Entire home

Oceanside home, dock,kayaks,bikes,pool,fishing,109

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Pool
Exterior
Living room with sofabed
Living room with sofabed
Interior

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
1 bedroom3 bathroomsSleeps 6111 sq m

Popular amenities

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

Rooms & beds

1 bedroom (sleeps 6)

Bedroom 2

1 King Bed

Bedroom 2

1 King Bed

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Kitchen
Balcony
Garden
Dining area

About this property

Oceanside home, dock,kayaks,bikes,pool,fishing,109

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. This is #109 and I also rent adjacent homes 111 and 107 in case you need more than one. We are 80 feet from the water`s edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.

This casually elegant home has:
* high ceilings with crown molding and four ceiling fans.
* hardwood floors and impact windows and doors.
* a gourmet kitchen with stainless appliances and granite countertops.
* two master suites with king beds and full private baths.
* a sleeper sofa in living room downstairs with a third full bathroom.
* 3 flat screen HDTV’s with cable and WIFI.
* covered parking for 2 vehicles.
* free offsite storage for your trailer as they may not be stored onsite.
* walk in closet and luxury king beds and furniture.
* cooler, beach toys, fishing poles, kayaks, bicycles, and paddleboards.

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

This is a stand-alone home just for you with breathtaking southwest views of the blue-green ocean and sunsets, private bbq and outdoor seating/dining.

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.

Gated Community of 11 homes, which are all used exclusively as vacation rentals.

While there are infrequent buses to Key West to South and Marathon Key to North, a car is highly recommended.

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 excellent fishing. Fish or kayak right off 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 fine dining and casual restaurants, grocery, liquor store, 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 30 to 60 minutes away
The $250 cleaning fee is not collected with your reservation but is required. You are asked to leave it inside the home upon departure for the housekeeper. To be clear, this $250 is in addition to the other rental costs and taxes that are collected from you upon booking.

During high seasons, guests must typically check in or out on a Saturday or Sunday, unless stay is more than 14 nights. Exceptions are possible upon request.

TRAILER AND VEHICLE PARKING: There is space under home for two standard vehicles. Campers, travel trailers, recreational vehicles, trucks with dual rear wheels and trucks larger than one ton are prohibited from the community. Please park under home and not to the side where it will block your neighbor. I pay for my guests to store their boat or boat on trailer at nearby facilities during their stay. If you will be bringing your boat, or PWC you must tell me now along with your boat description including length.
Boats, PWC and trailers are not permitted to be stored on premises except for day of arrival until noon the next day, and for last 24 hours before departure. Vehicles and trailers may not park on grass or hinder emergency personnel or block any guest’s vehicular access to their home.

CONDITION AND USE OF PROPERTY: The Property is provided in “as is” condition. Owner shall use its best efforts to ensure the operation of all amenities in the Property, such as internet access, cable TV access, pool, recreational equipment as applicable. Owner shall not be held responsible for such items failure to work, but will make every effort to correct any issues as reported as quickly as possible. Guest shall use the Property for residential purposes only and in a careful manner to prevent any damage or loss to the Property and keep the Property in clean and sanitary condition at all times. Guests shall refrain from loud noise and shall not disturb, annoy, endanger, or inconvenience neighbors. Guests shall not use the Property for any offensive or unlawful purposes and shall abide by association rules, and not commit waste or nuisance about the Property.

Extra fees up to $100 may be charged for excessive cleaning. This fee may apply for failure to follow checkout rules including emptying all trash, damaged or missing items including towels and furniture left out of place.

RISK OF LOSS AND INDEMNIFICATION: Guest agrees that all personal property, personal effects and other items brought into the Property by Guest or their permitted guests shall be at the sole risk of Guest with regard to any theft, damage, destruction or other loss and Rental Agent shall not be responsible or liable for any reason. Guest agrees to indemnify and hold harmless Rental Agent and their agents, owners, successors, employees and contractors from and against any costs, damages, liabilities, claims, legal fees and other actions incurred by Guest, their permitted guests, or agents, representatives or successors of Guest due to any claims relating to destruction of property or injury to persons or loss of life sustained by Guest or family and visitors of Guest in or about the Property.

RELEASE: Guest acknowledges that use of amenities may be dangerous, particularly with regard to children, and such use is at the Guest’s own risk. Guest waives and releases any claims against Rental Agent, the Property owner and their successors, assigns, employees or representatives for any injuries or death that may be sustained by Guest or their permitted guests or invitees on or near or adjacent to the Property, including any common facilities, activities or amenities including but not limited to pools, decks, kayaks, paddleboards, bicycles, snorkeling equipment and floats. Guest agrees to use any such facilities or amenities entirely at the Guest’s own risk and responsibility.

REFUNDS: If evacuation, or delayed arrival, due to a named storm is necessary, the unused portion of Guest payments will be refunded.

SMOKING AND PET POLICIES: Home is pet free and non-smoking both inside the home and on balconies.
A minimum fee of $250 will be charged for violation of either policy.

SUNRISE BEACH COMMON AREA RULES:
1. Use of common area including pool, beach, dock and TIKI hut
a. Limit noise to conversation level after 10PM
b. No loud music or boisterous noise at any time
c. No glass containers permitted
d. Children must be supervised at all times
e. No running, rough play or diving
f. Animals are not allowed in the pool
g. No smoking unless downwind from other guests and homes
2. Trash and Recycling:
a. All trash should be disposed of from homes and common areas in closed 13-gallon bags and placed inside the dumpster.
b. All recycled goods (cans, bottles, cardboard) should be placed loose inside the blue recycle cans WITHOUT bagging.
3. Use of marina and boat docks
a. Drive on docks and all mooring positions are on a first come first serve basis. There is no reserving of dock space. Drive on docks for boats 17 feet and smaller.
b. One motorized watercraft up to 25 feet in length is permitted per home with beam under 9 feet. Exceptions can be made for additional personal water craft based on available space.
c. Please be mindful of depth and stay inside of marker buoys.
d. Fish cleaning station is provided. Please hose any fish remains into bay and do not place into trash.
4. There are no common area spaces for parking.
Contact for Questions or Issues: See home info inside unit.

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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
The $250 cleaning fee is not collected with your reservation but is required.

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

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 waterfront. 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 - 3.6 km
  • Upper Sugarloaf Sound - 4 min drive - 4.9 km
  • Lower Sugarloaf Sound - 8 min drive - 8.5 km
  • Florida Keys Beaches - 8 min drive - 8.7 km
  • Sugarloaf Beach - 15 min drive - 14.7 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Broil - ‬2 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,109 have a pool?

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

How much does it cost to stay at Oceanside home, dock,kayaks,bikes,pool,fishing,109?

As of 29 March 2026, prices found for a 1-night stay for 2 adults at Oceanside home, dock,kayaks,bikes,pool,fishing,109 on 29 May 2026 start from NZ$830, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Oceanside home, dock,kayaks,bikes,pool,fishing,109 pet-friendly?

No, pets are not allowed at this property.

How much is parking at Oceanside home, dock,kayaks,bikes,pool,fishing,109?

On-site parking is available at the property.

What time is check-in at Oceanside home, dock,kayaks,bikes,pool,fishing,109?

Check-in begins at 4:00 PM.

What time is check-out at Oceanside home, dock,kayaks,bikes,pool,fishing,109?

Checkout is at 10:00 AM.

Where is Oceanside home, dock,kayaks,bikes,pool,fishing,109 located?

Situated on the waterfront, this holiday home is within 3 miles (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. 168 out of 177 reviews
Rating 8 - Good. 9 out of 177 reviews
Rating 6 - Okay. 0 out of 177 reviews
Rating 4 - Poor. 0 out of 177 reviews
Rating 2 - Terrible. 0 out of 177 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

William C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place great location. Attentive host
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Jill H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nicely equipped, well maintained, quiet property. The bikes and kayaks were a nice touch and the house had everything we needed and more. My only criticism on this property was the pull out couch. The house was listed as a 6 person unit. We had 6 people stay and two had to spend 6 nights on the pull out couch, which is basically an air mattress that didn’t even seem to be queen sized. Having one adult or two children on the pull out may be ok, but two full size adults just wasn’t comfortable. Overall, great property though and I would recommend staying here.
Stayed 6 nights in Dec 2025
Verified

10/10 Excellent

Srdjan M.

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

Nice vacation complex

Well maintained and clean. Close to beaches and Key West. It has a small beach of it's own that maybe doesn't look too appealing. But if you jump on a kayak and row away a few hundred feet, the water is beautiful. Our unit was great. I wuld just add more utensils. There were around 4-5 spoons, wich for a group of 5 is not that much.
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Jason A.

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

Perfection

Everything was great, very nice property. Clean and beautiful!! Highly recommended
Stayed 4 nights in Mar 2025
Verified

10/10 Excellent

Terese H.

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

Great location

Location was great. Excellent space for 4 people. Very pretty setting. Nice amenities.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Sara D.

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

Beautiful Condo

John's condo is really gorgeous. It is spotless, well decorated, and very comfortable. The beds are comfy with lovely linens, the chairs and sofa for watching TV are also comfortable. All the mechanicals work well and you have calming water views.We went to Key West a couple times but were so happy to come home to the quiet relaxation of our condo.We visited the Turtle Hospital and walked the beach of Bahia Honda.There are really good restaurants within a few minute drive. Broil and Square Grouper were both exceptional.John is a great host! He communicates well and is very responsive.I would definitely be a repeat visitor here!
Stayed 7 nights in Jan 2025
Verified

10/10 Excellent

Tommy and Cheryl E.

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

Weekend Fishing Trip

Property was very clean suited our needs perfectly. Great location.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Callie M.

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

Great Family Spot

My family of five (kids aged 9, 12, 13) had a great time! The girls split one king bed + an air mattress. We loved the location, as well as the paddleboards and kayaks. We visited both Key West and Marathon and enjoyed being in between the two. Great communication, comfy beds, super clean, highly recommend!
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Louanna A.

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

Best of Both Worlds

I was a little concerned when I initially reserved this property. My husband and I were traveling with 3, 15 year-old boys and I was concerned the boys would prefer to stay directly in Key West with all of the more touristy activities and find Cudjoe Key and this property boring after a few days, but surprisingly I was wrong! The boys absolutely loved it! They thoroughly enjoyed all of the amenities this property offered. They took advantage of using the fishing poles, bikes, kayaks and pool. It was nice to see them enjoy being kids and not captive to their electronic devices!! Most of the neighboring properties were occupied but we had no issues with any of the other renters. The units are extremely close to one another so one may feel as though they don’t have a lot of privacy especially when enjoying the outdoor space each unit offers but again this wasn’t a bother to us. The unit is exactly as displayed in the pics and offered working appliances that we benefited from. Cudjoe Key is a more relaxed environment with a seemingly smaller population than Key West but a close 20 minute drive that allows you to visit as often as you’d like. This really is the best of both worlds and satisfied all of us. We will definitely look to stay here if we visit the Florida Keys again.
Stayed 5 nights in May 2024
Verified

10/10 Excellent

Rachel B.

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

Excellent, Relaxing Location

The property is very well maintained, clean and comes stocked with everything you need. Great location for paddle boarding/kayaking and within close proximity to local beaches, restaurants and Key West.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Lisa G.

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

Excellent stay in the lower keys

We loved this place. Very beautiful property on the ocean. Great docks, beds, furnishings. Excellent host!
Stayed 4 nights in May 2024
Verified

10/10 Excellent

Charles D.

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

Sunrise beach resort

I thoroughly enjoyed every aspect of our stay! Clean, roomy accommodations with plenty to do or not to do! Close to great restaurants and essentials for making your own meals as well. I would give it 10 stars if i could! Great place!
Stayed 4 nights in Apr 2024
Verified

10/10 Excellent

Alfred G.

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

Keys

Very comfortable and clean. Highly recommend it
Stayed 5 nights in Apr 2024
Verified

10/10 Excellent

karen s.

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

Cudjoe Stay

Property was great—clean, comfortable and has everything that you need!
Stayed 3 nights in Apr 2024
Verified

10/10 Excellent

Erin A.

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

Perfect as usual

This is the second time we have stayed in this gated community at one of Johns properties. Once again, it did not disappoint. You are on the water with plenty availability for kids to swim or fish. The chairs along the pool and waters edge are so comfortable. There is even an added bench at the far end of the dock, perfect for watching sunsets. The house is your own. 2 floors. Plenty of space. The beds are super comfortable with an array of pillows, hard and soft, for whatever you like. Extra linens, beach towels, anything you could need in the kitchen. We enjoyed using the kyacks but there are bikes for use also. The underside of the house has a cool relaxing seating area with table and gas grill. We used these often. The houses that John owns in this gated community are also unique in that they have stained glass windows and none of the other homes have that. Very beautiful. Highly recommend this property and owner. You wont be sorry. We also explored Bahai Honda State Park, 20 minutes from the property and spent 2 different days going into Key West, one of which was to go to Ft. Jefferson on Yankee Freedom. You are 30 minutes from Key West as well, but not in all the crazy.
Stayed 4 nights in Mar 2024
Verified

10/10 Excellent

Jennifer B.

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

Perfect House

The sunsets were amazing! Fishing was fun. It was a very nice, clean house and we would definitely stay again!
Stayed 5 nights in Mar 2024
Verified

10/10 Excellent

Adam S.

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

Florida Keys Vacation

Our family thoroughly enjoyed everything about our stay at this property. John, the host, provided great resources and advice prior to our drive from Ft. Lauderdale to the house. We dipped in the pool every day, used the kayaks - very easy access, dined at several recommended restaurants, absolutely LOVED Looe Key Resort for the snorkel tour, and enjoyed Bahia Honda’s Sandspur Beach twice (easy to rent beach chairs!) We adventured to Key West one day and sadly missed the Florida Eco-Discovery Center (open Wed-Sat only), but caught the sunset from Mallory Square. There is nothing missing from this property. Its location, cleanliness, pool/amenities, and being so well stocked were excellent. We highly recommend, and thank you so much John for sharing your gem!
Stayed 5 nights in Mar 2024
Verified

10/10 Excellent

Jeanne C.

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

Fabulous property in the keys

We loved our stay! Everything was provided that we would need, it was just like being at home. Everything was clean, pool was great and we tied up our boat at the dock. We also used the bikes. We look forward to staying here again.
Stayed 5 nights in Jan 2024
Verified

10/10 Excellent

Tracy B.

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

Fabulous property with all the amenities

Clean, clean, clean! Everything you could possibly need in the kitchen. Detailed instructions with lots of recommendations on places to eat and visit. Location was primo! Pool was fabulous, just a few steps from the ocean.
Stayed 6 nights in Jan 2024
Verified

10/10 Excellent

Liz P.

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

Perfect family trip

This was the perfect family trip. Our host sent us a packet that included a ton of information that allowed us to know where we could find things on our way to our rental and it included places we might enjoy. The rental and what was offered was perfect. We had a wonderful family trip. We would definitely would do it again. Thank you!!
Stayed 4 nights in Jan 2024
Verified

10/10 Excellent

Ann A.

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

Pre Christmas getaway

My daughters and I enjoyed our stay here. The condo was beautiful with plenty of amenities to enjoy. Communication with owner was very good. Location was nice. Easy access to Key West, Bahia Honda State Park, many restaurants and coffee joints. We would highly recommend.
Stayed 5 nights in Dec 2023
Verified

10/10 Excellent

Jessica C.

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

Great place!

Loved our stay! Great home in a great location.
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

Kristen T.

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

Perfection!

We had a fantastic stay on Cudjoe Key! The house was beautiful and very clean, and the amenities were great. We loved having the pool and the little beach for the kids, as well as the bikes and water toys. The kitchen was very well equipped for a rental property, which allowed us to have a lot of meals at home. The location was perfect, too. We felt super close to Key West and activities on other islands, but had a quiet home to retreat to when needed. The grill and fire table under the house were great, and the sunsets on the dock were amazing! We had one very minor problem during our stay, and the owner was so responsive and helpful. He had a solution for us in minutes. We will definitely be staying here again!
Stayed 5 nights in Aug 2023
Verified

10/10 Excellent

Deana H.

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

perfect spot

worked out great. location to all things lower keys related.
Stayed 7 nights in Jul 2023
Verified

8/10 Good

Tim S.

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

Great family spot in the lower keys

We spent the week of the 4th at the unit. The property manager was very responsive and very accommodating. The unit was very clean and comfortable. The docks and cleaning station was nice and the folks at the marina were very helpful. We enjoyed every minute of our stay and are looking forward to our trip next summer!
Stayed 5 nights in Jul 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

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