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Oceanside home, dock,kayaks,bikes,pool,fishing,107

Beachfront holiday home with a fitness centre

Photo gallery for Oceanside home, dock,kayaks,bikes,pool,fishing,107

Community view from the end of dock
Living room with sofabed
Living room with sofabed
Interior detail
Kitchen and stairs to bedrooms

Reviews

9.8 out of 10
Exceptional
2 bedrooms3 bathroomsSleeps 61194.8 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪6 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪7 min drive‬
  • Place, Florida Keys Beaches
    ‪12 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪42 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Common spaces

1 Double Sofa Bed

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Kitchen
Balcony
Garden

About this property

Oceanside home, dock,kayaks,bikes,pool,fishing,107

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. (I also rent units 109 and 111 on VRBO 4441696 and 4441714 in case you need more than one home.) Our home is third from the waters edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on one of two balconies, dock or poolside, where you can soak up the sun steps from the house. Breathtaking southwest views of the blue-green ocean can be seen from the bedrooms and balcony off of each bedroom.

PLEASE NOTE: Beginning in 2023 the cleaning fee is to be left for housekeeping upon departure. Current amount is $225. This is in addition to the price you pay via this site.

Your boat, up to 25 feet, can be kept at the dock for your entire stay in the calm waters directly behind the house. I pay for you to store your trailer off-site at Cudjoe Gardens Marina where the ramp is. Looe Key and American Shoal Reef can be seen from the house where you’ll find the most beautiful snorkeling and diving reefs in the keys, along with the excellent fishing. Fish or kayak right off the end of the dock or you can venture out to experience the history and action in Key West located only 17 miles away. In the immediate area you’ll find several very good restaurants, a gym/wellness center, and Cudjoe Garden’s Marina, a full service marina offering boat rentals. The only 18-hole miniature golf course in the keys is located 15 minutes away. Bahia Honda State Park and the Dolphin Research Center, which offers dolphin encounters, are other area attractions.

This casually elegant home has:
* high ceilings with crown molding and ceiling fans
* bamboo wood floors
* a gourmet kitchen with stainless appliances and granite countertops
* private bathrooms in each bedroom, plus a full bathroom downstairs
* third full bath downstairs
* three flat screen HD TV’s with full U-Verse cable package
* Free WIFI
* covered parking for 2 vehicles
* I pay for you to store your trailer at the local marina to give you maximum space under home
* walk in closet and luxury beds and furniture
* beach chairs, cooler, beach toys,
* Fishing poles
* Kayak
* Bicycles

This is the perfect vacation home for families or couples looking for relaxing ambiance in tropical setting and for those who want it all – beach, pool, boat dock, kayaks and views.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 22
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

Summerland Key

Located in Summerland Key, this holiday home is on the beach. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Looking to get your feet wet? Kayaking, scuba diving and snorkelling adventures can be found near the property.
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Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 6 min drive - 4.0 km
  • Upper Sugarloaf Sound - 7 min drive - 5.3 km
  • Lower Sugarloaf Sound - 11 min drive - 9.2 km
  • Florida Keys Beaches - 12 min drive - 8.3 km
  • Sugarloaf Beach - 18 min drive - 15.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 27 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Broil - ‬3 min walk
  • ‪5 Brothers Two - ‬8 min drive
  • ‪Mangrove Mama's - ‬3 min drive

Frequently asked questions

Does Oceanside home, dock,kayaks,bikes,pool,fishing,107 have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Oceanside home, dock,kayaks,bikes,pool,fishing,107 pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Oceanside home, dock,kayaks,bikes,pool,fishing,107?

Check-in begins at 4:00 PM.

What time is check-out at Oceanside home, dock,kayaks,bikes,pool,fishing,107?

Checkout is at 10:00 AM.

Where is Oceanside home, dock,kayaks,bikes,pool,fishing,107 located?

Nestled on the beach, this Summerland Key holiday home is within 3 mi (5 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound and Venture Key. Venture Out Keys and Out Key are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 171 out of 194 reviews
Rating 8 - Good. 20 out of 194 reviews
Rating 6 - Okay. 1 out of 194 reviews
Rating 4 - Poor. 1 out of 194 reviews
Rating 2 - Terrible. 1 out of 194 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Elieser B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 4 nights in Jul 2025

10/10 Excellent

Rob S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything as listed,,was a beautiful property in a beautiful area.

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 3 nights in Apr 2025

10/10 Excellent

Mchelle E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annual family vacation

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 3 nights in Nov 2024

10/10 Excellent

Jennifer K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring Break in the Keys

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 6 nights in Apr 2025

10/10 Excellent

Jeff M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great visit, everything was perfect !!!!

Beautiful place and accommodations !!!
Stayed 3 nights in Jul 2022

10/10 Excellent

John P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property

Enjoyed our stay and we will be back again. Great location and amenities.
Stayed 3 nights in Mar 2024

10/10 Excellent

huey k.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

We very much enjoyed our stay. The unit was tastefully furnished and clean.
Stayed 7 nights in Jan 2024

10/10 Excellent

Jay L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

The place is actually prettier than the pictures. It was great and the location was also.
Stayed 6 nights in Jan 2024

10/10 Excellent

Jessica S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect paradise

This property was beautiful, clean, and had everything we needed. Would love to come back.
Stayed 3 nights in Jun 2024

10/10 Excellent

Jen B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Getaway

We really enjoyed our stay. The house is very clean. The location was great - close enough to Key West to go spend the day but far enough away to enjoy some peace and quiet.
Stayed 4 nights in Jun 2020

10/10 Excellent

Chris R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and amenities

We enjoyed our stay. There are plenty of amenities for everyone to have fun and relax. It's close enough to Key West to explore there too. The condo was very clean and updated.
Stayed 6 nights in Jun 2023

10/10 Excellent

Linda H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to getaway!

Such a lovely place! We really enjoyed the many amenities especially the kayaks and bikes. Super clean too. Thank you!
Stayed 7 nights in Jan 2024

10/10 Excellent

Pamela B., Eden Prairie Minnesota USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Stay

Enjoyed out stay. The home was as described. Beautiful location. Convenient to Key West. We would rent this unit again and will recommend to our family and Friends.
Stayed 4 nights in Jan 2021

10/10 Excellent

rita s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great stay!

just as described. enjoyed our time there. close enough to key west but quiet. would definitely return.
Stayed 29 nights in Jan 2023

10/10 Excellent

Raeleen Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Christmas shenanigans

Wonderful time staying in this VRBO. House was close to the water with a seating and grill on the ground level. Would stay there again if I come back to Key West.
Stayed 6 nights in Dec 2023

10/10 Excellent

Sam F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Property was clean and well cared for. Well stocked with little extras - bug spray, plenty of detergent, extra toilet paper, body wash. Would definitely come back!
Stayed 5 nights in Jul 2023

10/10 Excellent

Rita K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Place On The Water!!

We truly enjoyed our stay at Sunrise Beach Resort in Cudjoe Key! The condo is beautiful and just steps away to the ocean and pool. John was the perfect host and provided lots of amenities inside and outside (including kayaks and bikes). Loved that it was close enough for day trips to Key West, or just relaxing at the condo. Highly recommend!!
Stayed 3 nights in May 2024

10/10 Excellent

Bill K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fishing

Clean, great location, well appointed, great communication from property owner.
Stayed 6 nights in Apr 2024

10/10 Excellent

amy w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sunrise Beach 107

This was a great place to vacation. Easy access to restaurants, recreation and Key West without staying in the hustle and bustle of it all. The owner was accessible and responsive as needed. We would definitely recommend staying here.
Stayed 8 nights in Apr 2023

10/10 Excellent

Kari B.

Amazing home!

Thoroughly enjoyed our stay. The house is exactly as described and we enjoyed having the bikes and kayaks available during our visit. The house is extremely clean and we look forward to returning in the future.
Stayed 3 nights in Jan 2019

10/10 Excellent

Denis G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great newly built community of homes in Cudjoe Key

The house was perfect and fully equipped with everything for our stay. We were able to dock our boat on the property dock and had a great time fishing and exploring looe key rief.
Stayed 3 nights in Sep 2020

10/10 Excellent

Elieser B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing get away vacation home

Place is awesome, the location is great and close to key west , super clean and house has everything u may need , the fact i could have my boat right in front of the house was priceless, definitely will be back . The owner is pretty responsive and always willing to help .
Stayed 4 nights in Sep 2022

10/10 Excellent

Amy N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

May 2023

Great trip. Accommodations very clean and comfortable! Location great if don't want to be in the heart of Key West, but able to get there quickly. Convenient to wonderful fishing. Host provided all information needed for an enjoyable trip.
Stayed 5 nights in Apr 2023

10/10 Excellent

CHRIS C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to enjoy the keys

We definitely enjoyed the property. It was great being close to key west, but not in the middle of it. There was lots to do for the family on the property and we were close to beaches and attractions as well. There was a water main break and the owner was incredibly comminicative which helped a lot. Highly recommended and we would definitely stay here again.
Stayed 6 nights in Mar 2023

10/10 Excellent

Rich C., Pomfret Center

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Perfect Getaway Spot

Great location just minutes to Key West but far enough away to have a peacefully quiet and relaxing stay with all the comforts of a beautiful 5 star resort. The 2 Bedroom 3 Bath home has all the comforts of your home with all the little extras of a resort ie pool, beach, beautiful views. A definite must stay home when you are in the area looking for all the comforts of home while being on vacation.
Stayed 4 nights in Jun 2020

About the host

Hosted by John Benckenstein

Host profile image
We are married and the kids are all out of the house so we have the time to spend on vacations like our Cudjoe Key getaway house. We enjoy being on the water, touring Key West and then have a quiet place to sleep and relax.

Why they chose this property

We fell in love with the Keys and decided to buy this to make it that much easier to visit. Sunrise Beach Resort is the perfect blend of Keys life. jIt is just close enough to Key West when you want action and secluded enough for relaxing anytime.

What makes this property unique

Sunrise Beach is always a quiet place to relax. With nearby dive companies, or your own boat, you can explore some of the most beautiful reefs in the Keys just a few miles off shore. Nearby Key West (17 miles) is always a fun trip for a wide variety of food and entertainment. However, three of my top five favorite restaurants anywhere in the keys are less than 5 miles away. You will be staying in one of eleven stilt homes in this secluded gated community.

Languages:

English

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