Book Direct & Save - No Booking Fees

Oceanside home 107: dock-kayaks-bikes-pool-fishing

Video
Video Play Video
See all 71 photos
Oceanside home 107: dock-kayaks-bikes-pool-fishing #1
1/72

About this property


Cudjoe Key House

  • Sleeps 6

  • 2 bedrooms

  • 3 bathrooms

  • 1195 sq. ft.
41 reviews


Amenities


Why Choose FloridaRentals.com?

No booking or service fees

No Booking or Service Fees

Save up to 25% compared to other websites - no hidden costs.

Connect Directly with Hosts

Connect Directly with Hosts

Book with confidence and get the best rates.

Florida's #1 vacation rental listings site

Florida's #1 Vacation Rental Site

Trusted by millions - your go-to for the perfect Florida getaway.


Rates

Rental basis: Per property
Rental rates quoted in 
Rate PeriodNightlyWeekend NightWeeklyMonthlyMin Stay
Mar 15 - Apr 17 2026
$466 4 nights
Apr 18 - Apr 22 2026
$383 3 nights
Apr 23 - Apr 24 2026
$383 2 nights
Apr 24 - May 29 2026
$383 3 nights
May 30 - Jul 17 2026
$466 4 nights

View all periods


Fees:

  • Tax Rate: 12.5%


Notes:

House Rules
Check in after: 4:00 PM
Check out before: 10:00 AM

Cancellation Policy
100% refund if you cancel 30 days prior to arrival.
50% refund if you cancel by 15 days prior to arrival.
No refund if you cancel less than 15 days prior to arrival.

Damage and incidentals
You will be responsible for any damage to the rental property caused by you or your party during your stay. A security deposit of $250 will be collected and refunded promptly after cleaning fee is left for housekeeping and no damage reported.


Availability

Last updated on March 15, 2026

March 2026
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
  • 31
April 2026
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  •  
  •  
  •  
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
May 2026
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  •  
  •  
  •  
  •  
  •  
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
  • 31
June 2026
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  •  
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
July 2026
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  •  
  •  
  •  
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
  • 31
August 2026
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  •  
  •  
  •  
  •  
  •  
  •  
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
  • 31
20Available     20Unavailable    
Clear dates

Location

Nearest Airport

: Key West International Airport - 18 miles

Nearest Bar

: Broils - 0.1 miles

Nearest Beach

: Bahia Honda - 15 miles

Nearest Golf

: Key West - 18 miles

Nearest Restaurant

: Broils - 0.1 miles

Reviews

from 41 reviews
Write a review
review

My husband and I traveled to John’s place with our adult son and his girlfriend. It was a perfect 3-night stay. Check-in was a breeze. John had communicated well and prepared us for every step from check-in to check-out.I appreciate how helpful and responsive he was even pre-trip when I would ask for recommendations for things such as where to stop for lunch between the Key West airport and Sunrise Beach Resort. We chose the ease of BubbLoos for lunch but took his suggestion of Geiger Fish Camp for breakfast when heading back for our return flight. The Fish Camp was definitely one of our favorites.The bikes and kayaks made the trip so much more enjoyable. The walking/biking path across the highway was great as well. And watching the sunsets from the dock…magnificent.We had initial reservations of staying 25 minutes or so from the heart of Key West. We all agreed after a day trip into Key West it was nice to retreat to our beachside oasis. We can’t wait to return!

Stayed: Submitted: February 16, 2026

Was this review helpful? 
review

Wonderful place to stay. Tons of room to spread out. Lots of seating to relax. The place had lots of amenities if you wanted to stay in or close enough to restaurants if you wanted to go out. John was very responsive. We were given lots of information on what to do and where to go in Key West. We will definitely come back to this place to stay.

Stayed: Submitted: February 05, 2026

Was this review helpful? 
review

Nicely appointed home. Nice small pool at the ocean. Close to several really good restaurants. Owner was responsive.

Stayed: Submitted: February 01, 2026

Was this review helpful? 
review

We had such a great time at John’s place and felt right at home! Beautiful, quiet neighborhood and we loved the gated community! John left great recommendations and had a stocked home. Our unit was clean, comfortable and close to all the attractions. It was perfect for our bucket list trip and we would stay again! He’s a very proactive, responsive host and the house is more beautiful than the pictures!

Stayed: Submitted: January 30, 2026

Was this review helpful? 
review

We had a wonderful stay in this lovely home. It was spotlessly clean, comfortable, well equipped, and in a beautiful location right on the water. We enjoyed using the "toys" bikes, paddle boards, and kayaks. The location was great with easy access to Key West and a wide variety of Florida Keys adventures. Highly recommend this rental.

Stayed: Submitted: January 18, 2026

Was this review helpful? 
review

Loved the location between Key West and Marathon Key. Easy drive to get to many attractions. The condo was everything we hoped for. The pool is small but very quiet and heated. My daughter enjoyed reading poolside.This property is fabulous for viewing sunsets and going on morning kayaking trips. The fact that this property is free standing and shares no walls with adjacent condos makes it very peaceful in the evenings.I would definitely consider this property again if I return to the keys!!

Stayed: Submitted: January 16, 2026

Was this review helpful? 
review

John was a pleasure to work with! He answers questions promptly and has a friendly, down to earth vibe. As a host, he is non-intrusive and leaves you to enjoy the property and amenities. There are helpful suggestions on restaurants and local attractions that make planning a breeze. Galley Grill has a wonderful country style breakfast menu that my family thoroughly enjoyed.

Stayed: Submitted: January 14, 2026

Was this review helpful? 
review

We enjoyed our stay so much! The house had everything we could need to have a great vacation.

Stayed: Submitted: January 01, 2026

Was this review helpful? 
review

we had a wonderful time at John's Cudjoe Key's house. It was exactly what we were looking for. Roomy for a family of 4, not too close to the busy touristy parts of town, but those were easy enough to get to. There was a small pool with chairs just outside our door, with kayaks right there so on the water within five minutes of walking out our door. Loads of balcony's to sit and sip a hot coffee or a cold beverage. Just all in all a wonderful place for peace and escape. John was a GREAT host, so easy and quick to communicate with!!! Highly recommend! Linda

Stayed: Submitted: December 26, 2025

Was this review helpful? 
review

The condo was in a good location for us to explore the lower keys. The beds were comfy and linens were clean. The new couch was comfy too. John was a good communicator and addressed a couple of mishaps we encountered quickly when the power went out due to a storm. The pool area was nice and we enjoyed sitting out there during the early evening. The beach area is small and there were a ton of jellyfish so we couldn’t swim in the ocean from the beach here.

Stayed: Submitted: November 14, 2025

Was this review helpful? 
review

House was very comfortable and clean. The pool and tiki hut were a great place to hang out after fishing. We have booked this house multiple times and keep coming back.

Stayed: Submitted: August 22, 2025

Was this review helpful? 
review

Great place to spend vacation with the family. Super clean and the host is super attentive. Communication was superb. This is my 3 time and i will definitely be back . If u have a boat also its awesome to bring it since the dock is right in front of the house

Stayed: Submitted: July 30, 2025

Was this review helpful? 
review

Everything was great, the home exceeded our expectations! I feel like the photos don't do it justice. I would highly recommend!

Stayed: Submitted: July 07, 2025

Was this review helpful? 
review

loved staying here - amenities were so awesome our teens loved fishing off the dock and learned to kayak with the provided equipment. comfy beds and plenty of extras that were thought of for guests. the area feels very private. highly recommended!

Stayed: Submitted: June 03, 2025

Was this review helpful? 
review

This place has all you need weather your with a group of friends or on a family vacation . Beautiful location very clean house and tons of things to do . Great swimming pool and very friendly people highly recommend would stay here again .

Stayed: Submitted: May 22, 2025

Was this review helpful? 
review

The house and amenities were wonderful! Everything was clean and comfortable, and we had everything we needed for a fun vacation on the water. We used the fishing rods and kayaks and had a great time! The location was great, close to everything we wanted to do. The property was lovely, right on the water with a pool and little beach. I would not hesitate to stay again or recommend the property. Check in and check out were super easy. Communication was excellent, John provided all the information we needed and more. Thank you for providing such a wonderful place for our vacation!

Stayed: Submitted: May 02, 2025

Was this review helpful? 
review

fantastic place, perfect location for restaurants, fishing. would definitely stay here again

Stayed: Submitted: April 29, 2025

Was this review helpful? 
review

We took full advantage of the bikes and the kayaks, there’s a bike path on the other side of the highway that is hidden from the road that went both ways.Went down to the dock area in the middle of a clear night and watched the stars meet the ocean. Short 30 minute ride to key west. Wish we had more time to explore!

Stayed: Submitted: April 27, 2025

Was this review helpful? 
review

If you are looking for a relaxing and peaceful location, this is the place! John was so helpful! The place was exactly as described. Our family felt right at home and enjoyed being away from the busyness of larger keys! Close to Key West and some amazing restaurants!

Stayed: Submitted: April 02, 2025

Was this review helpful? 
review

We enjoyed the space inside and out

Stayed: Submitted: March 15, 2025

Was this review helpful? 
review

It was the perfect home base for our family. John had plenty of amenities such as kayaks, fishing equipment and a fridge outside for bait. It was extremely convenient to have our boat moored on site.

Stayed: Submitted: February 13, 2025

Was this review helpful? 
review

Our stay at John’s place was great! The rental had lots of personal touches and we felt right at home.

Stayed: Submitted: January 27, 2025

Was this review helpful? 
review

Outstanding, well appointed vacation home. John’s communication was excellent.

Stayed: Submitted: January 13, 2025

Was this review helpful? 
review

We love this staying in this complex. This is our 2nd time to stay with John. Unit 107 was very clean and well stocked with the basics. The location was perfect. I love the peace and quite of the unit. John has excellent communication with his renters. This is our favorite vacation spot in the Keys.

Stayed: Submitted: January 06, 2025

Was this review helpful? 
review

Great location with proximity to Key West and Big Pine. Loved the included recreation options (bikes, kayaks). The place was so nice and the pictures didn’t do it justice/ the place is so nicely decorated and looks even better in person !

Stayed: Submitted: December 28, 2024

Was this review helpful? 
review

We were very happy with our stay. In fact, we wish it had been longer as it was so nice and relaxing and in such a perfect location. Next time we know we need a couple extra days to really enjoy the pool more and the kayaks. Truly felt very comfortable and relaxed here!

Stayed: Submitted: November 29, 2024

Was this review helpful? 
review

This was a very relaxing and enjoyable stay! Most everything we needed was there and what wasn’t we went to the store less than 8 miles away! When we come back to the Keys this will be my first choice of places to stay!

Stayed: Submitted: November 11, 2024

Was this review helpful? 
review

This was the second time I rented one of the townhomes owned by John and it certainly won't be the last. The place was comfortable, clean and very well appointed. The pool was a great way to spend time at the end of the day and the location is excellent for enjoying kayaking, paddle boarding and boating.

Stayed: Submitted: September 09, 2024

Was this review helpful? 
review

The home was great! Lots of things to do and it’s so nice to use the kayaks or snorkel gear without having to rent or travel on the plane with any extra fun stuff ~ it was already there! Same with the crib! The host gave excellent communication before, during, and after the stay! Love the proactiveness. 5 STARS!

Stayed: Submitted: July 09, 2024

Was this review helpful? 
review

It was a great set up. John was a very helpful and responsive to any questions.

Stayed: Submitted: June 24, 2024

Was this review helpful? 
review

This property was beautiful, clean, and had everything we needed. Would love to come back.

Stayed: Submitted: June 17, 2024

Was this review helpful? 
review

John was really great to work with, very responsive and helpful. We brought our own boat and the docks were really nice. The house was immaculate and just as described. It was nice to be close to key west but also far enough away when you wanted to get away from the hustle and bustle. Great spot and centrally located for some cool fishing and snorkeling spots. We even saw dolphins right in the bay coming back in from snorkeling.

Stayed: Submitted: May 31, 2024

Was this review helpful? 
review

great location for our visit, communication was easy and quick; would return

Stayed: Submitted: May 25, 2024

Was this review helpful? 
review

John was a wonderful host and helped make our first visit to Key West a memorable one.

Stayed: Submitted: May 13, 2024

Was this review helpful? 
review

Beautiful place. Just the right amount of privacy. John provides lots of extras like books, kayaks, snorkel gear! Great local recommendations.

Stayed: Submitted: April 27, 2024

Was this review helpful? 
review

The place was amazing, super cute and very clean! Great location and awesome host! I was impressed by the all the instructions and how Alexa was set up to welcome you to the house!

Stayed: Submitted: April 10, 2024

Was this review helpful? 
review

We enjoyed our stay very much. Our host, John, was extremely helpful. He sent us very detailed instructions in advance notice of our trip with not just information for the house but info regarding restaurants and things to do in the area, which we appreciated very much! My husband and son enjoyed using the kayaks that were available. The accommodations were very clean and furnished nicely. All in all we would definitely want to stay here again!

Stayed: Submitted: April 09, 2024

Was this review helpful? 
review

This home is beautiful. We had 3 adults and 2 teenagers. The 3 bathrooms was definitely a plus!! Thank you for a great family vacation!!

Stayed: Submitted: March 31, 2024

Was this review helpful? 
review

I would recommend replacing the master bedroom bed. It was the noisy’est, sqeaky’est bed i have ever slept in. Every movement made while lying in that bed resulted in being woken up due its noise.

Stayed: Submitted: March 23, 2024

Was this review helpful? 
review

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!!

Stayed: Submitted: May 03, 2023

Was this review helpful? 
review

Fabulous vacation spot

We recently spent a few nights at this lovely Florida Keys home. The house is even nicer in person than the photos show. It was incredibly open, clean, well stocked and in a perfect location for a combination of low-key and relaxing downtime, and all the fun that Key West brings. The beds were comfortable, and having three bathrooms was a big plus.There are a few things that would have made our trip/the house even better. The pillows were not very comfortable. The bikes were all quite rusty so we did not use them. There is no full length mirror in the house. There are no games at the house other than Dominos & cards, so bring your own if that is something you like to do. There are quite a few jellyfish in the water, so paddle boarding was not really an option, though that is certainly not the owner’s fault.

Stayed: Submitted: January 16, 2023

Host response

"I am glad you enjoyed your trip and will take note of the pillow comment. We do replace pillows periodically, but I guess not in this unit yet. As for the rusty bicycles, had you tried them you would have found that despite their surface rust, all brakes, seats and steering worked, and tires were inflated to spec. Keeping bikes looking new is a challenge near salt air as anyone spending time in the Keys will confirm. All six bicycles available ae less than 2 years old."

Was this review helpful? 
Show all reviews

Contact Host