Entire home

Oceanside home, dock,kayaks,bikes,pool,fishing,111

Photo gallery for Oceanside home, dock,kayaks,bikes,pool,fishing,111

A heated pool
Property video
Terrace/patio
Outdoor dining
Property grounds

Entire home

2 bedrooms5 bathroomsSleeps 61200 sq ft

Popular amenities

  • Kitchen
  • Dryer
  • Washer
  • Pool
  • Barbecue grill
  • Free WiFi

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Oceanside home, dock,kayaks,bikes,pool,fishing,111

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 107 on VRBO 4441696 and 342851) in case you need more than one home. We are right on the water's 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 and sunsets can be seen from either balcony.

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
* Two master suites with king beds and full private baths
* a third full bathroom downstairs
* 3 flat screen HDTV’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 king beds and furniture
* Beach chairs, cooler, beach toys,
* Fishing poles
* Kayaks
* 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

Languages

English

Add dates for prices

Property amenities

Beach

  • On the beach

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 4.5 bathrooms
  • Hair dryer
  • Shower/bathtub combination
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • DVD player
  • Games
  • Music library
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycles
  • Golf
  • Heated pool
  • Kayak
  • Water sports equipment
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Scuba diving nearby
  • Snorkelling nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Property located in a resort
  • Unit size: 1,200 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 22

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is recommended for transport to and from this property

Property is also known as

238379

About the area

Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 3.6 km
  • Florida Keys Beaches - 10 min drive - 10.1 km
  • Sugarloaf Beach - 18 min drive - 14.7 km
  • Bahia Honda State Park - 31 min drive - 35.1 km
  • Boca Chica Nude Beach - 35 min drive - 28.2 km

Getting around

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

Restaurants

  • ‪Mangrove Mama's - ‬3 min drive
  • ‪Boondocks Grille & Draft House - ‬8 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,111 have a pool?

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

Is Oceanside home, dock,kayaks,bikes,pool,fishing,111 pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Oceanside home, dock,kayaks,bikes,pool,fishing,111?

Check-in begins at 4:00 PM.

What time is check-out at Oceanside home, dock,kayaks,bikes,pool,fishing,111?

Checkout is at 10:00 AM.

Where is Oceanside home, dock,kayaks,bikes,pool,fishing,111 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).

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Oceanside home, dock,kayaks,bikes,pool,fishing,111 Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 149 out of 155 reviews
Rating 8 - Good. 5 out of 155 reviews
Rating 6 - Okay. 1 out of 155 reviews
Rating 4 - Poor. 0 out of 155 reviews
Rating 2 - Terrible. 0 out of 155 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Holly

Liked: Cleanliness, amenities, property conditions & facilities
The house was very nice and welcoming, and the views of the ocean are beautiful! Everything needed for our stay was provided. Our family had an amazing time!
Stayed 5 nights in Jun 2025

10/10 Excellent

Maria B.

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

Awesome spot

Gorgeous views, all the amenities, great location. Can’t be beat.
Stayed 5 nights in Jan 2025

10/10 Excellent

Charles N.

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

Awesome location

Great property, great location, brought our boat - great dock with easy access.
Stayed 7 nights in Jul 2023

10/10 Excellent

Pete L.

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

Wonderful home with fantastic water views

Family of five stayed last week, great location not far from Key West. Host has everything well organized for your stay! Plan to stay again in future.
Stayed 5 nights in Jul 2024

10/10 Excellent

Lori R.

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

Beautiful Location!

Lovely, quiet property with fantastic views!
Stayed 5 nights in May 2023

10/10 Excellent

Bob S.

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

Great accommodations

Loved the place. Ideal decorations made us feel comfy and cozy. We were treated as if it was our own home. I highly recommend this place.
Stayed 4 nights in Feb 2024

8/10 Good

Brent A.

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

Great quiet island life location

Great renting experience
Stayed 4 nights in Sep 2021

10/10 Excellent

Justine S.

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

AMAZING!!!!!!!

What an AMAZING stay! We, as a family, enjoyed every part of our vacation home. From the view (incredible), location, cleanliness, security, accommodations, check in and out- this place had it ALL!! Will definitely stay again!
Stayed 4 nights in May 2023

10/10 Excellent

H from PA

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

Cudjoe Key

Enjoyed our stay . Unit is very clean and a good location.Had fun with the kayaks too.
Stayed 5 nights in Dec 2023

10/10 Excellent

Jennifer G.

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

Great home! Amazing views!

This place never disappoints!! Another fabulous stay in the books. Can’t wait to be back!!
Stayed 5 nights in Aug 2023

10/10 Excellent

Michael F.

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

excellent place

we were very impressed and satisfied with the place and our stay. The house was well-decorated, clean and had an excellent view of the water (even saw a small shark in the water right behind the house). We would recommend this place to others without hesitation.
Stayed 4 nights in May 2023

10/10 Excellent

Dan M., Indianapolis, Indiana

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

Keys Visit

Stayed here to get away from the cold up north with some friends from KC. Great locations, views and amenities. Went into Key West a couple of times for shopping and lunch, very close and easy drive. This property has everything you need to unplug for a little bit and we enjoyed it very much.
Stayed 9 nights in Jan 2024

10/10 Excellent

Mary M.

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

Fantastic stay in Cudjoe Key

We absolutely loved this house. It checked all of our boxes related to size, layout, location, view and amenities. The property owner was very responsive throughout the rental process. If/when we return to the Keys we will definitely plan to stay here again.
Stayed 8 nights in Jan 2023

10/10 Excellent

Verified traveller

Wonderful vacation home!

Upscale living in a perfect location. The homeowner has thought of everything to make this a comfortable home, along with thoughtful extras like outdoor seating and a grill, bicycles and kayaks!
Stayed 5 nights in May 2018

10/10 Excellent

Laurie O.

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

Great experience!

We stayed at this house for a short spring break family getaway. We loved having access to paddle boarding and kayaking right in the backyard! The pool was clean and we had a great time
Stayed 2 nights in Mar 2023

10/10 Excellent

Kevin S.

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

Our first FL Keys Trip

What a great stay. The drive down US 1 from MIA is just beautiful. John's property was great and exactly as described. We particularly enjoyed using the kayaks and paddling across beautiful Cudjoe Key. We also enjoyed the peace and quiet.
Stayed 7 nights in Mar 2023

10/10 Excellent

Sara N., Wayzata, Minnesota, USA

Great Place to Stay!

We had a great time at this house on Cudjoe Key! The location was great for us - we spent some time in Key West and Marathon during our trip. It was the perfect spot. We loved the ocean view, the pool, and the décor. We were completely comfortable. We highly recommend this home.
Stayed 5 nights in Mar 2018

10/10 Excellent

Mark A., Guyton

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

Great Again

3 years in a row and everything was great as usual!
Stayed 7 nights in Aug 2021

10/10 Excellent

Shannon F.

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

Family Vacation

Great property - exactly as pictured and described. Lots of extras to utilize on the trip. John was extremely responsive to all my questions. Looking forward to coming back.
Stayed 7 nights in Jul 2023

10/10 Excellent

Sarah P.

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

Loved!!!!

Beautiful location, clean, and lovely. Communcation with property manager was great! The only slight issue was the 225 cleaning fee, it wasnt a surprise or anything just a bit steep of a price for already pricey stay otherwise I highly recommend!
Stayed 6 nights in May 2024

10/10 Excellent

Kim L.

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

Cudjoe Holiday

Fantastic quiet holiday for two couples with two master suites with king size beds, gorgeous views from all balconies, thoughtful beach decor, and stunning sunsets! We LOVED this perfect spot (only 25 minutes from Key West attractions) and would definitely stay again as John was SO easy to work with. FIVE STAR STAY! 😃❤️☀️
Stayed 2 nights in Feb 2024

10/10 Excellent

Penny E.

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

Birthday Trip

The property is just how it was pictured online. No surprises other than all the extra amenities they supplied!
Stayed 7 nights in Feb 2024

10/10 Excellent

Jodi W.

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

Beautiful condo in a Great location

This condo was everything we could have wanted for our trip to the Keys. It's a short drive to Key West and Marathon. There are several nearby restaurants if you don't want to travel far. Views from property were amazing! We enjoyed time relaxing on the balcony or swimming in the pool. I highly recommend this place for couples or families.
Stayed 6 nights in Apr 2022

10/10 Excellent

Michelle B.

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

Paradise in Cudjoe

Has an amazing time. The view was gorgeous with a view of sunrise and sunset. Owner was amazing. Was in contact with us regularly and even sent us weather alerts for our area. 10 out of 10 for sure
Stayed 4 nights in Mar 2024

10/10 Excellent

Jenn P.

Incredible Views

My family had a great time during spring break. Perfect relaxing location and the house is fully equipped. My daughters loved the pool and the kayaks. Just a fantastic vacation that was stress free. Thank you!
Stayed 7 nights in Apr 2019