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

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

Miscellaneous
Exterior
Living room with sofabed
Living room with sofabed
Living room with sofabed

Reviews

10 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
    ‪17 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 King Bed

Common spaces

1 Double Sofa Bed

3 bathrooms, 3 half bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Spaces

Kitchen
Balcony
Dining area

About this property

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
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Ocean view

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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? Jet skiing, kayaking and scuba diving adventures can be found near the property.
Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 3.2 km
  • Upper Sugarloaf Sound - 5 min drive - 3.9 km
  • Venture Out Keys - 5 min drive - 3.9 km
  • Florida Keys Beaches - 8 min drive - 7.7 km
  • Sugarloaf Beach - 17 min drive - 14.6 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).

Reviews

10

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. 147 out of 153 reviews
Rating 8 - Good. 5 out of 153 reviews
Rating 6 - Okay. 1 out of 153 reviews
Rating 4 - Poor. 0 out of 153 reviews
Rating 2 - Terrible. 0 out of 153 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

Michael L.

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

Lovely condo home in Cudjoe

Lots of extras with your rental are helpful.
Stayed 4 nights in Aug 2024

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

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

Ramona Z.

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

Perfect

This property was perfect for 2 couples of empty nesters. The condo was the best one on the property in my opinion due to the awesome views from the place. It’s also close to some great restaurants in the area. I would definitely recommend to others.
Stayed 5 nights in May 2024

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

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

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

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

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

Verified traveller

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

Wonderful location and great accomodations

We spent five nights here with our adult sons. It is such a nice condo and really great location. Every morning, we watched the sun rise from the porches right off of our bedrooms. I loved having three bathrooms and the living room/kitchenette were the perfect size. One of our sons slept in the living room and the other two in the king sized bed. Thanks so much for the accomodations!
Stayed 5 nights in Jan 2024

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

Susan L.

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

A Little Piece of Paradise!

Beautiful property, exactly as pictured and described. Everything you need to have a relaxing and enjoyable stay. Very clean and quiet with fantastic views of the water. Great location for short day trips to Key West and Bahia Honda State Park. John was very responsive to all our questions and comments. Hope we have the opportunity to return, would definitely stay again!
Stayed 6 nights in Sep 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

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

Ryan C.

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

Wonderful home in great location!

This home was just what we were looking for! It is well appointed and had everything we needed to cook meals and relax. The location is very nice as Cudjoe is between Key West and Big Pine Key. So, we were in a quiet area but within distance to attractions/grocery stores. We brought our boat and had no problems in the bay, we did download a tide app to know when the lowest tides would be. The community pool was very nice and seems to be cooled. I always have reservations in staying in a VRBO, but this stay was amazing. We look forward to booking again.
Stayed 7 nights in Jul 2023

10/10 Excellent

Melanie M.

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

Amazing

Easy checkin
Stayed 3 nights in Jul 2023

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

Robert S.

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

This is a Great Florida Keys Getaway

This property is the perfect place for fun and relaxation. It's close enough to Key West to enjoy everything it has to offer, but far away enough to enjoy quiet and relaxation. All amenities are supplied, just bring your fun and enjoyment!
Stayed 7 nights in Jun 2023

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

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

Donna H.

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

Wonderful Property!

We stayed at this beautiful property for 4 nights. I was looking for something on the water, with pool access that would sleep 4 adults comfortably with 3 bathrooms and an easy drive into Key West. This house was absolutely perfect! The home is beautifully furnished with such attention to detail! Even had a pair of binoculars for looking out onto the water for sea life and boats. There are beautiful pictures of sea life on the walls, a beautiful stained glass window, and we enjoyed looking at the picture book of the hurricane damage and rebuilding on the key a few years ago. It only took us about 25 - 30 min to drive in to Key West. I would most certainly stay here again!You will not be disappointed in booking this property The owner is super nice and helpful and even provided recommendations for places to eat, grocery stores, souvenir shops, etc. that were extremely helpful! Thank you John!! We are from Texas and loved our trip to the keys!
Stayed 4 nights in May 2023

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

Rocky B., New Iberia, LA, USA

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

Our Trip to the Keys

The pictures were accurate. Beautiful property, clean and quite. It was refreshing to get away from the hustle and bustle of Key West and enjoy the beauty and quite in this peaceful resort in the evenings.
Stayed 4 nights in Apr 2023

10/10 Excellent

Chris W., Plantation, FL USA

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

Fantastic Place - Will Return

Loved everything about this place. Location, value, area restaurants and activities. Offering bikes, kayaks and paddleboards a huge bonus. Clean, bright, comfortable. Host communication was excellent. He was spot-on, detailed and accommodating. Really great place. Hope to return for a longer stay in the future.
Stayed 2 nights in Apr 2023

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, eating out and then have a quiet place to sleep and relax.

Why they chose this property

We fell in love with the Keys and purchased these properties to make it that much easier to visit. Sunrise Beach Resort is the perfect blend of Keys life. It 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
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