Luxury Vacation Rentals in Cudjoe Key

(17 rentals)
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6 BR | 4 BA | Sleeps 12 | Quick View

$657

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Pool
  • Private pool

About this property

This brand new 5/6 bedroom 4 bath oceanfront home has a private pool and will share dock space, kayaks and the gazebo with Blue Palms Retreat home. There is 1 double and 3 single kayaks. Bring your boat- up to 24’ and your snorkel gear. Relax on one of the porches overlooking The Atlantic Ocean ...

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Property Type

Cudjoe Key House

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5 BR | 3 BA | Sleeps 12 | Quick View

2

$643

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Private pool

About this property

Our Cancellation policy is: Cancellation: If you cancel your reservation in writing 90 days or more before your arrival, you will receive a full refund, less a cancellation fee of $25.00 and Administrative fee. If you cancel less than 90 days before arrival, your payment and any prepaid rent will be ...

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Property Type

Cudjoe Key House

"Relaxation"

This property was perfectly located on a quiet street! Great for large family vacation! Loved the views . Only wish is they had a large boat dock for a larger boat ! It’s a must see!

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5 BR | 3 BA | Sleeps 12 | Quick View

2

$604

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Private pool
  • Rentals by owner

About this property

This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1. Located just 20 miles away from Key West. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill, upstairs grill, Jacuzzi. Full WiFi. TVs in every ...

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Property Type

Cudjoe Key House

"Squillets & Manor Wedding"

We had a great time, we will definitely be back! Fun in the sun! Close to restaurants and grocery store.

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3 BR | 2 BA | Sleeps 9 | Quick View

$517

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Private pool

About this property

***We are taking the recommended steps as presented by the Center for Disease Control and Prevention (CDC) for cleaning, disinfecting, and preparing this home for your arrival. We are following the protocols laid out by the CDC and using the EPA-approved disinfectants for Hard (non-porous) Surfaces, Soft ...

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Property Type

Cudjoe Key House

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3 BR | 3 BA | Sleeps 6 | Quick View

$500

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Pool
  • Private pool

About this property

Tropical Paradise has been a popular and romantic vacation rental getaway since 2003. This house includes all the elements you need for an amazing vacation. There are kayaks for adventures, a dipping pool and private beach for relaxation, a floating dock for fishing and docking a boat, (up to 24' boat ...

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Property Type

Cudjoe Key House

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2 BR | 3 BA | Sleeps 6 | Quick View

4

Distance to beach: 15 miles to Bahia Honda

$473

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool
  • Rentals by owner

About this property

This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. We are 80 feet the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on one of ...

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Property Type

Cudjoe Key House

"Don't worry be happy!!!"

Great location, views were gorgeous from our waterfront decks, 30 mins. to airport! Rental was clean, comfortable & well equipped with everything you need & then some. Home owners thought of everything ...

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2 BR | 3 BA | Sleeps 6 | Quick View

2

Distance to beach: 15 miles to Bahia Honda

$430

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. We are 80 feet the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on one of ...

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Property Type

Cudjoe Key House

"John V"

Susan & Jennifer are great to deal with, this was our 3rd trip to the property, and we can't wait to go back!!

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2 BR | 3 BA | Sleeps 6 | Quick View

1

Distance to beach: 15 miles to Bahia Honda

$409

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. We are 80 feet the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on one of ...

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Property Type

Cudjoe Key House

"Lovely, comfy condo and close to Key West"

Condo is beautifully appointed and comfortable. We enjoyed being close to Key West without having to pay Key West rental rates. Just the right size complex.

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

The pictures will give you a pretty good idea about the property. The following will give you a good idea of what you should expect, and why, if you stay at our house.We purchased this property for our family so we could all vacation here together. There are 11 of us. Martha and myself, our two ...

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Property Type

Cudjoe Key House

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3 BR | 3 BA | Sleeps 6 | Quick View

$367

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

You will be absolutely delighted to vacation at this remarkable luxury vacation home on Summerland Key. This multimillion dollar home has only the best to offer. The kitchen is a chef‘s dream with top of the line stainless appliances, cook top, built in ovens and gorgeous stone countertops.The ...

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Property Type

Cudjoe Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Paradise Palms! This amazing 3 bedroom home on Cudjoe Key is perfect for your next Florida Keys vacation! Tropical landscaping surrounds an inground pool that overlooks a beautiful canal...everything you could want and more! There is also large concrete dock for your boat, quick easy ocean ...

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Property Type

Cudjoe Key House

"Excellent location & Super clean Home"

My family and I stayed for the month of June 2022 and this was the first time we had visited Cudjoe Key. The house was beautiful and VERY clean. The kitchen was well equipped with everything you needed ...

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2 BR | 2 BA | Sleeps 4 | Quick View

$272

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

This home is situated on a beautiful canal in the prestigious Cudjoe Gardens. It is impressive from the moment you pull in the driveway! There is a tropical grand entryway leading into the spacious and beautifully furnished living room. From there, continue through the sliding glass doors on to the screened ...

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Property Type

Cudjoe Key House

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3 BR | 2 BA | Sleeps 7 | Quick View

$268

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront

About this property

This 3 bedroom 2 bath home is located on Cudjoe with easy access out to the open water. Bring your boat up to 26`and take out the kayaks provided at this home. There is ample room for outside activities, a BBQ grill and downstairs bait/beverage refrigerator.The master bedroom has a king bed and there ...

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Property Type

Cudjoe Key House

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4 BR | 2 BA | Sleeps 10 | Quick View

Distance to beach: 15 miles to Bahia Honda state park

$263

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

This newly renovated vacation home located on a Canal in Cudjoe Key is a stunning retreat that offers the perfect blend of comfort, relaxation and adventure. The living room is furnished with comfortable sofas and chairs, and a TV making it the perfect spot to unwind after a long day of boating or exploring ...

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Property Type

Cudjoe Key House

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1 BR | 1 BA | Sleeps 4 | Quick View

$228

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

1 bedroom,1bathroom located across the street from open water with great open water views. Living room has a queen sofa sleeper with a comfortable gel memory foam mattress. Master bedroom has a new king size bed. Large common area in our backyard with picnic tables and lots of shade trees. Bungalow is ...

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Property Type

Cudjoe Key Bungalow

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Key Amenities

  • Air conditioning
  • Private pool

About this property

House - 2 Bedrooms, 2 Bathrooms, Sleeps 4. Come enjoy our hidden retreat in upscale Cudjoe Gardens. This home is conveniently located only blocks away from Cudjoe Gardens Marina. This single level home is situated on a crystal clear flow through deep water canal. The home features an in ground private ...

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Property Type

Cudjoe Key House

"Perfect Keys Home"

We absolutely loved this home! We've been traveling to the Keys for 15 years and this is one of our favorites. A quiet neighborhood which is fantastic. Fred is excellent with communication.

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3 BR | 2 BA | Sleeps 6 | Quick View

$212

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Let this Cudjoe Gardens home be the location of your next getaway! Situated on a beautiful, clear deep canal with ample space for your boat, you will enjoy quick access to some of the best fishing, diving and snorkeling in the Florida Keys.This three bedroom home is unique, with two master bedrooms ...

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Property Type

Cudjoe Key House

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Cudjoe Key Vacation Rentals