air conditioning

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Aug 19 - Aug 26

-15%

~~$266~~

$225 per night

House ∙ 6 guests ∙ 2 bedrooms

Lovely House in Cudjoe Key with Pool & Grill + Ocean Views

4.8

"Excellent" (66 ratings)

Cudjoe Key, Monroe County, Florida, United States

Air conditioning

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Sep 23 - Sep 30

-42%

~~$325~~

$190 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Pool & Grill + Incredible Views

4.8

"Excellent" (163 ratings)

Cudjoe Key, Monroe County, Florida, United States

Air conditioning

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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Cudjoe Key accommodation with high-speed internet.

May 6 - May 13

-20%

~~$376~~

$300 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Grill & Pool + Beautiful Views

4.6

"Outstanding" (159 ratings)

Cudjoe Key, Monroe County, Florida, United States

Internet

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Jun 24 - Jul 1

$259 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Pool & Grill + Ocean View

4.8

"Excellent" (126 ratings)

Cudjoe Key, Monroe County, Florida, United States

Internet

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Apr 29 - May 6

-22%

~~$511~~

$400 per night

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Cudjoe Key with Private Pool + Spectacular View

5.0

"Excellent" (149 ratings)

Cudjoe Key, Monroe County, Florida, United States

Internet

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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Cudjoe Key rental with full kitchen.

Aug 26 - Sep 2

$186 per night

House ∙ 6 guests ∙ 2 bedrooms

Charming House in Cudjoe Key with Grill & Pool

4.6

"Outstanding" (78 ratings)

Cudjoe Key, Monroe County, Florida, United States

Kitchen

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Aug 14 - Aug 21

$200 per night

Cottage ∙ 6 guests ∙ 3 bedrooms

Nice Cottage in Cudjoe Key with Grill & Pool + Ocean Views

4.4

"Very good" (118 ratings)

Cudjoe Key, Monroe County, Florida, United States

Kitchen

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Oct 7 - Oct 14

-19%

~~$346~~

$280 per night

House ∙ 6 guests ∙ 2 bedrooms

House in Cudjoe Key with Extra Parking + Ocean View

5.0

"Excellent" (75 ratings)

Cudjoe Key, Monroe County, Florida, United States

Kitchen

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Popular Rental Amenities in Cudjoe Key

Kitchen (551)
Internet (540)
Air conditioning (534)
TV (526)
Microwave (524)
Washer (501)
No smoking (487)
Grill (468)
Dishwasher (453)
Pool (404)
No pets (360)
Fishing (311)

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, 575 rentals provide "Kitchen". So, if you can't imagine a vacation without internet, select the Kitchen filter to compare these properties. It is also possible to search for a vacation rental in Cudjoe Key if you love sweating the stress away in saunas as 2 of the rentals there include "Sauna."

The Weather in Cudjoe Key

max. Min. 77° 66° 9 days 9	max. Min. 77° 68° 6 days 6	max. Min. 79° 70° 6 days 6	max. Min. 82° 73° 6 days 6	max. Min. 86° 77° 8 days 8	max. Min. 88° 79° 13 days 13	max. Min. 90° 81° 14 days 14	max. Min. 91° 75° 14 days 14	max. Min. 90° 79° 14 days 14	max. Min. 86° 77° 12 days 12	max. Min. 79° 72° 7 days 7	max. Min. 79° 72° 7 days 7
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.

7-Day Weather Forecast in Cudjoe Key

Fri, 24 Mar

77°

75°

Sat, 25 Mar

77°

Sun, 26 Mar

77°

75°

Mon, 27 Mar

77°

Tue, 28 Mar

77°

75°

Wed, 29 Mar

75°

Thu, 30 Mar

75°

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Accommodations for your vacation in Cudjoe Key

In Cudjoe Key, most of the 464 vacation accommodations are house rental, which represent 80.38% of its available accommodations. Additionally, these accommodations have a median size of 144 m² and an average price of $551 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. Cabin are, for example, another popular type of accommodation there with 62 offers to compare. The average size of cabin in Cudjoe Key is 70 m², and the average price is $426 per night.

Where to find the best food in Cudjoe Key?

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.

What are the best activities for families in Cudjoe Key?

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.

What are the best nightlife spots in Cudjoe Key?

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.

Where are the unique attractions in Cudjoe Key?

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.

Information about vacation rentals in Cudjoe Key

🏡 Vacation rentals	464 properties
💳 Possible discounts	up to 47%
🌙 Nightly prices starting at	$152
⭐ Popular amenities	Kitchen, Internet and Air conditioning
🐾 Pet friendly accommodations	189 properties
🏊 Vacation rentals with pools	415 properties

Frequently Asked Questions

What is the typical price per night for a vacation home in Cudjoe Key?

The nightly price of accommodations in Cudjoe Key starts at $152. If you would like to stay in a house rental, the average price is $551 per night. A cabin Cudjoe Key will cost $426 per night on average.

How many vacation homes are available to book in Cudjoe Key?

There are 464 vacation rentals available for booking for your upcoming vacation.

What amenities are most popular for vacation homes in Cudjoe Key?

If you're looking to book a vacation rental in Cudjoe Key, the most popular amenities are: Internet, Kitchen and Air conditioning.

How many vacation rentals with pools are there in Cudjoe Key?

There are 415 vacation rentals across 6 providers in Cudjoe Key.

Are pets allowed in vacation homes in Cudjoe Key?

Absolutely, there are 189 vacation rentals in Cudjoe Key that allow dogs , with an average rate of $538 per night.

What's the best time to travel to Cudjoe Key?

August and July are typically the warmest months in Cudjoe Key with temperatures around 91 °F. The coldest months in Cudjoe Key are January and February, with 66 °F on average.

We list offers from thousands of providers, including:

Cudjoe Key Vacation Rentals

Choose the perfect vacation rental

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

Best Vacation Home Deals in Cudjoe Key

Top-Rated Rentals and Accommodations in Cudjoe Key

Recommended Vacation Rentals in Cudjoe Key

Budget-friendly Vacation Rentals in Cudjoe Key

Vacation rentals and apartments with air conditioning

Vacation rentals with Wi-Fi

Apartments and vacation rentals with a kitchen

Popular Rental Amenities in Cudjoe Key

The Weather in Cudjoe Key

7-Day Weather Forecast in Cudjoe Key

Accommodations for your vacation in Cudjoe Key

Cudjoe Key cuisine confers a cornucopia of contentment

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

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

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

Information about vacation rentals in Cudjoe Key

Frequently Asked Questions

What is the typical price per night for a vacation home in Cudjoe Key?

How many vacation homes are available to book in Cudjoe Key?

What amenities are most popular for vacation homes in Cudjoe Key?

How many vacation rentals with pools are there in Cudjoe Key?

Are pets allowed in vacation homes in Cudjoe Key?

What's the best time to travel to Cudjoe Key?

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