Entire home

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

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 6111 sq m

Popular amenities

  • Dryer
  • Kitchen
  • Washer
  • Pool
  • Barbecue grill
  • Air conditioning

Explore the area

Map
Cudjoe Key, FL
  • Upper Sugarloaf Key
    ‪3 min drive‬
  • Florida Keys Beaches
    ‪8 min drive‬
  • Sugarloaf Beach
    ‪18 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪27 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen 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.

Property manager

John Benckenstein
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
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.
Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 3.3 km
  • Upper Sugarloaf Sound - 5 min drive - 3.9 km
  • Venture Out Keys - 6 min drive - 4.0 km
  • Florida Keys Beaches - 8 min drive - 7.7 km
  • Sugarloaf Beach - 18 min drive - 14.7 km

Getting around

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

Restaurants

  • ‪Mangrove Mama's - ‬3 min drive
  • ‪Boondocks Grille & Draft House - ‬9 min drive
  • ‪The Square Grouper Bar & Grill - ‬2 min drive
  • ‪Looe Key Tiki Bar & Grill - ‬9 min drive
  • ‪Five Brothers Grocery Two - ‬8 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. 167 out of 190 reviews
Rating 8 - Good. 20 out of 190 reviews
Rating 6 - Okay. 1 out of 190 reviews
Rating 4 - Poor. 1 out of 190 reviews
Rating 2 - Terrible. 1 out of 190 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

Savannah G.

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

All 3 generations enjoyed the property

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 5 nights in Jul 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

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

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

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

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

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

Melanie M.

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

Great home and location!

Home was exactly as advertised with plenty of room for our family of 5. We really appreciated the thorough email before we arrived with information and tips for our stay. We were lucky enough to meet John right after checking in and he gave us some great restaurant recommendations as well. The home had supplies, dishes, etc that made the stay very convenient and the location was fantastic. We loved being within a fairly short drive of tourist locations like Key West and Bahia Honda State park without being in a congested area. Our family loved this vacation and will definitely be back!
Stayed 5 nights in Jun 2023

10/10 Excellent

Steve M.

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

Satisfying!

Clean and in good condition. Great communication and helpful extras that made the stay easier. Example: coolers to use for day trips. Small refrigerator outdoors near the grill and patio.
Stayed 5 nights in May 2023

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

Mike D.

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

Perfect location and property

Traveled to Cudjoe at the end of May for the sole purpose of fishing with a couple family members for a week. The home, however, was perfect for much more. While the marine amenities were fantastic for our needs, the property would also be excellent for a family with small children or a group of friends who wanted to do more than just be on the water all day. Also big thanks to John for being an excellent and responsive host! We will definitely be back.
Stayed 6 nights in May 2023

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

Raymond B.

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

Restful Accomodations After Fishing

The condo gave us all the necessary amenities to rest after 3 days of fishing. Location was away from the noise of Key West and 15 minutes from the marina for a day of fishing. This is our second trip staying at sunrise resort and we will probably do it again next year. Condo was clean and had no issues and was right on the water to accommodate boating activities.
Stayed 4 nights in Apr 2023

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

Alan P.

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

Wedding getaway

Property was only about a 25 min ride to Key West. Location itself is clean, with all amenities, including access to kayaks, bikes, and paddle boards. Balconies were great as well. We went out on the kayaks a couple of different days and the water was calm and beautiful. Host was cordial and when I had a question, he responded via text very quickly. We will be back.
Stayed 5 nights in Apr 2023

10/10 Excellent

Graziella C.

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

Breve soggiorno nelle Keys

La struttura ha superato le aspettative . Consigliatissimo!
Stayed 2 nights in Mar 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

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

8/10 Good

Jennifer J.

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

Christmas in Cudjoe

Quant home nestled back right off Hwy 1 (Overseas Highway). Beautiful scenery, wonderful accommodations! My teenage girls thoroughly enjoyed the paddle boards and kayaks. Fun seeing the iguanas sunning on the dock. Very quiet. Easy drive down to Key West for shopping and night life.
Stayed 6 nights in Dec 2022

8/10 Good

Mike H.

Liked: Cleanliness, check-in, communication, location

Great Location

Overall was great. Some of features advertised weren’t available. The pool was supposed to be heated and was not and had been broke since September. However we were not made aware of this prior to visit. Fishing poles were in different units not ours. Other than that would definitely recommend this place.
Stayed 5 nights in Dec 2022

10/10 Excellent

Kristy M.

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

Great family trip!

This was the perfect place to spend Thanksgiving. The house is very clean and well stocked. We enjoyed having our coffee each morning under the house or down at the dock. We also took advantage of the kayaks multiple times! It’s an easy trip into Key West-we went twice. This house was a great location and had everything we needed. If we visit again, we’d definitely stay here!
Stayed 7 nights in Nov 2022

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

Premier Host

They consistently provide great experiences for their guests