On Our Way Travel Cudjoe Key
Cudjoe Key
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Cudjoe Key

Oct 07 - Oct 08 ·
2 guests

Cudjoe Key Vacation Rentals

Cudjoe Key
2 guests

Adults:

2

Children:

0

Child’s age:

Over 50 stays assessed to highlight the standout picks

Navigation

1. Tree Top Paradise

2. Nautilus...Ocean Front Cottage Retreat ~

3. Pelican'S Roost, Waterfront Comfort At Venture Out

4. Tidewater Views By Last Key Realty

Cheap Vacation Rentals in Cudjoe Key Florida

5. Turtle Cove Views By Last Key Realty

6. Oceania... Water Front Cottage Retreat ~

7. Island Oasis ~ Your Paradise Awaits!

Pet Friendly Vacation Rentals Cudjoe Key

8. Dolphin Daydreams By Last Key Realty

9. Ocean View With Pool, 4 Bedroom Vila Near Key West

10. Howard House By The Sea

Luxury Vacation Rentals Cudjoe Key

  • Guest favorite
Hotel Image Hotel Image

Tree Top Paradise

701 Spanish Main Drive 179
4.1 km (2.6 mi) from city center
78
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Billiard tables
  • Saltwater pool
8.7
56 reviews
~ US$237 / night

Tree Top Paradise

4.1 km (2.6 mi) from city center
78
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Billiard tables
  • Saltwater pool

Tree Top Paradise

8.7
56 reviews
From US$ 237 / night
  • Private beach
Hotel Image Hotel Image

Nautilus...Ocean Front Cottage Retreat ~

701 Spanish Main Drive
3.8 km (2.4 mi) from city center
79
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view
9.4
20 reviews
~ US$426 / night

Nautilus...Ocean Front Cottage Retreat ~

3.8 km (2.4 mi) from city center
79
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

Nautilus...Ocean Front Cottage Retreat ~

9.4
20 reviews
From US$ 426 / night
  • Private beach
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Pelican'S Roost, Waterfront Comfort At Venture Out

701 Spanish Main Drive Unit 454
3.8 km (2.3 mi) from city center
80
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view
8.9
23 reviews
~ US$405 / night

Pelican'S Roost, Waterfront Comfort At Venture Out

3.8 km (2.3 mi) from city center
80
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view

Pelican'S Roost, Waterfront Comfort At Venture Out

8.9
23 reviews
From US$ 405 / night

Cheap Vacation Rentals in Cudjoe Key Florida

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Tidewater Views By Last Key Realty

701 Spanish Main Dr #594
3.7 km (2.3 mi) from city center
79
  • Free parking
  • Ironing facilities
  • Tennis court
  • Spa centre
  • Jacuzzi
10
1 reviews
~ US$333 / night

Tidewater Views By Last Key Realty

3.7 km (2.3 mi) from city center
79
  • Free parking
  • Ironing facilities
  • Tennis court
  • Spa centre
  • Jacuzzi

Tidewater Views By Last Key Realty

10
1 reviews
From US$ 333 / night
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Turtle Cove Views By Last Key Realty

701 Spanish Main Dr #524
3.8 km (2.3 mi) from city center
79
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities
  • Tennis court
  • Spa centre
  • Jacuzzi
8.5
2 reviews
~ US$361 / night

Turtle Cove Views By Last Key Realty

3.8 km (2.3 mi) from city center
79
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities
  • Tennis court
  • Spa centre
  • Jacuzzi

Turtle Cove Views By Last Key Realty

8.5
2 reviews
From US$ 361 / night
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Oceania... Water Front Cottage Retreat ~

701 Spanish Main Drive
3.9 km (2.4 mi) from city center
70
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Sauna
  • Pool with view
7.4
18 reviews
~ US$578 / night

Oceania... Water Front Cottage Retreat ~

3.9 km (2.4 mi) from city center
70
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Sauna
  • Pool with view

Oceania... Water Front Cottage Retreat ~

7.4
18 reviews
From US$ 578 / night

Pet Friendly Vacation Rentals Cudjoe Key

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Island Oasis ~ Your Paradise Awaits!

701 Spanish Main Drive
3.9 km (2.4 mi) from city center
76
  • BBQ facilities
  • Car park
    Charges may apply
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Outdoor swimming pool
8
4 reviews
~ US$427 / night

Island Oasis ~ Your Paradise Awaits!

3.9 km (2.4 mi) from city center
76
  • BBQ facilities
  • Car park
    Charges may apply
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Outdoor swimming pool

Island Oasis ~ Your Paradise Awaits!

8
4 reviews
From US$ 427 / night
  • Great deal
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Dolphin Daydreams By Last Key Realty

701 Spanish Main Drive #631
3.7 km (2.3 mi) from city center
80
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities
  • Tennis court
  • Spa centre
  • Jacuzzi
10
1 reviews

Dolphin Daydreams By Last Key Realty

3.7 km (2.3 mi) from city center
80
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities
  • Tennis court
  • Spa centre
  • Jacuzzi

Dolphin Daydreams By Last Key Realty

10
1 reviews
  • Top location
  • Private beach
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Ocean View With Pool, 4 Bedroom Vila Near Key West

125 Colson Drive
1.9 km (1.2 mi) from city center
260
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Fitness centre
  • Pool with view
7
6 reviews
~ US$1128 / night

Ocean View With Pool, 4 Bedroom Vila Near Key West

1.9 km (1.2 mi) from city center
260
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Fitness centre
  • Pool with view

Ocean View With Pool, 4 Bedroom Vila Near Key West

7
6 reviews
From US$ 1128 / night

Cudjoe Key Vacation Rentals Oceanfront

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Howard House By The Sea

701 Spanish Main Drive
4.3 km (2.7 mi) from city center
76
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Billiard tables
  • Sun terrace
~ US$441 / night

Howard House By The Sea

4.3 km (2.7 mi) from city center
76
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Billiard tables
  • Sun terrace

Howard House By The Sea

From US$ 441 / night
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Oceanview Retreat With Private Seawall

701 Spanish Main Dr #198
4.3 km (2.7 mi) from city center
80
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view
~ US$755 / night

Oceanview Retreat With Private Seawall

4.3 km (2.7 mi) from city center
80
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

Oceanview Retreat With Private Seawall

From US$ 755 / night
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Endless Water Views - Venture Out 526

701 Spanish Main Dr. #526
3.7 km (2.3 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Endless Water Views - Venture Out 526

3.7 km (2.3 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Endless Water Views - Venture Out 526

Cudjoe Key Vacation Rentals with Private Pool

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Sea Breeze Cottage - Venture Out Unit 066

701 Spanish Main Dr #066
3.9 km (2.4 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Sea Breeze Cottage - Venture Out Unit 066

3.9 km (2.4 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Sea Breeze Cottage - Venture Out Unit 066

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House Of The Rising Sun - Vo479

701 Spanish Main Dr. #479
3.9 km (2.4 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

House Of The Rising Sun - Vo479

3.9 km (2.4 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

House Of The Rising Sun - Vo479

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Isle Be Back To The Sunny Keys

701 Spanish Main Dr. #35
4.3 km (2.7 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Isle Be Back To The Sunny Keys

4.3 km (2.7 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Isle Be Back To The Sunny Keys

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Casa Key Lime Vo291 Bring Your Boat

701 Spanish Main Dr. #291
4.0 km (2.5 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Tennis court
  • Jacuzzi

Casa Key Lime Vo291 Bring Your Boat

4.0 km (2.5 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Tennis court
  • Jacuzzi

Casa Key Lime Vo291 Bring Your Boat

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Shangri-La In The Keys! Enjoy The Water Views And A 45' Dock Space!

701 Spanish Main Dr. #413
3.9 km (2.4 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Shangri-La In The Keys! Enjoy The Water Views And A 45' Dock Space!

3.9 km (2.4 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Shangri-La In The Keys! Enjoy The Water Views And A 45' Dock Space!

Hotel Image Hotel Image

Riley'S Retreat - Venture Out 107

701 Spanish Main Dr. #107
4.3 km (2.7 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Riley'S Retreat - Venture Out 107

4.3 km (2.7 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Riley'S Retreat - Venture Out 107

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Pelicans View - Venture Out Lot 318

701 Spanish Main Dr. #318
4.0 km (2.5 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Billiard tables
  • Table tennis
  • Jacuzzi

Pelicans View - Venture Out Lot 318

4.0 km (2.5 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Billiard tables
  • Table tennis
  • Jacuzzi

Pelicans View - Venture Out Lot 318

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Fl Keys Cottage With Ocean Views - Venture Out Unit 395

701 Spanish Main Dr. #395
3.9 km (2.4 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Fl Keys Cottage With Ocean Views - Venture Out Unit 395

3.9 km (2.4 mi) from city center
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Jacuzzi

Fl Keys Cottage With Ocean Views - Venture Out Unit 395

Are you in a hurry?

Here is a quick list of Vacation Rentals in Cudjoe Key, selected based on their rating

Name of hotel Accommodation Rating Price, $
Tree Top Paradise

8.7 / 10

(56 Reviews)

 From 237$
Nautilus...Ocean Front Cottage Retreat ~

9.4 / 10

(20 Reviews)

 From 426$
Pelican'S Roost, Waterfront Comfort At Venture Out

8.9 / 10

(23 Reviews)

 From 405$
Tidewater Views By Last Key Realty

10.0 / 10

(1 Reviews)

 From 333$
Turtle Cove Views By Last Key Realty

8.5 / 10

(2 Reviews)

 From 361$

Location